Vacation rentals with outdoor seating in Dukes County

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Popular amenities for Dukes County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A modern kitchen features a spacious island with four bar stools and stylish pendant lighting above. Sleek white cabinetry complements the elegant quartz countertop. Large windows provide natural light, and stainless steel appliances, including a gas range and refrigerator, are visible in the background.
Home in Oak Bluffs
5 out of 5 average rating, 26 reviews

Vineyard Vacation, 3-Bedroom, Hot-tub, Golf course

JayneRating, 5 stars2 months ago
The home was clean and cozy. Updated decor and well supplied with everything we would need. I would stay again.
Guest favorite
A charming cottage features distinct architectural design with a two-tone color scheme. The front porch is adorned with white rocking chairs, inviting relaxation. Lush greenery surrounds the home, contributing to a serene outdoor setting, while Gothic windows enhance the cottage's character.
Home in Oak Bluffs
4.92 out of 5 average rating, 174 reviews

impeccable cottage STEPS to downtown OB & beach!

SophiaRating, 5 stars2 weeks ago
My family and I had a lovely stay in Oak Bluffs, MA! We loved walking around town (which is only a few minutes away on foot) and spending our time relaxing in the cottage after exploring. There are great restaurants, local shops, and beautiful scenery all within walking distance. Even though we brought our car (which was great for traveling to the island), we practically didn't need it to get around. Brianna was very responsive and accommodating during our stay. We appreciated her willingness to answer any questions and enjoyed our stay. We would love to come back!
Superhost
A sunlit sunroom features wooden beams overhead, creating an airy atmosphere. Comfortable seating includes a neutral sectional sofa and various ottomans. Vibrant cushions add color, and large glass windows offer views of the outdoor patio area, enhancing the connection to nature.
Home in West Tisbury
4.79 out of 5 average rating, 38 reviews

Charming and Spacious Home in the Heart of MV

MartinRating, 5 stars9 months ago
Great central location Interior of the home was outstanding Excellent air conditioning in every room Kitchen had everything you could need: modern appliances, multiple utensils & flatware, plenty of counter space Living room & common areas were very comfortable Karaoke machine was a nice bonus All 3 bedrooms had comfortable beds, mattresses & linens, plus ample closet space, but limited drawer or shelf space Main bathroom tub is clamshell; hard to get in & out, would not recommend for anyone with balance or stability issues Exterior is very private, but needs landscaping attention. If the outside was as outstanding as the inside, this property would be spectacular. That said, the interior is truly what matters, & it was excellent We would definitely recommend others to stay here!! Thanks
Superhost
A grassy outdoor space features two blue Adirondack chairs and a small fire pit, surrounded by trees and overlooking a serene pond. A hammock hangs in the distance, while the deck is visible on the right, extending from the house.
Home in Oak Bluffs
4.83 out of 5 average rating, 196 reviews

Waterview, Private, Walk to Beach, Mile to Town

BrittneyRating, 5 stars3 weeks ago
Lisa's place is so lovely. It is so peaceful and has a great view. Check in was super easy and everything was as expected. Lisa is a great communicator and we were easily able to get questions answered. When we had an issue (not related to our stay) Lisa was so helpful and kind. Highly recommend.
Guest favorite
A spacious living area showcases wooden flooring and high ceilings with exposed beams. Large windows fill the space with natural light, while a cozy sofa and a white coffee table invite relaxation. A kitchen area is visible in the background, providing a functional and open layout.
Home in Tisbury
4.93 out of 5 average rating, 135 reviews

Vineyard Haven Walk to Ferry

KenRating, 5 stars1 week ago
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.
Guest favorite
An outdoor deck with a wooden dining table and matching chairs is shown, illuminated by a vibrant sunset. Lush greenery and the neighboring buildings can be seen in the background, creating a peaceful setting for dining al fresco.
Home in Chilmark
4.97 out of 5 average rating, 30 reviews

Fun, Authentic, Waterfront Cottage/air conditioned

TimRating, 5 stars2 days ago
The cottage was everything we were hoping for and more. We love the “up island” experience so much. We are in full group discussion of booking it again sooner than later.
Top guest favorite
A charming house with a light exterior is framed by lush greenery and colorful flower boxes. A gravel driveway leads to the front entrance, flanked by well-maintained shrubs and plants. The neighboring garage is visible, harmonizing with the residential landscape.
Home in Edgartown
5 out of 5 average rating, 53 reviews

Walk to town - Beautiful, quiet Edgartown home

JessicaRating, 5 stars4 days ago
We loved our stay! The house was beautiful, immaculate, spacious, and well-stocked. The location was perfect, we walked into Edgartown every day, and rented bikes to get to the beach. Amy was super responsive and the house manual she provided in advance had all of the info we needed. The only downside was construction on a neighboring house— the work was noisy and a little disruptive, and large construction vehicles sometimes blocked the road getting into and out of the house. No fault of Amy’s, though, and hopefully the work will be done soon!
Guest favorite
The home, featuring a charming shingle exterior, is surrounded by lush landscaping and greenery. Sunlight filters through the trees, highlighting the welcoming entryway and multiple windows that add to its inviting appeal. A smooth path leads up to the entrance.
Home in Oak Bluffs
5 out of 5 average rating, 22 reviews

#CozyBluffs #OakBluffs Walk to Beach/Town/Ferries

CaraRating, 5 stars8 months ago
Fran and Susan's house is even more beautiful in person than in the photos. The spotlessly clean interior is thoughtfully decorated with impeccable style, and every amenity has been carefully considered to ensure a comfortable stay. It is within easy walking distance of downtown Oak Bluffs and the waterfront. Thanks to Fran for the exceptional communication and responsiveness. Cozy Bluffs made for a truly cozy escape!

Apartment rentals with outdoor seating

Guest favorite
A serene waterfront view captures charming homes lining Eel Pond, reflecting elegantly on the calm water. Trees are visible in the background, and a few boats are docked nearby, creating a tranquil scene that highlights the natural beauty of the surroundings.
Apartment in Falmouth
4.89 out of 5 average rating, 83 reviews

On Eel Pond: Woods Hole Waterfront Retreat

PaulRating, 5 stars1 month ago
Very comfortable apartment in a beautiful location in Woods Hole. Great view of Eel Pond and the waterfront.
Superhost
A charming waterfront building with a distinct blue facade features multiple balconies lined with railing. A lively outdoor dining area is visible on the lower level. Surrounding structures reflect a lively coastal atmosphere, with clear skies and people enjoying the vibrant setting.
Apartment in Oak Bluffs
4.88 out of 5 average rating, 153 reviews

WATERFRONT PENTHOUSE OAK BLUFFS

JustynRating, 5 stars10 months ago
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!
Guest favorite
An outdoor seating area features a gray table complemented by a potted plant. Two wine glasses are positioned next to a bottle on the table, with a cozy couch arranged along the deck, adorned with soft cushions.
Apartment in Edgartown
4.94 out of 5 average rating, 33 reviews

Katama Loft

GregRating, 5 stars8 months ago
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!
Superhost
A modern kitchen area features a light-colored granite island with seating for three. Unique light fixtures hang above, illuminating the space. A sliding barn door leads to another room. In the background, a dining table is visible, surrounded by dark chairs.
Apartment in Edgartown
4.75 out of 5 average rating, 87 reviews

Newly Renovated Apartment on Bike Path

LauraRating, 5 stars9 months ago
Excellent value ! Great location near everything in town and very quiet ! Cute place
Guest favorite
The extended front porch features comfortable outdoor seating, including a patterned couch and a hanging chair. A striped runner runs along the wooden floor, while the street below reflects the vibrant town with shops and parked cars in view.
Apartment in Oak Bluffs
4.98 out of 5 average rating, 60 reviews

Cozy 3 bedroom apartment with King bed on Main St.

ChristianRating, 5 stars1 week ago
The apartment has the BEST location in the center of Oak Bluffs. Walking distance from the ferry, restaurants, stores and the historic Campground. It’s also so close to the beach!! The apartment is well equipped with new appliances, including washer and dryer. We were surprised by the extra toiletries, coffee, eggs and milk and donuts… Thank you to our wonderful hosts!!! Hope we can visit again soon!!!
Superhost
A cozy bedroom is furnished with a double bed covered in a blue and white patterned quilt. A small desk and chair are positioned near a window, while a television is mounted on the wall. Light cream walls and a striped rug contribute to a calming environment.
Apartment in Oak Bluff
5 out of 5 average rating, 4 reviews

Lovely room with one double bed

KeyonRating, 5 stars10 months ago
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
Guest favorite
A full kitchen is visible, featuring modern appliances and ample counter space. An island with seating for four is positioned in the center, surrounded by high-backed chairs. Light-colored cabinets and dark countertops enhance the open layout, complemented by hardwood flooring.
Apartment in Oak Bluffs
5 out of 5 average rating, 19 reviews

Apartment in Oak Bluffs

VikramRating, 5 stars3 days ago
Great home! Would not hesitate to return for our next trip to Martha’s Vineyard!
Guest favorite
A coastal-themed painting is displayed near a bright blue door. The artwork features sandy shores and gentle waves, complemented by tall grasses, conveying a serene beach scene.
Apartment in Falmouth
4.95 out of 5 average rating, 172 reviews

Your Private Garden

VeronicaRating, 5 stars4 weeks ago
We had a lovely time at Mary Alice’s place. She was incredibly kind, helpful, and responsive before, during and after our stay. Even though we weren’t able to meet in person, she made sure we felt welcomed and had what we needed. She also offered flexible checkin/checkout which we didn’t end up needing, but it was nice to have as an option! The location is a quiet and cozy neighborhood that offered us privacy but was also walkable to the main street. Many thoughtful touches incorporated into the place - I can tell that she treats her home with so much love and care, and it shows! Would recommend!

Condo rentals with outdoor seating

A two-story home is set amid lush greenery, featuring a well-manicured lawn and a large tree offering shade. The exterior displays classic architectural elements, with white siding and black shutters. A sign marked '1846' is visible beside the pathway, inviting exploration.
Condo in Falmouth
4.86 out of 5 average rating, 22 reviews

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

MaryRating, 5 stars1 week ago
We had an absolutely wonderful stay at Mili’s cottage. The rooms and amenities were exactly as described. Mili responded to our questions quickly and provided a seamless check-in/out. The home was clean, inviting, beautifully decorated, and conveniently located right off of Main Street. It was truly picturesque and the perfect place for our first trip to the Cape!
Guest favorite
A two-story house is depicted, featuring a light-colored exterior with multiple porches and large windows. A spacious yard is visible, framed by greenery. The porches, supported by columns, provide outdoor seating, inviting relaxation. Power lines stretch across the clear blue sky above the structure.
Condo in Tisbury
4.98 out of 5 average rating, 50 reviews

Short Walk into Town - Nice Comfortable Reasonable

AshleyRating, 5 stars10 months ago
Walkable to all local shops. Unit was clean and the kitchen was fully stocked with all items needed to prepare and enjoy a meal.
Guest favorite
A spacious pool area is enclosed by a white fence, surrounded by lush greenery. Lounge chairs are positioned around the edge of the inviting water, with trees and houses framing the scene in the background. The sky transitions to soft hues during sunset.
Condo in Vineyard Haven
5 out of 5 average rating, 21 reviews

Relax....You're on Island Time......

JocelynRating, 5 stars10 months ago
Lovely home and well outfitted for our stay. Conveniently located on well maintained grounds.
Guest favorite
A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.
Condo in Tisbury
4.92 out of 5 average rating, 48 reviews

Private 3bdrm Condo Tashmoo Woods

MaryRating, 5 stars9 months ago
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!
Guest favorite
A private heated pool is surrounded by a concrete patio, with shade provided by a large umbrella. A dining table with several chairs is located nearby. Lush greenery and colorful flowers add a vibrant touch to the pool area, creating a relaxing outdoor space.
Condo in Mashpee
5 out of 5 average rating, 5 reviews

Capecation! 3-bedroom condo with heated pool

KarlRating, 5 stars10 months ago
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.
Guest favorite
A two-story house is set on a lush green lawn, framed by vibrant flowering bushes. Stone steps lead up to a white front door, flanked by large windows. A partial second-floor deck is visible above the entrance, with a clear blue sky overhead.
Condo in Tisbury
4.91 out of 5 average rating, 74 reviews

Sunny 2bedroom condo w pool, walk to town

LaurelRating, 5 stars1 week ago
Leah was the most accommodating host I’ve ever encountered. The beds were super comfortable and the house was pristine. Leah gave tons of recommendations for me and my 2 under 2. We had a great time despite the weather and I would highly recommend Leah’s place to anyone.
A relaxing outdoor pool area features lounge chairs arranged along the pool's edge. The surrounding building, showcasing spacious balconies, houses multiple units. Guests enjoy sunbathing and walking nearby, with clear skies overhead enhancing the scene.
Condo in Falmouth
5 out of 5 average rating, 3 reviews

Two bedroom condo .on the water Falmouth, ma

RobertRating, 5 stars34 months ago
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
A two-story condo features a light blue exterior, set among lush greenery. The entrance is framed by neatly trimmed shrubs and small trees. Sunlight filters through the leaves, highlighting the inviting facade and pathways leading to the entryways.
Condo in Mashpee
4.96 out of 5 average rating, 27 reviews

Beautiful condo with golf course views

AlisonRating, 5 stars21 months ago
Great stay at this lovely condo in Mashpee. Very spacious and airy and plenty of space for a family of four. It is in a lovely community which is very quiet. It is remote and you really do need a car even to get the restaurants on site. Karen was very helpful and very responsive. Would recommend.

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