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Find Vacation Homes in Dukes County, MA from $1,176

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Top Cities in Dukes County

Vacation Homes in Dukes County

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

West Tisbury
9.0 out of 10, Wonderful, (35)
"Great spot for a get away. Private with easy access to activities."
United States
Philip E.
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Spacious colonial home close to town with AC, porches, & W/D

Oak Bluffs
9.4 out of 10, Exceptional, (6)
"Love how close this property was to the beaches, restaurants and shops! Would definitely return."
United States
Lisa M.
Spacious colonial home close to town with AC, porches, & W/D

New construction Edgartown home with AC, new furnishings, o/d shower, bike path.

Edgartown
10.0 out of 10, Exceptional, (151)
"Lovely home, well stocked"
United States
Natalie C.
New construction Edgartown home with AC, new furnishings, o/d shower, bike path.

Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

Katama
9.4 out of 10, Exceptional, (62)
"Good get away with access to all we needed."
United States
Eileen C.
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches

MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
$1,053 nightly
The price is $1,176
Dec 8 - Dec 9
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

The quintessential MV home. Now booking for 2026!

Oak Bluffs
9.8 out of 10, Exceptional, (55)
"Just a quick 4 minute drive to downtown. Listing was accurate and place was clean!"
United States
Jennifer D.
The quintessential MV home. Now booking for 2026!

Sleeps 12, amazing view, tennis court, basketball court, beaches

Edgartown
9.6 out of 10, Exceptional, (40)
"Great family friendly home with lots of living space and activities such as tennis, pickle ball, ping pong, and games all on the property. My family of 10, inclusive of 4 grandchildren had an awesome time."
United States
Bob B.
Sleeps 12, amazing view, tennis court, basketball court, beaches

Cozy getaway in a central location w/ a full kitchen & furnished deck

Oak Bluffs
6.6 out of 10, (26)
"The furniture and amenities provided were good"
United States
Joseph T.
Cozy getaway in a central location w/ a full kitchen & furnished deck

Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly

Tisbury
10.0 out of 10, Exceptional, (67)
"The house was well stocked and had everything you could need. "
United States
ROBYN M.
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly

CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS

Oak Bluffs
9.6 out of 10, Exceptional, (31)
"We had such a wonderful stay. Thank you."
United States
Rose J.
CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- OAK BLUFFS

Updated house close to town and beach with patio, AC, and games

2.0 star property
Oak Bluffs
9.8 out of 10, Exceptional, (7)
"Great location, walking distance to beach, restaurants and shops!"
United States
William K.
Updated house close to town and beach with patio, AC, and games

Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer

Oak Bluffs
9.6 out of 10, Exceptional, (13)
"Very nicely kept home."
United States
Prasanna G.
Wonderful three-story home with lovely decks, firepit, fast WiFi & washer/dryer

The Vienyard Haven Hideaway Apt

Tisbury
10.0 out of 10, Exceptional, (13)
"Very nice apartment, and great communication from the host! We enjoyed our stay and would definately do it again!"
United States
Terry P.
The Vienyard Haven Hideaway Apt

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

Oak Bluffs
6.4 out of 10, (31)
"indoor and outdoor comfortable space"
United States
Delores C.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs

The Costal Corner - Martha's Vineyard

2.0 star property
Katama
10.0 out of 10, Exceptional, (4)
"This property was great for our golf trip. The 3 bedrooms were exceptional "
United States
stephen t.
The Costal Corner - Martha's Vineyard

Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Edgartown
10.0 out of 10, Exceptional, (3)
"Beautiful house in Edgartown, was a perfect stay!"
United States
Alec G.
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Oak Bluff's Victorian Walk to Town & Beaches

Oak Bluffs
10.0 out of 10, Exceptional, (7)
"Ted and Joelle have a lovely home. The pictures didn’t do the home justice. The rooms were spacious and comfortable, the porches and yard well maintained and we had everything we needed to cook meals and dine together There was plenty of space for our 9 person group They were responsive to any requests as well It was a fantastic vacation and we hope to return again"
United States
Nina N.
Oak Bluff's Victorian Walk to Town & Beaches

Katama Luxury - 5+ BR home w/ Heated Pool near the Field Club

Katama
10.0 out of 10, Exceptional, (38)
"Two weeks at this property wasn’t long enough! It was a perfect home base for our family celebration! "
United States
Kari M.
Katama Luxury - 5+ BR home w/ Heated Pool near the Field Club

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Oak Bluffs
10.0 out of 10, Exceptional, (71)
"Everything was really clean and as advertised. "
United States
Catherine W.
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Soulas Martha's Vineyard Victorian Beach House, Walk to Inkwell Beach & Town

Oak Bluffs
10.0 out of 10, Exceptional, (6)
"I would rent again."
United States
Joan T.
Soulas Martha's Vineyard Victorian Beach House, Walk to Inkwell Beach & Town
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.
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Top Dukes County Hotel Reviews

Price trends for hotels in Dukes County

Less expensive
More expensive
This month
Next month
December
July
$508
$515
Month
Price
January
$515
February
$550
March
$662
April
$534
May
$613
June
$647
July
$778
August
$610
September
$607
October
$528
November
$597
December
$508
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Dukes County. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Dukes County

Booking Tips to Find the Best Dukes County Vacation Homes


How much does it cost to rent a vacation home in Dukes County?

You can find incredible Dukes County vacation homes for all types of budgets: between $1,176 and $1,176 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Dukes County?

If you are looking for a great deal on your vacation home in Dukes County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Dukes County?

There are 424 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Dukes County?

Begin by entering your trip dates to see what type of Dukes County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Dukes County?

Booking Dukes County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Dukes County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Dukes County along with your vacation property, into a Dukes County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Dukes County Vacation Homes information

Number of reviews
455
Accommodation
424 Vacation Homes
Lowest Price
$1,176
Highest Price
$1,176

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