Dukes County Vacation Rentals, Massachusetts: house rentals & more

Select from 916 houses, 36 condos, and other vacation rentals to find the perfect place for your stay in Dukes County. Whether you're traveling with a group or just with your pet, vacation homes have the amenities you need and want for your stay, such as WiFi and cable TV. No matter what you're looking for, you'll find a rental to meet everyone's needs, including accessible or non-smoking choices.

Popular cities in Dukes County

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Find the best place to stay - Dukes County

Welcoming island cottage with patio & enclosed yard - close to town & beaches

Sleeps 4 · 2 bedrooms · 1 bathroom

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

Sleeps 4 · 1 bedroom · 1 bathroom

Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.

Sleeps 3 · 2 bedrooms · 1 bathroom

Top rated rentals - Dukes County

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Find the perfect vacation rental for your Dukes County getaway

Experience the unique character of Dukes County with a stay in a vacation home rental. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Dukes County

Do you want to discover things to do in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Dukes County a one-of-a-kind vacation spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

Farm Neck Golf Club (4.4 mi / 7.1 km)
Cape Cod Winery (13.4 mi / 21.6 km)
Shining Sea Bikeway (14.3 mi / 23.1 km)
Cape Cod Country Club (16.2 mi / 26 km)
Cape Codder Water Park (22.3 mi / 35.8 km)
Water Wizz (26.5 mi / 42.6 km)

Exploring the natural features in Dukes County

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Dukes County is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

Lighthouse Beach (0.7 mi / 1.1 km)
Edgartown Beach (2.6 mi / 4.1 km)
South Beach (2.8 mi / 4.6 km)
Katama Beach (4.4 mi / 7.1 km)
Inkwell Beach (4.9 mi / 7.8 km)
Ocean Park (5.1 mi / 8.1 km)

Transportation options to and around Dukes County

The nearest airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 5.1 mi (8.2 km) from the city center.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Dukes County?

Houses are the most popular type of vacation rental in Dukes County, according to our data. Even if you have something a little different in mind, Vrbo has properties in a variety of sizes and shapes. Browse our many options to find your perfect pad.

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

Season, length of stay and property type are some of the things that can determine the price of a vacation home. Simply click on your travel dates to find your dream escape. From cozy chalets to sprawling villas, all Vrbo vacation rentals provide incredible value.

How much does it cost to rent a beach house in Dukes County?

When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Click on your Dukes County travel dates to see your options on Vrbo. Did someone just say “private pool”? Use our filters to choose the features and amenities you want in your rental.

What are popular rental amenities in Dukes County?

The most popular rental amenities people prefer in Dukes County are off-street parking options, a microwave oven and a fridge. Whether you’re on a trip with buddies, family or even pets, Vrbo vacation homes provide the best amenities for hanging out with the people who matter most.

Are there large group vacation rentals in Dukes County?

There are 202 vacation homes in Dukes County that can accommodate a group of 10 or more guests. Whether you’re planning a vacation with extended family or a special event, there’s ample space to get your group together under one roof.

What are the top attractions for families in Dukes County?

There are plenty of cool things to see and do with the family in Dukes County, such as:

Oak Bluffs Harbor
Inkwell Beach
Oak Bluffs Town Beach

Can I find two-bedroom vacation rentals in Dukes County?

Gather your nearest and dearest and enjoy peace, privacy and comfort in one of the 136 two-bedroom vacation rentals Dukes County has to offer.

Are there vacation rentals with WiFi in Dukes County?

Dukes County has 336 vacation rentals with WiFi, so you can stay connected during your trip. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to sending emails, these Vrbo homes make it a cinch to go online.

How old do you have to be to rent a vacation rental in Dukes County?

The minimum required age is typically 16, 18 or 21. It can differ from property to property on Vrbo, so check the rules of your chosen Dukes County vacation home before you book.

How long can I rent a vacation rental in Dukes County for?

The amount of time you can stay in a Dukes County vacation rental for varies depending on the property. Just enter your dates of travel to see available options that offer extended stays. They have the things you need to make your extended vacation more comfortable and enjoyable, like kitchens and laundries. Some properties may also offer discounted weekly or monthly prices, so you can have a longer stay for less.