
Vacation rentals with a pool in Tisbury
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tisbury
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠
~~ You Have Arrived! Welcome to "The Fore Seasons" in desirable New Seabury on Cape Cod. ⛳️🏖🌸☀️ You will be sure to fall in love with old Cape Cod in this 4,500 sqft private home located on the 10th hole fairway of the championship golf course. With its 4 bedrooms, 4 bathrooms, Heated Inground Pool, Outdoor Shower, Putting Green, Ping Pong table and Ctrl Air there is enough room for the largest families. Pool open from Mid-May until through Columbus Day! Available year round for all gathering

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!

Edgartown Designer Retreat With Pool & Hot Tub
Located in Katama, this 3,000-square-foot home has undergone a complete renovation, and offers privacy and easy access via bike path to downtown Edgartown and South Beach. Everything is brand new. There is a salt water heated pool & hot tub! Highlights include 8 inch wide white oak flooring, a custom marble vanity, ultra thick quartz countertops, custom lighting, high end art throughout, all new high end appliances and designer furniture, outdoor shower, gym, and 4 bedrooms / 3.5 bathrooms.

Private 3bdrm Condo Tashmoo Woods
This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

Falmouth/Woods Hole Charming Cottage By the Sea
Welcome to our Cottage By The Sea Rental located only minutes from the quaint village of Woods Hole, Falmouth and the Martha's Vineyard Ferry. We are located in the perfect setting to relax and enjoy all the area has to offer. Come enjoy The Shining Sea Bike path which is 10.7 miles , Sandy beaches, lively restaurants & local music scene, shopping on historic Main Street, Farmers Markets & more. Your sure to fall in Love with " Ole Cape Cod " when you visit our home and area

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.

Poseidon's Palace - 2.0
Poseidon's Palace is a beach house just steps away from East Beach. Home boasts an indoor pool, all brand new stainless steel appliances, indoor electric fireplace ,sauna . Bring your family along to enjoy holidays, birthdays, weddings , family reunions. Home is on the corner lot of a serene neighborhood with lovely neighbors all around. The home can be a great refuge while you work from home & is ideal for entertaining . Tons of day activities to participate in.

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.

New Seabury Cape Condo | Pool & Beach Escape
Top 5% of Air Bnbs! 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.

Overlook Poolside Getaway Heated Pool (May - Oct 2
Charming Cape Cod home with three bedrooms and two baths. Features include a living room, den, office, fully equipped kitchen, wraparound deck with grill, seasonally heated pool (Memorial Day Week-Oct 20th), patio with fire pit, and air-conditioning. The primary suite has a queen bed and an en suite, additional rooms with twin/queen beds, and sleeper sofas—amenities: WiFi, outdoor shower, parking for 4, dog-friendly.

Quaint North Falmouth near Old Silver Beach
Located in the Quaint village of North Falmouth, yet close to beaches, this one-bedroom Apartment is a great place to relax. It has a tiled walk-in shower and heated floor in the bathroom. The kitchen includes a microwave, toaster oven, cook top stove, and a Keurig coffee maker. The pool is not heated and is open seasonally (July 1 - Labor Day) Very private location. Close to Old Silver Beach!

Beautiful Edgartown 3500 sq ft home, heated pool
Stunning 5 bedroom, 10 room, 3500 square foot colonial in beautiful area. Gourmet kitchen, dining room, living room, den, family room with ping pong. Huge deck, private yard with fire pit and outdoor shower. 30 x 16 x 4 heated in ground pool. Central air. Kayaks, bikes. Seven passenger Toyota Highlander available to rent May- October.
Popular amenities for Tisbury rentals with a pool
House rentals with a pool

Renovated Cape Oasis W/ New Pool and Game Room!

Beautiful Mashpee Home with Pool

House on Cape Cod with pool close to beach

Spacious Retreat With Pool, Game Room & Fireplace

Getaway with pool

Renovated ranch with pool access

CapeSearenity-Large Pool-Beach Passes-Family Fun!

The Wakeby esCAPE ~ Pool & Walk to Beach!
Condo rentals with a pool

Falmouth MA, Cape Cod Getaway

Lovely lakefront studio/condo with pool

Two bedroom condo .on the water Falmouth, ma

Bright, Coastal Mashpee Condo Near the Commons

Condo in Falmouth MA

Spectacular Martha's Vineyard Island Home!

Heart of VH, w/ac, pool & harborview

Cape Cod, South Yarmouth July 18-25. Sleeps 8
Other vacation rentals with a pool

Cape Cabin, Pools, Hot Tub, Beach, Game RM, & More

Fenced Pool, Fire pit, Outside dining, Coffee bar

Pool Condo Near Mayflower Beach Sleeps 4

Centerville Oasis, Heated Saltwater Pool!

Cape House with Pool by Canal

West Tisbury Gem with Deck + Association Pool

Hyannis Port Coastal Escape – Pool & Walk to Beach

Cape Cod Resort|Cabin w/Pool & Private Beach
When is the best time to visit Tisbury?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €941 | €1,191 | €803 | €738 | €571 | €1,005 | €974 | €1,116 | €738 | €1,162 | €963 | €868 |
| 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 vacation rentals with a pool in Tisbury

Total vacation rentals
Explore 40 vacation rentals in Tisbury

Nightly prices starting at
Tisbury vacation rentals start at €121 per night before taxes and fees

Verified guest reviews
Over 850 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Tisbury vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Tisbury rentals

4.9 Average rating
Tisbury stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Rentals with an EV charger Tisbury
- Apartment rentals Tisbury
- Rentals with a patio Tisbury
- Hotel rooms Tisbury
- Waterfront rentals Tisbury
- Rentals with a washer and dryer Tisbury
- Boutique hotels Tisbury
- Rentals with beach access Tisbury
- Rentals with a fire pit Tisbury
- Bed and breakfasts Tisbury
- Rentals with a fireplace Tisbury
- House rentals Tisbury
- Condo rentals Tisbury
- Rentals with lake access Tisbury
- Rentals with a hot tub Tisbury
- Fitness-friendly rentals Tisbury
- Private suite rentals Tisbury
- Family-friendly rentals Tisbury
- Rentals with breakfast Tisbury
- Beachfront rentals Tisbury
- Rentals with a kayak Tisbury
- Rentals with outdoor seating Tisbury
- Pet-friendly rentals Tisbury
- Rentals with pools Dukes County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Brown University
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- East Matunuck State Beach
- Duxbury Beach
- Onset Beach
- Bonnet Shores Beach
- Easton Beach
- Roger Williams Park Zoo
- Second Beach
- The Breakers
- Narragansett Town Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Point Judith Lighthouse
- New Silver Beach
- Coast Guard Beach
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Skaket Beach





