
Holiday rentals with outdoor seating in Dukes County
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Top-rated rentals with outdoor seating in Dukes County
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
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Popular amenities for outdoor seating rentals in Dukes County
House rentals with outdoor seating

Family Friendly 5 BR, Walk to Town, Beach & Ferry!
What a wonderful stay we had! The house was stocked with anything you could think of and the host Caroline was readily available for any questions. Will absolutely come back and recommend to all!

Walk to Town/Golf Club - Renovated Edgartown Home
We had such a nice time staying in this home! It was beautifully decorated and was extremely clean. We felt right at home during our visit. We had a hiccup at the start of our stay but our host was very quick responsive. I really enjoyed my stay and hope to be back

Edgartown Cottage By The Pond
House was impeccably clean, with bathrooms and kitchen welcoming. The kitchen had everything one could need to cook and comfortably prepare meals. Overall, an excellent house - strongly recommended!

Vineyard Haven Walk to Ferry
We really enjoyed our stay at Annemarie’s place, which was our first time on the island. It’s surrounded by lush landscape, feels secluded. Yet it is a very short drive to town (or a nice medium-long walk if you are up to it, which my wife was!). Wild turkeys often roamed the property, which was very cool. Overall great experience.

Fun, Authentic, Waterfront Cottage/air conditioned
We had an amazing time and would love to come again! The location was perfect, close to the beach and away from the busier parts of the island. I definitely recommend staying here for a relaxing vacation.

Adorable 2BR Cape in West Tisbury!
Loved staying at this laid-back and cozy home. The central location was great and we especially enjoyed the walking trails nearby with our dog. Loretta was super helpful and responsive. Looking forward to our next stay!

✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path
Great location just over 2 miles (3.5 K) from the heart of Edgartown. There is a little bit of road noise per the other reviewers but it minimal, especially at night. The place is very clean and has everything you need for a comfortable stay. We were 4 adults, stayed for 2 nights, and had a vehicle so were able to easily explore the island from this location. Other than breakfast, we ate out (lots of great places to eat on MV) but the kitchen is fully equipped should you choose to eat in. The nearby Stop and Shop grocery store is well stocked.

Sea Haven | beach • restaurants • spacious
Excellent location halfway between the beach and main street! Plenty of space and beds to accommodate our whole family, and a big backyard to play in. Sarah and Christin were super responsive to all of our questions and sent us local recommendations for restaurants and farmers markets. Would definitely stay here again!
Apartment rentals with outdoor seating

On Eel Pond: Woods Hole Waterfront Retreat
Very comfortable apartment in a beautiful location in Woods Hole. Great view of Eel Pond and the waterfront.

WATERFRONT PENTHOUSE OAK BLUFFS
We spent our anniversary at Leslie’s place and it was a beautiful! The views and location was like no other and we would book again! Leslie was very responsive and even left us some dinner when we came in late from the ferry. The restaurant staff were friendly and it was everything described in the listing. We didn’t want to leave!

Katama Loft
This is a great place to consider staying! Rachel was wonderful from the moment of booking, until after we departed. The place is cute as can be - and as a longtime visitor of MV - this little place captures the islands vibe and unwritten codes of quality and class. If you’re browsing endless five star reviews, …believe the hype! 👍🏼 Thanks Rachel!

Inca Gardens Apt. New To Market - Lg Patio - Pets
Enjoyable last-minute short stay. It was very accommodating for 6 women cyclists. I so wish the hot tub was up and running. It would've been perfect after our 50-mile bike ride on the island.

Newly Renovated Apartment on Bike Path
Great place, totally accessible to downtown Edgartown. I even got a float trip scheduled to go fly fishing since it’s above Kismet the fly fishing shop.

Cozy 3 bedroom apartment with King bed on Main St.
Best Air b&b I ever stayed! Anything you can think of in a Air b&b, Toni's place has it. Anything you didn’t think of but may need, it's there too. Very convenient location as well.

Lovely room with one double bed
Martha and her place was perfect for my needs. Martha was a pleasure to talk to. She was always available and very cool. I'll be back! Thank you Martha

Apartment in Oak Bluffs
Great sized place for our stay and exactly as the listing described. Clean and well organized. Kristen was friendly, helpful, and we felt very comfortable. Outdoor shower is a huge plus! We are looking forward to staying again!
Apartment rentals with outdoor seating

Heart of downtown, walk to ferry, bikeway & beach!
It’s perfect! The location is within walking distance to everything…restaurants, stores, bike rental… It’s the loveliest setting! We didn’t cook but, there is a fully equipped kitchen and dining area, which we used for meals in and playing games. The living room is comfortable and the t.v. is large enough for everyone to view from any seat. There were extra blankets in a closet, which was great because the first 2 days were cold and rainy. We did take a warm blanket down to watch t.v. because we didn’t bring warmer clothes. It’s private and quiet and felt perfectly safe. We’d definitely stay there again!

Short Walk into Town - Nice Comfortable Reasonable
Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.

Relax....You're on Island Time......
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.

Private 3bdrm Condo Tashmoo Woods
Barbara’s condo was roomy and comfortable. We fell in love with the screened in porch. Lovely room for a cup of coffee in the mornings and a glass of wine in the late afternoon. We took a short ride through the woods to the town beach which led us to beautiful views of Tashmoo. We had a great time!

Capecation! 3-bedroom condo with heated pool
We drove from Maryland up to the Cape, through lots of traffic. The host was great and responsive, suggesting great places for dinner. Our week was just amazing, wish we could have stayed longer. The pool was a perfect way to start and end the days and the bikes were a great way to explore the neighborhood. We really hope to return, just so much more we wanted to do.

Sunny 2bedroom condo w pool, walk to town
We had a great time at Leah’s place. She is a terrific communicator, immediate responses. She also reached out to share about local fun events that were happening during our stay. So nice! We would definitely stay there again.

Two bedroom condo .on the water Falmouth, ma
this is a great unit with lots of space for the family. so much to do on the cape and near by. but you can just park the car and just stay put with a beach and pool! everything went perfect

Serene Cape Cod Escape w/ Private Ocean Overlook!
Cute condo right near the country club/golf course
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Brown University
- Duxbury Beach
- Easton Beach
- Sagamore Beach
- Sandwich Glass Museum
- Point Judith Country Club
- Coast Guard Beach
- Roger Williams Park Zoo
- Owen Park Beach
- Oakland Beach
- Onset Beach
- Nickerson State Park
- Inman Road Beach
- Pinehills Golf Club
- South Shore Beach
- Fort Adams State Park
- Second Beach
- Goddard Memorial State Park
- Pawtucket Country Club