
Holiday rentals with a pool in Sandwich
Find and book unique homes with a pool on Airbnb
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 $136 NZD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Sandwich holiday 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.

Mansion with Heated Pool Near Ocean
Welcome to one of Plymouth’s largest vacation homes, offering 4,000 square feet of comfortable living space and a heated pool for summer relaxation. The open floor plan provides plenty of room to unwind, whether you’re enjoying a meal together or lounging by the pool. Why You’ll Love It - Every room has its own bath — rare for a house of this size. - A truly large home with space for up to 12 guests (breakout space for kids/teens + adults). - The heated salt-water pool and expansive pat

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.

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!

Home in Falmouth ~ 5 min drive to beach

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

Getaway with pool

Family + Dog Retreat | Fenced Yard + Pool + Beach
Condo 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

Mary's Cape Escape

Newly Updated Condo w/ Pool - Steps to Boatslip!

Mid Cape Cod, 3 Season Haven by Bass River
Other holiday rentals with a pool

Oak Bluffs Renovated Retreat

Fenced Pool, Fire pit, Outside dining, Coffee bar

Pool Condo Near Mayflower Beach Sleeps 4

Ocean Edge Townhouse/Pool Access

The Wakeby esCAPE ~ Pool & Walk to Beach!

New Seabury Oasis with Pool!

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 | $787 NZD | $843 NZD | $633 NZD | $412 NZD | $502 NZD | $562 NZD | $994 NZD | $1,158 NZD | $633 NZD | $443 NZD | $627 NZD | $814 NZD |
| 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 |
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- Pet-friendly rentals Sandwich
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- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Brown University
- New England Aquarium
- Boston Seaport
- Northeastern University
- Mayflower Beach
- Gillette Stadium
- West Dennis Beach
- Boston Convention and Exhibition Center
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Roxbury Crossing Station
- Easton Beach
- Roger Williams Park Zoo
- Boston Children's Museum
- Second Beach
- The Breakers
- Sandy Neck Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Nauset Beach
- Falmouth Heights Beach





