
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 70 holiday rentals in Sandwich

Nightly prices starting at
Sandwich holiday rentals start at $115 AUD per night before taxes and fees

Verified guest reviews
Over 900 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 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.

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!

Family Cape Cod Oasis-Pool-Hot Tub-Game&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!

Beach Pass Included! Brand New Spa! Central AC!
Welcome to your Italian Villa in the center of Cape Cod! My father, Sal, created this property to make memories that will last a lifetime. What could be better than a secluded yard that feels like a hidden oasis, but is also walking distance or a short drive to tourism? Walk 0.2mi to ice cream and mini golf. Or, drive 10 mins to local beaches, Hyannis Main Street, island ferries, fishing excursions, whale watching, The Cape Cod Melody Tent, the mall, rt 6, Cape Cod Gateway Airport, and more!

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 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.

Ocean Side, Amazing View, close to town/beach, Spa
PRICING IS FOR 2 GUESTS, 1 BEDROOM, 1 BATH ONLY, can add additional bed/bath for a fee, YOU WILL HAVE THE HOUSE TO YOURSELF. We only use this listing to fill gaps when the larger listing isn't rented & will decline ALL WEEKENDS, HOLIDAYS, PEAK times and will only accept mid-week, non summer/holidays. Please read additional info. OCEAN FRONT, HISTORIC SUMMER COTTAGE, AMAZING VIEWS, GREAT LOCATION, less than 1 mile walk to town and beach. Hot tub, fireplace, stocked kitchen, fresh linens.

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.

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.

Luxury Historic Estate with Expansive Grounds
Beautifully restored, this home is only 10 minutes away from Sandy Neck beach and has everything you need for your summer vacation. The outside space is also perfect for family get-togethers, as there is a heated pool , plenty of seating around the gas fireplace and an outdoor dining table large enough to seat 14 people! The lush landscaping throughout the property is sure to make you feel like you're in paradise!

ShoestringBayHouse, waterfront & pool in Cotuit
September: FIVE (5) night minimum stay Welcome to ShoestringBayHouse, waterfront on Popponesset Bay. 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. The un-heated pool dates: May 15-Oct 10 (approx) May-June and Sept: amenities may vary
Popular amenities for Sandwich rentals with a pool
House rentals with a pool

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

Pool. Hot Tub. Game Room. Walk to Beach. Luxury!

Mansion with Heated Pool Near Ocean

Salt Winds

Poseidon's Palace - 2.0

Heated Pool | Waterfront | A/C | Kayaks | 3 Acres

Spacious Retreat With Pool, Game Room & Fireplace

The Plymouth Pool House
Condo rentals with a pool

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

Luxury Waterfront Getaway

Resort Pools & Golf Views · Walk to Bay Beaches

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

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
Other holiday rentals with a pool

Beach house in Hyannis with pool

Our families slice of heaven

Perfect Farmhouse for groups-golf/trails/beach

Relaxing Cape Home <3mi-beach

Summer Serenity on Cape Cod (heated pool)

Winslow Acres [heated] Pool Escape; pool May-Oct

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

Falmouth/Woods Hole Charming Cottage By the Sea
When is the best time to visit Sandwich?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $664 AUD | $712 AUD | $535 AUD | $348 AUD | $424 AUD | $475 AUD | $840 AUD | $978 AUD | $535 AUD | $374 AUD | $529 AUD | $687 AUD |
| 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 |
Destinations to explore
- New York City Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Bar Harbor Holiday rentals
- Luxury rentals Sandwich
- Rentals with beach access Sandwich
- Rentals with lake access Sandwich
- Rentals with outdoor seating Sandwich
- Pet-friendly rentals Sandwich
- Rentals with a washing machine and dryer Sandwich
- Cottage rentals Sandwich
- Rentals with a kayak Sandwich
- House rentals Sandwich
- Rentals with breakfast Sandwich
- Waterfront rentals Sandwich
- Beachfront rentals Sandwich
- Rentals with a fire pit Sandwich
- Rentals with a hot tub Sandwich
- Rentals with a fireplace Sandwich
- Fitness-friendly rentals Sandwich
- Family-friendly rentals Sandwich
- Apartment rentals Sandwich
- Rentals with a patio Sandwich
- Rentals with pools Barnstable County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Boston Seaport
- Gillette Stadium
- Brown University
- Mayflower Beach
- Boston Convention and Exhibition Center
- West Dennis Beach
- New England Aquarium
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Northeastern University
- Easton Beach
- Roger Williams Park Zoo
- Boston Children's Museum
- Sandy Neck Beach
- Pinehills Golf Club
- Second Beach
- New Silver Beach
- The Breakers
- Nauset Beach
- Coast Guard Beach
- Falmouth Heights Beach





