Family friendly vacation rentals in Mashpee, MA

Dogs Welcome w/ Fee | 2 Mi to Shops & Eateries Embark on an epic family getaway and book this 4-bedroom, 2-bathroom vacation rental home in Mashpee, MA. The charming property boasts a can't-beat location on the riverfront, so bring a kayak and explore the waterways, or take a scenic walk down to the shore. Afterward, gather on the deck for a hearty dinner and play board games in the game room. Cape Cod is calling! -- THE PROPERTY -- C0518721720 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 2 twin beds MAIN FEATURES - Gas grill (natural gas provided) - Furnished deck, private yard - Outdoor shower, beach gear, life vests - Piano, 2 Smart TVs - Fireplace (decorative only) - Board games & books - Dining table, high chair - Dock KITCHEN  - Stove/oven, refrigerator, dishwasher - Microwave, toaster - Drip coffee maker - Cooking basics - Dishware/flatware - Trash bags & paper towels GENERAL  - Free WiFi (laptop friendly) - Washer & dryer, iron/board - Central A/C & heating (forced gas) - Linens/towels, complimentary toiletries - Hair dryer FAQ - 2 exterior security cameras (facing out) - Pet fee (paid pre-trip) - No swimming on-site ACCESSIBILITY - 2-level home, 4 steps to enter - All bedrooms & full bathrooms on 1st floor PARKING - Driveway (8 vehicles) - RV/trailer parking allowed on-site -- THE LOCATION -- - Quiet location w/ direct access to Mashpee River - Across the street from Mashpee River Woodlands: bird watching & hiking - 1 mile to Cape Cod Children's Museum - 2 miles to Mashpee Commons - 3 miles to Popponesset Island - 27 miles to Martha's Vineyard Airport & 70 miles to Boston Logan Int'l 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 Electric Vehicle Charging - Pet friendly w/ $100 fee (+ fees & taxes, 2 dogs max) - No events, parties, or large gatherings - Must be at least 30 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-level home requires 4 steps to enter; all bedrooms and full bathrooms are on the 1st floor - Swimming is prohibited on-site - The fireplace is decorative only and not for guest use - The garage is not available for guest parking - Your safety matters. This property features 2 exterior security cameras. There is a Ring doorbell device with an exterior security camera on the garage facing the driveway and another one on the back of the house facing the deck. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion or when the video doorbell buttons are pressed Licence number: STR-25-0005

Relax in this upscale escape that you and your family will adore no matter the time of year. Gather around the fire pit, have some fun in the pool, and pick from 5 Smart TVs when you’re not sightseeing. Boat or fish at John’s Pond, watch the waves come in at South Cape Beach State Park, shop and dine in style at Mashpee Commons, and take a ferry to Martha’s Vineyard. No matter how you choose to enjoy this 4-bedroom, 2-bath home, there’s something for everyone! -- THE PROPERTY -- MassTaxConnect ID C0447261720 | Charcoal Grill (Bring Your Own Charcoal) | Outdoor Shower | Wine/Beverage Fridge Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: Queen Bed | Bedroom 4: Twin Bunk Bed | Additional Sleeping: Crib OUTDOOR LIVING: Private outdoor pool & garden, 6 poolside deck chairs, fire pit (propane provided), screened deck INDOOR LIVING: 5 Smart TVs w/ cable, DVD player, gas stove, board games, high chair, ceiling fan, central A/C, electric heat KITCHEN: Fridge, stove & oven, dishwasher, microwave, toaster oven, cooking basics, dishware & flatware, Nespresso Vertuo Next w/ welcome pack of capsules, Cuisinart electric kettle, ice maker, water filter, trash bags, paper towels GENERAL: Free WiFi, washer & dryer, laundry detergent, clothes steamer, iron & board, hair dryer, towels & linens, hangers FAQ: Ring doorbell camera (facing out), beach access currently unavailable SUITABILITY: 2 stairs to access, 1st-floor bedroom & bathroom PARKING: 43’ driveway (3 vehicles), RV/trailer parking w/ backup generator, EV charger -- THE LOCATION -- SAND & WATER: John's Pond Park (4 miles), Loop Beach (6 miles), South Cape Beach State Park (8 miles), Falmouth Heights Beach (9 miles), Old Silver Beach (9 miles) TO DOS: Mashpee Commons (2 miles), Cape Cod Fairgrounds (2 miles), Quashnet Golf Course (2 miles), Cape Cod Children's Museum (5 miles) NEAR THE COAST: Mashpee National Wildlife Refuge (6 miles), Hyannis Port (14 miles), Martha’s Vineyard (14 miles to Woods Hole Terminal), Nantucket & Martha's Vineyard (15 miles to Hyannis Cruise Terminal) AIRPORT: Cape Cod Getaway Airport (14 miles), Boston Logan International Airport (72 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: Access to this home requires 2 stairs; there is a bedroom and full bathroom available on the 1st floor - NOTE: Your safety matters. This property features 1 exterior security camera. The camera is a Ring doorbell device with an exterior security camera facing the front outdoor entry. It does not look into any interior spaces. The camera actively records video and sound when motion is detected by the devices (including devices linked to the cameras such as the alarm system’s motion detector) or when the video doorbell button is pressed - NOTE: Access to John's Pond Beach is currently unavailable; however, there is a public access beach on the north shore of the pond, just a short drive away Licence number: C0447261720;STR-24-0011;STR-25-0007;STR-26-0010

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

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.

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

Central Location | Private Fenced Yard | 5 Mi to Regal Mashpee Commons & Mini Golf Enjoy a coastal winter retreat with a stay at this 2-bedroom, 2-bath Mashpee vacation rental! Tucked away in a quaint village in New Seabury, this picturesque home combines a prime location with coveted amenities like a gourmet kitchen, fenced yard, and more. Close to shopping, dining, and nature trails, it offers the perfect balance of comfort and convenience for your winter escape. -- THE PROPERTY -- MassTaxConnect ID #C0387561720 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed, 1 twin bed - Second Living Room: 1 sleeper sofa OUTDOOR LIVING - Private patio - Heated seasonal swimming pool (open mid-May-end of September) - Gas grill - Dining area MAIN FEATURES - 4 Smart TVs - 6-person dining table - Ceiling fans KITCHEN - Cooking basics, dishware & flatware - Microwave, stove/oven - Refrigerator, dishwasher - Keurig coffee maker - Ice maker, water filter - Spices GENERAL - Free WiFi - Central A/C & heating - Towels/linens - In-unit washer/dryer, iron/board - Hair dryers - Hangers - Trash bags - Starter supplies (4 rolls toilet paper, 2 rolls paper towels & a few laundry detergent pods) - Dishwasher soap, dish soap ACCESSIBILITY - Single-story home - Step-free access PARKING - Driveway (3 vehicles) -- THE LOCATION -- - Peaceful neighborhood near beaches & hiking - Close to golf courses - 2-3 miles to Popponesset Marketplace & Cape Cod Children's Museum - 15 miles to Nobska Lighthouse - 30 miles to Martha's Vineyard via ferry - 34 miles to Plymouth - 16 miles to Cape Cod Gateway Airport - 73 miles to Boston Logan International Airport (73.3 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 or vaping of any kind - 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 offers step-free access - All TVs in the house are equipped with Roku for your convenience. - The private heated pool is open seasonally, from mid-May to the end of September. It is heated to a comfortable and refreshing temperature between 80–84°F (please note this is a swimming pool, not a hot tub) - Starter supplies are provided, including 4 rolls of toilet paper, 2 rolls of paper towels, and a few laundry detergent pods

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! ®

Get the most out of your next exciting Atlantic getaway when you stay at this charming East Falmouth vacation rental! With a fully stocked game room, serene covered patio, and great location just minutes from the coast, this 4-bedroom, 3-bath house is perfect for keeping everyone entertained while in town. Relax on the shores of South Cape Beach, check out local fishing charters, or explore shopping and dining options at Mashpee Commons before heading home to end the day with a game of 8-ball! -- THE PROPERTY -- C0424120960 | Covered Patio | In-Unit Laundry | 4 Mi to Downtown Falmouth | 8 Mi to Woods Hole Ferry Terminal Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed, Twin Bed | Bedroom 4: Twin/Full Bunk Bed w/ Twin Trundle, Twin Bed | Game Room: Queen Sleeper Sofa | Mudroom: Full Futon INDOOR LIVING: Smart TVs, dining table, walk-in closet, en-suite bathroom, walk-in shower, ceiling fans GAME ROOM: Pool table, foosball table, dartboard, board games OUTDOOR LIVING: Outdoor seating, patio heater, outdoor shower, gas grill (propane provided) KITCHEN: Refrigerator, Keurig & drip coffee makers, stove/oven, microwave, toaster oven, blender, dishwasher, dishware & flatware, cooking basics, spices GENERAL: Self check-in, free WiFi, central heating, window A/C units, washer & dryer, laundry detergent, iron/board, towels/linens, trash bags/paper towels, complimentary toiletries, hair dryer ACCESSIBILITY: 3-story house, 2 steps required to enter, interior stairs required to reach all bedrooms on upper & lower levels PARKING: Driveway (8 vehicles) -- THE LOCATION -- AREA BEACHES: Menauhant Beach (2 miles), Old Silver Beach (8 miles), South Cape Beach State Park (9 miles) ON THE WATER: Patriot Party Boats - fishing charters (4 miles), Rideaway Adventures - kayak & canoe rentals (8 miles) NEARBY ATTRACTIONS: Cape Cod Winery (2 miles), Downtown Falmouth (4 miles), Highfield Hall & Gardens (5 miles), Mashpee Commons (6 miles), Cape Cod Children's Museum (7 miles), Nobska Lighthouse (8 miles) AIRPORTS: Boston Logan International Airport (75 miles), Rhode Island T.F. Green International Airport (78 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: While this 3-story house only requires 2 steps to enter, additional interior stairs are required to reach all of the home's bedrooms on the upper and lower levels Licence number: C0424120960

22002 - Soak by the Shore: Private pool, hot tub, minutes from beach! Let the Cape Cod air beckon you to this four-bedroom, three-and-a-half-bath getaway in Mashpee. The home invites up to eight guests to enjoy sunny days by the heated pool, indulge in a soak in the bubbling hot tub, or wash off after a beach day at the outdoor rinse station. Fire up the BBQ for an afternoon feast, or gather in the finished basement for laughter and games long into the evening.<br><br>Wake each morning on the king bed in the first-floor suite, stepping out onto the deck as light pours through your private entrance. Bunk rooms nearby and a queen suite upstairs ensure plenty of space for family and friends. Central air keeps you comfortable, and high-speed WiFi and a top-of-the-line sound system add ease to every moment at home. Set out on very short drive to South Cape Beach for surf and sun—just 3minutes from the house. Tee off at New Seabury Country Club, explore boutique shops at Mashpee Commons, or sip coffee in the vibrant Popponesset Marketplace with boutiques, food, and mini-golf, all within a quick ten-minute drive. Feeling adventurous? Head to the Town Landing, only 8 minutes away and launch some rented kayaks or paddleboards.<br><br>After days of seaside adventure, come home to your cozy coastal retreat—where sunny poolside afternoons, star-lit hot tub evenings, and serene bedrooms await. Your ideal Mashpee getaway is ready to welcome you. Reserve your stay at Soak by the Shore today and start making unforgettable memories!<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: 1 King Bed<br>-1st Floor Bedroom: Queen Bed<br>-1st Floor Bedroom: Bunk bed with a twin over full bed, plus a twin trundle.<br>-2nd Floor Bedroom: Full Bed<br>Bathrooms<br>-Total 3.5<br>-1st Floor: Shower/Tub (ensuite)<br>-1st Floor: Shower<br>-2nd Floor: Shower<br>-Ground Floor: ½ Bathroom<br>Other Amenities <br>-Central AC<br>-WiFi<br>-Smart TV with Streaming Service<br>-Washer/Dryer <br>-Indoor Gas Fireplace<br>-Propane Grill<br>-Wood Fire pit<br>-Outdoor Rinse Station (unenclosed outdoor shower)<br>-Heated Pool (Open by May 15th until September 15th)<br>-Hot Tub<br>-Please note outdoor amenities are available seasonally<br>-Please note there is/are an exterior Ring 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 4 cars maximum<br>-C0559801720

Indoor & Outdoor Dining | 7 Mi to South Cape Beach | 1,700 Sq Ft Everything you need for a laid-back family getaway is right here at this Cape Cod vacation rental! Spend your days lounging on the beach, visiting shops and restaurants in Falmouth, or hiking in the nearby preserves. Planning a day trip to Martha’s Vineyard? The ferry is just 5 miles away! After a busy day, return to the 4-bedroom, 2-bath home to grill up dinner and dine on the deck. -- THE PROPERTY -- C0347100960 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin XL beds - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds - Den: 1 sleeper sofa INDOOR LIVING - Smart TV - Board games, books - Fireplace (decorative only) OUTDOOR LIVING - Deck w/ dining table & grill (propane provided) - Fire pit w/ seating (wood provided) - Private yard - Private community beach access KITCHEN - Refrigerator, stove/oven, dishwasher - Drip coffee pot & Keurig, toaster oven, microwave, Crockpot - Cooking basics, dishware & flatware - Dining table - Spices GENERAL - Free WiFi - Window A/C units (all bedrooms), ductless A/C (main-level common areas), ceiling fan (living room), baseboard heating - Washer/dryer, iron & board - Linens & towels, hair dryer, hangers - Keyless entry ACCESSIBILITY - Stairs for entry, split-level home - 2 bedrooms & 1 full bathroom on main level PARKING - Driveway (5 vehicles) -- THE LOCATION -- - 2 miles or less to restaurants & coffee shops - 7 miles to South Cape Beach State Park - 5 miles to the Island Queen Ferry to Martha’s Vineyard - 10 miles to Old Silver Beach & Woods Hole Oceanographic Institution - 5 miles to Cape Cod Country Club - 73 miles to Boston Logan International 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 split-level home requires stairs for entry; the main level features 2 bedrooms and 1 full bathroom - The fireplace is decorative only and not available for guest use Licence number: C0347100960

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! ®

3,262 Sq Ft | Walk to Ponds & Playgrounds | Game Room | Private Pool Discover the splendor of Cape Cod with a stay at this expansive vacation home in Falmouth, MA — perfect for families and groups! Enjoy sun and sand at Falmouth's beaches, take the ferry to beautiful Martha's Vineyard for the day, or explore local restaurants on Main Street. Feeling like a relaxing day at home? Choose between lounging poolside or shooting pool inside, then grill up dinner for the family to enjoy on the deck! -- THE PROPERTY -- C0406350960 SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 king bed, 1 twin daybed w/ twin trundle - Bedroom 3: 2 queen beds INDOOR LIVING - 6 Smart TVs - Fireplace - 2 dining tables - Board games & puzzles, books - Pool table, wet bar - Work desk, printer - Home gym - 2 en-suite bathrooms (one on each floor), renovated bathrooms OUTDOOR LIVING - Furnished deck - Gas grill, outdoor dining set - Lounge seating - Seasonal outdoor pool (not heated) - Private yard - Outdoor shower KITCHEN - Dishwasher, refrigerator, stove/oven, microwave - Keurig & drip coffee makers, toaster, blender - Cooking basics, dishware & flatware - Trash bags & paper towels GENERAL - Free WiFi - Towels & linens - Washer & dryer, iron & board - Central heating, mini-split A/C units - Keyless entry FAQ -1 Ring doorbell device (facing out) - Quiet hours (after 10:00 PM) - Weekly pool maintenance ACCESSIBILITY - 3-story home, 4 steps to enter - Bedroom & bathroom on main level PARKING - Driveway (4 vehicles) -- THE LOCATION -- - Central location walking distance to parks, restaurants, ponds & shops - Less than a mile to Morse Pond Playground, Two Ponds Conservation Area, Main Street, Falmouth & Shining Sea Bikeway - 1-2 miles to Island Queen Ferry, Surf Drive Beach & Falmouth Heights Beach - boardwalk - 5 miles to Nobska Lighthouse, Woods Hole Ferry Terminal & Woods Hole Science Aquarium - 6 miles to Old Silver Beach - 23 miles to Martha's Vineyard (access via ferry) - 73 miles to Boston Logan International 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 or illegal substances - No pets allowed. Please include any questions/requests regarding ADA-certified service animals prior to booking - No events, parties, or large gatherings - Strict maximum occupancy of 10 - Please respect the neighbors and limit outdoor noise after 10:00 PM - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 3-story home requires 4 steps to enter. A bedroom and full bathroom are located on the main level - The seasonal pool is available Memorial Day weekend through mid-September. The pool is not heated - Pool maintenance occurs weekly on Friday mornings. Workers may be present during your stay - This property runs on a septic system - 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 records video and sound when motion is detected by the device Licence number: R-24-0133;C0406350960

Treat the family to a quintessential summer vacation on the Cape when you stay at this spacious home in Bourne, Massachusetts. Located just steps away from the peaceful waters of Squeteague Harbor, this 4-bedroom, 2.5-bathroom vacation rental offers the ideal home base for exploring New England. Spend your days lounging on the salty shores, make a day trip to Martha's Vineyard for unforgettable scenery, or stay in town and savor fresh lobster rolls while the sun sets over the bay! -- THE PROPERTY -- C0477250360 | Comunity Playground | Walk to Squeteague Harbor | Family-Friendly Home | 2,336 Sq Ft Bedroom 1: King Bed | Bedroom 2: King Bed | Bedroom 3: 2 Queen Beds | Bedroom 4: Queen Bed | Additional Sleeping: Cribs OUTDOOR LIVING: Huge wraparound porch, fenced-in backyard, outdoor shower INDOOR LIVING: Smart TVs, group-friendly dining table, large sectional sofa, ceiling fans KITCHEN: Cooking basics, 6-burner gas range stove/oven, drip coffee maker, dishwasher, toaster oven, knife block, dishware & flatware, high chair GENERAL: Free WiFi, keyless entry, complimentary toiletries, linens & towels, in-unit washer & dryer, central heating & air conditioning, trash bags & paper towels FAQ: 1 exterior security camera (facing out), quiet hours (10:00 PM-8:00 AM) ACCESSIBILITY: Steps required for access, 2-story home PARKING: Driveway (4 vehicles) -- THE LOCATION -- OUTDOOR FUN: Squeteague Harbor (on-site), Fachetti Beach (0.5 miles), Eustis Beach (1 Minute walk to the water), Megansett Beach (1 mile), Sunrise Beach (2 miles), Hen's Cove Public Beach (2 miles), Mashpee National Wildlife Refuge (11 miles), Myles Standish State Forest (21 miles) - hiking, mountain biking, boating, fishing STATE PARKS: Monument Beach (4 miles), Scusset Beach State Reservation (13 miles), South Cape Beach State Park (14 miles), Ellisville Harbor State Park (16 miles) LOCAL ATTRACTIONS: Mashpee Commons (8 miles), Heritage Museums & Gardens (13 miles), Woods Hole Science Aquarium (13 miles), Cape Cod Beer (20 miles), Martha’s Vineyard (27 miles) FESTIVALS/EVENTS: Barnstable County Fair (6 miles), Brewster Summer Arts & Crafts Festival (35 miles) AIRPORTS: Barnstable Municipal Airport (20 miles), Boston Logan International Airport (65 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: Your safety matters. This property features 1 external security camera. This camera is outward facing and does not look into any interior spaces. The camera is located on the garage and faces the driveway and street. It actively records video when motion is detected and will be turned on during your stay - NOTE: Please observe quiet hours from 10:00 PM-8:00 AM - NOTE: This property runs on a septic system - NOTE: This 2-story home requires stairs to access Licence number: C0477250360

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

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! ®

Welcome to The Davis, a stunning modern estate designed for ultimate comfort and style. - Luxurious 7-bedroom, 4.5-bathroom home for 22 guests - Spacious open-concept layout with large picture windows - Basement entertainment and game den - Outdoor patio with al fresco dining and gas grill - Work-ready with high-speed WiFi and dedicated workspace - Children’s swing and slide set - Free parking for 4+ cars in driveway - Just 1 block from the ocean, 10 minutes from the ferry to Martha’s Vineyard Welcome to The Davis - a 7-bedroom, 4.5-bath modern estate in Falmouth, steps from the ocean and 10 minutes from the Martha’s Vineyard ferry. Finished with Sub-Zero and Wolf appliances, a basement game den, and an outdoor deck that seats 10+, this is the home your group has been looking for. The spacious open-concept layout features large picture windows that fill the home with natural light, creating a warm and inviting atmosphere. The grand living room boasts a massive sofa and sleek, minimalist design, perfect for relaxation and socializing. Each bedroom is thoughtfully appointed for maximum comfort, and the primary suite includes a private office for peaceful work or relaxation. Comfortable Accommodation: - 7 bedrooms with 16 plush beds - 4.5 bathrooms, including a luxurious primary bedroom - Accommodates up to 22 guests Interior Feeling: - High-end finishes with Sub Zero and Wolf appliances - Spacious open-concept layout - Large picture windows offering serene views - Cozy gas fireplace for colder months Outdoor Bliss: - Expansive outdoor deck with seating for 10+ guests - Gas grill for outdoor cooking and entertaining - Outdoor Shower to wash off sand from your day at the beach - Backyard swing set for family fun - Just 1 block from the ocean Delightful Dining: - Modern kitchen equipped with high-end appliances - Open layout ideal for gatherings and meals Free Parking: - Free parking for 4+ cars in the large driveway The basement game room offers foosball, ping pong, and board games, providing entertainment for all ages. The on-site washer and dryer add convenience to your stay, allowing you to pack light and enjoy your vacation fully. The Davis is perfectly situated for both tranquility and accessibility. Located just a short 2-minute drive or ten minute walk from Menauhant East Beach, you can easily enjoy outdoor adventures while returning to the comfort of this luxurious home. Guests also enjoy visiting nearby Woods Hole or taking the ferry to Martha’s Vineyard. For long term stays, we charge a fully refundable security deposit. For stays between 22 days and 6 months, the refundable security deposit is $500 and for stays over 6 months, we charge $,1000. These refundable deposits are charged separately and are only meant to protect our home. Permit number: C0544_580_960. You’ll have full, private access to the main house, driveway, and grounds. The garage is reserved for owner storage and is separate from your stay. You’ll appreciate having a car to explore the wonders of Cape Cod, but you can walk to nearby Menauhant Beach and enjoy views of Martha’s Vineyard! Or if you’re interested in visiting Martha’s Vineyard, our home is just 10 minutes away from the Falmouth - Martha’s Vineyard Ferry. Welcome to our boutique hospitality experience, led by a close-knit team of husband-and-wife duo and their close friends. We’ve been making dream vacations come true since 2014 and we’re thrilled to do the same for you! We choose our properties with care, only offering places we’d love to stay in ourselves. You’ll find top local spots around each location and we’re always ready to suggest the best picks tailored just for you. - Check-In: We provide a unique, custom door code for each stay for secure and easy keyless entry. - Guest Verification: All guests are required to complete an additional guest verification process after booking, which includes signing a liability agreement. - Local Bookings: We typically do not host local residents. We may inquire about the purpose of your stay and reserve the right to decline bookings. - Security Deposit: A refundable security deposit is required for longer stays and is charged separately before check-in. The deposit is $500 for reservations between 22 days and 6 months, and $1,000 for reservations over 6 months. - Child-Friendly Rentals: If you need a pack and play or high chair, please inquire for a unique link to rent these items. - 24/7 Support: Our team is available around the clock to help with any questions or personalized requests. - Permit: C0544_580_960

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! ®

This property is professional managed by Pretty Picky Properties Stunning New Construction with Heated Pool & Hot Tub in Harwich NEW Listing for 2026! Sleeps 12 Linens provided, beds made Rents Saturday to Saturday during peak season 7 night minimum stay required for all seasons Pool is open Memorial Day weekend through Columbus Day weekend Welcome to Olivia’s Oasis! Tucked away in East Harwich and crafted with fresh, modern elegance, this brand-new five-bedroom retreat sets the tone for an effortless Cape Cod escape. Thoughtfully designed and impeccably furnished, the home blends clean coastal style with the comforts of a true luxury stay. The layout offers privacy and flexibility for families or groups traveling together, with five spacious bedrooms—each featuring its own ensuite bath. The first-floor primary suite is a serene sanctuary with a king bed, while three upstairs bedrooms also offer king accommodations. A fifth bedroom, accessed by a separate staircase, features two twin beds with trundles, making it ideal for children or younger guests seeking their own space. At the heart of the home, the chef’s kitchen showcases high-end appliances and sleek finishes, opening seamlessly to inviting living and dining areas perfect for gathering. A second living space upstairs includes a wet bar, creating a relaxed lounge for evening cocktails or movie nights, while a private office provides a quiet place to check in—if you must. Outside, the experience continues with a heated saltwater pool, hot tub, and gas fire pit, all set within a private outdoor setting designed for long summer days and cool Cape evenings. Whether you’re returning from the beach or lingering under the stars, this outdoor oasis invites you to unwind in style. Ideally located, the home is just a 10-minute drive to several beautiful beaches including expansive Red River Beach (1.5 miles) and downtown Chatham, offering easy access to dining, shopping, and classic Cape Cod charm—while still enjoying the tranquility of East Harwich. Polished, private, and perfectly appointed, this exceptional home is a refined base for making lasting Cape memories. Please enter in 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 3-night minimum stay outside of the peak season. 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 rental on Cape Cod. ​​​​​​​ It’s your vacation. Get Picky! ®

Welcome to Point of Happiness – Your Peaceful Cape Escape in Bourne, MA Tucked away in Taylor’s Point at the gateway to Cape Cod, Point of Happiness is your next favorite vacation rental. This bright and serene home invites you to slow down, breathe deep, and soak in the natural beauty of coastal Massachusetts. Whether you’re sipping your morning coffee on the deck, strolling to the sand across the street, or enjoying a cozy game night inside, you’ll feel right at home here. The house is thoughtfully designed for families, couples, or friends seeking a peaceful getaway with all the comforts of home, featuring: - 3 spacious bedrooms designed for restful sleep - Pullout sofa queen bed in living room - 2 full and 1 half bathrooms with fresh linens and coastal charm - Fully enclosed outdoor shower to rinse off after a day at the beach - Amazing kitchen, stocked kitchen perfect for family meals - Cozy living area with comfy seating, books, and board games for rainy day fun - Expansive outdoor deck with propane grill - Ping pong table in the shed in the backyard - Private yard for kids to play or for evening stargazing under the trees Easy access to the Cape Cod Canal bike path, beaches, local markets, and more! - Just minutes to the canal bike path, boat launch, and Buzzards Bay shops - A short drive to Cape Cod’s best beaches and attractions - Easy access without crossing the bridge—ideal for quick weekend escapes Whether you’re planning a romantic weekend, a family getaway, or a solo recharge, this home wraps you in comfort and ease. Located in beautiful Bourne, you’re minutes from sandy shores, seafood shacks, and the slower pace we all crave. Come find your joy at the Point of Happiness — where memories are made and peace comes easy. ------------------------- HOUSE RULES: ------------------------- - Primary renter must be 25 years or older - No pets are allowed in this home - No smoking/vaping indoors - Charging of electric vehicles is not permitted on the property - Please NO PARTIES, EVENTS, PERFORMING ARTISTS, OR BANDS ARE ALLOWED AT ANY TIME. Please be respectful of the neighbors at all times! - These are all separate causes for eviction with no refund and may damage our ability to offer the home for future guests exposing you to liability. License: C0537440360

This property is Professionally Managed by Pretty Picky Properties. 5850 sq. ft. of Luxurious Summer Living, Heated Pool. 5 Minute Drive to Nauset Beach Sleeps 11 Rents Friday to Friday during peak season Linens Included, Beds Made Pool open from Memorial Day to Columbus Day The location is ideal: less than a 5-minute drive to world famous Nauset Beach and less than five minutes to Orleans Center with all its appealing shops, restaurants, galleries and Cape Cod League Baseball. Of course, now with a beautiful new heated saltwater pool in your back yard, you probably won’t go anywhere as often as you might otherwise! Around the pool is a generous pool patio that includes a huge umbrella-shaded loveseat, padded outdoor furniture, a gas fire-pit with Adirondack chairs and poolside loungers! This big, bright, magnificent contemporary home is located in the upscale Tonset neighborhood of Orleans. You will find plenty of room inside and out for your group of up to 12. Inside there is more than 5800 square feet of living space where your group can spread out and enjoy the perfect summer vacation. The expansive, private deck and spacious yard provides a great place to enjoy summer outdoor living, Cape Cod style. Here you’ll find the gas grill, umbrella shaded dining table, fire pit and enclosed outdoor shower. Inside, the thoughtful floor plan and tasteful décor elevate your vacation experience. There are five bedrooms in all; two master suites on the main level and three bedrooms upstairs. The first master bedroom has a king bed and walks out to the mahogany rear deck. There is a spacious, luxurious en suite bathroom featuring a jetted tub, separate step-in shower and a dual vanity sink. In addition, there is a sitting room off the master. The other master bedroom on the main level is outfitted with a queen bed and has a private full bath and access to the deck. The main level study also has a sleep sofa that converts to a full size double. Also on the main level you’ll find the generously sized chef’s kitchen, equipped with topline stainless steel appliances and amenities including, the Subzero® fridge, Viking® range and granite counters. The kitchen is light, bright and cheery, thanks to vaulted ceilings and plenty of windows. It opens to the dining and living areas so everyone can socialize during meal prep. The large flat screen TV is viewable from the kitchen as well. There is a breakfast counter with three seats for quick meals, kids’ snacks or kitchen kibitzers. Upstairs there are three bedrooms, one of which is outfitted with a Full bed and two Twin beds. It has its own private bath. Another bedroom on this level offers a queen bed and has a full private bath en suite. The final bedroom has two twin beds. There is also another pleasant lounge area on the upper level. The house has five full baths plus one half bath. The home is centrally air conditioned, has high speed Wi-Fi, smart TV with cable, and a Sonos® sound System. Recreational added value here comes in the form of a game room with a ping pong table in addition to kayaks provided for guest use. Once you experience this property and location, you’ll want to return for years to come, creating priceless memories of your family summer vacations on the Cape! 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 As is customary in vacation rentals there are additional fees to the rates listed. Those fees include $145 reservation fee and an $80 non-refundable Accidental Damage Protection (ADP) fee. In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%. Please note: the pool is open Memorial Day - Columbus Day. This property offers a three-night minimum stay during select weeks in May – June and September – October. 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 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! ®

This home is professionally managed by Pretty Picky Properties Orleans: New Construction, Pool, Hot Tub, Close to What Counts Sleeps 10 Rents Friday to Friday in Peak Summer Linens Included, Beds Made Pool open from Memorial Day to Columbus Day Welcome to Stillwater, a stunning luxury home nestled in the picturesque Arey’s Pond area of Orleans, Massachusetts. This newely constructed property offers an exquisite retreat for families and friends, accommodating up to 10 guests with its four spacious bedrooms and 4.5 bathrooms. Enjoy breathtaking views of the private heated pool and hot tub, perfect for relaxation and entertainment. Step inside this beautifully designed house, where modern elegance meets comfort. The main level features a luxurious primary bedroom with a king-sized bed, while the second level boasts two guest bedrooms, each with a queen-sized bed, and an additional primary bedroom with another king-sized bed. Each bedroom is thoughtfully appointed to ensure a restful night’s sleep. The heart of the home is the fully equipped kitchen, complete with a dishwasher, refrigerator, and an espresso maker, making it a chef’s dream. Gather around the dining area or enjoy meals al fresco in the outdoor eating area. The living space is designed for relaxation, featuring a cozy private living room and a game room with a pool table and ping pong table for endless fun. Step outside to your private oasis, where you can soak in the heated pool or unwind in the hot tub. The outdoor space also includes a gas grill and fire pit, perfect for evening gatherings under the stars. Safety features such as smoke detectors, fire extinguisher, and a carbon monoxide detector ensure peace of mind during your stay. For those looking to explore, the property is conveniently located near beautiful beaches, golf courses, and local attractions such as Nauset, Beach, Skaket Beach, and a small freshwaster beach on Crystal Lake. Whether you’re seeking adventure or relaxation, Stillwater is the perfect destination. Don’t miss out on this luxurious getaway—book your stay at Stillwater today and create unforgettable memories! This home has high speed Wi-Fi, smart TV’s, a SONOS sound system and central air air conditioning. 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 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 Chatham Waterfront with Pool, Stunning Views of Oyster Pond, Chatham Villa Sleeps Eight Four Bedrooms, Four Baths Rents Friday to Friday during Peak Season Linens Included Pool operational from Memorial Day to Columbus Day ​​​​​​​ The pool is great, the house is lovable, but what truly sets this property apart is its location directly on picturesque Oyster Pond. Sit back in your lounge chair overlooking the pool and marvel at the sails in the foreground, with the one-of-kind view of Chatham Village beyond. Bring your kayak and take a tour of the pond and river. Another nice thing you’ll notice when you’re hanging out at the pool: it’s quiet and very private, because you’re at the end of a neighborhood road with no outlet and next to no traffic. The large new deck provides another special outdoor living space with water views, especially thanks to its built-in fire pit where you’ll gather when the sun goes down for gazing at the stars. There’s also a good sized dining table here that seats eight for meals al fresco, and an awning to provide shade when needed. Inside, you’ll quickly discover that the floorplan was created with the water views in mind, especially noteworthy from the dining table which seats eight. The open kitchen is spacious, very social and nicely equipped (including a Nespresso Machine!). The living room provides plenty of comfy lounge seating, and there’s a bathroom here where you’ll find a small washer and dryer. There’s another full bath just off the pool deck which essentially serves as an outdoor shower. Sleeping quarters on the main level include one bedroom with a queen size bed and another with twin beds. Walk upstairs to discover a second, lounge area with a large TV. There are two more bedrooms on this level, including the spacious master suite with a King size bed, full bath en suite and amazing elevated views of the water. The home’s fourth bedroom provides a queen size bed. There’s another full bath off the upstairs hall that’s used by the occupants of the queen bedroom and has been recently upgraded. You’ll also find another laundry here with a full-size washer and dryer. The home has central air-conditioning, high-speed Wi-Fi and cable/smart TV. 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 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 #778

This home is professionally managed by Pretty Picky Properties Luxury Brewster Estate – Pool, Hot Tub, Steps to Bike Trail "Brewster Barefoot Bliss" 3447-BMH Rents Saturday to Saturday in Peak Season Linens Included, Beds Made Six bedrooms, Seven Full Baths Sleeps Twelve Pets Considered **Additional separate two bedroom cottage available to rent next door, total occupancy of sixteen possible** Discover the perfect blend of classic Cape Cod charm and modern luxury at this stunning six bedroom vacation home in Brewster. With four private bedroom suites and space to sleep 12 guests, this expansive retreat is designed for relaxation and adventure alike for groups of any size. Location Nature lovers will appreciate the home’s prime location—adjacent to the popular Cape Cod Rail Trail bike path and just across the street from Nickerson State Park. Spend your days exploring the park’s scenic trails or take a short stroll (under a mile) to Crosby Landing Beach, considered Brewster’s best by many. You can be in downtown in Orleans in about two miles via the bike path. Outside Living Space No doubt most of your lounging and living will be done out on the spacious pool patio with a covered cabana area, gorgeous outdoor kitchen, a large dining table and chairs, a full bathroom and, of course, the heated pool. There’s also a hot tub and gas fire pit, ideal for gathering under the stars. You can whip up a feast in the cabana’s completely outfitted outdoor kitchen. The large, manicured yard is bordered by a tasteful variety of flowering plantings and makes a perfect place to throw a Frisbee ® or whack a Whiffleball ® And here’s an unusual extra amenity: your own private hockey rink! The special synthetic surface accommodates both roller blades and ice skates. Inside Living Space This home seamlessly blends classic coastal elegance with modern finishes, offering stylish and comfortable living spaces. The main level consists of a spacious and elegant kitchen, complete with everything you’ll need to prepare any meal and entertain any group. There’s seating for 12+ at the main dining table and adjacent round table plus there’s additional counter seating at the immense kitchen island. This part of the main level includes a wet bar, pantry and parlor. Fitness enthusiasts will appreciate the fully equipped gym. Then there’s the “Great Room,” which is nothing short of awe inspiring. Original to the structure, this room with soaring ceilings exudes old world charm in stunning fashion. The wood paneled walls are from a French chateau, the circular stairs from a British ship. Sleeping Accommodations The main level rounds out with two bedrooms, one with a queen, the other with a pair of twins, plus a full bath and a half bath. There are three, count ’em, three sets of stairs to the second level bedrooms. The first is off the small parlor and features a vintage narrow staircase to a queen bedroom with a private full bath. The second, more modern staircase leads to a second level area with two queen-bedroom suites, each with a private full bath. The final upstairs area is the most recent renovation and is essentially a self-contained apartment with a living area, kitchenette, king bedroom and a luxurious bathroom with a step-in shower, soaking tub and dual vanity. For a summary of bedrooms and bed configurations, use the Room Details tab above. Amenities This home has high speed WiFi, a Sonos® Sound System and central air conditioning. For a complete list of amenities, please click on the Amenities tab above. The owners reside in a smaller home on the grounds. so you can be sure that any issues that may arise will be quickly addressed. But you won’t see them unless you need them. Book now and experience the best of Brewster in this extraordinary vacation retreat. 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 vacation rental on Cape Cod. It’s your vacation. Get Picky! ®