
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.

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!
Stunning in-ground pool HEATED in May, June, Sept, Oct 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!

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.

Our families slice of heaven
Peaceful location with over 400 feet of waterfront on Morey Pond. Private saltwater pool. Only a short drive to ocean but no need to leave the backyard! 3 Bedroom plus a pullout couch. Large outdoor deck, propane grill. Two rooms with flatscreen televisions. Large master bedroom with ensuite. Very private, quiet location close to Route 3A and all the shopping and restaurants it has to offer. Only 15 mins to Cape Cod or 1 hour to Boston. **Pool opens week of Memorial Day weekend

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.

Salt Winds
This peaceful 3-bedroom, 1.5-bath with an in-ground pool and minutes from local beaches—once a cozy bed & breakfast—offers all the warmth and charm you’d expect, with a few delightful extras. Spend your days lounging by the private pool, enjoy breakfast on the sunny patio, and unwind in a space designed for together-time. Plus, with local beaches and Cape Cod's best attractions just moments away, there's always something new to explore.
Popular amenities for Sandwich rentals with a pool
House rentals with a pool

Renovated Cape Oasis W/ New Pool and Game Room!

Fenced Pool, Fire pit, Outside dining, Coffee bar

Mashpee Manor Pool House

Modern Cape, Private Heated Pool, Beach, Golf

Poseidon's Palace - 2.0

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

Resort Pools & Golf Views · Walk to Bay Beaches

Hidden Hideaway

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

Newly Updated Condo w/ Pool - Steps to Boatslip!

Mid Cape Cod, 3 Season Haven by Bass River

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
Other holiday rentals with a pool

Oceanfront location with amenities

Oak Bluffs Renovated Retreat

Pool Condo Near Mayflower Beach Sleeps 4

Beautiful Family Friendly House with Pool

Ocean Edge Townhouse/Pool Access

Walk to the beach or sit poolside! Updated studio!

New Construction Home with Pool in N. Falmouth

The Wakeby esCAPE ~ Pool & Walk to Beach!
When is the best time to visit Sandwich?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £343 | £368 | £276 | £180 | £219 | £245 | £434 | £505 | £276 | £193 | £273 | £355 |
| 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 £59 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
- Brown University
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