Discover a selection of 1,500 vacation rentals in Dukes County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $159 per night, and houses and condos are popular options for a stay in Dukes County. Either way, you'll find a rental for everyone's needs.
AsyncDestinationUrgency
Top rated rentals — Dukes County
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncDestinationInfographic
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy
AsyncExploreBookEnjoy

What are the top vacation rentals in Dukes County?

Whether you're organizing an adventurous break with friends or a romantic rendezvous with your loved one, one of these top vacation rentals in Dukes County is sure to attract you:

  • "New Home With Central A/c, New Furniture": If you're searching for a comfy space in Edgartown, this escape won't disappoint. It comes with 3 bedrooms and amenities like a porch and a barbecue grill.
  • "Comfortable Cottage In Neufmoulin With Meadow View": Put your luggage down and your weary feet up at this top pick in East Chop. It comes with 3 bedrooms, WiFi, a toaster and more.

For even more great options, use the search bar at the top of the page to find the perfect Dukes County vacation rental for you.

What are the best tiny house vacation rentals in Dukes County?

For a unique kind of experience, book one of Vrbo's tiny house rentals in Dukes County. We'll warn you though — after you've experienced life in a tiny house, the temptation to move into one of these pint-sized digs will be tough to resist!

  • Expect a simpler way of life at "Marion Village's Very Best Cottage - Tiny Home Living Close To The Town Beach". Amenities at this tiny house in Marion Center include a living room, golf and more.
  • Alternatively, settle in at "Stay In A Tiny House 0. 4mi To Beach Village Restaurants Pet Friendly 2 Bikes". Located in Dennis Port, this tiny gem comes with a nearby marina and a fridge.

Can I find log cabins to rent in Dukes County?

Yes, you sure can! From rustic hideaways to luxurious escapes and everything in between, you'll find a range of log cabins to rent in or near Dukes County. If the outdoors is calling, here's where you can go:

  • "Spacious Wellfleet Tree Top Log Cabin Great For Families And Reunions": This is a perfect base to enjoy some of the neat outdoor activities this region has on offer, including hiking and biking and basketball.
  • "Rustic Cozy Log Cabin": Stay in and enjoy the quiet atmosphere or have a go at some of the thrilling activities nearby, including mountain biking and fishing. The choice is yours around here.

What are the top-rated vacation rentals for weekend getaways in Dukes County?

While one or two-week vacations to new places are amazing, there's something undeniably lovely about embarking on a weekend getaway. These properties in Dukes County are perfect for just that:

  • "Cabin - Here’s Your Perfect Family Vacation" - This property in Aquinnah offers amenities that'll make your visit a comfortable one, such as a washing machine and a beach view. Its wonderful location also makes it a good base to get out and do some sightseeing.
  • "5bedroom In Heart Of West Tisbury With Private Beach Access" - This is another great place where you can kick back for a couple of days. Take advantage of a fridge, an oven and more during your stay at this Aquinnah property.

Can I find studio apartments for rent in Dukes County?

Studio apartments may be smaller in size, but it's difficult to beat their great locations and modest price tags. Whether you're traveling alone or with some friends, consider one of these top studio apartments in Dukes County:

  • "Private Cottage Nestled In Center Of Island" in Vineyard Haven crams lots of handy features into its single space, such as a barbecue grill and free toiletries.
  • With lots of character and promising more privacy than a big hotel, "Bright Clean Apartment With Free Use Of Car W" is another option with appeal. It's located in Vineyard Haven and features off-street parking options and towels.

Can I find short term rentals in Dukes County?

Dukes County has short-term rentals to suit all tastes and budgets. Spend your break in a simple cabin, a luxurious lodge or whatever else floats your boat. Below are two popular options to start you off:

  • Located near the heart of Aquinnah, "Cabin - Here’s Your Perfect Family Vacation" is perfect for a short-term stay. Use it as a base to get out and explore all the top sights in the area.
  • Otherwise, bunk down for day or two at "5bedroom In Heart Of West Tisbury With Private Beach Access" and explore the highlights of West Tisbury. This property also caters to short-term guests and is a top pick if you like being close to the action.

What are the best romantic weekend getaways in Dukes County?

A romantic weekend getaway in Dukes County is a surefire way to feed the flame of passion. Scatter some rose petals, take your boo by the hand and get set to send sparks flying at one of these vacation rentals:

  • Bond as a couple at "New Home With Central A/c, New Furniture". This Edgartown escape is tailor-made for romance, with amenities like a fireplace and air conditioning to help set the mood.
  • Alternatively, treat you and your love to an amorous weekend escape at "Comfortable Cottage In Neufmoulin With Meadow View". Located in East Chop, it offers beauty services, a nearby bay and other bonuses.

Are there mansions for rent in Dukes County?

With space, character and serious wow factor, mansions offer a taste of something special. If you think your crew deserves a taste of the high life, you'll want to check out these mansions for rent in Dukes County:

  • If your must-have list includes premium amenities as well as ample space, we think you'll love "East Wing Of Captain's Mansion" in Edgartown. It offers guests a fireplace, a beach view and a good deal more.
  • Alternatively, step your vacation up a notch by organizing a stay at "West Wing Of Captain's Mansion" in Edgartown. A fireplace and golf are among the many highlights of this palatial pad.

What are the best large group vacation rentals in Dukes County?

When it comes to who you vacation with, the more the merrier. If you're after somewhere with ample space to fit your entire crew, one of these large group vacation rentals in Dukes County could be your perfect pad:

  • "Spacious Country Home Centrally Located On The Island Of Martha's Vineyard": Featuring 6 bedrooms, this vacation rental in Vineyard Haven has enough room for you and the whole gang. Amenities like a kitchen and a garden will keep everyone in your group happy.
  • "Perfect Luxury Vineyard Retreat": Located in Vineyard Haven, this spacious stay has 6 bedrooms and is another top pick for a get-together with loved ones. There's a whole lot to keep guests both comfortable and entertained, including a garden and a water view.

What are the best houses for rent with a pool in Dukes County?

Get ready to take your pick and hop right in. Here are a couple of top-rated house rentals in Dukes County where life is cooler by the pool:

  • Say hello to "Chilmark House In Quansoo With Pool", where the first item on your to-do list should be a dip in the pool. This retreat is located in Chilmark and comes with a host of family-friendly amenities, including a separate dining area and a porch.
  • "Cool, Mid Century House - - Lots Of Light" in Chilmark is another guest favorite. There's a lot to love about this place besides its pool, such as a separate dining area and a barbecue grill.

Explore destinations around Dukes County

Oak Bluffs
1,461 vacation rentals
Edgartown
1,090 vacation rentals
Chilmark
424 vacation rentals
Aquinnah
269 vacation rentals
Vineyard Haven
670 vacation rentals