Dukes County Vacation Rentals

Compare 2,504 available properties from 20 providers
Dukes County
Anytime
2 guests
Save up to 44%

Best Vacation Home Deals in Vineyard Haven

-17%
e.g. 6/1 - 6/8
House ∙ 6 guests ∙ 4 bedrooms
Vineyard Haven, Tisbury, Dukes County
from $214 $257
VRBO
5.0
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-28%
e.g. 3/16 - 3/23
House ∙ 6 guests ∙ 2 bedrooms
Edgartown, Dukes County, Massachusetts, United States
from $236 $329
VRBO
4.9
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-44%
e.g. 6/1 - 6/8
House ∙ 7 guests ∙ 3 bedrooms
Vineyard Haven, Tisbury, Dukes County
from $168 $300
VRBO
4.7
View deal

Compare and find a vacation home that fits your expectations among the 2,504 welcoming vacation rentals from more than 20 vacation rental websites in Dukes County. By directly analyzing these accommodations, HomeToGo features the lowest prices as well as the highest rated accommodations in Dukes County.

Recommended Vacation Rentals in Vineyard Haven

Find your perfect vacation rental in Vineyard Haven: from $73 per night

House ∙ 2 guests ∙ 1 bedroom
Vineyard Haven, Tisbury, Dukes County
from $103
VRBO
4.5
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House ∙ 4 guests ∙ 2 bedrooms
Chilmark, Dukes County, Massachusetts, United States
from $193
VRBO
4.8
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House ∙ 6 guests ∙ 2 bedrooms
Edgartown, Dukes County, Massachusetts, United States
from $124
VRBO
4.1
View deal
House ∙ 5 guests ∙ 2 bedrooms
Vineyard Haven, Tisbury, Dukes County
from $264
VRBO
4.9
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House ∙ 4 guests
Vineyard Haven, Tisbury, Dukes County
from $173
VRBO
4.8
View deal
House ∙ 2 guests
Vineyard Haven, Tisbury, Dukes County
from $153
Airbnb
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Vineyard Haven, Tisbury, Dukes County
from $88
VRBO
4.4
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Cottage ∙ 2 guests ∙ 1 bedroom
Vineyard Haven, Tisbury, Dukes County
from $73
Airbnb
5.0
View deal
House ∙ 6 guests ∙ 2 bedrooms
Vineyard Haven, Tisbury, Dukes County
from $205
VRBO
4.9
View deal
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 5 guests ∙ 2 bedrooms
Vineyard Haven, Tisbury, Dukes County
from $178
VRBO
4.8
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Fishing
House ∙ 6 guests ∙ 3 bedrooms
Vineyard Haven, Tisbury, Dukes County
from $322
VRBO
5.0
View deal
Fishing
House ∙ 6 guests ∙ 3 bedrooms
Edgartown, Dukes County, Massachusetts, United States
from $576
VRBO
5.0
View deal
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 6 guests ∙ 3 bedrooms
Edgartown, Dukes County, Massachusetts, United States
from $196
VRBO
4.7
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Fireplace
House ∙ 8 guests ∙ 4 bedrooms
Edgartown, Dukes County, Massachusetts, United States
from $501
VRBO
5.0
View deal
Fireplace
Cottage ∙ 2 guests ∙ 1 bedroom
Vineyard Haven, Tisbury, Dukes County
from $71
Airbnb
5.0
View deal
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 5 guests ∙ 2 bedrooms
Vineyard Haven, Tisbury, Dukes County
from $449
VRBO
5.0
View deal
Pet-friendly
House ∙ 8 guests ∙ 4 bedrooms
Edgartown, Dukes County, Massachusetts, United States
from $315
Airbnb
4.0
View deal
Pet-friendly
House ∙ 2 guests
Edgartown, Dukes County, Massachusetts, United States
from $184
Airbnb
5.0
View deal
See all offers

Popular Rental Amenities in Vineyard Haven

  • Internet (2,384)
  • Kitchen (2,339)
  • TV (2,291)
  • Washer (1,809)
  • AC (1,792)
  • Microwave (1,720)
  • Grill (1,471)
  • No smoking (1,453)
  • Dishwasher (1,397)
  • No pets (1,119)
  • Parking (998)
  • Yard (885)
Filters are available so you can customize your search to find a beautiful property in Dukes County. HomeToGo's data reveals that "TVs" and "internet" are the most frequently offered amenities in Dukes County. You can also look for a rental in Vineyard Haven if you're dreaming of days spent poolside as 97 of the listed properties there include "pools."

Price and Availability Index in Vineyard Haven

Vacation Rental Price Information in Vineyard Haven

We analyzed vacation houses, cottages and apartments to display a price graph showing the average price per night in Vineyard Haven. The most expensive prices are in August (8/10 - 8/17). Prices reach an average of $735 per night. The cheapest week to book a vacation rental is in September (9/28 - 10/5).

Rental Availability Information in Vineyard Haven

Have a look at the above graph to see the global availability of vacation rentals in Vineyard Haven. Be careful if you plan to go to Dukes County in August, as it comprises the busiest week of the next 12 months (8/10 - 8/17). People tend to travel less to Dukes County during a week in September (9/21 - 9/28) when only 20% of the rentals are booked.

Accommodations in Vineyard Haven

More than two-thirds of the accommodations (78.58%) in Dukes County are house rentals. They are the most prevalent vacation properties in this destination. Additionally, they have an average size of 2,190 ft² and a median price of $758 per night. Moreover, these rentals are excellent if you're going in a group of 8, as that is the average number of guests house rentals can host in Dukes County. You can also consider other accommodation types in Dukes County. Apartment rentals are, for example, another popular type of accommodation in this destination, with 185 properties to compare. Our data reveals that the standard price of apartment rentals is $363 a night for an area of 920 ft².

Experience heaven with vacation homes in Vineyard Haven

Your vacation home in the aptly named Vineyard Haven on Martha's Vineyard, Massachusetts is surrounded by coastal inlets and quaint villages overlooking the sparkling water. Blissfully snuggled away from tourist traps, authentic feeling inns, rolling fields and restaurants are bountiful on the island.

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Art & Culture

Artisans on the island

Martha's Vineyard is populated by a disproportionate number of artists and musicians and the cultural scene reflects this. Head to Field Gallery and Sculpture Garden, where gargantuan sculptures by local artist Tom Maley tower over you as you wander through the garden and interior gallery.

Martha's Vineyard Glassworks is a magic spot where you can see sand being converted into colorful molten glass creations before your eyes.

Family Activities

Outdoor explorations of the island

Oak Bluffs began as a summer retreat and the wooden cottages from the 19th Century still remain like gingerbread houses lining the shore. Methodists still gather here for community concerts. Katama Beach meanwhile is ideal for kids. The beach is great for surfers, whilst the salt ponds created by the tide are preferred by many swimmers.

You can cycle to Edgartown along the bike path, making for a supremely relaxed day outdoors. Or take the kids ot Felix Neck Wildlife Sanctuary, where wild turkeys gobble and red tailed harks soar. Family kayaking trips let you discover the diversity of life in this beautiful area.

Local Attractions

Exploring Cape Cod

Why not take a trip to Cape Cod's famed coastline? The sweet villages along its length are full of history and stunningly beautiful. Sandwich's Heritage Museums and Gardens has a fabulous vintage car collection and a carousel from 1908, as well as floral gardens and an adventure park for kids.

The John F Kennedy Museum in Hyannis offers an insight into this fascinating family. Take a picture or three at Captains' Mile, in Yarmouth Port, where historic sea captains' houses overlook the water.

We compare more than 600 providers, including:

Booking.com Vacation Rentals in Vineyard Haven VRBO Vacation Rentals in Vineyard Haven HomeAway Vacation Rentals in Vineyard Haven Airbnb Vacation Rentals in Vineyard Haven TripAdvisor Vacation Rentals in Vineyard Haven VacationRentals.com Vacation Rentals in Vineyard Haven HouseTrip Vacation Rentals in Vineyard Haven FlipKey Vacation Rentals in Vineyard Haven 9flats.com Vacation Rentals in Vineyard Haven VaycayHero Vacation Rentals in Vineyard Haven PerfectPlaces.com Vacation Rentals in Vineyard Haven Homestay.com Vacation Rentals in Vineyard Haven Only-apartments Vacation Rentals in Vineyard Haven Interhome Vacation Rentals in Vineyard Haven Bedycasa Vacation Rentals in Vineyard Haven Novasol Vacation Rentals in Vineyard Haven HomeEscape Vacation Rentals in Vineyard Haven

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