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 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, 42 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 charming home is framed by a gravel pathway leading through landscaped gardens. The exterior features a warm wood finish, complemented by thoughtful plantings and natural stone accents. A wooden trellis adds vertical interest beside the entrance, enhancing the welcoming atmosphere of the property.
Home in Edgartown
5 out of 5 average rating, 23 reviews

Quaint Roomy Ranch

Enter this light filled and airy home with soaring cedar lined ceilings and an entire southern facing wall of windows. This surprisingly spacious home has enough room for the whole family and more. Kids will love having the bunk room to themselves while parents can enjoy the rest of the living area in peace. Located in a quiet neighborhood, this is a perfect family retreat. Enjoy the expansive deck while you grill lunch or dinner and finish up the evening with s'mores by the fire pit.

Guest favorite
A bright living room features light blue walls and hardwood flooring, with natural light streaming through skylights. A cozy seating area includes a grey sectional and a light-colored side table, while a fireplace is adorned with decorative art. A television is positioned across from the seating arrangement.
Home in Barnstable
4.89 out of 5 average rating, 150 reviews

1-level fenced in yard Craigville Beach 2200sqft

Welcome to Midori On The Cape! This modern 4-bedroom, 2-bath, Cape-style house features ~2200 sq ft one-level Cape-style living in a quiet neighborhood, Free EV charging. 15000 sqft lot with fenced in flat grassy backyard, fire pit, swing set. Centrally located near Craigville Beach, Cape Cod Mall, vibrant Hyannis downtown and ferry terminal to Martha's Vineyard and Nantucket Island 1 living room, 2 dining areas, 4 super-sized bedrooms. Perfect for family staycation and gathering.

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

Top guest favorite
The living area features a brown leather couch facing a wooden coffee table and a television mounted on the wall. A desk is positioned to the side, and large double doors lead to the deck outside. Natural light filters in through sheer curtains.
Houseboat in New Bedford
4.97 out of 5 average rating, 33 reviews

Blue Haven Houseboat

Stay aboard a brand-new houseboat with all the comforts of home. Steps from Fathoms Bar & Grill and the Fisherman’s Market for the freshest local seafood. Enjoy sweeping views of the historic New Bedford-Fairhaven Swing Bridge, which opens daily. A perfect waterfront escape with easy access to dining, beaches, and attractions. 4 min drive to Seastreak Ferry (Martha’s Vineyard) 3 min drive to commuter rail 🚉 10 min walk to downtown New Bedford 2 min walk to Dunkin’ and liquor store

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, 76 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.

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, 54 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
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 spacious wooden deck overlooks Jenkins Pond, featuring a circular dining table surrounded by six green metal chairs. An umbrella stands in the center, providing shade. The serene lake view is framed by trees, enhancing the tranquil outdoor setting.
Home in Falmouth
5 out of 5 average rating, 18 reviews

Lake Shore Cottage - Waterfront with Beach Access

Welcome to Lake Shore Cottage, a serene retreat on Jenkins Pond in Falmouth, MA. Enjoy lake views, direct waterfront access, and a sandy beach shared only with our next-door neighbor. Inside are professionally designed interiors and modern amenities in a fully renovated space. Perfect year-round, the cottage offers kayaking, swimming, and fishing in summer, cozy winters by the fireplace, and three stylish bedrooms for up to six guests.

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, 189 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!

Popular amenities for Chilmark patio rentals

When is the best time to visit Chilmark?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$103,559 GYDG$103,559 GYDG$104,605 GYDG$97,911 GYDG$83,684 GYDG$104,605 GYDG$135,987 GYDG$146,447 GYDG$106,070 GYDG$90,379 GYDG$106,279 GYDG$104,605 GYD
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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 G$25,105 GYD 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!