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

Vacation rentals in Vineyard Haven

Browse 609 available vacation homes and compared across 11 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+

  • Services

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

  • Accommodation type

    • 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 609 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Vineyard Haven
House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with terrace & barbeque | City view | Dogs allowed

Vineyard Haven, Tisbury, Massachusetts, United States
from $365
per night
Outstanding(22 ratings)
from $365
per night
View deal
House Vineyard Haven
House ∙ 6 guests ∙ 2 bedrooms

House with barbecue, garden & patio

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a private pool, fireplace, kitchen, and yard, perfect for families seeking adventure.
from $545
per night
Outstanding(32 ratings)
from $545
per night
View deal
Cabin Vineyard Haven
Cabin ∙ 3 guests ∙ 2 bedrooms

Cottage with garden, terrace & barbecue | City view

Vineyard Haven, Tisbury, Massachusetts, United States
This cabin in Oak Bluffs features a kitchen, yard, and parking, making it perfect for a family getaway for three.
from $294
per night
Outstanding(70 ratings)
from $294
per night
View deal
Apartment Vineyard Haven
Apartment ∙ 6 guests ∙ 2 bedrooms

Child-friendly rental apartment with yard, grill & patio

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs apartment offers a spa, kitchen, yard, and parking, perfect for families of six seeking a memorable getaway.
from $298
per night
Excellent(56 ratings)
from $298
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 2 bedrooms

Child-friendly vacation home with barbecue & terrace | City view

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a kitchen, family-friendly spaces, and parking, offering comfort for up to 8 guests.
from $346
per night
Outstanding(98 ratings)
from $346
per night
View deal
House Vineyard Haven
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly beautiful house with garden, grill & terrace | Suitable for remote work

Vineyard Haven, Tisbury, Massachusetts, United States
This house rental in Vineyard Haven features a kitchen, yard, and parking, perfect for accommodating up to 10 guests.
from $680
per night
Outstanding(13 ratings)
from $680
per night
View deal
Farmhouse Vineyard Haven
Farmhouse ∙ 8 guests ∙ 4 bedrooms

Farm with grill

Vineyard Haven, Tisbury, Massachusetts, United States
This farmhouse rental in Vineyard Haven features a kitchen, family-friendly spaces, and parking for up to 8 guests, perfect for your getaway.
from $400
per night
Outstanding(26 ratings)
from $400
per night
View deal
House Vineyard Haven
House ∙ 10 guests ∙ 6 bedrooms

Family-friendly vacation home with barbecue & garden | Dogs allowed

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental offers a spacious yard, a cozy fireplace, and room for the whole family, including pets.
from $1,528
per night
Outstanding(8 ratings)
from $1,528
per night
View deal
House Vineyard Haven
House ∙ 10 guests ∙ 3 bedrooms

Vacation home with barbecue, jacuzzi & patio | City view

Vineyard Haven, Tisbury, Massachusetts, United States
This waterfront house rental in Oak Bluffs features a kitchen, hot tub, fireplace, and accommodates up to 10 guests for a perfect getaway.
from $422
per night
Outstanding(39 ratings)
from $422
per night
View deal
House Vineyard Haven
House ∙ 9 guests ∙ 5 bedrooms

Vacation home with garden, barbecue & patio | Nature view

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 $456
per night
Outstanding(41 ratings)
from $456
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 5 bedrooms

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

Vineyard Haven, Tisbury, Massachusetts, United States
This waterfront house rental in Vineyard Haven features a kitchen, fireplace, yard, and space for 8, making it perfect for families and pets.
from $464
per night
Outstanding(72 ratings)
from $464
per night
View deal
Cabin Vineyard Haven
Cabin ∙ 8 guests ∙ 4 bedrooms

Cottage with hot tub & barbecue

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs cabin accommodates 8 guests and features a hot tub and parking for a perfect getaway.
from $596
per night
Very good(2 ratings)
from $596
per night
View deal
House Vineyard Haven
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with yard, patio & BBQ | Good for workation

Vineyard Haven, Tisbury, Massachusetts, United States
This Oak Bluffs house rental features a fireplace, kitchen, yard, and parking, accommodating up to 8 guests for a perfect getaway.
from $741
per night
Outstanding(27 ratings)
from $741
per night
View deal
House Vineyard Haven
House ∙ 11 guests ∙ 6 bedrooms

House with terrace, barbeque & yard | Nature view | Good for workation

Vineyard Haven, Tisbury, Massachusetts, United States
This Vineyard Haven house rental features a kitchen, fireplace, balcony, and yard, perfect for family gatherings of up to 11.
from $730
per night
Outstanding(72 ratings)
from $730
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 $485
per night
Outstanding(109 ratings)
from $485
per night
View deal

Vacation Houses With Pools

Condo Vineyard Haven
from $302
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with yard, barbeque & pool

4.9
Outstanding(47 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pool
View deal
House Vineyard Haven
from $468
per night
House ∙ 5 guests ∙ 3 bedrooms

Family-oriented wonderful vacation home with barbeque, heated pool & patio | Nature view

Vineyard Haven, Tisbury, Massachusetts, United States
Pool
View deal
House Vineyard Haven
from $1,986
per night
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped house with garden, BBQ & private pool | Nature view

5.0
Outstanding(10 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pool
View deal
See all offers

Dog-Friendly Vacation Rentals

House Vineyard Haven
from $446
per night
House ∙ 6 guests ∙ 3 bedrooms

House | Mountain view

5.0
Outstanding(16 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pet-friendly
View deal
House Vineyard Haven
from $1,428
per night
House ∙ 12 guests ∙ 4 bedrooms

Family-oriented lovely house with terrace, pool & jacuzzi | Good for workation | Pets allowed

3.0
(4 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pet-friendly
View deal
House Vineyard Haven
from $754
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with patio, barbecue & garden | Good for workation

4.8
Outstanding(14 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Pet-friendly
View deal
See all offers

Vacation rentals with a balcony

House Vineyard Haven
from $1,024
per night
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly beautiful house with garden, patio & barbecue | City view

5.0
Outstanding(4 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Balcony
View deal
House Vineyard Haven
from $681
per night
House ∙ 9 guests ∙ 4 bedrooms

House with garden, barbecue & patio | Suitable for remote work

4.8
Outstanding(18 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Balcony
View deal
House Vineyard Haven
from $1,120
per night
House ∙ 8 guests ∙ 3 bedrooms

Children-friendly house with garden, patio & BBQ | Suitable for remote work

5.0
Outstanding(10 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
Balcony
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 $988
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-oriented nice house with BBQ, terrace & yard | Nature view

5.0
Outstanding(110 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
House Vineyard Haven
from $490
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with BBQ & patio | Nature view

4.7
Excellent(42 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
House Vineyard Haven
from $554
per night
House ∙ 8 guests ∙ 4 bedrooms

Child-friendly house with yard & barbecue | Garden view

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 $515
per night
House ∙ 10 guests ∙ 4 bedrooms

Family-friendly spacious house with yard, barbecue & terrace | City view

5.0
Outstanding(31 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
House Vineyard Haven
from $969
per night
House ∙ 10 guests ∙ 5 bedrooms

House with garden, BBQ & patio | City view

5.0
Outstanding(23 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal
House Vineyard Haven
from $429
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation home with patio

5.0
Outstanding(23 ratings)
Vineyard Haven, Tisbury, Massachusetts, United States
View deal

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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 special entrance for wheelchairs as 31 of the listed rentals there provide "Wheelchair accessible".

Information about vacation rentals in Vineyard Haven

🏡 Vacation rentals available 609 rentals
🌙 Nightly prices starting at $237
⭐ Popular amenities Pets allowed, Air conditioning and Internet
🐾 Pet friendly homes 114 homes
🏊 Vacation rentals with pools 48 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 $237 per night. Nightly prices for house rentals are $1,131 on average. Cottages in Vineyard Haven cost on average $886 per night.

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

There are 609 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 48 vacation homes from 10 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 114 pet-friendly available.

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