
Vacation rentals with a patio in Chilmark
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Chilmark
Guests agree: these accommodations with an outdoor patio 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!!!

Serene Haven w/ No Shared Spaces | Cape Cod
My peaceful 2-bedrooms, 1 bathroom residential private apartment (Entire Main Level) has everything you need for your Marstons Mills trip. The home comes with Wi-Fi, self-check-in, and free parking. During your stay, you will enjoy the privacy of zero shared spaces. Free cleaning once per week for stay 6 days or greater. Our Airbnb is within walking distance to eateries, gift shops, and other community staples. An ideal base to explore Marstons Mills, Cape, and Islands. Bring the whole family.

The Lobster Pot: Lake Tashmoo, beachfront
Welcome to The Lobster Pot, your cozy beach cottage on the tranquil shores of Martha's Vineyard. Nestled on the waterfront, this charming retreat is ideal for a paradise getaway. Wake up to the soothing sound of waves, enjoy panoramic ocean views from your private deck, and relax in the gentle sea breeze. With its inviting décor and relaxed ambiance, The Lobster Pot offers a perfect blend of relaxation and adventure. Savor fresh seafood, stroll along the sandy beach, or enjoy stunning sunsets.

Little Compton Beach House
Escape to this bright, modern farmhouse on 6+ acres just over a mile from ocean beaches, boating, the Town Commons, and nature walks. Only 2 miles to the iconic Sakonnet Point lighthouse, this home offers the perfect mix of relaxation and adventure. Sunlights fills the open floor plan. Spend the day sailing, biking, fishing, swimming, wine tasting, or antique shopping, then unwind in the outdoor shower, enjoy a meal on the screened porch, and gather around the fire pit for stories and s’mores.

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

Martha’s Vineyard Cottage - A Glamping Experience!
This is your vineyard home, where you can walk or ride a bike less than a mile to the beach or two into town. Get the glamping experience with kitchenette, A/C, an outdoor shower, a composting toilet, a queen bed in the loft and futon couch that can sleep two more in the living room. Enjoy outdoor games, outdoor seating, a Weber grill for bbq, tv, WiFi, cozy indoor space and more, right on the bike path with a bus stop for easy accessibility or free car parking. Whatever you want!

Cozy garden retreat close to it all! Pet friendly
Come enjoy the cape from a private, dead-end road off Rt 28. 10-15 mins to beaches, 15 to Hyannis or Falmouth, 5 to Mashpee commons. Or, relax in a hammock in the privacy of the fully-fenced in wooded yard or by the fire pit. Family and dog friendly! 2 desks for WFH in separate rooms. -Heat/AC in every room -High speed Wifi : 200+ Mbps in all areas inside, 30+ Mbps from hammock -Smart speakers for in/outdoor use -Fire TV w/ Netflix, Disney+, etc -Working fireplace (in Winter)

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.

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.

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!

MV 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. :)
Popular amenities for Chilmark accommodations with an outdoor patio
Apartment rentals with a patio

Heart of Fairhaven Studio

Down island woodsy retreat.

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
House rentals with an outdoor patio

Westport Point Cottage

Newly renovated! 10 minutes away from beach.

Big Beautiful House Close to Downtown

Woods Hole Dream House

Renovated ranch with pool access

Shining Sea Hideaway・3 Bedrooms, 2 Living, 6 Beds

Cozy Farmhouse, pet-friendly + close to everything

Quaint cottage near beach
Condo rentals with a patio

Prime Location! Walk to ferry, beach & downtown.

Cape Esacpe at New Seabury

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

Oceanfront Hyannis 3-BR condo. 1600 ft of comfort

Lovely W Falmouth Home steps to bikeway & more!

3bed/3bath Luxury Condo w/Water Park Passes

Location, location! Historic Downtown Falmouth!

Ocean View 2 Lewis Bay Private Beach
When is the best time to visit Chilmark?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $677 CAD | $677 CAD | $684 CAD | $640 CAD | $547 CAD | $684 CAD | $813 CAD | $906 CAD | $678 CAD | $684 CAD | $684 CAD | $807 CAD |
| Avg. temp | -2 °C | -1 °C | 3 °C | 8 °C | 13 °C | 18 °C | 21 °C | 21 °C | 17 °C | 11 °C | 6 °C | 1 °C |
Quick stats about vacation rentals with a patio in Chilmark

Total vacation rentals
Explore 120 vacation rentals in Chilmark

Nightly prices starting at
Chilmark vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 2,880 verified reviews to help you choose

Family-friendly vacation rentals
90 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
120 of Chilmark vacation rentals include wifi 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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