Vacation rentals with a patio in Chilmark

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Top-rated patio rentals in Chilmark

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Guest favorite

Home in Falmouth

5 out of 5 average rating, 42 reviews

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed

🌊WATERFRONT LUXURY 🌊 🐕pet friendly! ✨fully renovated! 🐟on spring fed Jenkins Pond w/dock 🚣‍♂️kayaks&stand up paddle-boards! 🚿outdoor shower! 🍽waterfront outdoor dining for 6! 🔥waterfront fire pit area! 📶high speed wifi! 🛏 waterfront Cali king bed nook! 🛏lux linens/bedding 🍽Full kitchen! 📺smart TV in every room! 🪜kids club tv/play loft! 🏖walk 3mins to Jenkins Beach! 🏖15 mins to Falmouth Beaches! 🦞10 mins to Village with tons of restaurants & boutique shopping! *$25/per night pet fee 1 dog only

Guest favorite

Cottage in Fairhaven

5 out of 5 average rating, 9 reviews

“Valhalla” on West Island

Enjoy breathtaking views of Buzzard's Bay in this completely renovated, private location that’s just a 1 minute walk to the beach. This upscale beach house is the perfect retreat for those wishing to enjoy the island, all its activities and also have unparalleled privacy and tranquility, with the closest house being 800' away. Whether it's to read, write or just relax with some wine, "Valhalla" will provide you with the most unique setting to do so. Year round beauty with gorgeous winter sunsets

Superhost

Home in West Tisbury

4.94 out of 5 average rating, 17 reviews

Sanctuary House: An ocean-view farmhouse retreat

Experience the unique beauty of Martha’s Vineyard with pastoral farm views on one side and views of the Vineyard Sound and Elizabeth Islands on the other…all from the same home. Sanctuary House is a newly renovated farm house which highlights the iconic architecture of Martha’s Vineyard. Water and sunset views, chef’s kitchen and hot tub make this property a gem. Sanctuary House is the perfect retreat for couples, families and friends who are looking to experience the magic of Martha’s Vineyard.

Guest favorite

Home in Westport

5 out of 5 average rating, 18 reviews

Cozy Artist's Cottage by the Sea

A short walk from the Allen's Pond trail, Westport Town Beach, and the Bayside Restaurant, this two-bedroom cottage is a perfect location for a getaway. A newly updated kitchen and interior provide a relaxing place to rest between adventures. There are two bedrooms: one with a queen-sized bed and another with a bunk bed (twin over a full with a twin trundle) that can sleep 4 people. The backyard abuts farmland and has a firepit, outdoor shower, and observation deck on the roof for ocean views.

Guest favorite

Home in Hyannis Port

4.85 out of 5 average rating, 132 reviews

Cottage with private beach in Hyannis Port

Make your Cape Cod trip unforgettable in this Exclusive Harbor Village Cottage located right in Hyannis! Enjoy this recently updated 2-bed, 2-bath vacation home with access to private beach, beautiful outdoor deck, and peaceful ocean views. Follow the beach path 900 feet to the beach! Only minutes from downtown Main Street, the Melody Tent and Hyannis harbor. Whether you spend your days exploring the Cape, sunbathing on the beach, or relaxing on the deck, you will be sure to love this house!!!

Guest favorite

Home in Mattapoisett

5 out of 5 average rating, 22 reviews

The Beachfront Estate: 360 Ocean Views, 5700 sqft

Welcome to your exclusive retreat where tranquility meets luxury and sleeps 24 comfortably. This stunning beachfront property offers an unparalleled getaway, ensuring complete seclusion and privacy. Special Features: - Private beach - Stunning 360 degrees ocean and harbor views - 6 bedrooms total: 4 bedrooms have king beds with en suite bathrooms, a bunk room with en suite, and 2nd bunk room / playroom - 6.5 bathrooms - Private road with only two houses - 8 bikes, 6 kayaks, 2 golf club set

Guest favorite

Home in West Tisbury

4.94 out of 5 average rating, 32 reviews

Vineyard Meadow Writer's Cottage

This lovely retreat is just steps from miles of trails. Walk to the beach or meander through woods of Long Point Wildlife Refuge, experiencing the serenity of this untouched corner of Martha's Vineyard. After a day of enjoying the outdoors, come home to the light and airy writer's retreat. With a hot tub (open May 1 - Jan. 2), an outdoor shower and wonderful kitchen, this is the perfect location for a get-away with family and friends or for a creative retreat with your fellow artists.

Guest favorite

Cottage in Oak Bluffs

4.97 out of 5 average rating, 132 reviews

Beautiful and walk to everything Oak Bluffs!

This is a beautiful and brand new cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

Guest favorite

Guesthouse in West Tisbury

5 out of 5 average rating, 24 reviews

Charming W. Tisbury Studio Guest Cottage

Charming rustic studio guest cottage with a private yard and outdoor shower, a perfect getaway. Walking distance to North Tisbury Farm and Market and State Road Restaurant and short ride to the small town of West Tisbury where you can check out Alley’s general store or get a great sandwich at 7a’s takeout. Ten minutes to Vineyard Haven and centrally located to all island destinations and many of the scenic Vineyard hiking trails. Access to West Tisbury town beaches.

Guest favorite

Cottage in Portsmouth

4.96 out of 5 average rating, 101 reviews

Waterfront, Dog-Friendly Cottage on the Cove

The cutest cottage on the cutest cove. Whether you’re into rosé & summer sun, hot chocolates in winter, a week off or a weekend away, Cove Cottage has water front views and a new dock to help you relax, unwind and enjoy the best of Aquidneck Island. One hour from Boston, and just 25 minutes to Newport, you have endless possibilities for what to do. Take out the kayaks or paddle board around the cove, dine in Newport or explore all Rhode Island has to offer!

Guest favorite

Home in Dartmouth

5 out of 5 average rating, 19 reviews

Unique Coastal Retreat: South Dartmouth, MA

On a private lane, nestled between South Dartmouth's most exclusive gated communities, this contemporary home blends the standards of today with eras past. Classic New England and Scandinavian design meet in surprising accord to provide an ideal summer retreat. Anchoring the house is a fireplace living room that leads to a large rear deck with substantial privacy and views across the private Round Hill fairways. Steps from entrance to Round Hill Beach.

Superhost

Home in West Tisbury

5 out of 5 average rating, 3 reviews

Cozy Family Home in West Tisbury

Escape to your perfect Martha's Vineyard getaway at this beautifully renovated family home in West Tisbury. With four bedrooms and two and a half bathrooms this home is an ideal space for a relaxing summer vacation. Centrally situated in West Tisbury provides easy access to all island towns. You're just a short drive away from pristine beaches, charming towns, and picturesque landscapes that make Martha's Vineyard the coveted destination that it is.