
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.

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!

New Seabury Oasis with Pool!
Relax with the whole family at this peaceful New Seabury retreat. 5 bedrooms, 3 bathrooms with separate living rooms on each floor. Newly updated backyard and heated pool. Backs up to 10th/11th hole of the Ocean Course at New Seabury. Great for a large family or two families to share. Master bedroom has built in desk space to allow to work from home, as needed. Walk to Popponessett marketplace and all the beautiful outdoor space New Seabury has to offer. Short drive to South Cape beach.

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!

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!
Stunning in-ground pool HEATED in May, June, Sept, Oct only. Pool is opened in May! 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, pool house w/ TV & bar, outdoor shower, and cozy patios. Complete w/ all your beach essentials. We're 13 minutes from Mashpee Commons and 10 minutes from local grocery stores, local bakeries& restaurants. Central to all the Cape has to offer!

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.

Great Location. Near Beach & Main Street. Unit 5B
This charming one bedroom cottage features lawn space, a private deck with outdoor furniture and a gas grill. The cottage is comfortably furnished and features a fully equipped kitchen with beautiful granite countertops and stainless steel appliances, a drip coffee machine and a Keurig. This cottage has a queen bed in the bedroom and a sofa bed in the living room. The cottage also features air conditioning, hardwood floors, and a TV with a DVD player.

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)
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!

Jolly Captain Lighthouse
Ever wanted to stay in a lighthouse?! Well this your opportunity. The Jolly captain lighthouse was originally built in 1960 and recently renovated in 2024-2025. Including breathtaking views of Bass River. Access to community pool is available. In addition, dock slip is available for additional cost. Please contact host privately for additional information.
Popular amenities for Edgartown rentals with a pool
House rentals with a pool

Harwich Haven: Pool & Fire Pit

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

Beach house in Great Harbors, association pool

Home in Falmouth ~ 5 min drive to beach

Centerville Oasis, Heated Saltwater Pool!

Sunny Cape w/Private Pool, Steps to Private Lake

Hyannis Port Coastal Escape – Pool & Walk to Beach

Renovated ranch with pool access
Condo rentals with a pool

Cozy Studio Just Steps Away From the Beach!

1BR 2nd Floor Condo with pool

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

Hidden Hideaway

Mary's Cape Escape

Mid Cape Cod, 3 Season Haven by Bass River

Cape Cod, South Yarmouth July 18-25. Sleeps 8

Steps from Bass River Marina · Private Balcony
Other vacation rentals with a pool

New Seabury pool/hot tub near beach,Popponesett

Pool, Gym & Game Room: Expansive Falmouth Retreat!

Sunny condo with pool, central to beach & town

ShoestringBayHouse, waterfront & pool in Cotuit

West Tisbury Gem with Deck + Association Pool

Heart of VH, w/ac, pool & harborview

Lovely two - story private cottage. Katama quiet!

Charming 2BR Guest House w/ Pool • Perfect Getaway
When is the best time to visit Edgartown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €1,011 | €1,110 | €1,052 | €731 | €568 | €950 | €1,085 | €1,106 | €841 | €796 | €864 | €670 |
| 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 Edgartown

Total vacation rentals
Explore 80 vacation rentals in Edgartown

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

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

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Edgartown vacation rentals include wi-fi 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!
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
- Waterfront rentals Edgartown
- Bed and breakfasts Edgartown
- Rentals with a washer and dryer Edgartown
- Pet-friendly rentals Edgartown
- Guesthouse rentals Edgartown
- Family-friendly rentals Edgartown
- Apartment rentals Edgartown
- Rentals with lake access Edgartown
- Condo rentals Edgartown
- Private suite rentals Edgartown
- Rentals with a patio Edgartown
- Rentals with a fireplace Edgartown
- Rentals with breakfast Edgartown
- Rentals with a hot tub Edgartown
- Rentals with outdoor seating Edgartown
- Rentals with a fire pit Edgartown
- Rentals with a kayak Edgartown
- Beachfront rentals Edgartown
- Boutique hotels Edgartown
- House rentals Edgartown
- Hotel rooms Edgartown
- Rentals with beach access Edgartown
- Rentals with pools Dukes County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Onset Beach
- Duxbury Beach
- Bonnet Shores Beach
- Easton Beach
- Second Beach
- The Breakers
- Pinehills Golf Club
- Narragansett Town Beach
- Sandy Neck Beach
- Coast Guard Beach
- New Silver Beach
- Point Judith Lighthouse
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Skaket Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- South Shore Beach





