
Vacation rentals with a pool in Sandwich
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sandwich
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Private Pool, near beaches, 3 BR/3 BA, Central Air
Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

Rock on Wellfleet!
A wonderful Wellfleet location! This second floor rental has a spacious bedroom with a queen bed, bathroom with a tub and living area with a well stocked kitchen. You would have the whole upstairs to yourself with a private door to come and go. You are also invited to use our pool at anytime! We're located very close to the Cape Cod Rail Trail for miles of bike riding, PB Boulangerie Bistro, Marconi Beach, the iconic Wellfleet drive-in and so much more. Bedding, towels and essentials provided.

Family Cape Oasis w/ Pool, Game Room & Kids' Room
🏖🏝Welcome to your perfect Cape Cod escape - a beautifully updated 7-bedrooms and 3.5-bath home designed with both relaxation and family fun in mind. This private oasis is just minutes away from lakes, beaches, and shopping. This home offers the ultimate mix of comfort, entertainment, and kid-friendly amenities. Whether you are planning a family reunion, or a beach week with friends, this home is built to bring people together- comfortably and with style. Book your Cape Cod adventure today!

1.2 Acre Estate | Pool | Close to Beaches | Games
A beautifully maintained 1900s historic estate on expansive grounds with over 3,300 sq. ft. of living space, this 6-bed, 3-bath sanctuary blends historical elegance with Cape Cod charm! •Private Pool •2 miles to beach •Comfortably sleeps 12- perfect for groups & families •Family friendly (Pack N Play, toys, high chair) •Fully stocked kitchen •Two gas fireplaces •Ample outdoor & indoor games •Dedicated workspace •Outdoor dining & fire pit •Peloton and gym equipment •Poker table •Smart TV's

Spectacular beach & pool combo; beautiful sunsets!
Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

"Cape Escape" luxury home w/pool & beach access.
Welcome to the Cape Escape! Enjoy views of Spectacle Pond from the 70 ft. deck of this recently renovated 5 bed/3 bath spacious home meeting all your needs! Relax by the in-ground pool in the private enclosed yard. Enjoy nights around the fire-pit. Directly across the driveway you can enjoy kayaking, sunbathing & swimming at the neighborhood beach. Within 6 miles of the home you will find the historic Sandwich boardwalk, Ocean beaches, Cape Cod Canal and more! Perfect for family gatherings!

Coastal Retreat in Sandwich -Pool Access, Dogs OK!
This newly renovated cape in historic East Sandwich is your year round getaway to enjoy the summertime fun or get cozy in the off-season and enjoy all the cape has to offer. Conveniently located near beautiful beaches including East Sandwich Beach and Town Neck Beach, mini golf, the Cape Cod Canal Visitor Center, and great restaurants. Step inside this 480 square foot 2 bedroom 1 bathroom home that comfortably accommodates 5 guests. Notes on Dogs: Dogs are allowed but must be approved.

Charming E. Sandwich Cottage Near Beaches, Dogs OK
Escape to the Cape! Perfect spot to unwind and relax near stunning beaches. Plover Pass is a renovated two-bedroom, one bath cottage located in East Sandwich. Bright and airy living spaces with new A/C and appliances. Conveniently situated just minutes from renowned beaches, quant New England villages, and the Cape Canal. Accommodates up to four guests. Pets under 50 lbs. are permitted but require prior approval before booking. Refer to the listing and house rules for additional details.

Cozy Private Suite halfway between Cape & Boston
Large private room located in the Basement of a single family home. The home is conveniently located less than one minute from route 3 half way between Boston and Cape Cod. The room has a full size bed, and a euro lounger that can be used to relax and watch TV or reclyned for sleeping. There is a kitchenette located in the room which has a Fridge with top freezer, a microwave and a Keurig . The private bath is located inside the bedroom. Cool off in the pool during summer months.

The Loft @ Beechwood. Private, comfy, coastal!
The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.

The Secret Garden 4 Bedroom, 7 Bed 3 Baths
This beautiful 2.5 acre fully fenced in private property has gardens, an in-ground pool & pool house with an outdoor heated shower. Our home offers 2 kitchens, dining room seating 12, a great room, 3 bedrooms with private sitting areas & lower level with 2 bunk beds (bottoms are full beds) & exercise area. Outside are 2 grills & a fire pit. We are 3 miles from the beach, shopping/cafes, 45 minutes from Boston (on a train route) and 20 minutes to Cape Cod.

Historic 1 Bed/In Town/Best Location/Hot tub/deck
Please do not book weekends, holidays, or summer dates in advance. This 1-bedroom is only offered to fill midweek gaps when the full home isn’t booked. Beautifully restored historic home in the heart of town—steps from the Pilgrims' first settlement, ocean, restaurants, shops, and more. Located on Town Brook near the Gristmill, with a deck, firepit, hot tub, grill, cozy bed, and working wood stove. Clean, comfortable, and full of charm.
Popular amenities for Sandwich rentals with a pool
House rentals with a pool

Heated Pool, Game Room, Projector Room, Private

Renovated Cape Oasis W/ New Pool and Game Room!

Beautiful Mashpee Home with Pool

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

86 Spring Hill - Private Pool, pet-friendly!

Sunny Cape w/Private Pool, Steps to Private Lake

Cape Cod Lakefront Home

Getaway with pool
Condo rentals with a pool

P-Town Beach Beauty on the Bay. Water View!

Cozy Studio Just Steps Away From the Beach!

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

Private 3bdrm Condo Tashmoo Woods

Bright Beach Condo • Walk to Sand & Shops

Newly Updated Condo w/ Pool - Steps to Boatslip!

Condo in Falmouth MA
Other vacation rentals with a pool

5-bedroom Cape with a pool and yard games.

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Perfect Farmhouse for groups-golf/trails/beach

Entire house! Heated Pool, dog friendly, kayaking.

The Poppy: Tranquil Family Home With Arcade

Modern Studio Apt with Pool

Cozy Cape Cod Cabin | Pond, Pool & Pet-Friendly

South Coast Serenity - Quintessential New England
When is the best time to visit Sandwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ1,058 | ﺩ.ﺇ1,065 | ﺩ.ﺇ859 | ﺩ.ﺇ889 | ﺩ.ﺇ1,083 | ﺩ.ﺇ1,212 | ﺩ.ﺇ2,145 | ﺩ.ﺇ2,497 | ﺩ.ﺇ1,366 | ﺩ.ﺇ808 | ﺩ.ﺇ709 | ﺩ.ﺇ1,161 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about vacation rentals with a pool in Sandwich

Total vacation rentals
Explore 50 vacation rentals in Sandwich

Nightly prices starting at
Sandwich vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 800 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Sandwich vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sandwich rentals

4.7 Average rating
Sandwich stays receive an average rating of 4.7 out of 5 from guests
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- Rentals with pools Barnstable County
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- Cape Cod
- Brown University
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- New England Aquarium
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