
Vacation rentals with a pool in Edgartown
Find and book unique homes with a pool on Airbnb
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 ﺩ.ﺇ 514 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!
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.

Beautiful Cotuit Home w/Amazing Pool, near Beaches
Welcome to your Cape Cod escape at "Poppy", where comfort meets coastal elegant charm. This spacious 4-bedroom home offers inviting indoor and outdoor spaces ideal for family vacations, friend gatherings, or peaceful retreats. With a heated seasonal pool (open May 6), entertainment room, and easy access to local beaches and shops, it’s a destination designed for relaxation and fun! Loop Beach - 3 min Oregon Beach - 5 min Popponesset Marketplace - 14 min Explore the Cape Cod magic & Learn More

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!

Oak Bluffs Renovated Retreat
Fully renovated for 2025, this 3-bed, 2.5-bath townhome invites you to unwind with a community pool, tennis courts, and direct access to Sengekontacket Pond. Inside, a custom chef’s kitchen, new baths, and luxury furnishings set an upscale coastal tone. The main level flows from a sun-lit living room to dining area / deck, and powder room. The entire second floor is reserved for the primary suite. The walk-out lower level offers two guest bedrooms, a full bath, laundry, and a private patio.

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 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.

Our Three Suns
Nantucket house with community access to pool, tennis courts, bike path This 4 bedroom, 3 1/2 bath house is located in the desirable family friendly community of Naushop. The house includes all the amenities Naushop offers; a community pool, two tennis courts, a pickle-ball court, playground and renovated clubhouse. The community is located on the bike path providing easy access to the beach (1.5 miles), town (2 miles), and other amenities.

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

Beautiful Mashpee Home with Pool

Renovated Cape Oasis W/ New Pool and Game Room!

In-Ground Pool Oasis | 5 Min to Cape Cod Beaches!

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

Popponesset-3-bedrooms, 3.5 baths, sleeps 6, A/C,

Poseidon's Palace - 2.0

Overlook Poolside Getaway Heated Pool (May - Oct)

Coastal Charm New Seabury: 5BRs with Private Pool
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!

Stylish & Modern Studio Condo - Steps to the Beach

Private 3bdrm Condo Tashmoo Woods

Hidden Hideaway

Mary's Cape Escape

Mid Cape Cod, 3 Season Haven by Bass River
Other vacation rentals with a pool

Fenced Pool, Fire pit, Outside dining, Coffee bar

Home in Falmouth ~ 5 min drive to beach

Mashpee Manor Pool House

Family + Dog Retreat | Fenced Yard + Pool + Beach

“The Hideaway” Private Guest Suite/Pool/Beach Pass

King Bed Suite (Pet Friendly) in a Great Location

Townhouse on the beach, pool, walk to Main St.

Cape Cod Getaway Travel Trailer at Sun Retreats!
When is the best time to visit Edgartown?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 4,297 | ﺩ.ﺇ 4,719 | ﺩ.ﺇ 4,473 | ﺩ.ﺇ 3,107 | ﺩ.ﺇ 2,417 | ﺩ.ﺇ 4,040 | ﺩ.ﺇ 4,613 | ﺩ.ﺇ 4,701 | ﺩ.ﺇ 3,573 | ﺩ.ﺇ 3,382 | ﺩ.ﺇ 3,673 | ﺩ.ﺇ 2,846 |
| 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 |
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Providence Vacation rentals
- Atlantic City Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cambridge Vacation rentals
- Bar Harbor Vacation rentals
- Guesthouse rentals Edgartown
- Pet-friendly rentals Edgartown
- Rentals with breakfast Edgartown
- Rentals with a hot tub Edgartown
- Bed and breakfasts Edgartown
- Rentals with lake access Edgartown
- House rentals Edgartown
- Beachfront rentals Edgartown
- Apartment rentals Edgartown
- Rentals with beach access Edgartown
- Family-friendly rentals Edgartown
- Rentals with a fire pit Edgartown
- Rentals with a kayak Edgartown
- Rentals with a washer and dryer Edgartown
- Hotel rooms Edgartown
- Boutique hotels Edgartown
- Waterfront rentals Edgartown
- Rentals with outdoor seating Edgartown
- Rentals with a fireplace Edgartown
- Private suite rentals Edgartown
- Condo rentals Edgartown
- Rentals with a patio Edgartown
- Rentals with pools Dukes County
- Rentals with pools Massachusetts
- Rentals with pools United States
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Bonnet Shores Beach
- Easton Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Second Beach
- New Silver Beach
- The Breakers
- Narragansett Town Beach
- Point Judith Lighthouse
- Coast Guard Beach
- Nauset Beach
- Falmouth Heights Beach
- Skaket Beach
- Saquish Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Easton's Beach





