Family friendly vacation rentals in Hyannis, MA

Explore the islands, beaches, and quaint villages of the Cape Cod area from this cozy cottage. Perfect for a small family or couple's getaway, 'Sea Street Cottage' offers the ideal downtown location. Situated on the new Sea Street bike path, all that downtown has to offer is just steps away! Walk less than a mile up the bike path to Main Street shops and restaurants or walk down to Keyes Memorial Beach. Easily access to Island ferries and Hyannis Harbor, which are located just 1 mile away. -- THE PROPERTY -- Massachusetts Tax ID: C0016580200 | Free WiFi | Single-Story Home Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds | Living Room: Sleeper Sofa INDOOR LIVING: Nautical decor, natural lighting, flat-screen Smart TV w/ Xfinity Flex & HDMI hookups OUTDOOR LIVING: Fenced yard, picnic table, grassy lawn, outdoor seating, gas grill KITCHEN: Small, well-equipped kitchen with coffee maker, microwave, cooking basics, breakfast bar GENERAL: Linens/towels included, hangers, board games, air conditioning unit in bedrooms (available Memorial Day-Labor Day only) PARKING: Driveway (2 vehicles) -- THE LOCATION -- OUTDOOR RECREATION: Craigville Beach (4.3 miles), Keyes Memorial Beach (0.7 miles), Veterans Park Beach(1.2 miles), Kalmus Beach (1.6 miles), Cape Cod National Seashore (30.5 miles), Hyannis Whale Watcher Cruises (4.9 miles), Cape Cod Community College Tennis Courts (1.6 miles), Ferry boats to Martha's Vineyard and Nantucket (1.0 miles) MUSEUMS & MONUMENTS: John F. Kennedy Hyannis Museum (0.7 miles), Heritage Museums & Gardens (15.1 miles), Atwood House & Museum (20.2 miles) DINING: Main Street restaurants (walkable), Sea street cafe (0.1 miles), Spanky's Clam Shack and Seaside Saloon (0.9 miles), Anejo Mexican Bistro (0.2 miles) EVENTS: Harbor Festival - Hyannis Ferry Port (0.9 miles), Provincetown Carnival - Provincetown (48.3 miles), Brewster Summer Arts & Crafts Festival - Drummer Boy Park (13.6 miles), Barnstable County Fair - Cape Cod Fairgrounds (13.7 miles), Cape Cod Melody Tent (0.2 miles) AIRPORT: Boston Logan International Airport (73.0 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The air conditioning unit is only available from Memorial Day to Labor Day Licence number: C0016580200

Barnstable Village Community | Nights By the Fire | < 1 Mi to Veterans Memorial Park Perfect for beach bums and adventurous families, this 3-bedroom, 1.5-bath Hyannis vacation rental puts the best of Cape Cod at your fingertips. Within a mile, you’ll find beaches, shops, restaurants, and ferry services to Nantucket or Martha’s Vineyard — don't miss the fresh seafood! This airy home features multiple living spaces and a sprawling backyard for the whole family to convene. Book today! -- THE PROPERTY -- C0542590200 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 twin bed, 1 twin bunk bed - Sunroom: 1 sleeper sofa - Additional Sleeping: 1 portable crib OUTDOOR LIVING - Spacious backyard w/ fire pit & shaded dining table - Covered patio w/ seating, front porch - Beach chairs & cart INDOOR LIVING - 2 Smart TVs, board games, books - Dining table, high chair - Sunroom w/ electric fireplace KITCHEN - Refrigerator, stove/oven, dishwasher, microwave - Keurig coffee maker, toaster, Crockpot - Dishware/flatware, cooking basics GENERAL - Free WiFi - Central heating, window A/C units, ceiling fans - Linens/towels, iron & board - Hair dryer - Keyless entry ACCESSIBILITY - 3 steps to enter, 2 steps to access sunroom - Single-story home FAQ - 1 exterior security camera (facing out) PARKING - Gravel driveway (2 vehicles) - Free street parking (first-come, first-served) -- THE LOCATION -- - 0.5 miles to Main Street (museum, restaurants, boutique shops, events & entertainment, boat tours) - 0.7 miles to Veterans Memorial Park & Keyes Memorial Beach - 1 mile to ferries: Nantucket, Martha’s Vineyard - 1 mile to Hyannis Transportation Center - 1 mile to John F. Kennedy Hyannis Museum - 1 mile to Melody Tent - 4 miles to Whydah Pirate Museum - 2 miles to Cape Cod Gateway Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 3 steps to enter and 2 interior steps to access the sunroom - Your safety matters. This property features a Ring doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device or when the video doorbell button is pressed Licence number: 15389001;RENT-2137;C0542590200

Experience all the portside village of Hyannis has to offer from this stunning 4-bedroom, 3-bath vacation rental! The stylish home has a light-filled interior that's complete with floor-to-ceiling windows, an open layout, and a fully equipped kitchen overlooking the waterfront. You may never want to leave the spacious private deck, but if you feel like venturing off, you'll be no more than a few moments from Veterans Park Beach, the Hyannis-Nantucket Ferry, and downtown's restaurants and shops! -- THE PROPERTY -- Certificate Number: C0236510200 | Room Occupancy Tax Account ID: ROC-16389843-003 | 2,200 Sq Ft | 2 Waterfront Decks | Open Layout Bedroom 1 (Suite): Queen Bed | Bedroom: Queen Bed | Bedroom 3: 2 Queen Beds | Bedroom 4 (Suite): King Bed INDOOR LIVING: Floor-to-ceiling windows, newly furnished interior, L-shaped sofa, lofted ceilings, interior water views, 2 flat-screen Smart TVs, natural light OUTDOOR LIVING: Waterfront location, 2 private decks, gas grill KITCHEN: Fully equipped, 10-ft kitchen island, colorful accents & finishes, high-top breakfast bar, stainless steel appliances, gas range stove, teapot, drip coffee maker, cooking basics, dishware & flatware GENERAL: Free WiFi, washer/dryer, linens/towels, complimentary toiletries, first aid kit, hairdryer, central heat & air conditioning, trash bags, paper towels FAQ: External security cameras (facing out), unfenced lake area (child supervision recommended) ACCESSIBILITY: 2-story home, 3 steps to enter main floor, 2 bedrooms & 2 full bathrooms on main floor PARKING: Driveway (5 vehicles), street parking -- THE LOCATION -- BEACHES: Veterans Memorial Park (0.8 miles), Ocean Avenue Beach (0.8 miles), Hyannis Port Beach (1.2 miles), Kalmus Park Beach (1.3 miles), Englewood Beach (3.9 miles), Craigville Beach (4.9 miles), Seagull Beach (5.3 miles), West Dennis Beach (8.9 miles) LOCAL ATTRACTIONS: John F. Kennedy Hyannis Museum (0.9 miles), Ferry boats to Martha's Vineyard and Nantucket (1.4 miles), Toad Hall Classic Car Museum (1.6 miles), Heritage Museums & Gardens (15.8 miles), Atwood Museum (21.1 miles), Chatham Lighthouse (23.1 miles) DINE & DRINK: Black Cat Tavern (0.6 miles), Spanky's Clam Shack and Seaside Saloon (0.8 miles), Baxter's Boathouse (1.0 miles), Fresh Ketch (1.0 miles), Pizza Barbone (1.1 miles), British Beer Company (1.2 miles), The West End (1.2 miles), The Local Juice Bar + Pantry (1.3 miles), Tugboats (1.3 miles) EVENTS: Cape Cod Melody Tent (1.6 miles), Harbor Festival - Hyannis Ferry Port (1.4 miles), Brewster Summer Arts & Crafts Festival - Drummer Boy Park (13.7 miles), Barnstable County Fair - Cape Cod Fairgrounds (14.8 miles) AIRPORT: Boston Logan International Airport (74.1 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This 2-story home requires 3 steps to enter the main floor. There are 2 bedrooms and 2 full bathrooms on the main floor - NOTE: Your safety matters. This property features exterior security cameras, around the back of the house and by the front door, facing out. They do not look into any interior spaces - NOTE: This property may not be suitable for children due to the unfenced lake area for the front or backyard Licence number: C02356510200

4 Bedroom - 3 Baths - Sleeps 7 with additional sleep space A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of our homes offer flexible stays with a 3 night minimum in the off season - ask our Reservation Specialists for more details. Complimentary Linens Service Provided: This includes bedsheets, bath, beach, and dish towels for total home occupancy We offer a 4 pm Check-In and 9 am Check-Out Welcome to Family Tides! Renovated and updated home with central AC sleeps 6 in 4 bedrooms and one more in additional sleeping space. This home has a lower level living space including a bedroom, full bathroom, kitchenette/bar, living room and laundry room with dedicated work space and separate entry. The outdoor space includes a kitchen/bar, in ground pool, hot tub and basketball hoop. Gather the whole family in this welcoming home while exploring the Cape from its central location! BONUS: Linens and towels included! Let Us Tell You About This Home: Plenty of parking space in the long driveway as you approach this unassuming home. Enter through the front door into a sun-filled open floorplan of living and kitchen areas draped in hues of local sand and shells. Leave your shoes and your worries by the door on the large storage bench that lines the entryway. Make your way into the living room and take a seat on the large sectional to enjoy your favorite show on the flat screen TV. Beneath it is a gas fireplace that welcomes you with an adjacent comfortable chair. Adjoining the living space is the kitchen that begins its defined space with an oversized island accented by waterfall marble ends and serving the occupants of four bar height chairs. The white cabinetry, appliances and countertops achieve a complimentary flow with lines and swirls of copper colored hues utilized throughout. A sliding glass door on the side of the kitchen will bring you to the impressive outdoor living spaces which are introduced with the enclosable and heated patio and outdoor kitchen/bar surrounded by lounge furniture and game tables. Outside of this covered area you will find a large, fenced lot containing an above ground hot tub, an in ground pool, an area of grass for lawn games and a basketball hoop contained in the end of the driveway which continues beside the house to greet the back yard. Back inside the home, you pass through the open living spaces into a hallway that first leads to full Bathroom #1 with shower/tub combination. Across the hall is Bedroom #1 which has a Twin sized bed, flat screen TV and built in desk/work area with comfortable gaming chair. Bedroom #2 has a Full (Queen?) sized bed, flat screen TV and built in desk/work area also with comfortable gaming chair. At the end of the hall is Bedroom #3, the primary bedroom, offering a King sized bed, flat screen TV, large closet with barn door and full en suite Bathroom #2 with shower. Heading back to the living space/entry, next to the hall bathroom is the door leading to the lower level. At the bottom of the stairs, you find an auxiliary refrigerator, high end full sized washer/dryer in a laundry area and a desk/work space near the doorway that leads into the living spaces of the lower level. You first encounter Bedroom #4 with a built in desk/work area as well as a Twin sized bed. Accompanying this bedroom in the same hallway is full Bathroom #3 with shower. At the end of the hallway, you enter an open area with full kitchen (including refrigerator in laundry room) and bar, entertainment center with flat screen TV, couch and chair near another flat screen TV as well as a Twin sized bed with trundle. From this living space, you can exit to the backyard area near the driveway and basketball hoop by utilizing a stairway leading up to ground level. With a central location in Hyannis Woods as well as a pool, hot tub, well-appointed outdoor area and numerous living and entertaining spaces within, this home offers all that you need for a week of family fun on the Cape. You may never leave! Guest Welcome Starter Bag Included: A large reusable tote with: 2 rolls of toilet paper, tissues, hand soap, sponge, 2 trash bags, dish soap, dishwashing detergent, a roll of paper towels, laundry detergent and hand sanitizer (subject to change based on guest needs and marketplace availability). Free Tickets and Complimentary Activities! Create unforgettable memories and experience Cape Cod like a local! Enjoy $750 worth of daily exclusive free tickets to exciting local attractions through our partnership with Xplorie. Your amenities include activities such as Island Cruises, Whale Watch, Bike Rentals and admission to Whydah Pirate Museum. When you’re not soaking up the sun on the beach, enjoy daily rounds of golf at Cranberry Valley or Chequessett Golf Courses and mini-golf for family fun. This home has Keyless Entry for your convenience. NO SMOKING of anything containing tobacco, any other substance, and e-cigarettes, inside or outside of the home. PET FRIENDLY HOMES are for a DOG only. This home allows 1 dog with a $25 per night fee. With owner approval, a second dog may be considered for an additional $25 per night fee. A Pet Registration form must be completed upon reservation confirmation. Max parking of cars at property: 4 - No parking on lawn anytime. Additional Information to Assist You: Our calendars are updated in real-time and are accurate. Departure cleaning is included with your reservation at no additional charge. Simply follow our basic check-out instructions at your departure. State and local taxes are charged if applicable. For Reservations made over 60 days away, you will make two payments - 50% initial payment with reservation and the final balance will be auto billed to your credit card 60 days prior to arrival. We accept Mastercard and Visa for payments. A confirmed reservation is non refundable--please consider purchasing trip cancellation insurance. Ask our guest specialist for more details regarding cancel options and trip insurance. ***Linens - bed sheets, bath/dish/beach towels and bath mats ARE INCLUDED with this home. Please ask our guest specialist for details. You must be 25+ years old unless accompanied by a parent or guardian to book one of our Vacation Rental Homes. An ID must be furnished upon request. Area Info: *Mileage is approximate 2.1 Miles to Eugenia Fortes Beach 2.2 Miles to Keyes Memorial Beach 2.8 Miles to Craigville Beach 4 Miles to Wequaquet Lake boat ramp 0.8 Mile to nearest grocery and pharmacy stores Short 2 mile drive into the town of Hyannis where you will find : Shopping Restaurants Ferries to the Nantucket /Martha’s Vineyard Whale Watch Tours *Mileage is approximate Licence number: C0420370200

This property is professionally managed by Pretty Picky Properties. Sea Captain’s Estate with Heated Pool and Pickle Ball Court Sleeps 20 in 8 Bedrooms, 4.5 Baths Linens Included and Beds Made Rents Saturday to Saturday during the summer months Pets considered up to 40lbs. Pool Heating Fee Prior to June 22 and after September 13 Labor Day Weekend 4-night minimum stay From its rooftop Victorian cupola perfect for stargazing to its classically coffered ceilings and gleaming hardwood floors, this one-of-a-kind, historic grand manor warms your heart the minute you step onto the property and pass under the towering linden trees that define the expansive front yard. Originally built in 1856 for Sea Captain Russell Marston, the 5,600-square-foot property has been fully renovated and modernized over the past decade, retaining the character of a grand estate while featuring tasteful décor and elegant finishes. The result is the perfect balance of historic charm and modern amenities, comfortably and memorably accommodating up to 20 guests. The home’s central location in mid-Cape puts it in the charming Centerville Historic District, less than a mile from Craigville Beach, known for its wide sandy shore and stunning views of Nantucket Sound. Owners offer a beach pass if you prefer to drive to other area beaches! It’s a short walk along the sidewalk to the water, or a quick two-minute drive. Just five minutes down Main Street, you can enjoy award-winning Four Seas Ice Cream, perfect for a treat at any time or after dinner. Nearby, you’ll find the 1856 Country Store, which still sells “penny candy" along with gifts and souvenirs, as well as the library and a new playground. While your group may prefer staying on the grounds, the home offers easy access to all parts of Cape Cod. It’s just 5 minutes to upscale shopping and dining in Osterville, 10 minutes to the variety of options in downtown Hyannis and the ferries to the Islands, and 15 minutes to trendy Mashpee Commons. You’re also close to excellent local markets, bakeries, and coffee shops, along with convenient stores like Whole Foods and Trader Joe’s. It truly offers the best of everything! The main level of this home offers a common space that is remarkably open for a home of this vintage, including a bright, thoughtfully equipped kitchen with high-end appliances and an impressive great room with plush seating and a large smart TV for movie nights. There’s a full dining room and an additional dining area just off the great room and kitchen, which could easily host family game nights. In addition, several living spaces complete the expansive first floor and are ideal for your large group to spread out. There is an elegant lounge perfect for reading by day or for hosting cocktails by night, as well as a more contemporary family room, ideal for kids and teens, with a large smart TV, an Xbox gaming system, and a selection of board games. The main level also includes a sunroom with access to the spacious grounds, a half bath, and a mudroom with two sets of washers and dryers. The home offers various sleeping arrangements across eight bedrooms on three levels. The main level features a spacious bedroom with a King bed and an ensuite bathroom with a step-in shower. Ascending the grand, winding staircase, the second level includes several sleep areas. There is a luxurious King suite with an ensuite bath that has a soaking tub and a large shower. This primary bathroom also has a second door for direct hall access, ensuring privacy for the master suite occupants. Adjacent are two tastefully decorated bedrooms—one with a King bed and the other with a Queen bed—that share a hall bath with a step-in shower. In a separate wing of the second floor, there’s another large King suite with its own private exterior entrance, ideal for a family. This suite includes a bedroom with a comfy King bed, a kitchenette, a full bath with a step-in shower, and an additional sleeping area with two twin beds. From this suite, you can step out onto a spacious deck overlooking the pool and grounds. The third level features three cozy bedrooms: one with a Queen bed, another with two twin beds, and a third with four twin beds. This level also has a smart TV and a PlayStation gaming system. Overall, the house contains four full bathrooms and one half bath. Your outdoor summer experience here will be truly unforgettable! Picture sunny days relaxing by the spacious, secluded heated pool (gated for safety!). This beautiful area will become a favorite spot, featuring resort-style lounge chairs and a dining table perfect for outdoor lunches. There’s also a pool cabana equipped with a fridge/freezer, an outdoor rinse station, and a convenient half bath. Your group will appreciate the many outdoor living options available! On the opposite side of the house, accessible from the great room, is another spacious outdoor entertaining area. It’s a large stone courtyard with premium lounge seating around a gas fire pit, a large gas grill, and a whole-home generator. Additionally, two expansive sundecks with lounge seating and a table with an umbrella—perfect for lunch or cocktails — overlooking the pool are located on the second level. A unique amenity, a private pickleball court. Ideal for family tournaments! This home will be your private resort on the Cape! The house is set on 1.37 acres of private, professionally landscaped, park-like grounds with ample flat yard space for kids to run and play safely. You can enjoy family soccer matches, cornhole games, or basketball at the driveway hoop. The home is equipped with central air conditioning, high-speed Wi-Fi, multiple smart TVs, and a Sonos sound system. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

This property is professionally managed by Pretty Picky Properties Dennis Bayside: Updated, Pool, Hot Tub, Walk to Beaches Sleeps 12 5 Bedrooms, 4.5 Baths Rents Saturday to Saturday during Peak Season Linens Included, Beds Made You won’t have to worry about parking at the beach. You can walk there, and not in the road, either. Here you have private paths to two of the best beaches on Cape Cod Bay. You’ll have your feet in the sand at either Mayflower or Bayview Beach in five minutes or less. You’ll want to come back for sunset. It can be absolutely stunning over the Bay. And after sunset, take a short walk to Chapin’s - an excellent spot for dinner and cocktails! You’ll also enjoy a beautiful sunset back at the house, where you’ll quickly understand why the road is called Dunes View, as you look out over the sandy dunes that shape this part of the bay’s coast. After leaving the beach, rinse off the sand and salt in the outdoor shower, then unwind by the stunning heated pool. Alternatively, have the kids start a game of “Marco Polo" while you relax in the calming hot tub. The outdoor living areas are exceptional, and the pool is just the start. Beyond the gate lies a separate outdoor space with a large dining table, chairs, a hot tub, a gas fire pit, and a large gas grill. A new pool cabana features an additional bar area that opens to the pool deck, along with extra seating to watch the ball game while staying connected to the poolside activities. The upper decks offer a captivating elevated view of the well-kept, private yard and gardens, with the beach dunes visible beyond. The large upstairs deck features shaded seating under an awning. Inside, you’ll be captivated by the cheerful, bright, open floor plan. The modern kitchen features top-tier stainless steel appliances, extensive granite countertops, and a wet bar with a wine fridge, offering more than you could imagine. Next to the kitchen, a spacious dining table seats twelve, with three additional seats at the kitchen island, which includes a second sink for easier meal preparation. The kitchen and dining space seamlessly connect to the living room, furnished with lounge seating and a large wall-mounted TV. Sleeping arrangements include 12 beds, starting with two main-level bedrooms, each furnished with a comfortable queen-sized bed. These share a beautifully renovated, spacious full bathroom. Upstairs, there are two additional bedrooms, each a primary suite with a generous king-sized bed and a private full bath, one featuring a two-person shower. The house also offers a large bonus space above the pool cabana, featuring a great room with a large TV, a full bath, and ample lounge seating. Four XL single beds are located here, two of which are built-in trundle beds, increasing the total sleeping capacity to 12. The pool cabana provides another area with a TV and a half bath nearby for poolside use. This home has four full baths and one half bath. There’s central air conditioning, high-speed Wi-Fi, smart/cable TV, a Sonos® Sound System, and a ping-pong table for guest use. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Escape for a while and enjoy the calm atmosphere of this Hyannis vacation rental! Boasting 3 bedrooms, 1.5 bathrooms, a well-appointed interior with a full kitchen, a spacious backyard, and easy access to local beaches and golf courses, this charming home is an ideal getaway. Ready to explore? Tour the area with Hyannis Whale Watcher Cruises, stroll through the Heritage Museums & Gardens, or take a day trip to Martha's Vineyard. No matter how you spend your trip, a tranquil retreat awaits! -- THE PROPERTY -- MassTaxConnect ID C0420760200 | Dog Friendly w/ Fee | Spacious Yard w/ Fire Pit | Close to Golf Courses Bedroom 1: King Bed | Bedroom 2: Full Bed | Bedroom 3: Queen Bed, Twin Bed | Additional Sleeping: Twin Air Mattress INDOOR LIVING: Smart TVs, fireplace (decorative only), breakfast bar, board games OUTDOOR LIVING: Deck, outdoor seating & dining areas, gas grill, hammock KITCHEN: Dishwasher, stove/oven, fridge, stainless steel appliances, Keurig coffee maker, microwave, toaster, blender, tea kettle, ice maker, dishware/flatware, spices, basic cooking essentials GENERAL: Free WiFi, keyless entry, central A/C & heating, iron/ironing board, towels/linens, hair dryer, complimentary toiletries, trash bags/paper towels FAQ: Steps required to enter, pet fee (paid pre-trip) PARKING: Driveway (4 vehicles) -- THE LOCATION -- ESCAPE TO NATURE: Craigville Beach (2 miles), Keyes Memorial Beach (3 miles), Hyannis Harbor Light Beach (3 miles), Kalmus Park Beach (3 miles), Hyannis Whale Watcher Cruises (4 miles), Cape Cod National Seashore (21 miles), Martha's Vineyard (38 miles w/ ferry) HISTORY BUFFS: John F. Kennedy Hyannis Museum (2 miles), Whydah Pirate Museum (5 miles), Heritage Museums & Gardens (14 miles), Atwood Museum (21 miles) HIT THE LINKS: Twin Brooks Golf Course (2 miles), Hyannis Golf Course (2 miles), Hyannisport Club (2 miles), Old Barnstable Fairgrounds Golf Course (6 miles) AIRPORTS: Cape Cod Gateway Airport (2 miles), Boston Logan International Airport (71 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $100 fee (+ fees & taxes, 1 dog max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: The property requires steps to enter - NOTE: The fireplace is not available for guest use Licence number: C0420760200

Secluded Setting | Outdoor Entertainment Space | 6 Mi to Cultural Center of Cape Cod Escape to ‘Bayview Getaway,’ a 3-bedroom, 2-bath vacation rental on a tranquil dead-end street bordered by conservation land. Just blocks from Lewis Bay Beach, with free parking, and about a 12-minute to lively Hyannis Main Street, this home offers relaxation and convenience. Enjoy the renovated deck with a grill and dog-friendly trails on-site, or explore ferry rides, whale watching, shopping, and dining. -- THE PROPERTY -- Massachusetts Tax ID: C0061363510 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 king bed, 2 twin beds OUTDOOR LIVING - Private yard w/ deck - Gas grill - Hammocks INDOOR LIVING - Wood-burning fireplace - Flat-screen TV, PlayStation - Books, board games - 6-person dining table KITCHEN - Gas stove, oven, dishwasher, air fryer - Microwave, drip & Keurig coffee makers - Toaster oven, blender, lobster pot - Knife set, dishes & flatware - Cooking basics, spices GENERAL - Free WiFi - Central heating, mini-split A/C units - Ceiling fans - Cotton linens, towels FAQ - Pet fee (paid pre-trip, 1 dog max) - 2 exterior security cameras (facing out) ACCESSIBILITY - 2-story home - 5 steps required to enter PARKING - Driveway (3 vehicles) - Parking area (1-2 vehicles) - Street parking -- THE LOCATION -- - Adjacent to 100 acres of land w/ walking & biking trails - Walk to restaurants, ice cream parlors, bookshops, boutiques, stores & spas - 3 miles to Cape Cod Inflatable Park - 3 miles to Dennis Pond Conservation Area - 4 miles to Seagull Beach - 6 miles to Barnstable Harbor - 10 miles to Tony Kent Arena - 29-31 miles to Martha's Vineyard & Nantucket - 1 mile to Cape Cod Gateway Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - Pet friendly w/ $130 fee (+ fees & taxes,1 dog max) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires 5 steps to enter - Please note, that only a starter amount of toiletries/toilet paper is provided for each reservation - Your safety matters. This property features 2 exterior security cameras. Camera 1 is next to the front door facing the entryway. Camera 2 is on the side of the property facing the yard. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound Licence number: C0061363510

You’ll love this modern home that is walking distance to the beach. Tons of space plus a HUGE yard with soccer goals. 2 patio areas, including one with a firepit and outdoor furniture. Bikes, Paddleboards, office, record player, kids toys, beach gear & games. Includes a downstairs apartment with its own entrance - perfect in-law suite w/ full living quarters. Main house has 2 living room areas w/ TVs, dining table, fully equipped kitchen, shuffle board. Walk to restaurants & a great bagel shop. HIGHLIGHTS: ★ Located in a great area of Cape Cod - surrounded by restaurants, shopping, biking trails, family activities and so much more! ★ Walk to the beach ★ Nearby beach is Colonial Acres Beach ★ Large Downstairs apartment with it’s own entrance, that you can also access from the main house - includes living room, bedroom, fully stocked kitchen & full bathroom. ★ Record player + Records ★ Shuffle board table ★ Large patio area with outdoor seating and string lights ★ Huge yard to play in! ★ Grill, utensils, + fire-pit (must provide propane) ★ Soccer goals in the yard for some friendly family competition ★ Two Paddle Boards available for use ★ Bicycles to ride to the beach or along the bike trails ★ Office Space - separate from the house, with a desk and two chairs ★ Washer/Dryer ★ High-speed WiFi ★ HD TVs with Cable and all the apps you could want ★ Central AC + Heat ★ Keypad entry (no keys to worry about) ★ Pack-N-Play, portable high-chair and changing pad available for kids ★ Kids stroller that connects to a bike ★ Wagon to put all of your beach items in ★ Board Games ★ Drip coffee machine ★ Grill & utensils (must provide propane) ★ Very family-friendly location - quiet street surrounded by wonderful neighbors ★10 minutes from the airport, and the ferries that go to Martha’s Vineyard and Nantucket. ★ Walk to Bagels & Beyond, Yarmouth House Seafood Restaurant, a Cranberry Bog and more! ★ Full length mirrors UPSTAIRS: ★ 3 Bedrooms (2 with TVs) ★ 5 Beds + Air Mattress ★ 2 Full Size Bathrooms - one with a tub ★ 2 Living room seating areas with cable TVs in both areas ★ Dining table with seating for 8 ★ Updated & fully equipped kitchen with a large island that has seating for 4 DOWNSTAIRS: ★ 1 Bedroom ★ 2 Beds ★ 1 Full Size Bathrooms ★ 1 Living room with cable TV ★ 2 Dining tables The space is the perfect mix of style + comfort. All aspects of the home have been thoughtfully designed with ease + convenience in mind. High-quality mattresses + bedding, tasteful elements incorporated throughout, modern amenities and plenty of space. This home will allow you to rest and relax after an adventurous day exploring Cape Cod. You can’t beat this location - middle of Cape Cod and easy access to so many things. 10 minutes from Target, Whole Foods, Home Goods, Dick’s Sporting Goods, Starbucks. BEACH DETAILS: The house is located by Colonial Acres Beach. It’s a great beach for kids of all ages, which is why we purchased this home! The water is very calm and there’s plenty of space on the beach so that you aren’t on top of someone else. You can go crabbing off of the bridge and fishing off the jetty. It’s is also great for kayaking down the inlet, with little islands and wildlife to explore. We enjoy watching the fireworks off the beach every forth of July. This beach Is a great place to relax and read a book, and a little known treasure. BEDS: Bedroom 1: King bed with a TV and connecting Master Bathroom Bedroom 2: King bed with a TV Bedroom 3: Two Full size beds Bedroom 4 (Downstairs): Queen Bed Upstairs Living Room: Pullout Couch + Air Mattress Downstairs Living Room: Pullout Couch BATHROOMS: Bathroom 1: Full size, connected to Bedroom 1 Bathroom 2: Full size with shower/tub combo. Bathroom 3 (Downstairs): Full size with shower NEARBY RESTAURANTS: Yarmouth House, Lobster Boat, emBargo, DiParma, Bagels & Beyond, Keltic Kitchen, Captain Parker’s Pub NEARBY ATTRACTIONS: Pirate’s Cove Adventure Golf, Lots of Thrift & Antique Stores, Wild Animal Lagoon, Cape Cod Inflatable Park, Cape Cod Rail Trail Trailhead NEARBY TRANSPORTATION: 10 minutes from the following places: ★ Cape Cod Gateway Airport ★ Hy-Line Cruises (ferries to Martha’s Vineyard and Nantucket) ★ The Steamship Authority (ferries to Martha’s Vineyard and Nantucket) You will have the entire home to yourself. We are located in the middle of Cape Cod - near lots of restaurants, activities, family attractions, bike trails, fishing, shopping and the ferries that take you to Martha’s Vineyard and Nantucket. You will love staying in this area.

You’ll love this stunning modern home that is walking distance to the Beach. Tons of space plus a HUGE yard with soccer goals. 2 patio areas, including one with a firepit and outdoor furniture. Bikes, paddleboards, office, record player, kids toys, grill, beach gear & games. Two living room areas with TVs, dining table, fully equipped kitchen & a shuffle board. Walk to restaurants & a great bagel shop. Only a 10 minute drive to the airport & ferries that go to Nantucket & Martha’s Vineyard. **If you need more space, this house also has a separate in-law apartment. If you would like to rent that out as well, please let me know and I will send you the details. HIGHLIGHTS: ★ Located in a great area of Cape Cod - surrounded by restaurants, shopping, biking trails, family activities and so much more! ★ Walk to the beach ★ Nearby beach is Colonial Acres Beach ★ 3 Bedrooms ★ 5 Beds + Air Mattress ★ 2 Full Size Bathrooms - one with a tub ★ 2 Living room seating areas with TVs in both areas ★ Dining table with seating for 8 ★ Record player + Records ★ Shuffle board table ★ Large patio area with outdoor seating + string lights ★ Updated & fully equipped kitchen with a large island that has seating for 4 ★ Huge yard to play in! ★ Soccer goals in the yard for some friendly family competition ★ Two Paddle Boards available for use ★ Office Space - separate from the house, with a desk and two chairs ★ Bicycles to ride to the beach or along the bike trails ★ Washer/Dryer ★ High-speed WiFi ★ HD TVs with Cable and all the apps you could want in the living room, seating area next to kitchen + two bedrooms ★ Central AC + Heat ★ Keypad entry (no keys to worry about) ★ Pack-N-Play, portable high-chair and changing pad available for kids ★ Kids stroller that connects to a bike ★ Wagon to put all of your beach items in ★ Board Games ★ Drip coffee machine ★ Grill, utensils, + fire-pit (must provide propane) ★ Very family-friendly location - quiet street surrounded by wonderful neighbors ★10 minutes from the airport, and the ferries that go to Martha’s Vineyard and Nantucket. ★ Walk to Bagels & Beyond, Yarmouth House Seafood Restaurant, a Cranberry Bog and more! ★ Full length mirrors The space is the perfect mix of style + comfort. All aspects of the home have been thoughtfully designed with ease + convenience in mind. High-quality mattresses + bedding, tasteful elements incorporated throughout, modern amenities and plenty of space. This home will allow you to rest and relax after an adventurous day exploring Cape Cod. You can’t beat this location - middle of Cape Cod and easy access to so many things. 10 minutes from Target, Whole Foods, Home Goods, Dick’s Sporting Goods, Starbucks. BEACH DETAILS: The house is located by Colonial Acres Beach. It’s a great beach for kids of all ages, which is why we purchased this home! The water is very calm and there’s plenty of space on the beach so that you aren’t on top of someone else. You can go crabbing off of the bridge and fishing off the jetty. It’s is also great for kayaking down the inlet, with little islands and wildlife to explore. We enjoy watching the fireworks off the beach every forth of July. This beach Is a great place to relax and read a book, and a little known treasure. BEDS: Bedroom 1: King bed with a TV and connecting Master Bathroom Bedroom 2: King bed with a TV Bedroom 3: Two Full size beds Living Room: Pullout Couch + Air Mattress BATHROOMS: Bathroom 1: Full size, connected to Bedroom 1 Bathroom 2: Full size with shower/tub combo. NEARBY RESTAURANTS: Yarmouth House, Lobster Boat, emBargo, DiParma, Bagels & Beyond, Keltic Kitchen, Captain Parker’s Pub NEARBY ATTRACTIONS: Pirate’s Cove Adventure Golf, Lots of Thrift & Antique Stores, Wild Animal Lagoon, Cape Cod Inflatable Park, Cape Cod Rail Trail Trailhead NEARBY TRANSPORTATION: 10 minutes from the following places: ★ Cape Cod Gateway Airport ★ Hy-Line Cruises (ferries to Martha’s Vineyard and Nantucket) ★ The Steamship Authority (ferries to Martha’s Vineyard and Nantucket). You will have the entire home to yourself. We are located in the middle of Cape Cod - near lots of restaurants, activities, family attractions, bike trails, fishing, shopping and the ferries that take you to Martha’s Vineyard and Nantucket. You will love staying in this area.

21012 - Oyster Circle: Swing Set, Plunge pool, and large yard await! Over the bridge to Osterville, just a stone’s throw away from the picturesque East Bay, lies a meticulously maintained vacation home awaiting the arrival of discerning vacationers. This haven has been artfully renovated from top to bottom, thoughtfully curated with the comfort and enjoyment of guests in mind. A newly built plunge pool invites you to bask in the warmth of the sun and indulge in moments of leisure. For the little ones, a charming swing set awaits, ensuring endless hours of joy while parents orchestrate a delightful BBQ feast, crafting memories along with delicious meals. As twilight descends, retreat indoors to the embrace of the spacious sofa, tailor-made for cozy movie nights or streaming your favorite shows, providing the perfect den for relaxation and unwinding after a day of exploration. Strategically located just a mile from the pristine shores of Craigville Beach and a mere 1.4 miles from the allure of Dowses Beach, sun-seekers and beach enthusiasts alike will delight in this convenient and stylish location. Meanwhile, Main Street in Osterville awaits, offering an array of culinary delights to tantalize the taste buds, with renowned eateries such as CRISP and Five Bays Bistro a mere 0.7 miles away. Embark on a journey of tranquility and rejuvenation in this meticulously curated home, where every detail is crafted to elevate your stay into an unforgettable experience of comfort, leisure, and cherished moments. Please note there is a pool house on the property that is unavailable to guests due to a small fire. Home Details: -No Dogs (Fines remitted) -Sleeps 8 Bedrooms -Total 3 -1st Floor Bedroom: 1 King Bed -1st Floor Bedroom: 1 Full Daybed with 1 Twin Trundle, 1 Twin Bed -1st Floor Bedroom: 2 Twin Beds Bathrooms -Total 2 -1st Floor: Shower -1st Floor: Tub and Shower Other Amenities -Outdoor rinse station (Cold water only) -Central AC -WiFi -Smart TV -Streaming Service (Apple TV) -Unheated Plunge Pool (Available from Memorial Day - Labor Day) -Washer/Dryer -Propane Grill -Fire Pit -Indoor Fireplace is not for guest use(fines remitted) -Please note outdoor amenities are available seasonally -Sheets and Bath Towels Provided with Beds made Upon Arrival -Cleaned with Hospital Grade Disinfectant -Parking for 3 cars maximum -C0468350200 Please note there is a pool house on the property that is unavailable to guests due to a small fire.

This property is professionally managed by Pretty Picky Properties New Custom Built Luxury Home, Heated Pool, Close to Bay Beaches “Stony Brook Sanctuary” 95-B Rents Saturday to Saturday during peak season Linens Included, Beds Made Sleeps 10 Location In 2022, the owners turned a vacant wooded lot into a tasteful luxury home. The lot is just under two acres and offers plenty of privacy and ample outdoor yard space. When you’re ready for the beach, you won’t have to go far. It’s less than a five-minute drive to Sea Street Beach and the intriguing Brewster Flats. It’s also about a 25-minute walk along an appealing path through the scenic marshlands leading to the beaches on Cape Cod Bay. You have your choice of several sandy beaches along the Bay in East Dennis, including the exceptional Corporation and Mayflower Beaches. You can also drive a few more minutes to Paine’s Creek Beach in Brewster for some of Cape Cod’s most beautiful sunsets. You’re also near excellent dining at several highly rated restaurants scattered along Main Street (Route 6A). Check out the Brewster Fish House, Scargo Café and the Sesuit Harbor Café, to name just a few favorites. Outside Living Space The centerpiece, of course, is the extra long heated pool, ideal for swimming laps as well as for splashing around with the kids. The superb outdoor living space behind the house features a large patio with an umbrella shaded oversized picnic table. The kids will make good use of the playscape/swing set as well! You’ll also take advantage of the enclosed outdoor shower and handy gas grill. Fire up the grill and serve dinner outside. Off the front side of the house you’ll enjoy a generous screened porch with comfy seating and a full-scale wood burning fireplace. Inside Living Space This home has 3,700 sq ft of interior living space, not counting the large screened porch and the finished lower level. You’ll be impressed by the combination of taste and quality the owners have brought to bear on all three levels of the house for your vacation enjoyment. And in case you have any office work to be done, the home has two offices equipped with high speed Wi-Fi. The extraordinary kitchen features a large center island with counter seating for five. The new, top of the line appliances are a pleasure to use, including the induction range. There is also a custom wood topped wet bar island in the kitchen with a wine fridge included. Immediately adjacent is the dining area with seating for eight, which can be expanded to 12, at a table lovingly crafted from reclaimed 17th century red pine. And just off that, the living room is light and bright with comfortable lounge seating and a gas fireplace. The finished lower level offers a comfy TV lounge, a recreation room with a regulation size pool table and another full bath. In all, the house has 5.5 baths. Sleeping Accommodations Start with the primary bedroom on the main level. It has a king size bed and a full private bath and a large TV. On the second level there are four more bedrooms. Two have queen size beds. One has a bunk bed with a full-size double under a twin on top. Finally, the fifth bedroom has a king size bed plus a sleep sofa with a fold out twin. It also has an adjacent full bath. For more information on bedrooms and baths, please click on the Room Details tab above. Amenities This amenity-rich home has two laundries, central air conditioning, high speed Wi-Fi, a Sonos® Sound System, cable/smart TV and much more. For a complete list of amenities please click on the Amenities tab above. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Damage Protection fee totaling $245.00 In addition, there are state and local taxes applied to all reservations of l 31 days or less that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

This property is professionally managed by Pretty Picky Properties Magnificent Mansion, Privacy, Pool, Water Views in Brewster Come for July 4th! Arrive on Thursday July 2 or Friday July 3rd and enjoy the holiday! Sleeps 22 in 10 Bedrooms, 9.5 Baths Linens and Bed Making Included The newly constructed Quivett Compound is the perfect summer retreat for your discerning group of up to 22. The property is secluded on seven-plus acres and set far back from the historic Old King’s Highway in beautiful West Brewster by the bay, the property serves up sweeping views of Quivett Creek and Cape Cod Bay beyond. Launch an owner-provided kayak or canoe and explore the creek. Watch the kids frolic in the in-ground heated pool, which provides continuous entertainment when they come off the nearby bay side beaches in both Brewster and Dennis. You’ll spend a lot of time on the expansive shaded deck or outdoor patio with its built-in gas grill, fire pit and large dining table. Set up the net provided and organize a volley ball or badminton tournament. You certainly have plenty of space to do it! Inside, you’ll roam through 6,300 square feet of modern luxury, exquisitely designed and superbly furnished and appointed. The main level common living space includes an immense living room with two seating areas, one with a large flat screen, wall mounted TV. There is also a separate TV lounge with wet bar upstairs. The kitchen is big, bright and totally social. It is equipped with everything you could ask for, including two dishwashers, a beverage center and a Keurig coffee maker. The adjacent dining room offers a great place to gather inside, although you’ll likely choose to eat outside most summer days on the deck and patio. The lower level has a very cool game room, ready for action with a pool table, ping pong table, air hockey, video games and more. Then, it’s show time in the home theater, with its huge movie screen and comfy recliner chair seating. The laundry lives on this level, as well, with not one but two new washers and dryers. The ten bedrooms break down as follows: six kings, three queens, one full size double and two twins. The 9.5 baths sort out this way: one half bath on the main level, six bedrooms with en suite baths plus two full baths on the lower level. Finally, there is a room above the detached garage withe a King bed and a full bath. Of course, the home is centrally air conditioned and has high-speed Wi-Fi and Cable TV. **Please note that the bedroom and bathroom over the garage is fully winterized from 11/1 - 5/1 each year. As a result the property only has 9 bedrooms and 7.5 baths from November through April sleeping a maximum of 20 guests*** *** Pool is open and heated from Memorial Day (late May) through Columbus Day (early October)*** ****The Quivett Creek Compound does consider small events (with a maximum of 50 attendees including guests staying at the property) on site on a case by case basis in May, June, September and October. There are no events allowed in July and August. Please contact us for more details.**** Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

21017 - Salt Wind: Private Saltwater Pool, Game Room, near Beaches! Your Cape Cod escape begins here, where sun-drenched days by your private saltwater pool and evenings of laughter in the finished game room create unforgettable memories. Located in the charming village of Osterville, this spacious four-bedroom retreat is perfectly positioned between three stunning beaches—Craigville Beach (3.8 mi), Dowses Beach (3.9 mi), and Wianno Beach (4.3 mi)—offering endless seaside adventures.<br><br>The heart of the home is the main mid-floor living space, where rustic wood floors, exposed ceilings, and inviting décor set the scene for relaxed gatherings. A fireplace warms the comfortable seating area, while the open-concept chef’s kitchen—complete with a gas range, modern appliances, and dishwasher—makes dining effortless.<br><br>Downstairs, the finished basement transforms into an entertainment hub, featuring soft seating, a TV, and a billiards table for friendly competition. With high-speed WiFi, remote workers and students can stay connected when needed.<br><br>Beyond the home’s welcoming interiors, the expansive deck invites al fresco dining and poolside picnics in your private backyard oasis. When you’re ready to explore, indulge in local flavors just over three miles away—sip a famous Mudslide at The Chart Room at Crosby’s or savor an authentic seafood feast at Wimpy’s Seafood Cafe.<br><br>Designed for multigenerational families and groups, this home offers comfort for everyone, with a first-floor bedroom featuring a wheelchair-accessible sink and shower. The second floor hosts three additional bedrooms, including a bunk room with a private entrance.<br><br>Cape Cod’s coastal magic is calling—book your stay today and create lasting memories by the shore!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>Bedrooms<br>-Total 4<br>-1st Floor Bedroom: 2 Twin Beds<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Full Bed, 1 Bunk (Twin over Full)<br>Bathrooms<br>-Total 2<br>-1st Floor: Shower<br>-2nd Floor: Tub/Shower Combo<br>Other Amenities <br>-Game Room w/Billiards<br>-Window A/C<br>-WiFi<br>-Smart TV<br>-Streaming Service<br>-Washer/Dryer <br>-Propane Grill<br>-Saltwater Pool (Unheated) (available Memorial Day to Labor Day)<br>-Gas Fireplace <br>-Please note outdoor amenities are available seasonally<br>-Please note there is/are an exterior camera on the property that records front of house/driveway/entry door<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 3 cars maximum<br>-C0368660200<br> Please note there is/are an exterior camera on the property that records front of house/driveway/entry door

This property is professionally managed by Pretty Picky Properties Exceptional Home with Guest House, Walk to Mayflower Beach, Heated Pool 4 Bedrooms plus 2 Bonus Rooms, 3.5 Bathrooms, Sleeps 10 Linens provided, Beds made Rents Saturday to Saturday during peak season Pool and hot tub open from Memorial Day to Columbus Day Beautiful Mayflower Beach is just a three-minute stroll from this property through an attractive, upscale Dennis bayside neighborhood. And after the beach, you have the private heated pool and spa to keep your group of up to 10 entertained and happy. You’ll love the heated saltwater pool with lounge seating all around the hardscape. The pool has a built-in spa in one corner, so it’s easy to move from one water temp to the other. There’s also a built-in fire table at one end of the pool and a built-in grill and mini-bar at the other with high boy chairs for socializing with the grill-meister. You’ll also enjoy a fresh water rinse-off in the enclosed outdoor shower apres beach or pool. Then there’s this property’s proximity to so much, so good, all along Main Street, Dennis (Route 6A). Eateries such as Scargo Café and Cape Cod Creamery are a handy three-minute drive. You won’t find any better fresh meat or fish than at Peterson’s Market, only a six-minute drive. This property is comprised of a main house and a guest house, so in all, you have four bedrooms plus two bonus rooms, three and a half baths and two kitchens. The fully equipped kitchen in the main house is especially appealing with its granite counters, updated appliances and roomy center island with high boy seating for four. The kitchen flows into the dining area with its pleasing bright and cheery ambiance. Then you enter the living room, spacious and luxurious in tones of gray. Here there’s a large flat screen TV mounted over the imposing fireplace. The master queen suite is located on the main level as well, with a private full bath, a two-sink vanity and step-in shower. There’s a half bath on this level also. Upstairs you’ll find one bedroom with a king size bed plus a twin with pull-out trundle under. Next, there’s a bedroom with a queen size bed and a single twin. Then, a bedroom with three twins. There is a full bath on this level as well. The guest house has one bonus room with a queen bed and a second bonus room with two sets of bunkbeds. In addition, a full kitchen and full bath. This home is air conditioned using in-wall split units plus window units in some locations. You’ll enjoy Smart TV and high speed Wi-Fi. There’s also a vehicle charging station. Please enter your travel dates in the top right corner of this page for up-to-date pricing. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00 In addition, there are state and local taxes applied to all rental terms less than 31 days that total 14.45%. Be sure to search this site for other Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

21009 - Perfect Peach: Spacious Stone Fire Pit Game Room! Marston’s Mills is one of the many Barnstable Villages world famous for their quaint New England downtowns, access to beautiful beaches and bringing the beauty of Cape Cod to your fingertips. You’ll be elated by all you can experience this vacation, at the Perfect Peach! <br><br>The sunshine yellow front facade welcomes you into the u-shaped driveway, bringing immediate warmth to your vacation. Walking through the navy blue front door, you’ll notice the beautiful formal living room to your left, with a dining seating area in the back awaiting your morning coffee. To the right of the front door, the formal dining room gives access to the large kitchen, with a breakfast bar center island and a cut through window to the living room at the rear of the home. The home’s second living room is past the kitchen, with large sectional, exposed wood beams and vaulted ceiling with large skylight and patio doors to back deck. Head down to the basement of the home, where you’ll find a game room with poker table, a private office area and a half bathroom, as well as access to the backyard through sliding glass doors.<br><br>Upstairs in the home, you will find 4 bedrooms to choose from to refuel for your next vacation day. The primary bedroom is located to the right of the staircase, with a king bed and an ensuite bathroom with shower. To the left of the stairs is a queen bedroom. The third bedroom is also on this side of the home, with a queen sized bed, overlooking the backyard. A final bedroom with two twin beds and built-in cabinetry can be found to the right of the stairs. Straight ahead from the staircase is a full bathroom with double vanities and a shower/ tub combo. There is also an additional sleeping space with a queen bed and separate entrance above the garage. (Please note there is no AC in above the garage - heat only). <br><br>Outdoors, the home’s massive backyard provides lots of space and privacy. Huddle around the fire pit and watch the stars, or let your pups run around in the summer sun. You can even enjoy a meal outdoors at the outdoor dining table on the elevated deck. <br><br>Other amenities include a washer and dryer, propane grill, and an outdoor shower. See what a true Cape Cod vacation is all about, at the Perfect Peach!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>-3 Floors (1st Floor + 2nd Floor + Walkout Ground Floor)<br>-2,436 Sq Ft<br>Bedrooms<br>-Total 4<br>-2nd Floor Bedroom: 1 King Bed w/ en suite Bathroom<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 2 Twin Beds<br>-There is an additional queen bedroom above the garage with Heat only. No AC. <br>Bathrooms<br>-Total 3.5<br>-1st Floor: Half Bathroom<br>-2nd Floor: Full Bath room w/ Shower (en suite King Bedroom)<br>-2nd Floor: Full Bathroom w/ Tub/Shower Combo<br>-Ground Floor: Full Bathroom w/ Shower<br>Other Amenities<br>-Fully Equipped Kitchen w/ Island<br>-Central A/C in bedrooms only<br>-Smart Lock/Self Check-In<br>-WiFi<br>-Smart TV<br>-Washer/Dryer (1st floor)<br>-Home Office<br>-Game Room w/ Ping Pong Table (ground floor)<br>-Deck w/ Outdoor Dining<br>-Propane Grill<br>-Stone Fire Pit<br>-Outdoor Shower<br>-Indoor Fireplaces are not for guest use (fines remitted) <br>-Private Yard<br>-Located South of Route 28 in Desirable Neighborhood<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0407190200

This property is professionally managed by Pretty Picky Properties New Luxury Home in Chatham with Pool & Hot Tub, Walk to Town Sleeps 8 4 Bedrooms, 3 Bathrooms, 2 Half Bathrooms Rents Friday to Friday during peak season Linens Included, Beds Made Pool is open from Memorial Day through Columbus Day weekend It’s difficult to find a property with all the attributes of “Stepping Stones Sanctuary” completed in 2022, everything here is fresh, new and top of the line. Outdoor warm weather living doesn’t get any better. Whether you’re lounging on the expansive flagstone patio watching the kids splash in the heated saltwater pool or firing up the built-in gas grill with granite counters to enjoy a perfect dinner al fresco. Later on, you’ll want to gather around the custom outdoor fireplace for gazing at the stars. There’s also a hot tub for unwinding at the end of an active day. Here, too, you’ll find the obligatory Cape Cod enclosed outdoor shower. Inside this home you’ll be charmed by the open floor plan with all brand-new high-end furnishings, appliances and appointments. The sparkling chef’s kitchen is right out of a magazine feature story, where practical functionality and beautiful design join forces to create a meal preparation experience you will long treasure. The adjacent dining area elevates the cheery, open impression still more, as does the large vaulted ceiling living room with appealing, comfortable lounge seating and upscale appointments. This home has central air conditioning, high speed Wi-Fi, cable, as well as smart TV’s– all brand new. There are also two convenient half baths on the main level. The first of two master bedroom suites is on the main level. It is spacious and luxurious with a new king size bed. There’s a roomy private full bath en suite. The upper level serves up the other master suite, this one with a king size bed and full bath included. Two more upper level bedrooms are located up a second staircase, one with a 2 queen size beds, and the other with 2 queen size beds. There is a shared full bath in this area. There are three full baths along with two half baths in all. If you do choose to venture from the property you are about a half mile from the Chatham Anglers baseball field and under a mile to downtown Chatham with plentiful options for entertainment, shopping and dining. You are also under a mile to Oyster Pond where Children’s Beach awaits. “Stepping Stones Sanctuary” offers a refined living experience, all within a mile of one of the most idyllic villages on Cape Cod and a short walk to Chatham’s bike trails and the Chatham Bakery! Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a three-night minimum stay during select weeks in September – November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived. ​​​​​​​Be sure to search this site for other Pretty Picky Properties - your best selection of prime vacation rental properties on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #1208

Private, Spacious, Pristine with Heated Pool 7-Night minimum for June, July & August Linens Included, Beds Made Rents Friday to Friday in Peak Summer Pool open from Memorial Day to Columbus Day Welcome to Orleans Oasis, a stunning vacation home nestled in the picturesque neighborhood of Pleasant Bay in South Orleans. This spacious house offers a perfect blend of luxury and comfort, making it an ideal retreat for families or groups seeking a memorable getaway. With a generous 3,450 square feet of living space, this property comfortably accommodates up to 10 guests across its four beautifully appointed bedrooms and three bathrooms. As you step inside, you’ll be greeted by an inviting ambiance that features updated interiors and modern amenities. The main level boasts a master bedroom with a king-sized bed, while the second floor offers three additional bedrooms, including another king suite, a room with a double bed and twin singles, and a cozy queen bedroom. Each room is designed for relaxation and comfort, ensuring a restful night’s sleep. The heart of the home is the expansive living area, perfect for gathering with loved ones. Enjoy the convenience of a fully equipped kitchen, complete with a kitchen island, dining table, and modern appliances, including a dishwasher and microwave. The living room is ideal for unwinding, featuring comfortable seating and entertainment options such as a television and games. The lower level unfinished space is home to the ping pong table. Step outside to discover your private oasis. The outdoor space features a heated pool, perfect for a refreshing dip, and a wood fire pit for cozy evenings under the stars. The patio provide ample space for outdoor dining and relaxation, making it easy to soak up the sun or enjoy al fresco meals. For those seeking adventure, the property is conveniently located near a variety of attractions, including beautiful beaches, golf courses, and opportunities for fishing, hiking, and whale watching. Whether you’re looking to explore the local area or simply relax by the pool, Orleans Oasis is the perfect home base for your Cape Cod vacation. Don’t miss out on the chance to experience this exceptional property. Book your stay at Orleans Oasis today and create unforgettable memories with family and friends! Please enter your travel dates in top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

Escape to this newly remodeled open-concept stunner, located right next the Cape Cod Rail Trail bikepath. Quick access to great bayside & oceanside beaches - w/ all the beach essentials provided! Enjoy an evening under the stars in our huge backyard with a firepit, outdoor seating & tables + a grill. Plenty of space in the house to spread out w/ numerous living rooms and dining areas. Books, games & ping pong for rainy days. Ideal for families or groups seeking classic Cape Cod charm & comfort. HIGHLIGHTS: ★ 3 Bedrooms + 5 Beds + 3 Baths ★ Less than 10 minutes to both bay & oceanside Beaches ★ Beach essentials provided such as towels, chairs & beach toys ★ Direct access to the Cape Cod Rail Trail - perfect for biking, walking & running ★ Massive backyard and terrace with a BBQ Grill, outdoor seating & tables, and a fire pit ★ Game Room in the basement with a Ping Pong table ★ 3 Living Room areas to hang out in, including a huge sunroom filled with books + games ★ Expandable dining table with seating for 8-10, plus additional dining table in the kitchen that seats 6-8 ★ Fully stocked kitchen with a granite island, barstools, and all the appliances & utensils you would need ★ Piano ★ Smart HD TV with all the Streaming Apps available ★ Washer/Dryer ★ AC available through central air and wall units ★ High-speed WiFi ★ 5 min to Stop & Shop or Ring Bro’s Marketplace for groceries ★ Minutes to downtown Dennis Port restaurants & shopping ★ Desk to work from ★ Very secluded & private property ★ Free parking in the driveway ★ Near Breweries such as Devil’s Purse Brewing Company ★ Walking distance to a Bike Rental shop ★ Stroll across the path into the Indian Lands, with beautiful paths along Bass River ★ Close to the ferries that go to Nantucket & Martha’s Vineyard BEDS: Bedroom 1: King Bed + toddler bed Bedroom 2: King Bed Bedroom 3: Twin-over-Full Bunk Bed + Twin Daybed BATHROOMS: Bathroom 1: Full size bathroom attached to Bedroom #1 with a standing shower Bathroom 2: Full size bathroom with a standing shower and the washer / dryer Bathroom 3: Full size upstairs bathroom with a bathtub / shower combo BEACH DETAILS: The town of Dennis has easy access to plenty of beautiful bayside, oceanside, and freshwater beaches. ★ West Dennis Beach: a popular 2-mile long beach on Cape Cod known for its calm, salt-water swimming and various recreational activities. ★ Mayflower Beach: Kid-friendly bay-side beach with a concession stand and restrooms. ★ Corporation Beach: Big bay-side beach, with concession stand and swing set. Great place to watch the sunset. ★ South Village Beach: Oceanside (Nantucket Sound) beach. Lots of seashells and horseshoe crabs on the beach. Walk east to where the Swan River meets the ocean, for some fun swimming and beautiful scenery. ★ Scargo Lake. Freshwater, shallow and good for young children. There are a few entry points, including one off of Route 6a. NEARBY TRANSPORTATION: 20 minutes from the following places: ★ Cape Cod Gateway Airport ★ Hy-Line Cruises (ferries to Martha’s Vineyard and Nantucket) ★ The Steamship Authority (ferries to Martha’s Vineyard and Nantucket) We are located on the Cape Cod Rail Trail and near lots of restaurants, activities, family attractions, hiking trails, golfing, and shopping. You will love this cozy, classic home, and will thoroughly enjoy staying in this area! NEARBY PLACES (Alphabetical Order): ★ Barb’s Bike Shop ★ Bass River Beach + Picnic Area ★ Bass River Golf Course ★ Captain Frosty’s ★ Captain Parkers ★ Clancy’s Restaurant ★ Devil’s Purse Brewing Company ★ Great Western Deli ★ Haigis Beach ★ Harvest Gallery Wine Bar ★ Ocean House Restaurant ★ Pleasant Road Beach ★ Raycroft Beach ★ Red Cottage Restaurant ★ Red Nun Bar & Grill ★ Ring Bro’s Marketplace ★ Sea Street Beach ★ Sesuit Harbor Cafe ★ Solstice Fly Fishing Charter ★ Stop & Shop Groceries ★ Sundae School Ice Cream ★ The Ocean House ★ The Oyster Company ★ The Sailing Cow ★ The Ocean House ★ Three Fins Coffee Roasters ★ Woolfie’s Coffee & Breakfast Bakery ★ Yarmouth Pizza by Evan We are located in the heart of South Dennis, a charming and historic village in the town of Dennis on Cape Cod. Our neighborhood blends classic Cape character with modern convenience. We’re right next to the famous Cape Cod Rail Trail bike path, which leads for miles in either direction. The Indian Lands Conservation Area is on the other side of the CCRT, with paths through evergreen groves along the Bass River. Bring a picnic to watch the sunset from picnic tables overlooking the water. South Dennis is full of quiet, tree-lined streets and boasts a central location between the bay and the sound. Come stay for a relaxed, family-friendly atmosphere perfect for vacationers and year-round visits. You’ll have the whole home to yourself! Please note we do not provide propane for the BBQ grill or wood for the fire pit, but there may be some leftover from a previous guest. If not, propane is readily available from Breakaway (one block away) or Ace Hardware. The fireplaces are not usable.

This property is professionally managed by Pretty Picky Properties. Spacious Custom Chatham Home w/Pool, Guest Cottage & Water Views Sleeps 12 Heated salt-water pool, outdoor kitchen and spa! Linens included, beds made Rents Friday to Friday in peak season To view a slide show with captions, click on icon in upper right corner of the photo. Pool is open from Memorial Day through Columbus Day weekend This immaculate custom home features three primary en suite bedrooms and is close to everything to love about Chatham. The property is centrally located just 0.75 miles from the popular restaurants, shops and live entertainment of Chatham Village. The Cape Cod Rail Trail is a scant 0.3 miles up the road. The location is close to several fan-favorite beaches as well. Set on scenic Perch Pond, the outdoor living and dining space is superb. With a large deck, heated salt-water pool with built in spa, gas grill and outdoor kitchen all overlooking the pond for relaxing days and amazing sunsets. The deck table can seat 12 for relaxing meals while viewing the wildlife that calls Perch Pond home. The ever changing sounds and mix of birds makes for a relaxing environment. Featuring plenty of private yard area to enjoy outdoor lawn games there is even an official sized bocce court for extended outdoor fun. In total, the 3,300+ sq. ft. home, plus separate cottage, has at total of five bedrooms and 4.5 baths and includes all the modern amenities including central air conditioning. The main level of the house offers a generous, bright and cheerful open-plan living space with a fully loaded kitchen, seating and dining area, breakfast room, and one of four lounge areas in the house. The main level also features a primary bedroom suite, including a comfy king size bed and a private luxury bath. There’s also a cozy TV lounge area just off the kitchen as well as a half bath/laundry room. On the upper level, you’ll find a second primary suite with a king bed and en suite bathroom. This primary bedroom has a small adjacent room that can serve as extra sleeping space for young children or a quiet getaway for reading and relaxing. Also on the second level, there is a bedroom with a queen size bed and a bunk room with four twin size beds. Those two bedrooms share a full bath. The unfinished basement includes a small workout area with exercise flooring, yoga mats, hand weights, a TV for casting your workouts and a Peleton (please bring your own shoes and subscription). You can also play a rousing game of ping pong or darts in case the weather isn’t cooperating! Finally, there is a bonus living area over the garage that is accessed by a separate stairway. Here you’ll find a large TV with surround sound, ample lounge seating and a card/game table. Just out the back door of the main house is the freestanding, very well-appointed separate guest cottage with a queen bed, TV/sitting area, coffee bar, full bath with shower and a wraparound deck overlooking the pond. The deck at the "Perch Pond Yacht Club", as the cottage is named, is a perfect place to relax with morning coffee or a glass of wine while enjoying the sunsets. The house is close to Chatham Bars Inn and Wequassett for those attending events or simply eager for an extraordinary dining experience. The home is ideally suited for summer or off-season relaxation. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a 3-night minimum stay during select weeks in May – June & September – November. Guests are charged a cleaning fee for all stays less than 7-nights. Stay 7-nights or more and the cleaning fee is waived. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #155

This property is professionally managed by Pretty Picky Properties Chatham Landmark Estate, Awesome Barn/Guest House, Pool Sleeps 18 8 Bedrooms, 7.5 Bathrooms Rents Friday to Friday during peak season Linens included, beds made Pets Considered Pool is open from Memorial Day through Columbus Day weekend. As you roll up the extended driveway and catch your first glimpse of the homes, you realize the impressive individuality of this property. From the Federalist style side gambrel roof on the expanded Colonial main house to the thoroughly exposed wood posts, beams and rafters inside, this place retains the unique charm demanded by its original sea captain owner 220 years ago. First, soak in the location and setting. Here you have 1.61 acres of artfully landscaped privacy, abutting the upscale Eastward Ho! private golf course, with beautiful Pleasant Bay beyond. The carefully kept, expansive lawns make a wonderful and safe play space for children. Note the line of grape arbors leading to an unexpected wishing well. Your private, heated pool is a large one, complete with its own freestanding and well equipped cabana. When you need some beach time, it’s only a two-minute drive over to Jackknife Cove Beach on Pleasant Bay. Or go in the opposite direction for a minute more and discover Strong Island Landing Beach. Inside the two story main manor house, centuries’ old charm mingles perfectly with thoughtful renovation for the best of beauty, function and comfort. The completely updated and outfitted kitchen adjoins a handy breakfast nook and flows into one of the most impressive dining rooms you’ll ever experience. There are three separate lounge and gathering places on the main level, a living room, sitting room and family room. Two of the main house’s six bedrooms and 2.5 of its baths are located here as well. The upper level provides another four bedrooms, including two primary suite bedrooms with ensuite baths and two other bedrooms, one with two queens and one with king size bed. There is also another full bath upstairs. Enter the nearby Guest House/Barn, and it’s hard not to gape at the expanse and sheer visual impact of the great room, so aptly named. It’s positively gigantic in every way, accentuated by the soaring ceiling with its dramatic exposed beams and rafters. The rest of the Guest House includes a second fully equipped kitchen, two more bedrooms and two more full baths. ** Please note that the Guest House (Barn) is fully winterized (closed) from Mid-October through April for off-season stays each year. As a result the property only has 6 bedrooms and 5.5 bathrooms sleeping a maximum of 14 guests. ** The 4,350 square feet of the Main House and Guest House combined are centrally air conditioned or serviced by high efficiency split units. There is also high speed Wi-Fi, as well as several smart flat screen TVs with cable. NOTE: the main part of the barn is not air conditioned, just the bedrooms and the kitchen/living room area. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. This property offers a three-night minimum stay during select weeks in May–June and September–November. Guests are charged a cleaning fee for all stays less than seven nights. Stay seven nights or more and the cleaning fee is waived. Be sure to search this site for more Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #584

This property is professionally managed by Pretty Picky Properties Luxurious Estate by the Bay in Brewster: Sleeps 20 with Expansive New Pool, Walk to Beach, Walk to Town Rents Saturday to Saturday in Peak Summer Off-Season Weekends and Partial Weeks Available Choose this vacation headquarters and give your group of up to 20 the best of all options. A main house plus separate guest house on nearly an acre and a half of level yard for play space. A stunning new 20’ X 60’ heated saltwater pool with large stone patio. A three-minute walk to Brewster’s Breakwater Beach. And an eight-minute walk to the iconic Brewster Store and Main Street/Route 6A, where you’ll discover some excellent restaurant choices. The main house, just completed in 2020, offers elegance without pretense, centered on its spacious, thoughtfully outfitted chef’s kitchen. Here you’ll appreciate the large center island with high boy seating, beautiful granite and tile, as well as abundant counter space bathed in natural light. The kitchen opens to a TV lounge, which walks out to the expansive patio and pool. There is also a good-sized dining room here, as well as a handy half bath and laundry. The main house has sleeping for up to 12 in five bedrooms, two of which are king masters, one on the main level, the other upstairs. Each master has its own private full bath en suite. The separate guest house offers single level living and sleeps up to eight in three bedrooms with a full bath. You have a full eat-in kitchen here, as well as a TV lounge. Your outdoor summer living is optimized on the oversized patio which envelops the big pool. There’s also a hot tub, a large gas grill, a fire pit and an enclosed outdoor shower. Each house is centrally air conditioned, has cable TV, a SONOS Sound system and high speed Wi-Fi. Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $ 245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for more Pretty Picky Properties - your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ®

This home is professionally managed by Pretty Picky Properties Gorgeous Chatham Estate with heated pool, walk to Town or Beach Sleeps 15 7 bedrooms, 5.5 baths Rents Friday to Friday during peak season Linens Included, beds made Pool is open from Memorial Day through Columbus Day weekend If you appreciate the timeless charm of a meticulously preserved, spacious home circa 1848, but insist on all the modern comforts and conveniences, your group of up to 15 will be thrilled to spend your Chatham vacation at this property. Here, wood floors with various width planks, Federalist period glass doorknobs and randomly exposed brick from the original home blend appealingly with today’s tile, granite and stainless steel. It’s hard to find a better location anywhere in Chatham. It’s only a 0.3 mile, five minute walk to Oyster Pond Beach (Children’s Beach) for swimming with the kids. Or go the other way and your walk to the shops, restaurants and all the fun of Main Street, Chatham is only 0.4 mile or eight minutes. Even closer to the house: quaint little Chase Park with its Godfrey Windmill and the challenging Chatham Labyrinth. And every time you head out, you’re strolling safely on sidewalks through one of Chatham’s most beautiful, upscale neighborhoods. This property offers the joys of warm weather outdoor living in a variety of spaces. There’s a large covered porch on one side of the house with an adjacent patio with a dining table and chairs. On the opposite side of the house, there’s a small brick patio where you’ll find the large gas grill and outdoor shower. No doubt, the majority of your outdoor time will be spent on the new patio and in the heated pool at the rear of the property. Here you’ll also enjoy soaking in the hot tub and later, star gazing as you gather your group around the gas fire pit. All of these outdoor spaces are hidden from a curb view for your private enjoyment. What about the kids? When they’re not splashing in the pool, they’ll love the game room over the garage with its ping pong, foosball, arcade game and TV lounge all their own. Inside this extraordinary home you’ll be delighted with all 4,500 square feet of comfy upscale living space. Start with the large chef’s kitchen, fully equipped with topline appliances and everything else you’ll need to operate in style. There’s a large kitchen dining table with seating for eight, with the even larger primary dining table in the adjacent dining room. The main level also has multiple lounges, several smart/cable TVs, and a half bath off the kitchen. One of three primary suites is located on this level as well. It offers a king size bed and private full bath ensuite. There are two stairways up to the second level, which makes sense with so much second level to access. There are a total of six bedrooms upstairs. First, there’s the primary suite, unusually spacious with a king size bed and full private bath and views of the pool. The home’s third king primary suite with private full bath is located on the second level as well. Then you will find a king bedroom that shares a full bath with a bedroom that has a pair of comfy twins. Then there are two bedrooms with bunk beds, each with a full size double on the bottom, one with a pull out trundle under the bottom bed. The washer and dryer are upstairs as well. The home has central air conditioning and high speed Wi-Fi. Please enter your travel dates in the top right corner of this page for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #153

This property is professionally managed by Pretty Picky Properties Stunning Newly Built Custom Compound in Chatham with a Resort-Style Ambiance NEW Listing for 2026! Rents Friday to Friday during peak season Linens Included, Beds Made Sleeps 12 Pool & Hot Tub open from Memorial Day to Columbus Day Welcome to Three Buoys, a stunning multi-structure home located in picturesque North Chatham, MA. This spacious retreat is perfect for families or groups, comfortably accommodating up to 12 guests across its five beautifully appointed bedrooms and 7.5 bathrooms. With a serene pool view, this property offers a perfect blend of luxury and relaxation. Step inside to discover a chef-inspired kitchen that is fully equipped with modern appliances, including a gas stove, refrigerator, and dishwasher, making meal preparation a delight. The dining area is perfect for gathering around delicious meals, while the living room invites you to unwind with its cozy ambiance and gas fireplace. The outdoor space is a true highlight, featuring a heated private pool, hot tub, and a fire pit, ideal for evening gatherings under the stars. Enjoy the fresh air on the patio, or challenge your friends to a game of pool in the game room. Each bedroom is designed for comfort, with multiple en suite options, including four king beds and three twin singles, ensuring everyone has their own space to relax. Additional amenities include air conditioning, free WiFi, and 2 sets of washers/dryers for your convenience. Located near beautiful beaches and bike trails, Three Buoys is the perfect base for exploring the charming attractions of Chatham. Whether you’re looking to relax by the pool, enjoy a family barbecue, or explore the local area, this property has it all. Book your stay today and create unforgettable memories! Please enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Be sure to search this site for your best selection of prime vacation homes available for summer rental on Cape Cod. It’s your vacation. Get Picky! ® Town of Chatham Registration #1212