Vacation rentals in Vineyard Haven - HomeToGo base64Hash Vacation rentals in Vineyard Haven - HomeToGo

Vacation rentals in Vineyard Haven

Browse 646 available vacation homes and compared across 7 trusted partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Private room

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Air conditioning
    • WiFi
    • Pool
    • TV
    • Washing machine
    • Yard
    • Kitchen
    • Parking
    • Microwave
    • Balcony/patio
    • Dishwasher
    • Hot tub
    • Fireplace
    • Sauna
    • Crib
    Show more

  • Other Services

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Vineyard Haven

Discover your ideal Vineyard Haven vacation rental with real-time comparisons of 646 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
House Vineyard Haven
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped ample vacation home with terrace, barbecue & garden

Vineyard Haven, Tisbury, Massachusetts, United States
This Vineyard Haven house rental features a kitchen, yard, and parking, comfortably accommodating up to six guests for a perfect getaway.
from $308
per night
Outstanding(43 ratings)
from $308
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with garden, BBQ & patio

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a kitchen, yard, and parking, perfect for accommodating up to eight guests.
from $452
per night
Excellent(61 ratings)
from $452
per night
View deal
House Vineyard Haven
House ∙ 6 guests ∙ 3 bedrooms

House with jacuzzi, barbeque & yard

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a hot tub, fireplace, and yard, making it perfect for a family getaway.
from $530
per night
Outstanding(35 ratings)
from $530
per night
View deal
House Vineyard Haven
House ∙ 10 guests ∙ 3 bedrooms

Family-friendly house with BBQ, yard & patio

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a kitchen and space for up to 10 guests, perfect for memorable family getaways.
from $706
per night
Outstanding(15 ratings)
from $706
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 4 bedrooms

House with patio, yard & grill | Nature view

Vineyard Haven, Tisbury, Massachusetts, United States
This waterfront house rental in Vineyard Haven features a kitchen, fireplace, yard, and parking, perfect for family gatherings.
from $758
per night
Outstanding(24 ratings)
from $758
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace & barbeque

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental offers a kitchen, parking, and room for 8, making it perfect for family getaways.
from $965
per night
Outstanding(6 ratings)
from $965
per night
View deal
House Vineyard Haven
House ∙ 12 guests ∙ 5 bedrooms

Vacation home with terrace, jacuzzi & yard

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental accommodates 12 guests, featuring a kitchen, yard, and parking for a perfect family getaway.
from $555
per night
Outstanding(36 ratings)
from $555
per night
View deal
House Vineyard Haven
House ∙ 4 guests ∙ 1 bedroom

House with barbecue & garden | City view

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a yard and kitchen, perfect for a memorable getaway with family or friends.
from $225
per night
(6 ratings)
from $225
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly ample vacation home with BBQ, yard & patio | Nature view

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Oak Bluffs offers beach access, a kitchen, and a yard, perfect for families and groups of up to 8.
from $491
per night
Outstanding(101 ratings)
from $491
per night
View deal
House Vineyard Haven
House ∙ 9 guests ∙ 5 bedrooms

Vacation home with garden, barbecue & patio

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Vineyard Haven features a kitchen, yard, and parking, accommodating up to 9 guests for unforgettable stays.
from $535
per night
Outstanding(47 ratings)
from $535
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 3 bedrooms

House with grill, patio & yard | City view

Vineyard Haven, Tisbury, Massachusetts, United States
This family-friendly house rental in Vineyard Haven offers a yard, kitchen, balcony, and space for up to eight guests.
from $290
per night
Outstanding(67 ratings)
from $290
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 3 bedrooms

House with terrace & BBQ

Vineyard Haven, Tisbury, Massachusetts, United States
This waterfront house in Oak Bluffs features beach access, a balcony, and a kitchen, perfect for a family getaway of 8.
from $1,991
per night
Outstanding(14 ratings)
from $1,991
per night
View deal
House Vineyard Haven
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with patio, garden & BBQ | Nature view | Suitable for remote work

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Vineyard Haven features a kitchen, fireplace, and yard, perfect for a family getaway with parking available.
from $112
per night
Outstanding(1 rating)
from $112
per night
View deal
House Vineyard Haven
House ∙ 6 guests ∙ 4 bedrooms

Fully equipped vacation home with barbeque, yard & patio | Good for workation

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Oak Bluffs features a kitchen, yard, balcony, and parking, perfect for a memorable getaway with friends or family.
from $491
per night
Outstanding(112 ratings)
from $491
per night
View deal
House Vineyard Haven
House ∙ 6 guests ∙ 3 bedrooms

Pleasant vacation home with yard | Good for workation

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a kitchen, yard, and balcony, perfect for a memorable getaway with up to six guests.
from $179
per night
(1 rating)
from $179
per night
View deal

Vacation Houses With Pools

We use AI to generate the short summary in each offer below, check full description before booking.
House Vineyard Haven
from $982
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with barbeque & pool

5.0
Outstanding(2 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pool
View deal
House Vineyard Haven
from $2,742
per night
House ∙ 9 guests ∙ 3 bedrooms

Vacation home with pool & barbeque

Vineyard Haven, Tisbury, Massachusetts, United States
Pool
View deal
House Vineyard Haven
from $3,188
per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation home with jacuzzi, grill & pool

Vineyard Haven, Tisbury, Massachusetts, United States
Pool
View deal
See all offers

Dog-Friendly Vacation Rentals

We use AI to generate the short summary in each offer below, check full description before booking.
House Vineyard Haven
from $512
per night
House ∙ 8 guests ∙ 4 bedrooms

House with barbeque

4.9
Outstanding(33 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pet-friendly
View deal
House Vineyard Haven
from $431
per night
House ∙ 4 guests ∙ 2 bedrooms

House with barbeque | Dogs allowed

5.0
Outstanding(1 rating)
Vineyard Haven, Tisbury, Massachusetts, United States
Pet-friendly
View deal
House Vineyard Haven
from $465
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with garden & grill | City view | Good for workation

4.9
Outstanding(65 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pet-friendly
View deal
See all offers

Vacation rentals and apartments with air conditioning

We use AI to generate the short summary in each offer below, check full description before booking.
House Vineyard Haven
from $1,068
per night
House ∙ 13 guests ∙ 6 bedrooms

Children-friendly vacation home with garden, barbecue & terrace

4.9
Outstanding(64 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Air conditioning
View deal
Cabin Vineyard Haven
from $356
per night
Cabin ∙ 3 guests ∙ 2 bedrooms

Cottage with garden, terrace & barbecue | City view

4.9
Outstanding(79 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Air conditioning
View deal
House Vineyard Haven
from $1,227
per night
House ∙ 10 guests ∙ 5 bedrooms

Vacation home with BBQ, garden & patio | Nature view

5.0
Outstanding(32 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Air conditioning
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Vineyard Haven offering exceptional value for money

House Vineyard Haven
from $386
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with terrace & barbecue | Lake view

5.0
Outstanding(86 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
House Vineyard Haven
from $443
per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly vacation home with yard | Mountain view | Suitable for remote work

5.0
Outstanding(2 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
House Vineyard Haven
from $869
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation home with yard & terrace

4.7
Excellent(3 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal

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

House Vineyard Haven
from $488
per night
House ∙ 7 guests ∙ 4 bedrooms

Vacation home with barbeque & yard

4.9
Outstanding(13 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
Cabin Vineyard Haven
from $470
per night
Cabin ∙ 6 guests ∙ 3 bedrooms

Family-friendly lovely cottage with grill & terrace | Nature view

4.9
Outstanding(90 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
House Vineyard Haven
from $419
per night
House ∙ 7 guests ∙ 3 bedrooms

Vacation home with BBQ, yard & terrace | City view

4.9
Outstanding(60 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal

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Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

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Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

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Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Features & Amenities in Vineyard Haven

  • Pet-friendly (118)
  • Air conditioning (554)
  • WiFi (560)
  • Pool (38)
  • No smoking (576)
  • TV (590)
  • Washing machine (509)
  • Yard (252)
  • Kitchen (581)
  • Parking (23)
  • Microwave (507)
  • Balcony/patio (309)

Check above for the most selected filters in Vineyard Haven and the number of accommodations that provide them. HomeToGo's data shows that "Pets allowed" and "Air conditioning" turn out to be the most commonly provided amenities in Vineyard Haven. You can also search for an accommodation in Vineyard Haven if you need a wheelchair accessible vacation rental as 31 of the listed rentals there provide "Wheelchair accessible".

Information about vacation rentals in Vineyard Haven

🏡 Vacation rentals available 646 rentals
🌙 Nightly prices starting at $61
⭐ Popular amenities Pets allowed, Air conditioning and Internet
🐾 Pet friendly homes 117 homes
🏊 Vacation rentals with pools 45 homes

Frequently Asked Questions

What is the typical price per night for a vacation rental in Vineyard Haven?

On average, vacation rentals in Vineyard Haven cost around $61 per night. Nightly prices for house rentals are $1,162 on average. Apartment rentals in Vineyard Haven cost on average $658 per night.

How many vacation homes are available to book in Vineyard Haven?

There are 646 vacation homes to choose from for your upcoming trip.

What amenities are most popular for vacation homes in Vineyard Haven?

Travelers look for Pets allowed, Air conditioning, and Internet when booking a vacation rental in Vineyard Haven.

How many vacation rentals with pools are in Vineyard Haven?

There are 45 vacation homes from 7 providers in Vineyard Haven.

Are dogs allowed in vacation homes in Vineyard Haven?

Finding a rental in Vineyard Haven that allows pets is definitely possible, with 117 pet-friendly available.

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