
Vacation rentals with a patio in Chilmark
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Top-rated patio rentals in Chilmark
Guests agree: these patio rentals are highly rated for location, cleanliness, and more.

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!!!

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

Spacious Waterfront w Private Beach sleeps 10
This historic home with a private beach in Edgartown sleeps 6 in the main house and 4 in the guesthouse. Perfect for entertaining, enjoying family or reconnecting with friends. The main house has an open concept kitchen, dining room and living room with a large deck facing the water. Plenty of space to lay out and relax plus an enclosed porch for late night card games and drinks. The home is a leisurely 10 min walk into Edgartown for morning croissants at Rosewater and dinner at The Atlantic.

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!

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.

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.

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

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

Valentine's Retreat Hot Tub Fire Pit Trails Beach
LOCATION LOCATION ✅ Rated Top 5% of Homes ✅Cleanliness, Fully stocked kitchen ✅Pet-Friendly, Minutes from ferry & beaches ✅ Peaceful & private neighborhood ✅ HotTub, Fire Pit, Trails at your door step, perfect for peaceful strolls or energetic hikes through lush landscapes. AND Flexibility, with Every detail curated for comfort and style, you'll feel at home the moment you step inside. Located with the island's natural beauty around you, unwind and reconnect with nature.

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.

Beachfront Cottage w. Yard + Town Access
Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

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.
Popular amenities for Chilmark patio rentals
Apartment rentals with a patio

Heart of Fairhaven Studio

Quiet & Serene in Aquinnah

Clean private & cozy Cape Cod 1 br/ba with kitchen

Newly renovated apartment. Short walk to the beach

Cape Heaven

Peaceful Pond view apartment close to beach

the Aerie

New 3 Bedroom 2.5 Bath Home Close to Downtown
House rentals with a patio

Westport Point Cottage

The Lobster Pot: Lake Tashmoo, beachfront

Modern Marvel in Woods Hole - Walk to town & ferry

Pretty Cottage Steps From Ocean!

Walk to Main Street & Beach - No car needed!

Charming 2 Bed Steps to Falmouth Heights Beach

NEW Modern Open Floor Plan House in Heart of OB

Downtown Edgartown Home
Condo rentals with a patio

Surfside Resort Cape Cod, Falmouth MA

Heart of downtown, walk to ferry, bikeway & beach!

Cape Esacpe at New Seabury

Charming Hyannis 3 Bed 2 Bath

Millie's-Historic New Bedford, 2BR, water views

Oceanfront 3BR condo. Spacious, supplies included!

Lovely W Falmouth Home steps to bikeway & more!

3bed/3bath Luxury Condo w/Water Park Passes
When is the best time to visit Chilmark?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $495 | $495 | $500 | $468 | $400 | $500 | $595 | $663 | $496 | $432 | $508 | $500 |
| Avg. temp | 28°F | 30°F | 37°F | 46°F | 55°F | 64°F | 70°F | 69°F | 62°F | 52°F | 42°F | 34°F |
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 $120 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!
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