Vacation rentals with a pool in Dukes County

West Tisbury Gem with Deck + Association Pool

Spacious, secluded yet close to everything, this light-filled gem began renting in summer '23. Each bedroom has its own bath so you get maximum privacy. Gorgeous landscaping, steps from trails to State Forest, 9 mins to one of MV's most stunning beaches, Lambert's Cove. 5-10 mins to the VH ferry, grocery, airport. Fully stocked chef's kitchen + basement for kids to play ping pong while you sun on the deck after an outdoor shower. *** Please inquire about monthly discounts in the off season.

Lovely two - story private cottage. Katama quiet!

Private beach cottage offers comfort and style. Oversized 2nd floor bedroom with queen bed. Lovely layout w/full bath, w/d and showers (in and out). Nicely furnished and over 900 sf. Quilts and beauty rest bed a hi-lite! Nice grilling area in back. It sits equi-distant - 1.5 miles to downtown Edgartown and south beach. And a convenient 5 min walk to bike path or bus route. Perfect location! We’re open to welcoming May and June 2 Renters - special discount for the month Of May/June.

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

Cozy downtown apartment

Well appointed one bedroom condo in the heart of downtown Edgartown. Walk to restaurants, shopping, the beach and the lighthouse! Top floor, corner unit overlooks the saltwater pool. Living room is flooded with southwest sun. AC units in both living room and bedroom. Sleeping: - Bedroom: queen bed and a fold out single bed - Living room: fold out couch (queen) Condo amenities include: - salt water pool - picnic tables and grills (first come first serve) - playground

Sunny condo with pool, central to beach & town

We all want maximum time enjoying with minimal time waiting in lines and traffic, right? Your family will be close to everything and fully equipped when you stay at this centrally-located oasis. Just three miles from both State and South Beach, and away from triangle traffic. Property access to a large, heated salt water pool to lounge with ease. A few minutes from the bike path, with 5 bikes to choose from to use (no waiting in rental lines!)

Ocean Front Resort Studio Unit

Studio unit in ocean front time-share resort with beach access and pool. Studio is ideal for two people, but will sleep up to four people with a pull down, double murphy bed & full size sleep sofa (note, that the primary bed is the full size, pull-down murphy bed, see pictures ). Kitchen area with bar seating and equipped with kitchen basics. Resort location is fabulous overlooking Nantucket sound in Falmouth Heights near the harbor.

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.

Modern & Spacious Edgartown Home with Pool

Enjoy your vacation in this wonderfully charming three bedroom home with an in-ground heated pool. Head to the beach or stay at home and go for a swim in your own backyard. There is plenty of dining room & deck space to entertain. The bike path and bus shuttle are at the end of the road (a two minute walk away). Downtown Edgartown is less than two miles away for you to enjoy shopping and multiple dining choices.

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

Beautiful Family Friendly House with Pool

Indian Hill Cape with Pool and Privacy Hidden away down a quiet road in gorgeous West Tisbury, our house is located on a lovely historic dead end road that leads to the Cedar Tree Neck Sanctuary- often voted the best place to hike on the island.