Vacation rentals with a patio in Chilmark

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Top-rated patio rentals in Chilmark

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Top guest favorite
A modern house with a unique architectural design is situated on a sloped lot. Large windows reflect the sunlight, while the driveway leads to the entrance. Surrounding greenery includes low maintenance landscaping and strategic plantings. A rooftop area can be seen atop the structure.
Home in Woods Hole
5 out of 5 average rating, 67 reviews

Modern Marvel in Woods Hole - Walk to town & ferry

Beautiful modern masterpiece down a quiet street with quick access to Woods Hole, Shining Sea Bikeway, and the Vineyard ferry. This architecturally significant house was designed by the renowned postmodern architect Charles Moore and built in 1969. An addition providing ample entertaining space - including a dining room, den, loft, and roof deck - was completed in 2021, along with top to bottom refinishing of all rooms. This house has mid-century charm in spades with all the modern conveniences.

Top guest favorite
A charming beachfront cottage features a light gray exterior, complemented by bright white trim and multiple window panes. Lush green shrubs frame the front walkway, which is made of stone and brick. The inviting entrance is accentuated by a blue door and a lantern light fixture.
Home in New Seabury
5 out of 5 average rating, 43 reviews

Beachfront Cottage

This 2-bedroom New Seabury beachfront cottage overlooks the Nantucket Sound which offers breathtaking views & a spacious patio perfect for morning coffee, barbecues, and stargazing. It is only a few steps to the private beach and a short walk to Popponesset Marketplace, the best place to grab food & drinks while enjoying live music & mini golf - quintessential Cape Cod summer living! *Popponesset Marketplace (10min walk) is closed during the off season but Mashpee Commons(10min drive) is open*

Guest favorite
Apartment in West Tisbury
5 out of 5 average rating, 63 reviews

Butterfly Farm Sanctuary Bright Sunny Studio Apt

Spacious & serene in a rural setting of West Tisbury. Private, modern, light-filled studio on the first floor walkout of a newly built 2021 post and beam home. Beautifully landscaped, abutting the state forest. Full amenities, 10ft high ceilings, windows and French doors with stone patio sitting area. Studio is down a long dirt driveway located mid-Island, near beaches, trails, and 15 minute drive to all towns. Close to the Farmers Market, Artisan fair & General Store. The perfect retreat!

Top guest favorite
A sandy beach stretches along the shoreline, meeting the calm blue waters. People are seen enjoying the sun and swimming. Beach umbrellas and some distant structures are visible under a clear sky with a few clouds.
Guest suite in Falmouth
5 out of 5 average rating, 106 reviews

Location Location Location! Beach, Bike, Ferry

STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Guest favorite
The studio is designed with neutral tones, featuring a full-size bed with white linens. A kitchenette with white cabinets is visible in the background, along with a small dining area. Light enters through the window, complemented by navy blue curtains. A desk and seating area are also present.
Apartment in Fairhaven
4.88 out of 5 average rating, 77 reviews

Heart of Fairhaven Studio

Vibrant studio in the center of Fairhaven. Our place is a short walk to shopping and restaurants, and features: - Private entrance - Kitchenette - Remodeled backyard with turf - Minutes from ferry to Martha’s Vineyard & Nantucket - Under 10 min from the NEW train (T) to Boston With so much to explore (30min to PVD, Newport, Cape Cod), we recommend renting a car. There is limited public transportation. Notes: On-street parking & the stove is a 2-burner electric hot plate.

Top guest favorite
A custom-built home features a large front porch bordered by well-maintained greenery. The two-story structure is framed by trees, with expansive windows visible. Water views are apparent in the distance, set against a bright blue sky with soft clouds.
Home in Tisbury
5 out of 5 average rating, 37 reviews

Stunning 4/2.5 Water View, Hot Tub, Dogs ok

Custom-build home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this property is extremely private and offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed

Guest favorite
An open floor plan is depicted, featuring a light-filled living area with a beige sofa and a natural wood coffee table. The kitchen shows a large island with bar stools and sleek appliances, while a dining table is positioned beside sliding doors leading to the outdoors.
Home in Teaticket
4.93 out of 5 average rating, 55 reviews

Renovated house close to everything

Renovated in 2022! This home is in a central location off of Maravista on a quiet street. Close to everything Falmouth has to offer! Grocery stores (.5 mile), beach (1.5 miles), Great Pond walking path (.5 mile), downtown Falmouth (1.5 miles) and Island Queen ferry to Martha's Vineyard (1.4 miles). Please note: - Home is professionally cleaned between guests and treated by Terminix, though the occasional bug can still appear. - A car is recommended on Cape Cod.

Guest favorite
A modern kitchen features a spacious island with two black bar stools. Stainless steel appliances, including a microwave and toaster, complement quartz countertops. Natural light fills the space through large windows, revealing a glimpse of greenery outside.
Cottage in Oak Bluffs
4.96 out of 5 average rating, 159 reviews

Beautiful and walk to everything Oak Bluffs!

This is a beautiful 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
A scenic view is captured showcasing a vibrant sunset over the water, with sailboats gently floating. The sky displays rich hues of orange and pink, reflecting on the calm surface, creating a serene atmosphere.
Guesthouse in Tisbury
4.97 out of 5 average rating, 86 reviews

King bed, Water Views, Near Bike Path- Bus stop

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay.

Guest favorite
Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.
Guesthouse in Dartmouth
4.9 out of 5 average rating, 154 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Top guest favorite
A cozy living area features a comfortable gray sofa with decorative pillows and a wooden coffee table. Natural light fills the space, highlighting a dining table with four chairs. A doorway leads to the kitchen, while a wall-mounted TV provides entertainment options.
Guest suite in West Falmouth
4.99 out of 5 average rating, 190 reviews

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!

Top guest favorite
A spacious, newly constructed home is showcased with a dark blue exterior and white accents. The façade features a prominent front porch with chairs and a large garage. A gravel driveway leads to the entrance, framed by a lush green lawn and trees.
Home in Oak Bluffs
4.98 out of 5 average rating, 42 reviews

The Blue Lagoon, Oak Bluffs

Come enjoy this beautifully designed, brand new home. With 3 bedrooms and 3 full bathrooms you will have all the space you need. An outdoor patio with gas grill is the perfect spot to relax after a day at the beach. Just a few steps away is the lagoon where you can paddle board, kayak, dig clams, or just take in the amazing sunsets! Summer rentals are Saturday to Saturday. Please send a message if you have any questions.

Popular amenities for Chilmark patio rentals

When is the best time to visit Chilmark?

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Quick stats about vacation rentals with a patio in Chilmark

  • Total vacation rentals

    Explore 130 vacation rentals in Chilmark

  • Nightly prices starting at

    Chilmark vacation rentals start at € 103 per night before taxes and fees

  • Verified guest reviews

    Over 2,910 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Chilmark vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chilmark rentals

  • 4.9 Average rating

    Chilmark stays are highly rated by guests—averaging 4.9 out of 5!