
Holiday 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 6/20-9/15/26. 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.

Sea Salt Studio - Steps to Glendon Rd Beach
Funky studio (Unit #1) only 175 yards from a white sand beach on Nantucket Sound. Soak up the sun at the beach, relax by the pool or enjoy a relaxing cocktail on your own private patio. This studio is equipped with a fridge, microwave and gas stove as well as a fully stocked kitchenette and cable/Roku TV. A futon couch offers extra sleeping space, if needed. Outside, enjoy a natural gas grill. Walk or bike to multiple restaurants, ice cream shops and all the amenities Dennis Port has to offer.

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 4 guests. Notes on Dogs: Dogs are allowed but must be approved.

Studio Apartment
Private Studio Apt on lower level of owner occupied House.Private deck overlooking Pond. Queen bed, single sofabed/and small sleeping loft. Very comfortable for 2 people but can sleep up to 4. Kitchenette w/dinnerware and cookware. Coffee maker, fridge, microwave, toaster oven, outside gas grill. Private bath/shower. TV, WiFi, A/C. Pond access, SUP, kayaks. Pool/hot tub on Main House level available for use on request. Sunrise view. Golfcourses, shopping, restaurants, beaches nearby.

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.

Great Location. Near Beach & Main Street. Unit M1
Our home-away-from-home accommodations include this charming studio with lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a small kitchen. This cottage has a queen bed and a table with sitting area. The kitchen is nicely updated with updated with beautiful granite countertops and stainless steel appliances including an stove/oven, microwave, mini-fridge, toaster, coffee maker. Keurig, and kettle.

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.

Cape Cod Resort|Cabin w/Pool & Private Beach
Family-friendly, pet-friendly Cape Cod cabin at Sun Retreats Peters Pond! Enjoy a spring-fed pond, pool, sandy beach, kayaking, fishing, Gaga Ball, volleyball & more. A cozy cabin with AC, kitchenette & outdoor seating—perfect for couples, families & furry friends. Dine on-site (Thurs–Sun in season), visit the country store & explore the town of Sandwich, MA. 🛺 Golf cart rentals available! Relax, recharge & make unforgettable memories by the pond.

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.

New Seabury Cape Condo | Pool & Beach Escape
Welcome to your coastal getaway at The Mews in New Seabury, Mashpee—a refined Cape-style condo tucked within an intimate golf course community. This exclusive enclave of just 15 residences offers a peaceful, private escape with access to a shared association pool reserved solely for residents. Enjoy nearby beaches like South Cape Beach State Park and Mashpee Town Beach, both just minutes away, for the perfect Cape Cod retreat.

Seaview Summit | Ocean Views, Indoor Pool, Beach
Perched above the coastline with panoramic Atlantic views, Seaview Summit House is Plymouth's premier oceanfront retreat. Designed for discerning travelers seeking serenity, space, and sophistication. With a heated indoor pool, expansive outdoor living areas, and direct beach access just moments away, this stunning property delivers a five-star experience in every season. Book your stay today. You'll be glad you did.
Popular amenities for Sandwich rentals with a pool
House rentals with a pool

Renovated Cape Oasis W/ New Pool and Game Room!

House on Cape Cod with pool close to beach

Home in Falmouth ~ 5 min drive to beach

Fenced Pool, Fire pit, Outside dining, Coffee bar

Modern Cape, Private Heated Pool, Beach, Golf

Spacious Retreat With Pool, Game Room & Fireplace

Centerville Oasis, Heated Saltwater Pool!

STEPS to Private Beach-7 Beds, Pool, Fenced Yard
Apartment rentals with a pool

1BR 2nd Floor Condo with pool

Luxury Waterfront Getaway

Hidden Hideaway

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth

Unit #28 - 2nd Floor Deluxe Studio with A/C

Mary's Cape Escape

Sunny Two bedroom Condo with Pool. Walk to town!

Newly Updated Condo w/ Pool - Steps to Boatslip!
Other holiday rentals with a pool

Oak Bluffs Renovated Retreat

Pool Condo Near Mayflower Beach Sleeps 4

Ocean Edge Townhouse/Pool Access

Family + Dog Retreat | Fenced Yard + Pool + Beach

Centerville Pool House

The Wakeby esCAPE ~ Pool & Walk to Beach!

Cottage at the Escape Inn

King Bed Suite (Pet Friendly) in a Great Location
When is the best time to visit Sandwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $591 SGD | $634 SGD | $476 SGD | $310 SGD | $378 SGD | $422 SGD | $748 SGD | $870 SGD | $476 SGD | $333 SGD | $471 SGD | $612 SGD |
| 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 holiday rentals with a pool in Sandwich

Total holiday rentals
Explore 60 holiday rentals in Sandwich

Nightly prices starting at
Sandwich holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Sandwich holiday rentals include wifi 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!
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- Cape Cod
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