
Holiday 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.

Mashpee Manor Pool House
A modern day-dream-house with a private back yard and a heated pool awaits you! A walk away from John's Pond, 1.6 miles to Mashpee Commons to shop, dine and play! Spacious living/dining/kitchen area, half bath with laundry and a first-floor home office that can double into an additional sleeping area. Upstairs landing a cozy family room, with three bedrooms, 2 with their own bathroom, one with a jacuzzi tub! Finished lower-level has a pool table, and a fourth bedroom great for the older kids!

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

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.

Harborside Inn - 1BR Oceanview King Suite
The Harborside Inn is perfectly situated in Martha’s Vineyard with plenty of things to do within close walking distance and a fantastic array of dining options. This Harbor View King Suite is located right on the Edgartown Harbor among flowering English gardens and offers an unparalleled view of the Harbor. Guests will enjoy watching the boats come and go as they listen to the peaceful sounds of the ocean while sitting harbor side.

New Seabury Cape Condo | Pool & Beach Escape
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.

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.

Relax....You're on Island Time......
Its a short walk from the ferry...Please be our guest on the Vineyard! There is a very comfortable Vineyard cottage feel to our two b harbour-view condo. Our sunny unit is just steps to the lovely pool. The property grounds are spacious and beautiful
Popular amenities for Edgartown rentals with a pool
House rentals with a pool

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

Beautiful Mashpee Home with Pool

Home in Falmouth ~ 5 min drive to beach

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

Sunny Cape w/Private Pool, Steps to Private Lake

Family + Dog Retreat | Fenced Yard + Pool + Beach

Renovated ranch with pool access

Secluded Cape Cod home in Falmouth with pool
Apartment rentals with a pool

Surfside Resort Cape Cod, Falmouth MA

2BR Condo in Cape Cod w/ Patio & Laundry

Falmouth MA, Cape Cod Getaway

Cape Cod Townhouse w/ Patio & Kitchen

Lovely lakefront studio/condo with pool

1BR Condo w/ Balcony in Mashpee, MA

Two bedroom condo .on the water Falmouth, ma

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

Modern Cape Cod home steps to beach; pool access!

4 Acre Retreat w/ Pool

Beautiful Cape Cod Retreat w/Pool

Summer 2026 Open! Walk to Great Pond, central a/c

New Seabury Home with Pool and Golf Course View

WestTisbury Charm, Carroll House

Family friendly Cape home with peak views of water

Sippewissett Forest Magic by the Sea
When is the best time to visit Edgartown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,498 SGD | $1,645 SGD | $1,559 SGD | $1,083 SGD | $842 SGD | $1,408 SGD | $1,608 SGD | $1,638 SGD | $1,246 SGD | $1,179 SGD | $1,280 SGD | $992 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 |
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 $179 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Pet-friendly rentals Edgartown
- Hotel rooms Edgartown
- Rentals with outdoor seating Edgartown
- House rentals Edgartown
- Rentals with a hot tub Edgartown
- Rentals with breakfast Edgartown
- Rentals with a kayak Edgartown
- Rentals with a washing machine and dryer Edgartown
- Rentals with a fireplace Edgartown
- Rentals with lake access Edgartown
- Rentals with a firepit Edgartown
- Bed and breakfasts Edgartown
- Apartment rentals Edgartown
- Waterfront rentals Edgartown
- Rentals with beach access Edgartown
- Flat rentals Edgartown
- Guest house rentals Edgartown
- Family-friendly rentals Edgartown
- Rentals with a patio Edgartown
- Private suite rentals Edgartown
- Beachfront rentals Edgartown
- Boutique hotels Edgartown
- Rentals with pools Dukes County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Bonnet Shores Beach
- Easton Beach
- Second Beach
- The Breakers
- Sandy Neck Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Narragansett Town Beach
- Point Judith Lighthouse
- Nauset Beach
- Falmouth Heights Beach
- South Shore Beach
- Saquish Beach
- Lighthouse Beach
- Nickerson State Park
- Skaket Beach
- Cahoon Hollow Beach





