Dukes County Vacation Rentals

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Top cities in Dukes County

colorful gingerbread houses, cottages in Oak Bluffs center, Martha's Vineyard island in Massachusetts USA on a sunny summer day
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Oak Bluffs

Oak Bluffs
Docks at Edgartown Harbor, Martha's Vineyard
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Edgartown

Edgartown
Edgartown Harbor Lighthouse
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Vineyard Haven

Vineyard Haven

Dukes County Vacation Rentals

Chappy Summer Cabin!

Chappy Summer Cabin!

Edgartown MA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Bright condo w Pool, walking distance to town!

Bright condo w Pool, walking distance to town!

Tisbury MA
At this condo, guests have access to an outdoor pool, laundry facilities, and a garden.
Pool
Kitchen
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus

Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus

Vineyard Haven MA
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
12 mins from Beach - Immaculate Intimate Retreat!

12 mins from Beach - Immaculate Intimate Retreat!

Tisbury MA
At this apartment, guests have access to a garden.
Kitchen
Air conditioning
Guest House In Edgartown

Guest House In Edgartown

Edgartown MA
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach

Contemporary cottage with outdoor shower infrared sauna 6 Min drive to the beach

Edgartown MA
Guests of this cottage enjoy features like a gym, a sauna, and laundry facilities. Additional amenities include a garden and barbecue grills.
Kitchen
Washer
The Vienyard Haven Hideaway Apt

The Vienyard Haven Hideaway Apt

Tisbury MA
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Newly built house, Central A/C, Walk to ferry, beach, and town

Newly built house, Central A/C, Walk to ferry, beach, and town

Tisbury MA
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has barbecue grills.
Kitchen
Washer
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Oak Bluffs MA
$446 nightly
The price is $498 total per night
$498 total
Mar 10 - Mar 11
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Free WiFi
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!

Newly Renovated Apartment in the heart of Edgartown on the Bike Path!

Edgartown MA
This apartment is a smoke-free apartment building.
Kitchen
Air conditioning
Clean, bright apartment with AC and private yard!

Clean, bright apartment with AC and private yard!

Edgartown MA
Guests staying at this apartment have access to a garden and barbecue grills.
Kitchen
Air conditioning
Sleeps 12, amazing view, tennis court, basketball court, beaches

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

Edgartown MA
At this vacation home, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly vacation home also has barbecue grills.
Kitchen
Washer
Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.

Unwind in Guest House overlooking Menemsha Pond. Dogs ok+ Lv-2 EV charger.

Chilmark MA
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Cozy New TimberFrame Vineyard Haven!

Cozy New TimberFrame Vineyard Haven!

Tisbury MA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Central 2nd-floor apartment with propane stove, grill, W/D, & great location

Central 2nd-floor apartment with propane stove, grill, W/D, & great location

Vineyard Haven MA
At this apartment, guests have access to features like laundry facilities. This smoke-free apartment building also has barbecue grills.
Kitchen
Washer
Cozy getaway in a central location w/ a full kitchen & furnished deck

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

Oak Bluffs MA
Guests staying at this vacation home enjoy free WiFi in public areas, laundry facilities, and a garden.
Kitchen
Free WiFi
Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Charming, cozy spacious home within 1 mile walking distance to Oak Bluffs

Oak Bluffs MA
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
3-bedroom townhome in charming Edgartown with WiFi, AC. Start your vacation now

3-bedroom townhome in charming Edgartown with WiFi, AC. Start your vacation now

Edgartown MA
At this vacation home, guests have access to a gym, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Kitchen
Washer
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See all available properties in Dukes County
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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.

Hotel Options in Dukes County

    Summercamp

    Summercamp

    70 Lake Avenue Oak Bluffs MA
    9.2/10 Wonderful! (1,000 reviews)
    Vineyard Harbor Motel - Private Beach

    Vineyard Harbor Motel - Private Beach

    60 Beach Road Vineyard Haven MA
    $134 nightly
    The price is $150 total per night from Mar 16 to Mar 17
    $150 total
    Mar 16 - Mar 17
    Total with taxes and fees
    9/10 Wonderful! (621 reviews)
    Faraway Martha's Vineyard

    Faraway Martha's Vineyard

    23 Kelly Street Edgartown MA

Orbitz makes it easy to find vacation rentals in Dukes County 

🏠 What is the best price for a Dukes County vacation rental?


Dukes County rentals range between $150 and $498 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Dukes County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Dukes County getaway. Orbitz filters your search results so you can find the best Dukes County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Dukes County vacation rentals with Orbitz?


You may be able to cancel or amend your Dukes County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Dukes County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Dukes County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Dukes County?


When you book a Dukes County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Dukes County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Dukes County—with plenty of hidden gems. We also have plenty of inventory in Dukes County main cities and near popular attraction spots.


🏠 Why should I book my Dukes County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Dukes County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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