Family friendly vacation rentals in South Yarmouth, MA

Explore 129 family-friendly vacation rentals, homes, and villas in South Yarmouth, MA for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $90 per night and homes offering up to 11 bedrooms and 10 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

129 Family-Friendly Homes in South Yarmouth

Water Views Private Pool, Hot Tub, Access to Cove!

Dennis, MA, US
4 Bedrooms 10 Guests
Sep 22 - 24
$433 night

19908 - Grand Cove: Water Views Private Pool, Hot Tub, Access to Cove! This gorgeous West Dennis home, located on Grand Cove in Bass River, is the perfect place for your next luxury vacation! Two huge wrap around decks offer spectacular water views of the cove, and with direct water access, you are just steps from being able to kayak, paddleboard, or swim in this beautiful body of water. After your adventures on the cove, walk back to our private fenced in yard, which features an in-ground pool complete with a waterfall, as well as a poolside patio. If the backyard wasn’t spectacular enough, the large front yard is grassy and a great place to play a classic game of summer whiffle ball. <br><br>Inside, you will find an eat-in kitchen with brand new appliances, and a large formal dining area that opens into a family room (with a large, sectional leather couch and flat screen TV) with a slider out to a large deck - perfect for summer cookouts. The top level master suite features a king size bed under a vaulted, pine planked ceiling with bright skylights, and a slider leading to another large, wrap around deck with panoramic views of the cove. There are two more bedrooms upstairs, one with a king bed and en suite full bathroom and the other with two full beds, as well as another full bathroom. The fourth bedroom is located on the first floor and has a queen bed, with a third full bathroom down the hall.<br><br>Downstairs is the Game Room with a foosball table, couches, flat screen TV, and slider that steps out to the pool and the private yard. Other amenities include smart TV, WiFi, washer/dryer in the basement, air conditioning, an outdoor shower, and linens and bath towels provided for each guest. Take your next vacation in style and book our gorgeous vacation home now!<br><br>Home Details:<br>-Sleeps 10<br>-3 Floors<br>-3,624 Sq Ft<br>Bedrooms<br>-Total 4<br>-Bedroom #1: 1 Queen Bed, 1st Floor<br>-Bedroom #2: 1 King Bed, 2nd Floor<br>-Bedroom #3: 1 King Bed w/ en suite Full Bathroom,, 2nd Floor<br>-Bedroom #4: 2 Queen Beds 2nd Floor<br>Bathrooms<br>-Total 3<br>-Bathroom #1: Full Bath w/ Shower, 1st Floor<br>-Bathroom #2: Full Bath w/ Shower, 2nd Floor<br>-Bathroom #3: Full Bath w/ Tub/Shower Combo, en suite, 2nd Floor<br>-Fully Equipped Kitchen<br>-Central A/C & Mini-Split A/C Systems<br>-Smart Lock/Self Check-In<br>-Smart TV<br>-WiFi<br>-Washer/Dryer<br>-NO Pets (fines remitted)<br>-Hot Tub (Open from Memorial Day to Labor Day - may be longer but not guaranteed)<br>-Outdoor Shower <br>-Private Yard<br>-Private Saltwater Pool (no heat) (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)<br>-Gas Grill<br>- Fire Pit<br>-Game Room!<br>-Air Hockey<br>-Pack Man<br>-Water Views<br>-Multiple Decks<br>-Direct Access to Grand Cove<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C0346480750

3 Mi to Beaches: South Yarmouth Gem w/ Game Room

Yarmouth, MA, US
2 Bedrooms 4 Guests
Oct 4 - 11
$116 night

Make the most of your next coastal getaway at this charming vacation rental in South Yarmouth, MA! Ideally situated within easy reach of shops, restaurants, and Cape Cod's sandy beaches, this 2-bedroom, 1-bath home offers the ideal getaway for couples and small families. After a day of fun in the sun, you can unwind with at-home comforts like a Smart TV, a renovated game room with a pool table, and a furnished patio where you can fire up the grill for dinner. A memorable stay awaits! -- THE PROPERTY -- C0222511260 | Smart TV | Pool Table | Near Shopping & Dining | Washer & Dryer Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds OUTDOOR LIVING: Patio w/ dining area, gas grill, outdoor shower, beach chairs, beach towels INDOOR LIVING: Gas fireplace, breakfast bar, skylight, ceiling fans KITCHEN: Stainless steel appliances, cooking basics, dishware/flatware, dishwasher, stove/oven, refrigerator, microwave, Keurig & drip coffee makers, kettle, blender, toaster, water filter, ice maker GENERAL: Free WiFi, linens/towels, central A/C & heat, trash bags/paper towels ACCESSIBILITY: 2-story home, 3 steps required to enter, bedrooms & bathroom on entry level PARKING: Driveway (2 vehicles) -- THE LOCATION -- OUTDOOR FUN: Bass River Golf Course (1 mile), Swan Pond Boardwalk (2 miles), Holiday Hill Miniature Golf (4 miles), Long Pond Beach and Boat Ramp (11 miles), Cape Cod Rail Trail (13 miles), Nickerson State Park (18 miles) BEACH DAYS: Smugglers Beach (3 miles), Bass River Beach (3 miles), Parkers River Beach (3 miles), Seaview Beach (3 miles), West Dennis Beach (3 miles), Seagull Beach (5 miles), Corporation Beach (7 miles), Cape Cod National Seashore (17 miles) LOCAL SPOTS: Whydah Pirate Museum (3 miles), Hyannis Port - Nantucket Ferry (5 miles), Cape Cod Museum of Art (6 miles), Cape Cod Museum Of Natural History (8 miles), Cape Codder Water Park (10 miles), Chatham Lighthouse (17 miles) AIRPORT: Boston Logan International Airport (77 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 with both bedrooms and the bathroom on the entry level

Close to Beach, Fire Pit, and Hot Tub!

Dennis, MA, US
4 Bedrooms 8 Guests
Sep 22 - 24
$288 night

19945 - Octopus’s Garden: Close to Beach, Fire Pit, and Hot Tub! Welcome to Octopus’s Garden, a completely remodeled stylish vacation home featuring a newly designed fire pit area, perfect for cozy evenings under the stars. This inviting space offers a private deck where you can savor alfresco dinners and unwind in a serene atmosphere.<br><br>The home also features an air hockey table, perfect for kids. Enjoy multiple sitting areas, where you can relax with a cup of coffee in a high back chair, or lounge and watch TV on one of the many comfortable couches throughout the home. The upstairs loft bedroom also has a window seat, perfect for enjoying a cat nap or reading a book in the sun. <br><br>Just 2 miles from West Dennis Beach and other Nantucket Sound Beaches, you can spend your days in the sand and surf and come home to enjoy the evening breeze off the deck. Located conveniently near local favorites, you’ll find delightful dining options like the Chapin’s Fish & Chips for a casual meal, Sundae School Ice Cream Parlor for a sweet treat, and Good Friends Cafe for a delightful breakfast. <br><br>At Octopus’s Garden, you’ll experience the perfect blend of modern comfort and Cape Cod charm, making it an ideal getaway for families and friends alike. Your unforgettable coastal escape awaits!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 8<br>Bedrooms<br>-Total 4<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 1 King<br>-3rd Floor Bedroom: 1 King<br>Bathrooms<br>-Total 4.5: 4 Full Bathrooms, 1 Half Bathroom<br>-Ground Floor Bathroom: Full Bathroom w/ Shower<br>-1st Floor Bathroom: Half Bathroom<br>-2nd Floor Bathroom: Full Bathroom w/ Shower (en suite King Bedroom)<br>-2nd Floor Bathroom: Full Bathroom w/ Tub/ Shower Combo<br>-3rd Floor Bathroom: Full Bathroom w/ Shower (en suite King Bedroom)<br>Other Amenities <br>-Game Room with Air Hockey<br>-Hot Tub (available year round!)<br>-Air Conditioning via Mini-Splits<br>-Central Heat<br>-WiFi<br>-Smart TV <br>-Washer/Dryer <br>-Propane Gas Grill<br>-Fire Pit<br>-Outdoor Shower<br>-Indoor Fireplaces are not for guest use(fines remitted)<br>-Please note outdoor amenities are available seasonally<br>-Please note there is an exterior ring camera on the property that records the entry door<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Please note there are exterior cameras on the property that record the driveway and basement door<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 4 cars maximum Please note there are exterior cameras on the property that record the driveway and basement door

Gorgeous Home 1 mile to Beach, by Cape Cod Bikepath

Dennis, MA, US
3 Bedrooms 8 Guests
Aug 29 - 31
$517 night

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.

1 Mi to South Village Beach: BBQ-Ready Retreat

Dennis, MA, US
3 Bedrooms 6 Guests
Aug 29 - Sep 1
$578 night

Dine Al Fresco | Private Green Space | Near Kayaking & Boating | Swan River Views Beach days, boating, and classic Cape Cod charm await at this 3-bedroom, 3-bathroom West Dennis vacation rental. Located along the Swan River, which leads to Nantucket Sound, this home offers a relaxing space to unwind after exploring the coast. Rinse off sand in the outdoor shower, then gather around the fire pit. Later, catch a stunning sunset or explore local shops and seaside dining. -- THE PROPERTY -- C0139500750 SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 2 twin beds - Additional Sleeping: 1 portable crib OUTDOOR LIVING - Deck w/ water views - Patio, private yard  - Outdoor shower - Gas grill, fire pit, outdoor dining area INDOOR LIVING - Flat-screen TV - Board games, books - Shower/tub combo, 2 walk-in showers KITCHEN - Stove/oven, refrigerator, microwave - Drip coffee maker, toaster, toaster oven - Dishware & flatware - Paper towels, trash bags - Dining table GENERAL - Free WiFi - Keyless entry - Central heating & A/C - Linens & towels, washer & dryer, iron & board - Complimentary toiletries, hair dryer FAQ - 1 Ring doorbell camera (facing out) ACCESSIBILITY - Single-story home - 3 exterior steps to enter PARKING - Driveway (2 vehicles) -- THE LOCATION -- - 2 miles to West Dennis Beach & Bass River Cruises - 6 miles to Scargo Tower & Cape Cod Museum of Art - 9 miles to Cape Cod Rail Trail - 8 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 exterior steps to enter - This property runs on a septic system; it is critical no items (feminine products, floss, food, toys, etc) other than toilet paper be flushed down the toilet - Your safety matters. This property features a Ring doorbell device with an exterior security camera on the front exterior facing the front outdoor entry. The camera does not look into any interior spaces. The camera records video and sound when activated by motion Licence number: C0139500750

Walk to Haigis Beach: Cape Cod Retreat w/ Deck!

Dennis, MA, US
4 Bedrooms 9 Guests
Sep 25 - 28
$334 night

Book your trip to Dennis and discover year-round destinations and activities in the heart of Cape Cod! This 4-bedroom, 2-bath vacation rental is equipped with modern appliances, cozy furnishings, and spacious living areas to host your crew. Spend your days lounging on the deck, or walk less than .5 miles from this home to catch some rays on Haigis Beach. The fun continues just a day trip away at Provincetown or Martha's Vineyard - prime spots for shopping, dining, hiking, fishing, and more! -- THE PROPERTY -- C0479270750 | 1,500 Sq Ft | Off-Street Parking | Outdoor Living Space Whether you're a group of friends or family looking to discover relaxation and entertainment in Cape Cod, this home has you covered with its ideal location near beaches, trails, historic sites, and family-friendly attractions! Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: 2 Twin Bunk Beds INDOOR LIVING: 2 Smart TVs, dining table, wood-burning fireplace, vaulted ceilings KITCHEN: Well-equipped w/ stainless steel appliances, cooking basics, drip coffee maker, toaster oven, blender, teapot OUTDOOR SPACE: Deck, patio, dining table, gas grill, outdoor shower, beach chairs, bikes GENERAL: Free WiFi, central A/C & heating, linens/towels, complimentary toiletries, washer/dryer, hair dryer FAQ: Stairs required, Ring doorbell camera PARKING: Driveway (2 vehicles), home front (2 vehicles) -- THE LOCATION -- BEACHES: Haigis Beach (0.3 miles), Glendon Road Beach (0.6 miles), West Dennis Beach (1.9 miles), Seagull Beach (7.0 miles), Cape Cod National Seashore (11.9 miles) OUTDOOR ACTIVITIES: Cape Cod Waterways Kayak Rentals (1.0 miles), Holiday Hill Miniature Golf (1.5 miles), Bass River Golf Course (3.3 miles), Chatham Lighthouse (11.5 miles), Cape Cod Rail Trail (11.5 miles), Nickerson State Park (12.5 miles), Dolphin Whale Watch (42.5 miles) THINGS TO SEE & DO: Cape Cod Museum of Art (8.1 miles), Cape Cod Children's Museum (22.1 miles), Heritage Museums & Gardens (22.6 miles), Woods Hole Science Aquarium (33.2 miles) DAY TRIPS: Hyannis Cruise Terminal-Nantucket and Martha's Vineyard Ferries (8.2 miles), Provincetown (41.6 miles) FOOD + DRINK: Sundae School Ice Cream (1.1 miles), Kream 'n Kone (1.2 miles), First Crush Winery (4.8 miles), Brax Landing Restaurant (4.7 miles), Cape Cod Beer (10.4 miles) AIRPORT: Boston Logan International Airport (80.6 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 - Massachusetts Tax ID: ROC-13071594-003 | C0247210750 - NOTE: The property requires stairs and may be difficult for guests with limited mobility - NOTE: 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: C0247210750;C0479270750

Bayside Dunes: 023-D Dennis Bayside: Just Renovated, Pool, Hot Tub, Walk to Beaches

Dennis, MA, US
4 Bedrooms 12 Guests
Dec 31 - Jan 3
$1,195 night

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 $255.00 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! ®

Stony Brook Sanctuary: 095-B Brand New Custom Built Luxury Home, Heated Pool, Close to Bay Beaches

Brewster, MA, US
5 Bedrooms 10 Guests
Dec 31 - Jan 3
$1,292 night

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 $255.00 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! ®

Renovated Classic Cape w/ Guest House, Game Room!

Dennis, MA, US
7 Bedrooms 14 Guests
Aug 31 - Sep 2
$247 night

19929 - Sands of Time: Renovated Classic Cape w/ Guest House, Game Room! Located in the heart of beautiful Dennis Port, this incredible property offers a unique opportunity to large groups looking to vacation in one of the most sought after areas of Cape Cod. With professional interior design work completed in early 2022 to lovingly restore this antique home, this home sleeps 14 total guests and features a 2700 square foot main house with a separate 774 square foot guest house, along with a huge half acre of fenced in yard. Conveniently situated directly south of Main St, you will be right around the corner from many of the great restaurants and shops of Dennis Port, like Red Nun, Oyster Company, and Rory’s Kitchen. Best of all - you will be 7/10 mile from a number of gorgeous sandy beaches on Nantucket Sound like Inman Road Beach and West Dennis Beach!<br><br>This home sleeps 10 in the main house across two floors, and features a cozy living room and spacious kitchen. Please note, the stairs up to the second floor are steep. The guest house sleeps 4 guests across two bedrooms and has it’s own kitchen. A game barn located in the backyard is the perfect place to spend a rainy day or unwind after dinner. The huge fenced in backyard is great for yard games, lounging in the sun, and your dogs! Other amenities include window A/C units in all the bedrooms, a propane grill, WiFi, and sheets and bath towels provided at no extra cost with beds made upon arrival. Don’t miss out on the opportunity to stay at this incredible property!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog<br>-Sleeps 14<br>Bedrooms<br>-Total 7<br>Main House:<br>-Bedroom #1: 1 Queen Bed, 1st Floor<br>-Bedroom #2: 1 Queen Bed, 1st Floor (walk-through bedroom).<br>-Bedroom #3: 2 Twin Beds (bunk beds), 1st Floor<br>-Bedroom #4: 1 King Bed, 2nd Floor<br>-Bedroom #5: 2 Twin Beds, 2nd Floor<br>Bathrooms<br>-Total 3.5<br>-Bathroom #1: Full Bath w/ Shower, 1st Floor<br>-Bathroom #2: Full Bath w/ Shower, 1st Floor<br>-Bathroom #3: Half Bath, 2nd Floor<br>Guest House: <br>-Bedroom #1: 1 Queen Bed<br>-Bedroom #2: 2 Twin Beds (bunk beds)<br>- Bathroom #4: Full Bath w/Shower, 1st Floor<br>-Window AC units in bedroom<br>-Game Room<br>-WiFi<br>-Smart TVs<br>-Washer/Dryer <br>-Propane Grill<br>-Indoor Fireplaces are not for guest use(fines remitted)<br>-Please note outdoor amenities are available seasonally<br>-Please note there is a security camera facing the driveway<br>-Walk to Downtown<br>-Short Drive to Nantucket Sound Beaches<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 6 cars maximum<br>-C0463930750<br><br><br><br><br> Please note there is a security camera facing the driveway and the stairs to the second floor are steep

Pet-Friendly Yard! Fun Family Home in Cape Cod

Harwich, MA, US
3 Bedrooms 8 Guests
Aug 29 - 31
$554 night

Ready for a relaxing beach vacation? This 3-bedroom, 2-bathroom vacation rental home is the perfect place to embrace Cape Cod’s laid-back lifestyle. The home features both a living room and a basement family room, so there is plenty of space to lounge with a book in the central A/C. In the fenced-in yard, you’ll find comfortable chairs and a fit pit. Pack up the beach towels and head to Sea Street Beach, less than a mile away. Book today and let the Nantucket Sound wash your worries away! -- THE PROPERTY -- C0369050750 | Outdoor Shower | Furnished Deck Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds | Family Room: Queen Futon | Additional Sleeping: Pack ‘n Play INDOOR LIVING: 6 Smart TVs, board games, books OUTDOOR LIVING: Private yard, beach cart & towels, beach umbrella, fire pit, gas grill, beach chairs KITCHEN: Blender, coffee maker, cooking basics, microwave, refrigerator, stovetop/oven GENERAL: Dog waste bags, free WiFi, central A/C, washer/dryer FAQ: Pet fee (paid pre-trip), steps required to access, 2 bedrooms and 1 bathroom on the 1st floor PARKING: Driveway (2 vehicles), EV charger in garage -- THE LOCATION -- BEACHES: Sea Street Beach (0.8 miles), Raycroft Beach (0.8 miles), Belmont Road Beach (1.0 miles), Pleasant Road Beach (1.6 miles), Bank Street Beach (3.5 miles), Veterans Park Beach (10.3 miles), Sandy Neck Beach (19.1 miles) GOLF: Blue Rock Golf Course (4.0 miles), Cranberry Valley Golf Course (5.1 miles), The Captains Golf Course (10.4 miles), Olde Barnstable Fairgrounds Golf Course (17.1 miles), The Ridge Club (20.2 miles) EXPLORE CAPE COD: The Cape Playhouse (7.0 miles), Cape Cod Museum of Art (7.1 miles), Nauset Lighthouse (20.1 miles), Wellfleet Cinemas (20.4 miles), Sandwich Glass Museum (23.9 miles), Heritage Museums & Gardens (24.6 miles), Pilgrim Monument and Provincetown Museum (40.9 miles) DINING: The Ocean House Restaurant (0.7 miles), Clancy’s Restaurant (1.3 miles), Clean Slate Eatery/ La Tacodilla (1.9 miles), Sesuit Harbor Cafe (7.5 miles), Mac's Shack (25.9 miles), Moby Dick's Restaurant (26.6 miles), The Glass Onion (30.4 miles) AIRPORT: Boston Logan International Airport (81.2 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, max 2 dogs) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: There are 2 steps to access the front door and stairs to access the yard. There are 2 bedrooms and 1 bathroom on the 1st floor

Quivett Compound 419-B Magnificent Mansion, Privacy, Pool, Water Views in Brewster

Brewster, MA, US
10 Bedrooms 20 Guests
Aug 30 - Sep 2
$2,389 night

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 $255.00 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! ®

Luxury Waterfront Home w/ Heated Pool and Hot Tub

Yarmouth, MA, US
6 Bedrooms 16 Guests
Sep 4 - 6
$4,412 night

20026 - Water’s Edge : Luxury Waterfront Home w/ Heated Pool and Hot Tub Embrace the allure of a private escape with this exclusive home, where the backyard opens up to the enchanting Follins Pond. Follow the lit pathway to your own private dock where a serene water haven awaits. After a day exploring the pond with the provided kayaks, a heated pool and rejuvenating hot tub with stunning views will draw you back home. Discover a world of opulence in this luxurious abode. Marvel in the carefully chosen details of the home that were hand picked to cater to your every vacation need. The interior seamlessly blends modern design with upscale Cape charm, offering a stylish and comfortable retreat for your family. Imagine leisurely lunches on the deck, with the picturesque view of Follins Pond serving as the backdrop. Ample dining spaces inside cater to family meals, fostering moments of shared joy. Getting ready for a day out? The instant hot water heater makes getting ready for the whole group a breeze. <br><br>Entertainment options abound, from foosball in the bonus living space to lively games on the bocce court and evenings by the fire pit in the front yard. As the day winds down, unwind with a cocktail on the dock, taking in the tranquility of the pond. <br><br>While this home provides everything you need for a perfect stay, nearby attractions are waiting to be explored. Grays Beach and the renowned Bass River Golf Course are just a short ride away. For a night out, indulge in the culinary delights of Captain Parker’s-- famous for their chowder. For lunch dine in at Oliver’s & Planks Tavern or grab some fresh deli sandwiches from Peterson’s to bring to the beach!<br><br>With an array of amenities at your disposal, this vacation home invites you to immerse yourself in a retreat where comfort and natural beauty converge. Ask us about wine delivery service, fridge stocking, and other add ons to make your vacation extra memorable and leave you feeling like royalty. Whether lounging by the pool, engaging in friendly competitions, or discovering local gems, this getaway ensures an unforgettable experience for the entire family.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 16<br>Bedrooms<br>-Total 6<br>-1st Floor Bedroom: 1 King Bed and 2 Twins (Daybed/Trundle) - Ensuite Shower and Tub<br>-2nd Floor Bedroom: 1 King - Ensuite Shower Only w/Shower Bench<br>-2nd Floor Bedroom: 1 King - Jack N’ Jill Bathroom w/Tub/Shower Combo adjoining another bedroom<br>-2nd Floor Bedroom: 1 King - Jack N’ Jill Bathroom w/Tub/Shower Combo adjoining another bedroom<br>-2nd Floor Bedroom: 1 Queen<br>-2nd Floor Bedroom: 4 Twins - 2 Bunk Beds<br>Bathrooms<br>-Total 4.5<br>-1st Floor: ½ Bath<br>-1st Floor: Tub and Shower<br>-2nd Floor: Tub/Shower Combo<br>-2nd Floor: Shower<br>-2nd Floor: Shower<br>Other Amenities <br>-Central AC<br>-WiFi<br>-Smart TV<br>-Washer/Dryer<br>-Instant Hot Water Heater<br>-Propane Grill<br>-Fire Pit, please source your own wood locally<br>-Outdoor Shower <br>-Outdoor Games (Bocce, Cornhole, etc.)<br>-Heated Pool (Pool Open from May 1 to Nov 1 - may be longer but not guaranteed)<br>-Hot Tub (Hot Tub Open from May 1 to Nov 1 - may be longer but not guaranteed)<br>-Kayaks (please be sure to return them to their spot when not in use)<br>-Indoor Fireplace<br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 5 cars maximum<br>C0293573510 License number: C0293573510

Walk to the Beach - Modern Home w/ FirePit, Bikes, Office, Grill + More!

Yarmouth, MA, US
4 Bedrooms 14 Guests
Sep 2 - 4
$402 night

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.

WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House

Yarmouth, MA, US
3 Bedrooms 8 Guests
Sep 2 - 4
$459 night

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.

Wychmere Heights: 003-HK Magnificent Harwich Port Estate, Heated Pool, Walk to Beach & Village

Harwich Port, MA, US
9 Bedrooms 20 Guests
Oct 12 - 15
$2,112 night

This property is professionally managed by Pretty Picky Properties Magnificent Harwich Port Estate, Heated Pool, Walk to Wychmere Harbor and Village Sleeps 20 Linens Included, beds made Rents Friday to Friday during peak season Pets considered Pool is open Memorial Day weekend through Columbus Day weekend Just across the street from picturesque Wychmere Harbor, “Wychmere Heights” offers unique and private accommodations in the heart of Harwich Port. The 6800+ square foot property is located on a large acre lot and features tremendous indoor and outdoor living spaces for your group of up to 20. Featuring 9 bedrooms, 7 full baths, and 2 half baths there is ample room for groups to spread out and have their own space inside. Outside your focus will no doubt be the heated 20x40 saltwater pool and surrounding spacious patio. The property also has a lush, irrigated lawn for recreation or relaxation. Interior Living Space The property’s main level is comprised of a spacious living and dining room. There is seating for 18-20 at two dining tables. The living room has a TV, ample seating and has a slider out to the pool area. The updated kitchen is adjacent to the dining rooms and features new appliances, 2 full size refrigerators, 2 ovens, 2 dishwashers, a waterfall granite counter, and a spacious bar area. The roomy kitchen area is ideal for entertaining and has a slider to the pool area. There are two primary bedroom suites on this level as well. Both rooms have private baths and king-size beds. Finally, there is a private wing off the other side of the kitchen that has a small den, two bedrooms with a queen bed in each plus a full bath. This area may be ideal for a young family or anyone who may need some extra privacy from the rest of the group. In all, the main level has four bedrooms. The lower level is set up with a King bedroom suite with a spa-like private bath, a secondary TV lounge plus a game room. There is also a half bath down here. Upstairs, you’ll find 4 additional bedrooms. There are two primary suites (Orleans Room & Brewster Room) each with a king size bed. The Dennis Room features a double bed plus a twin. The final bedroom upstairs is the "bunk room" and in here you will find 3 XL twin beds plus a queen size bed. There is a full bath in the hallway up here as well. Outdoor Space The heated pool is surrounded by a spacious patio with plentiful lounging and seating. The dining area has seating for up to 18-20 and features chaise lounges to soak up the sun. The pool includes an auto safety cover that can be closed with a flick of a switch. This keeps the pool safe for any young ones and also helps to keep debris out and heat in the pool. You will also find a stand alone hot tub and a gas firepit. There is a playset on the side yard for the kids to enjoy. Harwich Port From the house, you can head west into Harwich Port Village, about a 7-minute walk. The village has several dining and bar options to choose from. There’s also ice cream, boutiques, and art studios to browse. It’s a charming village center that features Port Summer Nights on Wednesdays in the summer. The streets are closed to vehicle traffic and the area is festive with live music, food trucks and other attractions. Saquatucket Harbor You can also head just east to Saquatucket Harbor. There are waterfront dining options here as well as a great selection of charter boats on which to get out on the water with a rod and reel. Or, head out to Nantucket for the day! The Freedom Ferry will have you over to the island in just over an hour. Don’t forget the beach! You can walk across the street and down Snow Inn Road to Merkel Beach, about a 10-minute walk from the house (half a mile). Here you have an expansive Nantucket Sound beach with the calm warm waters of the sound massaging the shoreline. Wychmere Harbor Wychmere Harbor is a stone’s throw from the property and is one of the most photographed vistas on the Cape. Wychmere is also home to the Wychmere Beach Club. The club is private but is very popular for weddings and events. “Wychmere Heights” is uniquely set up to welcome guests of events for long weekends in the shoulder seasons. Though large events are not permitted at “Wychmere Heights”, modest dinner gatherings or the like are considered with approval. Experience the best of Cape Cod at “Wychmere Heights” with all your favorite people! 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 $255.00. 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! ®

Dennis Dreams: 037-D Heated Pool, Walk to Mayflower Beach, Sleeps 10 w/Guest House in Dennis

Dennis, MA, US
4 Bedrooms 10 Guests
Sep 5 - 8
$1,695 night

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 $ 255.00 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! ®

Luxurious Estate, Private Heated pool!

Harwich, MA, US
6 Bedrooms 12 Guests
Sep 17 - 19
$1,853 night

17718 - The Secret Garden: Luxurious Estate with Private Heated pool! Indulge in a world of enchantment at the Secret Garden in Harwich, where every detail exudes whimsical charm and luxurious comfort. Step into this stately home and prepare to be mesmerized by its meticulous design, where each room is a testament to craftsmanship and artistic flair.<br><br>Begin your journey in the exquisite mudroom, a vibrant oasis of color and warmth, complete with heated floors and captivating artwork. Follow the path to the heart of the home, where a thoughtfully designed kitchen awaits, seamlessly blending elegance and functionality. Adjacent to the dining room, an expansive sun porch beckons with its panoramic views and inviting ambiance, perfect for poolside gatherings and al fresco dining under the Cape Cod skies.<br><br>Venture upstairs to discover three sumptuous bedrooms, each boasting en suite full bathrooms and private viewing porches offering breathtaking ocean vistas and refreshing sea breezes. The remaining bedrooms, including a delightful kids’ retreat with a twin-over-full bunk bed, promise restful nights and tranquil escapes.<br><br>Outside, the wonders continue with an outdoor oasis that rivals the home’s interior splendor. Delight in morning espresso amidst the lush gardens or channel your inner chef in the outdoor kitchen, complete with a pizza oven and full prep station, where gourmet delights come to life in the open air.<br><br>But the pièce de résistance awaits with the heated pool, nestled within immaculate gardens, inviting you to bask in the sunshine and indulge in moments of relaxation and rejuvenation. With amenities such as a washer and dryer, propane grill, and central A/C ensuring comfort and convenience, every moment at the Secret Garden is a celebration of luxury and serenity.<br><br>Experience the epitome of Cape Cod elegance and hospitality, where every day is a fairy tale come true. With luxury service provided throughout your stay, including daily cleaning and towel exchange, your vacation dreams are about to unfold at the Secret Garden.<br><br>Home Details:<br>-No pets (fines remitted)<br>-Sleeps 12<br>-3 Floors (1st Floor, 2nd Floor + 3rd Floor)<br>Bedrooms<br>-Total: 6<br>-Bedroom #1: 1 Queen Bed w/ En Suite Full Bathroom, 2nd Floor <br>-Bedroom #2: 1 Queen Bed w/ En Suite Full Bathroom, 2nd Floor   <br>-Bedroom #3: 2 Twin Beds w/ En Suite Full Bathroom, 2nd Floor <br>-Bedroom #4: 1 Queen Bed, 3rd Floor <br>-Bedroom #5: 2 Twin Beds - Twin Bed with twin Trundle, 3rd Floor<br>-Bedroom #6: 1 Twin-over-Full Bunk Bed, 3rd Floor<br>Bathrooms<br>-Total: 5.5<br>-Bathroom #1: En Suite Full Bathroom with Shower, 2nd Floor<br>-Bathroom #2: En Suite Full Bathroom with Shower, 2nd Floor<br>-Bathroom #3: En Suite Full Bathroom with Shower and Tub, 2nd Floor<br>-Bathroom #4: En Suite Full Bathroom with Shower, 3rd Floor<br>-Bathroom #5: En Suite Full Bathroom with Tub, 3rd Floor<br>-Bathroom #6: Half Bathroom, 1st Floor<br>Other Amenities<br>-Central A/C<br>-TV with Cable<br>-Smart Lock/Self Check-In<br>-WiFi<br>-Washer and Dryer<br>-Heated Pool (Pool Open from Memorial Day to Oct 1)<br>-Outdoor Kitchen with Pizza Oven<br>-Stunning Outdoor Spaces<br>-Propane Grill<br>-please note outdoor amenities are available seasonally<br>-please note there are exterior cameras on the entrance door and driveway that are not recording during the rentable season<br>-Water Views<br>-2-minute Walk to Beaches<br>-There is parking for a maximum of 4 cars<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-C0434931260 -please note there are exterior cameras on the entrance door and driveway that are not recording during the rentable season

Olivia’s Oasis: 006-HL - Stunning New Construction with Heated Pool & Hot Tub in Harwich

Harwich, MA, US
5 Bedrooms 12 Guests
Sep 19 - 26
$1,280 night

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 $255.00. 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! ®

Breakwater Acres 164-B Luxurious Estate by the Bay in Brewster

Brewster, MA, US
8 Bedrooms 18 Guests
Aug 29 - Sep 1
$1,766 night

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 $ 255.00 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! ®

Sleeps 14 Home w/ Pool Great for Families!

Harwich, MA, US
6 Bedrooms 14 Guests
Sep 1 - 3
$502 night

17743 - Casa del Sol: Sleeps 14 Home w/ Pool Great for Families! Soak up the sun this summer, at Casa del Sol! Enjoy the brand new hot tub, or cool off in the pool!<br><br>Walk across the home’s front porch and push open the door into a beautiful living room, where three sofas giving plenty of space to sit and relax as you watch your favorite flick on the wall mounted TV. At the rear of the home, a dining room with natural light spilling in has easy access to the home’s kitchen, where meal creation is a breeze.<br><br>Out back, a spacious yard gives plenty of space for your four-legged friends to run around. Anchoring the yard, an in-ground swimming pool offers the perfect place to cool off in the summer sun. Once done swimming, there’s plenty of areas to lounge and dine outdoors as well.<br><br>This sleeps 14 home has four bedrooms on the first floor, and two bedrooms on the second floor. The second floor is a great space for the kids to hang out with their own bedrooms separated by a foosball table and TV room. Other amenities include two sets of washers and dryers, a covered porch at the front of the home, and an outdoor shower. Harwich, Cape Cod, is a beloved destination for visitors seeking a quintessential New England experience. With its picturesque harbors, sandy beaches, and quaint village center, Harwich has something to offer for everyone. Come enjoy the idyllic scenery, warm hospitality, and laid-back atmosphere that makes Harwich a treasured gem of Cape Cod, at Casa del Sol!<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 14<br>-2 Floors (1st Floor + 2nd Floor)<br>-Hot Tub (NEW for 2025)<br>-2,442 Sq Ft<br>Bedrooms<br>-Total 6<br>-1st Floor Bedroom: 1 King Bed<br>-1st Bedroom: 1 Queen Bed<br>-1st Floor Bedroom: 1 Queen Bed<br>-1st Floor Bedroom: 1 Queen Bed<br>-2nd Floor Bedroom: 3 Twin Beds<br>-2nd Floor Bedroom: 3 Twin Beds<br>Bathrooms<br>-Total 2.5<br>-1st Floor: Tub/Shower combo<br>-1st Floor: Shower<br>-2nd Floor: Half Bathroom<br>Other Amenities<br>-Fully Equipped Kitchen with Dishwasher<br>-Central A/C<br>-Fireplace is NOT for guest use<br>-Smart Lock/Self Check-In<br>-WiFi<br>-Smart TV with Streaming<br>-2 Sets of Full Washer & Dryers (1st Floor)<br>-Patio with Outdoor Dining and Built-In Seating<br>-In-Ground Unheated Pool (Pool Open from Memorial Day to Labor Day - may be longer but not guaranteed)<br>-Propane Grill<br>-Outdoor Shower<br>-Private Yard<br>-1.3 Miles to Pleasant Road Beach<br>-1.6 Miles to Swan Pond<br>-Sheets and Bath Towels Provided with Beds Made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>C1554918503

Hiawatha: 177-CC Gorgeous Chatham Estate with heated pool, walk to Town or Beach

Chatham, MA, US
7 Bedrooms 15 Guests
Sep 21 - 24
$1,754 night

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 $255.00 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

Luxurious Escape, Pool, Hot Tub, Game Room!

Dennis, MA, US
5 Bedrooms 14 Guests
Sep 30 - Oct 2
$653 night

19952 - Amity at Scargo: Luxurious Escape, Pool, Hot Tub, Game Room! Luxurious and charming, this tasteful ’Jaws’ themed home near the iconic Scargo Tower in Dennis is an exquisite five-bedroom vacation home. Just a short walk from the serene Scargo Lake and a quick drive to Corporation and Mayflower Beaches, it’s perfectly poised for both adventure and relaxation. <br><br>Begin your day with a refreshing dip in the heated pool or unwind in the bubbling hot tub. The outdoor kitchen, complete with a grill, invites you to enjoy culinary delights under the expansive Cape sky. <br><br>Inside, a vibrant Jaws-themed decor sets the stage for memorable gatherings with suites named after beloved characters, and tasteful decor with a nod to ’Jaws’. Five bedrooms spread across three floors—each with its own distinct charm—ensures there’s ample space for everyone. The master bedroom, with its king-sized bed, promises restful nights. Vaulted ceilings and a stone gas fireplace define the great room, creating a cozy atmosphere for movie nights by the Smart TV. The basement game room features retro arcade games and shuffleboard.<br><br>If you can bear to leave the home, you’ll have your choice of exploring the gorgeous bayside beaches of Dennis, the scenic Cape Cod Bike Trail or the cultural offerings at Dennis Village and Cape Playhouse. Savor the local flavors at nearby Scargo Café or Sesuit Harbor Café, just minutes away. Whether you’re cycling along coastal trails or lounging poolside, this home is your gateway to the ultimate Cape escape. Don’t miss your chance to experience this blend of comfort and style. Book your unforgettable getaway today, and immerse yourself in Cape Cod’s timeless allure.<br><br>Home Details:<br>-Dogs Welcomed (w/fee of $40/night per dog)<br>-Sleeps 14<br>Bedrooms<br>-Total 5<br>-Ground Floor Bedroom: 2 Bunk Beds - Twin over Queen<br>-1st Floor Bedroom: 1 Queen Bed w/ Ensuite<br>-1st Floor Bedroom: 1 King Bed w/ Ensuite<br>-2nd Floor Bedroom: 1 King Bed w/ Ensuite<br>-2nd Floor Bedroom: 1 King Bed w/ Ensuite<br>Bathrooms<br>-Total 5.5<br>-Ground Floor: Full Bath w/ Shower<br>-1st Floor: Full Bath w/ Tub/Shower Combo (ensuite)<br>-1st Floor: Full Bath w/ Shower (ensuite)<br>-1st Floor: 1/2 Bath<br>-2nd Floor: Full Bath w/ Shower (ensuite)<br>-2nd Floor: Full Bath w/ Shower (ensuite)<br>Other Amenities <br>-Central A/C <br>-WiFi<br>-Smart TV<br>-Streaming Services<br>-Washer/Dryer Ground Floor and 2nd Floor<br>-Natural Gas Grill<br>-Gas Fire Pit<br>-Outdoor Shower<br>-Outdoor Games: Bocce<br>-Heated Pool - available May 15- Sept 15 <br>-Hot Tub available May 15- Sept 15<br>-Water Sports: Kayaks and Surfboard<br>-Gas Fireplace (for guest use)<br>-Please note outdoor amenities are available seasonally<br>-Sheets and Bath Towels Provided with Beds made Upon Arrival<br>-Cleaned with Hospital Grade Disinfectant<br>-Parking for 4 cars maximum<br>-C0337340750 License number: C0337340750

The Gables: 364-C Chatham Resort Style Estate with Heated Pool, Close to Everything

Chatham, MA, US
8 Bedrooms 16 Guests
Aug 30 - Sep 2
$1,704 night

This property is professionally managed by Pretty Picky Properties Sleeps 16 Eight Bedrooms, Nine Baths Rents Friday to Friday during Peak Season Linens Included, beds made Pool is open from Memorial Day through Columbus Day weekend This totally renovated former Bed & Breakfast, known as the Chatham Gables Inn, brings a new level of luxury and comfort to a Chatham vacation for your group of up to 16. Not that you will ever feel the need to leave the property, but should you choose to venture out, it’s good to know you’re close to everything you love about Chatham. Bring or rent bikes! That’s all you’ll need with so much, so close. Bike five minutes to Lighthouse Beach, Chatham’s biggest and best. Or ride two minutes to Oyster Pond Beach (aka Children’s Beach), a smaller, more sheltered beach. Or walk down to the Chatham Pier Fish Market, where you can take home the catch of the day, fresh off the boat. And it’s only a few-minutes’ walk to Main Street, Chatham Village, for shops, restaurants, galleries, concerts, Cape League baseball, playground, tennis courts, ice cream parlors and much more. The 4,200+ square foot house presents the perfect intersection of classic New England charm and leading-edge creature comforts and convenience. Exposed beam ceilings, heated wide plank wood floors and tasteful choices of furnishings, fabrics, paint and wallpaper all combine to create a one-of-a-kind living experience. The home’s centerpiece is the gleaming white farmhouse kitchen with its expansive center island with second sink. All appliances are new and commercial grade. The kitchen flows into the charming conservatory, which in turn, opens to the patio beyond. Your outdoor living will, of course, center on the beautiful, heated pool and adjacent hot tub. There is also a gas fueled fire pit, so your outdoor pleasure extends beyond sunset. The gas grill lives out here, as well, and you’re likely to prepare and serve most meals using the outdoor kitchen-area and patio dining table and chairs. This home offers multiple inviting lounge areas, each as comfortable and appealing as the next. Sleeping accommodations include eight bedrooms, each with its own name such as “Surfside,” “Nantucket” or “Great Point.’ Each has bedding for two. There are five kings, one queen and two bedrooms each with two twins. Each bedroom has its own private full bath en suite, and each has a smart TV. The lower level includes an oversized laundry with two washers and two dryers plus an additional refrigerator. And to complete its resort-like amenities, there is a game room down here as well. There is cable/smart TV and high-speed Wi-Fi, of course. The home is cooled via an ultra quiet system, which allows customized climate control for each bedroom. It also features Lutron Lighting® allowing guests to automatically or manually adjust the level and even the color of the LED light to create the ideal environment for any living space. 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 $255.00. 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 #152

Serenity by the Sea: 162-C Chatham Waterfront w/heated Pool, Stunning Views of Oyster Pond

Chatham, MA, US
4 Bedrooms 8 Guests
Dec 31 - Jan 3
$1,146 night

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 $255.00 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

Vacation Rentals in South Yarmouth by Amenities & Features

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Vacation Rentals Near South Yarmouth

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