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Vacation rentals with a pool in Edgartown

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Edgartown

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Home in Yarmouth Port

4.9 out of 5 average rating, 42 reviews

Winslow Acres [heated] Pool Escape; pool May 15

Pool Open 5/15 Escape to the Cape at this beautifully maintained home with lovely seasonal heated pool (heated spring/fall). Hot tub available all year. Make s'mores and memories year-round at the fire pit table. 4 bedrooms and 2.5 baths (2 showers) plus an outside shower May through October. Plenty of room for up to 8 people - sorry, no parties - (plus pets - fee applies)! Only 3 miles to beaches. The ferry to Nantucket and Martha's Vineyard is not far, and a great addition to any Cape trip!

Home in Dennis Port

4.89 out of 5 average rating, 57 reviews

Studio vacation home with pool! Walk to the beach!

Adorable condo in the heart of vacationland in Dennis Port! This end studio unit is full of natural light and very comfortable for 2-4 people! The open floor plan offers a large living area with a queen sized bed tucked away in a sleeping corner, and a pull out queen sofa. Step down to the full kitchen which looks out over the backyard space to the shared association pool. All this and right in the middle of the summer fun of Dennis Port and all its activities. The beach is under 1/2 mile away.

Home in Cotuit

4.95 out of 5 average rating, 113 reviews

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 6/20-9/15/24. The reviews tell all!

Condo in West Dennis

4.89 out of 5 average rating, 28 reviews

1BR 2nd Floor Condo with pool

This 1 bedroom condo has a king size bed, living room, and kitchenette. Close to everything including Bass River Marina across the street with 2 restaurants and boat rentals. Many more dining options close by. In the mood for the beach? Beautiful West Dennis beach is less than a 5 minute drive away. Popular Mayflower beach is less than 20 minutes north. Clean outdoor pool in case you want to stay close (seasonal). 1 bathroom with shower to wash up after! TV and internet for rainy days.

Home in North Falmouth

5 out of 5 average rating, 13 reviews

New Construction Home with Pool in N. Falmouth

Come relax in this new construction house, located in quaint North Falmouth. Decide to spend the day at home and hang by the pool and hot tub. Have the kids ride their scooters around the cul de sac while you watch the sunset on the front porch. If you decide to venture out, Old Silver and Megansett Beaches are approx. 2 miles away, and the Shining Sea Bikeway is at the end of the street that takes you all the way to Woods Hole. Whether you stay in or go out, living is easy with this rental!

Home in Oak Bluffs

4.94 out of 5 average rating, 191 reviews

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!

Home in Teaticket

4.83 out of 5 average rating, 6 reviews

Charming Home-Pool, Game Room, walk to quiet beach

Escape to your own private paradise at this stunning saltwater peninsula home in Falmouth. Perfect for families and groups, the backyard oasis features a heated pool, fire pit, and swingset, while a nearby quiet beach offers a tranquil setting to watch boats pass by. Just a short drive away, discover Falmouth's top-rated beaches including Menauhant and Surf Drive Beach. The vibrant Downtown Falmouth is also only minutes away, where you can explore local shops, restaurants, and attractions.

Guest suite in Barnstable

4.92 out of 5 average rating, 25 reviews

Cozy 1-bedroom cottage with pool and beach access

Cozy apartment within short walking distance of a gorgeous private beach on the bayside of Cape Cod. The gentle bay is perfect for families. Walk the flats during low tide or float in the gentle bay waters. Later relax by the outdoor pool. Or take a walk on the Mass Audubon Long Pasture Wildlife Sanctuary trails. Note: this private apartment is attached to owner's residence but has its own private entrance and parking spot. IN SEASON RENTAL: SATURDAY TO SATURDAY unless approved by host

Home in Edgartown

4.78 out of 5 average rating, 111 reviews

Katama gem.

Select Dog friendly, - mile from downtown, mile from south beach, steps to bike path, fenced in yard.. Gorgeous pool, w/a seperate pool house with flatscreen, mini fridge, and fold out queen. Downstairs the "cave", there is bar, pool/ping pong, flatscreen, pull out queen. Basic gym w/flatcreen.. Four bedrooms- one with private deck, and an upstairs office, five using very private pool house . The pool is sublime, hot tub is new, large yard, upstairs bathrooms with heated floors,

Guesthouse in Hyannis Port

4.86 out of 5 average rating, 51 reviews

2 bdrm unit, stairs 4 nights min, pool, no meals

2 bedroom apartment sleeps 4, stairs, shower no tub. We supply all linens. Paper goods only upon arrival. Living/kitchen combo, micro, stove, coffee maker, toaster, iron, hairdryer. No washer dryer, laundromat 1 mile away. Pool,parking, grill, beach chairs available. This is a 2nd floor unit we ask consideration for guests below. No pets, no glass in pool area Walk to beach, town, harbor to catch ferry's Hyannis has tons of unique shops & eateries for all palates. no meals included

Home in Centerville

4.87 out of 5 average rating, 23 reviews

beautiful cape cod home with pool and hot spa

Welcome home to Centerville, we are 1 mile from one of the most beautiful beaches on the Cape. We are close to other beaches, ferry to the islands, food, hiking/kayaking/biking, Melody tent. You'll love it because of the location and lots of natural light. If you want to stay in, enjoy the private fenced backyard with fire pit, patio furniture, pool, spa and soccer area and for your comfort an outside gourmet area stocked with everything you need to relax. We hope you like it!

Home in Barnstable

4.67 out of 5 average rating, 12 reviews

Stunning Cape Home - Inground Pool, 5 Min To Beach

Just 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 stunning in ground pool (NOT heated), pool house w/ TV & bar, outdoor shower, and cozy patios. Complete with all your beach essentials. Conveniently located, we're 13 minutes from Mashpee Commons and 5-10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

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Popular amenities for Edgartown rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Aquinnah

4.75 out of 5 average rating, 4 reviews

Nine Acres Secluded Escape

Home in Falmouth

5 out of 5 average rating, 15 reviews

Home in Falmouth ~ 5 min drive to beach

Home in New Seabury

5 out of 5 average rating, 18 reviews

Exclusive New Seabury Home w/ Heated Pool ⛳️🏖🦞☀️🐠

Home in Cotuit

4.94 out of 5 average rating, 18 reviews

ShoestringBayHouse, waterfront & pool in Cotuit

Home in Sandwich

5 out of 5 average rating, 8 reviews

Cape Oasis with pool + privacy. New Summer 2024

Home in Falmouth

4.88 out of 5 average rating, 26 reviews

Sippewissett Forest Magic by the Sea

Home in Yarmouth Port

5 out of 5 average rating, 6 reviews

Luxury heated Pool hot tub near mayflower beach

Home in Mashpee

4.69 out of 5 average rating, 48 reviews

The Wakeby esCAPE ~ Pool & Walk to Beach!

Condo rentals with a pool

Condo in Vineyard Haven

5 out of 5 average rating, 21 reviews

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

Condo in Dennis Port

4.8 out of 5 average rating, 5 reviews

2BR Presidential Cape Cod Resort Ocean Front

Condo in Dennis Port

4.78 out of 5 average rating, 58 reviews

Cozy Studio Just Steps Away From the Beach!

Condo in Dennis Port

4.84 out of 5 average rating, 76 reviews

Comfy Cape Escape! Spacious, Cozy, Close to Beach!

Condo in Dennis Port

4.84 out of 5 average rating, 58 reviews

Stylish & Modern Studio Condo - Steps to the Beach

Condo in Tisbury

4.91 out of 5 average rating, 47 reviews

Private 3bdrm Condo Tashmoo Woods

Condo in West Dennis

4.84 out of 5 average rating, 51 reviews

Hidden Hideaway

Condo in Tisbury

4.77 out of 5 average rating, 13 reviews

Martha’s Vineyard Ground Floor Condo * Near Ferry

Quick stats about vacation rentals with a pool in Edgartown

Total rentals
130 properties
Nightly prices starting at
$140 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace

Destinations to explore