
Holiday rentals with a pool in Edgartown
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Edgartown

Total holiday rentals
Explore 80 holiday rentals in Edgartown

Nightly prices starting at
Edgartown holiday rentals start at $181 SGD per night before taxes and fees

Verified guest reviews
Over 1,290 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of Edgartown holiday rentals include wifi access

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

4.9 Average rating
Edgartown stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Edgartown
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

Chic Oak Bluffs Home with Hot Tub, Walk to Town
A chic coastal escape where upscale comfort meets effortless Vineyard charm. Nestled in the heart of Oak Bluffs and just a 15-minute stroll to Circuit Avenue and the beach, this 3-bedroom, 2-bath home is designed with elegance and ease in mind. Enjoy a serene coastal palette, brand new furnishings, a spacious deck for outdoor dining, and generous yards perfect for barbecues, games, and slow summer mornings. This cozy retreat is ideal for families or couples. It's a modern twist on island living!

Renovated ranch with pool access
Renovated home in E. Falmouth offers endless relaxation and recreation: swim, bike, fish, kayak, walk, lounge. Short walk to Assoc beach or to the Seashores Clubhouse pool (seasonal). Bring your kayak: explore Washburn Island & Waquoit Bay. Sleeps 6 with 1-floor living, AC, laundry, large back deck, and outdoor shower. Nearby, you'll find dining/shopping areas, wineries/breweries, & more. A short drive to Woods Hole offers fast boats to Martha's Vineyard. Book now and enjoy Sandy Feet Retreat.

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!

Modern Cape Cod home steps to beach; pool access!
A gem within the vibrant Cape Cod beach community of Seacoast Shores. Take a 2-min walk to the private beach where you can swim, sunbath and watch the boats go by or take a 15-min walk (3-min drive) to the community clubhouse with seasonal access to an Olympic sized pool, kids wadding pool and restaurant. After a day at the beach or pool, head back to the newly built “cape cod” style home with plenty of room to spread out. Cap off your day on the back patio with smores on the firepit.

Heart of VH, w/ac, pool & harborview
Enjoy your stay on Martha’s Vineyard in Causeway Harborview condos with this 2 bedroom/1 bathroom unit. - Views of the harbor from the unit - Pool & Laundry on-site - Parking on-site - Walk to ferry, restaurants, shops and beach - Bike to Oak Bluffs - All linens provided - Fully equipped kitchen with coffee and tea provided - Beach gear provided My goal is to provide guests with a 5-star experience, if there is anything that can improve your experience that isn’t listed, just ask!

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

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.

Cape Cod Getaway Travel Trailer at Sun Retreats!
Welcome to your perfect Cape Cod escape! Enjoy all the comforts of home while staying in our fully furnished travel trailer at the beautiful Sun Retreats Cape Cod. Relax among the pine trees, just minutes from the beach, nature trails, and the best attractions Cape Cod has to offer! We look forward to hosting you! Please reach out with any questions — we want you to feel at home during your Cape Cod adventure!

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

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 Edgartown rentals with a pool
House rentals with a pool

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Beach house in Great Harbors, association pool

Cape Cod multi-structure family compound with Pool

Near Association Beach & Pool

Home in Falmouth ~ 5 min drive to beach

Mashpee Manor Pool House

Family + Dog Retreat | Fenced Yard + Pool + Beach

New Seabury Oasis with Pool!
Apartment rentals with a pool

2BR Condo in Cape Cod w/ Patio & Laundry

Relax....You're on Island Time......

Falmouth MA, Cape Cod Getaway

Cape Cod Townhouse w/ Patio & Kitchen

1BR Condo w/ Balcony in Mashpee, MA

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs,

Two bedroom condo .on the water Falmouth, ma

Bright, Coastal Mashpee Condo Near the Commons
Other holiday rentals with a pool

4 Acre Retreat w/ Pool

Beachfront Resort Studio Cape Cod

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

New Seabury pool/hot tub near beach,Popponesett

Sunny condo with pool, central to beach & town

Sunny Loft - Seasonal Pool & Beach access

Beautiful Family Friendly House with Pool

Overlook Poolside Getaway Heated Pool (May - Oct)
When is the best time to visit Edgartown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,514 SGD | $1,662 SGD | $1,576 SGD | $1,095 SGD | $851 SGD | $1,423 SGD | $1,625 SGD | $1,656 SGD | $1,259 SGD | $1,192 SGD | $1,294 SGD | $1,003 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 |
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- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
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- East Sandwich Beach
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- Cape Cod Canal
- Easton's Beach





