A coastal cliff with a sandy beach and the ocean.

Dukes County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Cities in Dukes County

A white lighthouse on a sandy path with sparse vegetation and a clear sky.
Holiday RentalsHoliday Rentals

Edgartown

Edgartown
A historic two-story house with a balcony and a porch, surrounded by a well-maintained garden.
Holiday RentalsHoliday Rentals

Oak Bluffs

Oak Bluffs

Our top choices for Dukes County holiday rentals

Room

1. Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard

Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
Oak Bluffs
The price is NZ$489
includes taxes & fees
21 Nov - 22 Nov
Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

2. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.6 out of 10, Good, (14 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is NZ$684
includes taxes & fees
15 Nov - 16 Nov
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A modern kitchen with a large island, a dining area with a table and chairs, and a view of a green garden through large windows.

3. Vineyard Luxury "Yurt"

Vineyard Luxury "Yurt"
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"The yurt was clean and nice and served all of our needs."
United States
David C.
The price is NZ$1,039
includes taxes & fees
13 Nov - 14 Nov
Vineyard Luxury "Yurt"
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

4. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"This place was just what we needed! Would definitely stay again. Cozy and feels very homey! Thanks!"
United States
Chris S.
The price is NZ$1,241
includes taxes & fees
20 Nov - 21 Nov
Oak Bluffs 4BR • 5 Min Drive to Downtown
A view through a window with a wooden frame, overlooking a garden with various plants and a body of water in the background.

5. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

6. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (99 reviews)
"Great location. Clear instructions"
United States
Sherise M.
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
A circular stone patio with Adirondack chairs and a small table in a forested area.

7. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
United States
Eli R.
The price is NZ$1,107
includes taxes & fees
15 Nov - 16 Nov
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A modern kitchen with white cabinetry, a dining area with a wooden table and white chairs, and a large window providing natural light.

8. New 4 BR house near center and beaches with bikes

New 4 BR house near center and beaches with bikes
Katama
9.8 out of 10, Exceptional, (13 reviews)
"Excellent house close to everything. Great neighborhood. We enjoyed our stay in this very comfortable house. We certainly would rent again."
United States
Jim A.
The price is NZ$2,893
includes taxes & fees
15 Nov - 16 Nov
New 4 BR house near center and beaches with bikes
A spacious living area with wooden beams, a dining table, and a sofa.

9. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (31 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is NZ$1,805
includes taxes & fees
15 Nov - 16 Nov
The Seashell Cove - Martha's Vineyard
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

10. Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (3 reviews)
"Brenda and Derek were amazing hosts. They have a beautifully landscaped property with all the amenities needed for a relaxing family vacation. They are super responsive and take a lot of pride in giving their guests a top-notch experience. We will definitely consider staying at their properties again."
United States
Lamar A.
Beautiful Estate with salt water pool & pond with kayaks
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

11. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Oak Bluffs
7.4 out of 10, Good, (3 reviews)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
United States
Kate K.
The price is NZ$1,605
includes taxes & fees
14 Nov - 15 Nov
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

12. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (99 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

13. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is NZ$1,517
includes taxes & fees
24 Nov - 25 Nov
Walk to Beach! Oak Bluffs Home & Studio
A golf course with a clubhouse, a lake, and surrounding trees.

14. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (372 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is NZ$301
includes taxes & fees
17 Nov - 18 Nov
The Club at New Seabury
A pool area with lounge chairs and flags.

15. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (274 reviews)
"Everything was great. Very clean room"
United States
Manizheh
The price is NZ$186
includes taxes & fees
15 Nov - 16 Nov
The Cove at Yarmouth by Westgate Resorts
A boat docked at a concrete pier with a sandy shore in the background.

16. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is NZ$750
includes taxes & fees
16 Nov - 17 Nov
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A wooden interior with a dining area set for a meal, featuring a table with plates, glasses, and cutlery.

17. Charming Family-friendly Getaway in Sandwich!

Charming Family-friendly Getaway in Sandwich!
3.0 star property
Sandwich
The price is NZ$695
includes taxes & fees
15 Nov - 16 Nov
Charming Family-friendly Getaway in Sandwich!
A residential area with a house featuring a front porch, a wooden fence, and a well-maintained hedge.

18. Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!
Nantucket Town
9.8 out of 10, Exceptional, (33 reviews)
"It’s was perfect for our family. Very close to everything."
United States
Patrick&amp;Suzi S.
The price is NZ$432
includes taxes & fees
15 Nov - 16 Nov
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!
A hotel entrance with teal doors and a sign reading "ISLAND HOUSE NEWPORT".

19. Island House Newport

Island House Newport
4.0 star property
Bellevue Avenue Historic District
9.8 out of 10, Exceptional, (70 reviews)
"Clean, nice, and great location near wharf, mansions, cliff walk, restaurants - all walkable."
United States
JoAnn
The price is NZ$468
includes taxes & fees
13 Dec - 14 Dec
Island House Newport
A house with a dark blue door, number 47, a small porch with a wooden floor, and a potted plant.

20. Nice Private Space Short Walk To The Beach

Nice Private Space Short Walk To The Beach
Portsmouth
9.6 out of 10, Exceptional, (190 reviews)
"Perfect stay and location"
United States
Christine A.
The price is NZ$286
includes taxes & fees
18 Nov - 19 Nov
Nice Private Space Short Walk To The Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dukes County Hotel Reviews

Summercamp

Summercamp

10/10 Excellent
"We stayed on Martha’s Vineyard on October 21st, at the end of the season. It was very quiet and peaceful, which we enjoyed. The room was clean, and we had a lovely view of the bay. The location was great too, with many places within walking distance. Since it was late in the season, quite a few restaurants and businesses were already closed, so options were limited. The only downside was that the shower took a long time to get warm. Overall, we had a nice, relaxing stay and enjoyed the beautiful views and peaceful atmosphere."
Hugh 1-night trip
Posted 6 hours ago
Summercamp

Find out more about Dukes County

Everything you need to know about Dukes County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Dukes County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dukes County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Dukes County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Dukes County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Dukes County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Dukes County holiday rentals we have selected for you start as low as NZ$1,107 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Dukes County rentals

At Expedia, we put the best Dukes County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Dukes County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dukes County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dukes County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.