Vineyard Haven Vacation Rentals - HolidayHomes base64Hash Vineyard Haven Vacation Rentals - HolidayHomes

Vineyard Haven Vacation Rentals

Browse 441 available vacation homes and compared across 10 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in Vineyard Haven

Book the highest-rated Vineyard Haven vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

Apartment Vineyard Haven
Martha's Vineyard Apt 1 Mile to Inkwell Beach!
Book now
House Vineyard Haven
Children-friendly ample vacation home with BBQ, yard & patio
Book now
Cabin Vineyard Haven
Martha's Vineyard Beachfront Cottage in Oak Bluffs but closer to Vineyard Haven
Book now
House Vineyard Haven
The quintessential MV home. Now booking for 2026!
Book now
House Vineyard Haven
Children-friendly vacation home with garden, barbecue & terrace
Book now
House Vineyard Haven
CENTRAL AIR! Quiet East Chop Retreat Walk 2 Town and Beach.
Book now
House Vineyard Haven
Charming, gracious cape 3 minute walk to private beach on Lagoon. Dog-friendly!
Book now
House Vineyard Haven
Martha's Vineyard Oak Bluffs East Chop Summer Vacation Rental Home 4 Bedroom
Book now
House Vineyard Haven
Charming West Chop Retreat on Private, Tree-Lined Lot
Book now
House Vineyard Haven
Vacation home with BBQ, yard & patio
Book now
House Vineyard Haven
Vacation home with patio, yard & grill | City view | Perfect for remote work
Book now
House Vineyard Haven
Private Setting with Two Private Beaches and Select Ferry Tickets
Book now
House Vineyard Haven
Historic Waterfront Home in Downtown Vineyard Haven
Book now
House Vineyard Haven
Adorable Oak Bluffs Cottage With Ac On East Chop
Book now
House Vineyard Haven
Make 'Our Place' Your Place for Summer Vacation!
Book now

Top 15 most Recommended Vacation Rentals in Vineyard Haven

Discover your ideal Vineyard Haven vacation rental with real-time comparisons of 452 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cabin Vineyard Haven
Cabin ∙ 8 guests ∙ 3 bedrooms

112 m² Cabin

Vineyard Haven, Tisbury, Massachusetts, United States
This spacious cabin in Vineyard Haven accommodates 8 guests and features a fully equipped kitchen for convenient meals.
from $703
per night
(41)
View deal
House Vineyard Haven
House ∙ 9 guests ∙ 5 bedrooms

223 m² House

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Vineyard Haven accommodates 9 guests and features a spacious yard for outdoor activities.
from $648
per night
(41)
View deal
House Vineyard Haven
6 guests ∙ 3 bedrooms

House

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Oak Bluffs accommodates 6 guests and features a spacious yard for outdoor enjoyment.
from $666
per night
(1)
View deal
House Vineyard Haven
House ∙ 6 guests ∙ 4 bedrooms

260 m² House

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Vineyard Haven accommodates 6 guests and features a cozy fireplace for a warm, inviting atmosphere.
from $431
per night
(31)
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 4 bedrooms

93 m² House

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Oak Bluffs accommodates 8 guests and features a spacious yard for outdoor activities.
from $654
per night
(53)
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 3 bedrooms

200 m² House

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Vineyard Haven accommodates 8 guests and features a cozy fireplace for a warm and inviting atmosphere.
from $555
per night
(37)
View deal
House Vineyard Haven
11 guests ∙ 6 bedrooms

House

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Vineyard Haven accommodates 11 guests and features a cozy fireplace for a comfortable stay.
from $782
per night
(67)
View deal
Apartment Vineyard Haven
3 guests ∙ 1 bedroom

Apartment

Vineyard Haven, Tisbury, Massachusetts, United States
Charming apartment rental in Oak Bluffs for 3 with beach access and a fully equipped kitchen for a perfect getaway.
from $230
per night
(1)
View deal
House Vineyard Haven
6 guests ∙ 3 bedrooms

House

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental accommodates 6 guests and features a spacious yard for outdoor relaxation.
from $154
per night
(35)
View deal

More travel options

image-tag