Vacation rentals with a pool in Sandwich

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Sandwich

  • Total vacation rentals

    Explore 70 vacation rentals in Sandwich

  • Nightly prices starting at

    Sandwich vacation rentals start at €69 per night before taxes and fees

  • Verified guest reviews

    Over 900 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Sandwich vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sandwich rentals

  • 4.8 Average rating

    Sandwich stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Sandwich

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Guest suite in Centerville
4.99 out of 5 average rating, 104 reviews

“The Hideaway”Private Guest Suite/Pool/Beach Pass

Enjoy a bit of Cape Cod in a friendly and walkable neighborhood of lush green trees , flower gardens, and a walking trail. Less than 1 mile from Centerville's shops and restaurants. Less than 2 miles from Craigville Beach and its beachside walk up shanty’s for lunch. A small beach on Lake Wequaquet is only 2 miles down the road . Main street Hyannis, a walkable downtown with many shops and restaurants is a quick 10-minute drive. Ocean marinas, and ferries to the islands, are a 15 minute drive.

Top guest favorite
The expansive pool, surrounded by a landscaped yard, features a vibrant blue surface reflecting the clear sky. Comfortable lounge chairs are positioned alongside, inviting relaxation. A floating inflatable adds a playful touch to the tranquil setting.
Home in Cotuit
4.96 out of 5 average rating, 145 reviews

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 6/20-9/15/26. The reviews tell all!

Top guest favorite
A spacious living area showcases an inviting arrangement of black leather sofas surrounding a dark wooden coffee table. A decorative area rug adds warmth to the room, while large windows allow natural light to fill the space. A stone fireplace is positioned against the far wall.
Home in Sandwich
4.94 out of 5 average rating, 90 reviews

Large Home Heated Swimming Pool Private Beach

Perfect for extended-family fun in this stunningly built home (3300 sqft) with 5 bedrooms and 4 bathrooms. First-floor shower. Walk 1000 feet to a private beach with full access rights. Along the beach, you can stroll further east to Sandy Neck Beach. Open kitchen, dining and great rooms are perfect for entertaining! Swim in the ocean or jump right into a beautiful 16x40 heated fiberglass pool with pool lights! Hosted by an extremely experienced host who's committed to making your stay perfect.

Top guest favorite
Home in Sandwich
4.94 out of 5 average rating, 36 reviews

Coastal Retreat in East Sandwich - 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 4 guests. Notes on Dogs: Dogs are allowed but must be approved.

Guest favorite
Home in Wareham
4.91 out of 5 average rating, 104 reviews

Edgewater Retreat | Oceanfront Home | Heated Pool

Welcome to "Edgewater Retreat", a part of the "Edgewater Escapes" collection of properties. This stunning coastal farmhouse sits directly on the Wareham River in the Upper Cape. Fish & kayak from the backyard, enjoy a rare in-ground heated pool, game pavilion, and a gourmet outdoor kitchen with sweeping water views. With 4 bedrooms, 3.5 baths, and space for 10 guests, it’s the perfect family retreat for memorable vacations filled with sunshine, ocean breezes, and effortless Cape Cod charm.

Superhost
An inviting outdoor space is depicted, featuring a spacious in-ground pool surrounded by lounge chairs. String lights are strung across the pool area, illuminating the backyard. A pool house and umbrellas provide additional amenities, while the home's facade is visible in the background.
Home in Barnstable
4.81 out of 5 average rating, 47 reviews

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

Stunning in-ground pool HEATED in May, June, Sept only. Pool is opened in May! 5 minutes from Craigville, Dowses and Covell's Beach! Perfect for mid-size groups or families, this home sleeps 8 and boasts a dreamy, private, fenced-in backyard w/ a, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. We're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

Guest favorite
A lagoon-style pool surrounded by a concrete deck provides lounge chairs and shaded areas under umbrellas. A gazebo is visible in the background, complementing the lush greenery that borders the property.
Villa in Wareham
4.89 out of 5 average rating, 101 reviews

Perfect Farmhouse Discounted for Draft Day!

Old Red Farm Inn invites you to forget your worries in this charming space that has everything to offer. Originally built in 1700’s, this updated Inn can be your sanctuary! A perfect fall getaway! A lagoon pool on site, a golf course across the street, walking distance to Little Harbor Beach, and acres of conservation land for hiking provides everything you need in order to relax. This home is over 5,000 ft. and can fit multiple families that are looking for a fun getaway.

Top guest favorite
An aerial view reveals a spacious bay front home surrounded by lush greenery. A large pool is visible in the backyard, with steps leading down to a beach area featuring kayaks. The residence is set in a tranquil, wooded environment.
Home in Cotuit
4.97 out of 5 average rating, 29 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

Be advised, starting September 15th airbnb has changed the fee structure to the "host pays" model. Welcome to ShoestringBayHouse in Cotuit, waterfront on Popponesset Bay. It's all about the views. Our home overlooks the pool, beach and bay. We include: 2-Bikes, 2-Kayaks, and a Barnstable beach pass with beach chairs. Pet friendly and spacious with 4 BR/ 4.5 baths is priced for six adult guests plus children. Pool: May 15th through mid-October (not heated)

Guest favorite
The exterior of the cottage features a well-maintained lawn with lush green trees in the background. A wooden deck extends from the house, along with patio chairs overlooking a tranquil pond surrounded by vibrant flowers and plants.
Cottage in Centerville
4.89 out of 5 average rating, 110 reviews

The Holly Cottage

Welcome to Centerville, enjoy this fully equipped 1 bedroom 1 bath home with an easy walk or ride to just about everything. Enjoy the nearby ocean and beaches, or take a ride downtown to Main Street for dining and entertainment. Only a short distance to the ferries for a day trip to the islands and you can be back in time to catch a concert at the Melody Tent. Enjoy your days by the pool and your evenings grilling out on the large deck or chatting with the koi fish.

Superhost
A serene pool area is surrounded by lush gardens, featuring vibrant flowers in planters. A pool house is visible in the background, framed by greenery. The clear water of the pool reflects the surrounding natural beauty, inviting relaxation and enjoyment.
Home in Plymouth
4.9 out of 5 average rating, 198 reviews

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.

Guest favorite
A scenic view showcasing the bay with gently rippling waters and distant land on the horizon. The foreground features coastal vegetation, including pines and shrubs, along a wooden pathway leading toward the beach. Nearby, a stop sign indicates road access.
Condo in Provincetown
4.97 out of 5 average rating, 262 reviews

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

Beautiful Water View East End 2 bedroom condo across the street from the beach on the bay. Just cross the road and take the association maintained steps down to the beach. This beach boasts a nice tidal swing where you can walk out in the shallows during low tide. The condo is in the perfect East End location, combining closeness to the center of town, with your own beach and not having the noise and parking issues of downtown Provincetown.

Superhost
Home in Sandwich
5.0 out of 5 average rating, 4 reviews

NEW-Heated Pool, 1.5 miles to Beach, Stunning Home

Welcome to Saltfish — a unique Cape Cod escape in East Sandwich, offering two units in one home, perfect for families or groups seeking space and flexibility. Enjoy a relaxed coastal stay with a heated private pool and easy access to beaches and local favorites. - 5 min to Scorton Neck Beach - 6 min to East Sandwich Beach - 10 min to Sandwich Boardwalk - 12 min to Heritage Museums & Gardens Experience Sandwich with us & learn more below!

Popular amenities for Sandwich rentals with a pool

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