Find Vacation Homes in Dukes County, MA from $1,212

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Vacation Homes in Dukes County

Cozy getaway in a central location w/ a full kitchen & furnished deck
6.6 out of 10, (24)
"The home was nice, a little outdated, but great for a family. Unfortunately it does not have AC and when we arrived we found 2 fans were broken. We immediately contacted Vacasa who said they would send maintenance. While waiting for maintenance, we also noticed within the first hour that one of the dining chair backs was broken/not attached, one of the bed posts fell off as it was not attached, and the fan in one of the bathrooms was stuck on. We planned to notify maintenance when they came but...
United States
Dawn R.
Cozy getaway in a central location w/ a full kitchen & furnished deck
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
10.0 out of 10, Exceptional, (71)
"Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend."
United States
Eileen P.
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
9.0 out of 10, Wonderful, (34)
"The peaceful woodland setting is just beautiful! Enjoyed a quiet stay in this spacious one bedroom house. The porch wraps around entire house and gave our morning coffee and breakfast a very special vacation feel."
United States
Maryann B.
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Luxury Loft Historic Center Oak Bluffs
9.6 out of 10, Exceptional, (44)
"Overall this was a great house in a great location. "
United States
Lisa P.
Luxury Loft Historic Center Oak Bluffs
Best Kept Secret Retreat for Adults with Water & Golf Course Views!
10.0 out of 10, Exceptional, (38)
"The home was beautiful and very well appointed. Easily accommodated our group of 8 adults with room to spare. Minor complaint is that there could’ve been a few more towels available, but the washer and dryer took care of that."
United States
Justin L.
Best Kept Secret Retreat for Adults with Water & Golf Course Views!
New construction Edgartown home with AC, new furnishings, o/d shower, bike path.
10.0 out of 10, Exceptional, (148)
"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
9.4 out of 10, Exceptional, (62)
"Just finished up a 3 night stay here. Very bare bones with not a lot in the kitchen. Salt and pepper and that was about it. Only Two rolls of toilet paper and two rolls of paper towels. For the price the place should have provided a little more. It was clean and lots of dishwater and pots and pans."
United States
Michael L.
Charming Home with Deck, Screened Porch, Private Balcony, Near Beaches
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
6.4 out of 10, (31)
"It is an old home that has had no updates. It’s shabby- a little bit of a smell and outdated furniture. That being said, it has everything you need and is a good location on the island, especially if you are driving. It was a deal compared to everything else around and was somehow available during summer with less than 2 months before we booked."
United States
Myrtle A.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
10.0 out of 10, Exceptional, (7)
"This home is truly that, a welcoming escape nestled in the woods. It’s elevated beach-style furnishings feel hand-picked. We traveled with a 14 month old — the house had high-quality baby must haves, pack and play and high chair. We had the pleasure of a responsive host and caretaker. Close to trails, YMCA and the island’s top attractions … !highly recommend!"
United States
Kerry-Ann H.
$1,085 nightly
The price is $1,212
Nov 4 - Nov 5
Total with taxes and fees
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Spacious colonial home close to town with AC, porches, & W/D
9.4 out of 10, Exceptional, (6)
"We had such a great time at this home. Very private yet steps to town. This home is highly recommended. Thanks!"
United States
William C.
Spacious colonial home close to town with AC, porches, & W/D
The Costal Corner - Martha's Vineyard
2.0 star property
10.0 out of 10, Exceptional, (4)
"Excellent property, clean, well appointed and supplied great support by owner. All the considerate details to make a stay easy and enjoyable were thought of and provided by this property owner. The manager was helpful and cheerful. We are greatful to have stayed."
United States
David B.
The Costal Corner - Martha's Vineyard
Spacious home for entertaining, centrally located to beach, ferry, and airport.
10.0 out of 10, Exceptional, (4)
"This was our (8 adults and 7 children aged 9 months-9 years) second visit to this property and it was perfect. Spacious enough that the entire family could cook and eat together; sufficient number of bedrooms that everyone was comfortable and several areas for general play. The pool is the most popular part of our vacation for our grandkids and this year I arranged to have it warmer as I worried that the temperature outside might be a bit chilly - perfect! We ate many dinners outside on the...
United States
Mary T.
Spacious home for entertaining, centrally located to beach, ferry, and airport.
CHARMING HISTORIC ISLAND HOME--WEEKLY RENTAL-- 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
Sanctuary House: An ocean-view farmhouse retreat
10.0 out of 10, Exceptional, (34)
"Our very favorite place on the Vineyard!! "
United States
Jean C.
Sanctuary House: An ocean-view farmhouse retreat
Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at this house. We really enjoyed the location and beach pass to Lambert’s Cove. The host was response and friendly. The house was very cute and had plenty of space for all of us. "
United States
Maureen K.
Spacious 5-bedroom secluded house in West Tisbury - Lambert Cove's Beach Pass
Cozy cottage 3/4 mile from Oak Bluffs harbor
9.8 out of 10, Exceptional, (52)
"Good location, quite street, exactly what we were looking for."
United States
Gage S.
Cozy cottage 3/4 mile from Oak Bluffs harbor
Family friendly, walking distance to town, harbor, shops, restaurants, beaches
9.2 out of 10, Wonderful, (18)
"We had a terrific time in Oak Bluffs. Very easy walk to Circuit Ave. Would definitely stay again."
United States
Richard D.
Family friendly, walking distance to town, harbor, shops, restaurants, beaches
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
10.0 out of 10, Exceptional, (26)
"I enjoyed my stay! The deck and views are gorgeous, and the home is very comfortable with everything you may need—great location with my favorite lobster sandwich close by. I hope to be back next year!"
United States
Nancy D.
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.
Charming home with walkable beach, large yard, deck, fire pit, and A/C
Charming home with walkable beach, large yard, deck, fire pit, and A/C
Oak Bluff's Victorian Walk to Town & Beaches
10.0 out of 10, Exceptional, (7)
"One of the most relaxing and comfortable places we have ever stayed in on the island. Lots of privacy for everyone and felt comfortable the whole time. Would recommend for large groups! The hosts were great and communicated everything to us in a timely manner. "
United States
Tarryn P.
Oak Bluff's Victorian Walk to Town & Beaches
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

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 $1,212 and $1,212 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 427 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
439
Accommodation
427 Vacation Homes
Lowest Price
$1,212
Highest Price
$1,212

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