Dukes County Vacation Rentals, Massachusetts: house rentals & more

Select from 915 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.

Vacation rentals with weekly discounts - Dukes County

Showing deals for:Aug 1 - Aug 8

Exceptional

(57 reviews)

JUN-SEP AVAIL: CLEAN 3B 2B, 3MI to BEACH,AC, NEW LARGE DECK,quiet cul-de-sac,3TV

Mashpee, MA

10% off

Exceptional

(20 reviews)

Heart of VH, walk to ferry, shops & restaurants. Pool, AC & beach gear provided!

Vineyard Haven, MA

5% off

Find spaces that suit your style

House

Condo/Apartment

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

Patio - Nice, quiet, outside space for entertaining, relaxing in the sun

Sleeps 10+ New reno in 2022 - beautiful patio - 8 Min walk to downtown Edgartown

Sleeps 10 · 5 bedrooms · 2+ bathrooms

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

Sleeps 4 · 1 bedroom · 1 bathroom

Top rated rentals - Dukes County

Great, relaxing week

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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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:

Cape Cod Winery (13.4 mi / 21.6 km)
Shining Sea Bikeway (14.3 mi / 23.1 km)
Cape Codder Water Park (22.3 mi / 35.8 km)
Haunted House (24.4 mi / 39.3 km)
Water Wizz (26.5 mi / 42.6 km)
Coastal Vineyards (27.1 mi / 43.5 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?

Based on our research, cottages are the most popular property type in Dukes County. But naturally, everyone’s idea of an awesome trip can differ. Vrbo has vacation rentals in a variety of sizes and shapes, so you’re sure to discover your ideal fit.

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

The average price for a vacation rental in Dukes County depends on a number of factors, including length of stay, season and property type. Whether you’d like a villa with space for extended family or an apartment ideal for just you and the kids, just add your travel dates to view stays with amazing value.

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

Prices for beach houses in Dukes County will vary depending on the type and size of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to view your rental options and prices. From there you can use our filter tool to tailor your search by ratings, amenities and more.

Are there pet-friendly vacation rentals in Dukes County?

With 149 properties that welcome four-legged guests, your furry best friend can join in on your Dukes County vacation. Use the filter tool to search our pet-friendly vacation rentals and find the pawfect pad on Vrbo.

Are there large group vacation rentals in Dukes County?

You’ll find 224 vacation homes in Dukes County that can host a group of 10 or more people. Whether you’re planning a trip with extended family or a special event like a birthday party, there’s plenty of space to get your loved ones together under the same roof.

Are there one-bedroom vacation rentals in Dukes County?

Dukes County has 81 one-bedroom rentals available. Usually located in prime areas due to their smaller size, a one-bedroom vacation rental is perfect if you’re getting away with a buddy or your partner. And with home comforts like WiFi and more privacy, you’ll be able to chill out while sightseeing around this fantastic destination.

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

Take off with your loved ones and enjoy peace, privacy and comfort in one of the 148 two-bedroom vacation rentals Dukes County has to offer.

Are there vacation rentals with WiFi in Dukes County?

Whether you want to stay in touch with the news, look over emails or surf social media, there are 376 vacation homes with WiFi in Dukes County. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.

How can I find vacation rentals with air conditioning in Dukes County?

Select your travel dates and then make use of the filters to view vacation rentals with air conditioning in Dukes County on Vrbo. With 838 air-conditioned properties available here, you can look forward to a cool and comfortable stay.

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

The minimum age permitted can differ between properties on Vrbo, so look at the rules of the vacation home in Dukes County you’re considering. But typically, it’s 16, 18 or 21.

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

The amount of time you can book a Dukes County vacation rental for is up to the property. Simply tap in your travel dates to find available options that offer extended stays. They have all you need to make your extended vacation more enjoyable and comfortable, like kitchens and yards. Some properties may also offer discounted weekly or monthly prices, so you can hang around longer for less.

Does Vrbo offer discounts for vacation homes in Dukes County?

Short stay or extended vacation, Vrbo has some fantastic deals and discounts in Dukes County that’ll match your style and your budget. Browse our weekly and monthly discounts on vacation rentals, or see what’s recently been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the perfect place to stay — at an affordable rate.