Holiday accommodation with outdoor seating in Chilmark

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Chilmark

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Guest favourite

Home in West Tisbury

4.98 out of 5 average rating, 123 reviews

Secluded Up Island Cottage

Charming Martha's Vineyard post and beam house on two secluded acres with two bedrooms in West Tisbury. The master bedroom has a queen bed, the second bedroom has a full bed, the loft has a full size futon. It is peacefully tucked away at the end of a road with only three other houses on it. It has easy access to beaches, bike paths and walking trails. Enjoy some family time in the wooded backyard grilling or relaxing with an outdoor shower or napping in the hammock after a day at the beach.

13 – 20 Feb

$3,332 AUD total

Guest favourite

Bungalow in Dartmouth

4.95 out of 5 average rating, 147 reviews

Updated Vintage Bungalow with Incredible Views

This space has been fully updated in the spring of 2020. Incredible unobstructed panoramic views. It is 400 sq' with an additional 350 sq ' of living space on the deck. The neighborhood is quiet, but you are a stones throw from I-195, making places like Boston, Providence and the Cape and Islands very easy to get to. The décor is bright and funky! Close to UMASS. Extensive custom area and house guide is at the Bungalow with everything you need to know to maximize your experience in the area!

31 Jan – 7 Feb

$1,965 AUD total

Guest favourite

Apartment in Oak Bluffs

4.97 out of 5 average rating, 163 reviews

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

17 – 24 Dec

$2,670 AUD total

Guest favourite

Home in Edgartown

4.96 out of 5 average rating, 188 reviews

Brand new gorgeous 2 bedroom guest house.

This is a gorgeous brand new 2 bedroom guest house on the bike path that leads to downtown Edgartown and both State Beach and South Beach, as well as 1/4 of a mile from the famous Morning Glory Farm Stand. There are cathedral ceilings in the living room, which provide a open, spacious feel. There is a large deck on the front of the house with a grill, table and chairs. Part of it is covered in shade. Separate parking for guests with privacy, as it sits 200+ feet from the main house.

26 Feb – 5 Mar

$3,876 AUD total

Guest favourite

Cottage in Bourne

5.0 out of 5 average rating, 143 reviews

140 Steps to Beach with Water Views

This small rustic unique cottage is ready for you to enjoy on Buttermilk Bay. It is located within a sought after cape style cottage community. It offers a Private Association Beach. The cottage has water views from both the living room and deck. Grab the provided beach chairs, cooler and walk a 140 steps from the deck to the beach. You can also Walk, Bike, or Fish on Cape Cod Canal. Close to restaurants, hiking trails, and Mass Maritime. Last Min May-10% off, 3,4,5 day 10% off.

10 – 17 Oct

$1,532 AUD total

Guest favourite

Apartment in Falmouth

4.96 out of 5 average rating, 151 reviews

Your Private Garden

**10% discount for 7 night stays - One bedroom 2nd floor apartment in my owner-occupied home- perfect for a couple - with a spacious eat-in kitchen, shower bathroom, generous living room and separate bedroom. Bright and airy-in a prime location-1/2 block from Main Street, a block from Falmouth Harbor, an easy walk to the beach...with off-street parking. Relax in the secluded area -your Private Garden. Longer bookings eligible for a discount. No smoking please, and no pets.

16 – 23 Oct

$1,998 AUD total

Guest favourite

Apartment in Barnstable

4.99 out of 5 average rating, 231 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

1 – 8 Jan

$1,681 AUD total

Guest favourite

Guest suite in Falmouth

4.97 out of 5 average rating, 132 reviews

Studio in the woods near the beach

Efficient, bright, half-basement studio with large french door entrance looking out on front yard. Includes brand-new queen-size bed, a full bathroom with shower, large closet, lounge space, and well-equipped kitchenette with dining table. Wifi and a ROKU monitor. There is no cable service. Quiet, ideal location in the woods, near shops, restaurant, beach and bike path. Parking space right at the front door. No pets please!

28 Sept – 5 Oct

$1,904 AUD total

Guest favourite

Guest suite in Oak Bluffs

4.98 out of 5 average rating, 133 reviews

Quiet Hide Away

Lovely efficiency suite with private entrance in a quiet neighborhood. Private space located over attached garage. Plenty of space for two guests. Comfortably appointed with queen bed, dining set, living area with tv and full bath. Enjoy a coffee or cocktail on the private deck. Toaster oven, refrigerator and coffee maker will start your day right before heading to nearby beaches, golf courses or shopping.

31 Oct – 7 Nov

$2,871 AUD total

Guest favourite

Apartment in Westport

4.94 out of 5 average rating, 238 reviews

15 Acres of Open Fields & 15 Minutes to the Beach

This is a ground level apartment. It sits in the walkout basement of the main residence. It has 7 east facing windows. Tons of light and faces the 15 acres of field. It was a dairy farm previously so the house is a converted cow barn. It is quiet and serine, far off the road. Enjoy walks in the fields or sit on the swing in the gardens.

20 – 27 Oct

$1,252 AUD total

Guest favourite

Apartment in Falmouth

4.95 out of 5 average rating, 239 reviews

Upscale suite w/ separate entrance.

Charming upscale suite just minutes from Old Silver Beach. Private in-law type apartment on first floor with separate entrance. Beautiful living room with hardwood floors, picture window, bedroom with skylight, wet bar, a/c, fridge, microwave, Keurig, WiFi, tv. Everything you need for a special visit to "Old Cape Cod".

4 – 11 Dec

$1,833 AUD total

Guest favourite

Cottage in Wareham

4.97 out of 5 average rating, 264 reviews

Cottage on Sunset Cove

Bright sunny cottage on Sunset Cove in East Wareham just minutes from the Bourne Bridge. Enjoy some quiet time watching the swans or drive to one of the many attractions the Cape and surrounding areas has to offer. state of Massachusetts certification code: c0195503100

27 Mar – 3 Apr

$1,739 AUD total