House vacation rentals in Dukes County

Find and book unique houses on Airbnb

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Popular amenities for Dukes County house rentals

House rentals with a pool

A private pool is surrounded by lush greenery, with two lounge chairs positioned on a concrete patio. The pool's clear water glimmers under sunlight, inviting relaxation amidst a serene outdoor setting.
Home in Edgartown
4.88 out of 5 average rating, 32 reviews

4 Acre Retreat w/ Pool

IsabelleRating, 5 stars32 months ago
A magical spot indeed! We stayed for 4 perfect nights and we enjoyed ourselves immensely. The grounds are very pretty, with wild turkeys visiting for morning coffee. The kitchen is newly remodeled and stunning. The pool was a great find and there were plenty of nice towels and an outdoor shower. The host is lovely and the caretaker called to say hello as well so we felt very taken care of. A must visit! 10 stars!
Top guest favorite
Home in Falmouth
5 out of 5 average rating, 15 reviews

Brand new 4 BR, can walk to pool & close to beach!

BonnieRating, 5 stars9 months ago
Erin’s home is awesome! We rented it for our daughter’s and their families - 4 adults, 4 children shared the home for the week. The house was SPOTLESS at check in, and so well appointed, from kids toys, kitchen staples, beach chairs, beach towels, bicycles, a fabulous outdoor dining patio with large table/chairs/umbrella, quality bed linens, towels, etc. and rooms full of nice, comfortable furnishings. The neighborhood is fabulous, especially for families who want to enjoy the pool (which is awesome!)/playground/small beach area. It was quiet and relaxing and very walkable and there are also several larger Falmouth beaches you can drive to within a few minutes. Downtown is about a 5 minute drive to shops, restaurants and grocery stores. All in all, it’s a great house in a really great location!
A spacious backyard is featured, showcasing a heated pool and well-maintained lawn. A patio area with outdoor seating is visible, bordered by trees for privacy. The home in the background reveals a newly renovated exterior. Soft clouds drift overhead, adding a serene backdrop.
Home in Falmouth
5 out of 5 average rating, 4 reviews

Heated pool, walk to beach, town

MaeveRating, 5 stars7 months ago
Perfectly located between beach and town. Backyard well manicured and welcoming.
Guest favorite
A sunlit space features large glass windows providing views of the surrounding greenery. Two sofas, one with textured fabric and the other adorned with cushions and a throw, are arranged around a wooden coffee table. Natural light enhances the welcoming atmosphere.
Home in Edgartown
5 out of 5 average rating, 6 reviews

Sunny condo with pool, central to beach & town

JamesRating, 5 stars8 months ago
Exactly what we hoped for: Quiet, peaceful, friendly neighbors, and close to the restaurants in Edgartown. The pool was perfect for late afternoons/early evenings with the kids after long days at the beaches. Our hosts were very quick to respond to any messages or questions we sent. We loved our week here and look forward to coming back next year.
Guest favorite
A private yard features a heated in-ground pool surrounded by manicured green grass. Lounge chairs are positioned near the poolside, while flowering shrubs add color to the landscape. A basketball hoop stands nearby, providing a recreational option for guests.
Home in Edgartown
4.91 out of 5 average rating, 47 reviews

Beautiful Edgartown Colonial with heated pool.

JenniferRating, 5 stars7 months ago
This house is literally perfect! It was clean, spacious and well stocked. The house is in a quite neighborhood which made it even more relaxing. The pool exceeded all expectations and I hope to have the opportunity to go back next year!
Top guest favorite
Home in Oak Bluffs
4.94 out of 5 average rating, 194 reviews

Spectacular beach & pool combo; beautiful sunsets!

JillRating, 5 stars3 weeks ago
The house was beautiful, very comfortable and extremely well equipped. I would highly recommend this home. We had a wonderful stay there!
Superhost
A well-maintained, grassy area is framed by a white fence, providing an inviting view of a charming neighborhood. Several trees provide shade, and homes are visible in the background, showcasing a blend of spacious lawns and greenery.
Home in Falmouth
4.89 out of 5 average rating, 27 reviews

Sippewissett Forest Magic by the Sea

MoeRating, 5 stars8 months ago
We have been going to this area for decades and decided to rent vs other options this year. Place very comfortable, easy access (bad leg) with deck ramp key. Water pressure fab as family actually commented. Would look to do again! Excellent…
Guest favorite
A charming exterior view of a shingled house surrounded by lush greenery and colorful landscaping. A wooden ramp leads to the entrance, featuring a covered porch with a gabled roof. Clear blue skies and gentle sunlight enhance the outdoor scene.
Home in West Tisbury
5 out of 5 average rating, 8 reviews

West Tisbury Gem with Deck + Association Pool

SamanthaRating, 5 stars8 months ago
Rachel’s house was great, and had everything anyone would need… Beds were comfortable, water pressure in showers was perfect. Most importantly, Rachel was so lovely to deal with… She was very responsive and helpful. Highly recommend!!!

Weekly house rentals

Superhost
A charming beach house is framed by lush greenery and colorful flowering shrubs. Blue shutters accentuate the white exterior, while a stone wall borders the garden. A light blue adirondack chair is positioned invitingly in the front yard, adding a touch of coastal living.
Home in Falmouth
4.86 out of 5 average rating, 43 reviews

Great location! In the middle of it all!

TobinRating, 5 stars6 months ago
Excellent location, good instructions from Owner. Really easy walks to both downtown Falmouth and the beach.
Top guest favorite
The exterior of a newly constructed home is presented, featuring a sloped roof and two skylights. A welcoming porch extends across the front, lined with decorative lighting. Green shrubs and a gravel driveway lead up to the entrance, surrounded by trees that enhance the private setting.
Home in Edgartown
4.96 out of 5 average rating, 68 reviews

Newly constructed home with AC , new furniture.

BillRating, 5 stars6 months ago
Again, we had a wonderful stay. The home was clean and has everything you need. Would definitely book again.
Top guest favorite
The exterior of the charming cottage is surrounded by lush greenery and mature trees. A well-maintained path leads to the entrance, framed by a green hedge. The inviting façade features a sloping roof and bright windows, creating a serene rural atmosphere.
Home in Woods Hole
4.92 out of 5 average rating, 119 reviews

Juniper Point Cottage With Ocean View

ZoeRating, 5 stars5 months ago
This was the most beautiful place I’ve stayed using Airbnb! Picturesque view of the ocean from patio and balcony, walkable to the ferry, the town center, and a small beach! Devon was an excellent host. He was incredibly responsive to my messages, always getting back to me within the hour. He went above and beyond making my holiday trip extra comfortable and enjoyable. I highly recommend booking this stay!
Superhost
A spacious living area is highlighted by a large blue sectional sofa, complemented by several accent pillows. Large glass doors provide a view of the deck, while pendant lights hang from a vaulted wooden ceiling, enriching the open atmosphere.
Home in Tisbury
4.69 out of 5 average rating, 159 reviews

Carolyn's Vineyard Haven

ZackRating, 5 stars4 days ago
Highlights: Outdoor shower, fancy living room TV for movies, stocked kitchen, and more! :)
Superhost
The exterior of a two-story home is presented, featuring shingle siding and a welcoming porch. Large windows provide ample natural light, surrounded by lush greenery. A well-maintained garden adds a charming touch to the front yard, creating an inviting atmosphere.
Home in Oak Bluffs
4.84 out of 5 average rating, 51 reviews

3 beds, 3 baths 1.5 Miles to Downtown and Beaches!

WahidRating, 5 stars8 months ago
Lianna was absolutely wonderful and a pleasure to interact with; friendly, responsive and very helpful in providing tips and guidance; the home was cosy, well located, clean and well stocked / we really enjoyed our stay
Guest favorite
The exterior of a two-story house features natural shingle siding and a welcoming front porch. Lush hydrangeas line the walkway, providing a vibrant green and white contrast against the home. Multiple large windows invite natural light into the living spaces.
Home in Tisbury
4.86 out of 5 average rating, 69 reviews

Your home away from home

CristinaRating, 5 stars8 months ago
Patricia was very responsive before and during our stay. She was easy to communicate with and gave great suggestions for beaches to visit. The house is about a 10 minute drive from the closest beach. It’s near water but it’s more for fishing or boating. It’s less than 10 minutes from the center of town where there are great places to eat and shop around. The house is beautiful and spacious. Two bedrooms and a full bathroom on the main level and 2 bedrooms and a full bathroom the second level. Highly recommend.
Guest favorite
The open living space features comfortable leather seating, a coffee table, and decorative pillows. A ceiling fan provides airflow, while natural light enters through large windows. The kitchen and dining area are visible in the background, showcasing a well-equipped space with modern appliances.
Home in Falmouth
4.93 out of 5 average rating, 122 reviews

Cute Single Family Home in Nice Neighborhood

NicoleRating, 5 stars6 months ago
This little beach oasis is such a great value! We thoroughly enjoyed our stay here. As mentioned in the description, Patty & Bruce's spot is legitimately only a few minute walk from multiple beaches and is in such a cute little neighborhood! They have plenty of beach items should you not bring your own, which is great. The space itself is perfect for a quick little weekend getaway.
Top guest favorite
A rustic wooden dining table is set for a meal, featuring colorful chairs in various hues. Plates with floral designs are placed at each setting, complemented by vibrant napkins and small vases holding fresh greenery. Natural light filters in from nearby windows.
Home in Tisbury
5 out of 5 average rating, 56 reviews

Upgraded in-town Vineyard Haven

AnnaRating, 5 stars8 months ago
A great spot in Vineyard Haven, a short walk to the town center and easy access to all the Vineyard has to offer. Our pup especially loved the nearby dog-friendly Owen Park Beach. The house is well maintained on a quiet street and equipped with everything that you need for the beach. Larry was very responsive. We had a great trip!

Private house rentals

Top guest favorite
A charming entryway is framed by a white picket fence and an inviting porch. A stone pathway leads to the house, with a wooden bench positioned on one side. Small American flags are placed near the pathway, surrounded by lush greenery and colorful flowers.
Home in Tisbury
4.97 out of 5 average rating, 33 reviews

Classic MV House with Rare Private Beach Access

JuliaRating, 5 stars6 months ago
Absolutely loved Elisa’s house in Vineyard Haven. We went for my 30th birthday weekend with some friends and we legitimately could not have had a better time. The house is phenomenal and couldn’t be in a better location. The kitchen is modern, the rooms are spacious, the backyard is perfect for hanging out. The three season room was an awesome place to hang out. I have so so many nice things to say about this house and Elisa’s hospitality. I can’t wait to come back & could not recommend more!
Guest favorite
The exterior of a cape style home is presented, featuring a dark wood shingle facade and multiple gabled rooflines. A white front door is flanked by evergreen shrubs, while a stone path leads to the entrance. Lush green grass surrounds the property, complemented by a wooden fence.
Home in Edgartown
4.93 out of 5 average rating, 90 reviews

Walk to EDG Wharf - Beautiful Home with AC & Grill

JamieRating, 5 stars6 months ago
Our stay was a pleasant experience. Host messaged us a week before with instructions and a welcome email - so helpful! Communication was great. Clear check-in/check-out instructions given. Beds & bedding were very comfortable and cozy, towels were soft. Ample toilet paper and towels. Garage parking for 2 cars was helpful. Great place to stay with a family. Will rent again!
Guest favorite
The two-story house is framed by bare trees and a spacious lawn. A wraparound porch with white railings provides a welcoming entry. The adjacent garage features separate entrances, adding to the property's convenience and privacy.
Home in Edgartown
4.85 out of 5 average rating, 26 reviews

Classic Edgartown Stunner close to Town and Beach

MeganRating, 5 stars8 months ago
This house was amazing! Beautiful and very clean! Megan had timely responses to messages and was clear in her instructions regarding the check in process. The beds were comfortable. The outdoor shower was maybe our favorite part of the trip, all the ladies enjoyed being outside and also the coolness of the inside of the house. There was tons of room. The overall aesthetic of the house was a calm, beachy vibe and made you feel like you were right beside the water. I wish we had played horseshoes in the back yard! If we need a place to stay in the future for a group trip with the ladies I would try to book here if it was available!
Guest favorite
A wooden pier extends from the sandy beach towards a vintage single-story house surrounded by greenery. A sandy area features a yellow inflatable tube and a single lounging chair, emphasizing the beachside retreat's inviting atmosphere.
Home in Edgartown
4.82 out of 5 average rating, 67 reviews

Spacious, Old Vineyard charm with Private Beach

JulieRating, 5 stars7 months ago
Incredible! A perfect spot to gather and reflect with amazing friends. Liza was an excellent host and the property is very special!
Top guest favorite
An open living area features a light-colored sofa adorned with blue and white cushions. A flat-screen TV is mounted above a white brick fireplace. Large windows provide natural light, and a dining area with a table and chairs is visible in the background.
Home in Oak Bluffs
4.96 out of 5 average rating, 93 reviews

**Vineyard Vacation Retreat** -3 BR

DianeRating, 5 stars7 months ago
We loved staying at Whitney’s house! It was the first time an Airbnb exceeded our expectations! The home was stocked with everything we needed and more. The home is so pretty and cozy and tucked into the neighborhood which was very private. It was about a mile from the Town center so we could easily ride a bike or drive to the beach and there’s so much to do in town. The beds were comfortable and there were plenty of extra pillows and blankets and towels. I have absolutely no complaints. We would definitely stay here again. :)
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, 52 reviews

Walk to town - Beautiful, quiet Edgartown home

KyleRating, 5 stars8 months ago
Exceptional - believe the hype/countless 5-star reviews. Amy's home is an ideal home base on MV, especially for families. The location is great (easy walk to town), the backyard is gorgeous, the home itself is spotless and has every toy/amenity you could want. (We especially loved the proximity to the large, well-maintained playground and town library.) Amy is an excellent host and made herself available before and during our stay. We can't wait to come back.
Top guest favorite
An inviting living room features a light-colored sofa and a natural wood coffee table. Artwork and plants add warmth, while natural light fills the space through ample windows. A large television is mounted on the wall, providing entertainment options for guests.
Home in Edgartown
5 out of 5 average rating, 18 reviews

Valentine's Retreat Hot Tub Fire Pit Trails Beach

DaniellaRating, 5 stars1 week ago
Genainna’s place was great! It was very big so my group was comfortable with the beds available, there were many amenities and detailes like extra toothbrushes or other things that I thought were great! It is a beautiful home
Guest favorite
The exterior of a two-story house is showcased, featuring weathered wooden shingles and a sloped roof. A balcony extends from the upper level, providing outdoor space. A small deck and entrance door are visible on the lower level, surrounded by trees and greenery.
Home in Tisbury
4.94 out of 5 average rating, 70 reviews

Vineyard Haven Guest House - A/C, Walk to Town

SaraRating, 5 stars6 months ago
Great stay, perfect for 2 people, wonderful alternative to a hotel so that we could each have our own bedrooms and great value. Matched description. Took us a minute to spot the driveway as house is tucked back from road, but super cute. You’ll want a car to be able to fully explore island easily.

Destinations to explore