The 10 best holiday rentals in Vineyard Haven, USA | Booking.com
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Holiday Rentals in Vineyard Haven

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The best holiday rentals in Vineyard Haven

Check out our pick of great holiday rentals in Vineyard Haven

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Capricorn House

Oak Bluffs (Near Vineyard Haven)

Situated in Oak Bluffs, 200 metres from Oak Bluffs Town Beach and 10 km from Edgartown Lighthouse, Capricorn House features accommodation with free WiFi in a historic building.

J
Jeff
From
United States
What a gem and the location is perfect. The owners make you feel right at home. We were sad to leave so soon. The balcony view was simply amazing.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 148 reviews
Price from
US$225
1 night, 2 adults

The Christopher, The Edgartown Collection

Edgartown (Near Vineyard Haven)

Featuring free WiFi, The Christopher, The Edgartown Collection offers accommodation in Edgartown. The rooms include a flat-screen TV. Certain units have a seating area where you can relax.

R
Rykie
From
South Africa
Breakfast was great Close to all
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 87 reviews
Price from
US$469
1 night, 2 adults

Charles and Charles MV

Vineyard Haven

Featuring an outdoor pool and complimentary bicycles for guest use, this Vineyard Haven inn is just 15 minutes’ walk from the Vineyard Haven ferry terminal. Free Wi-Fi access is available.

D
Duncan
From
United Kingdom
Just left Charles & Charles in Vineyard Haven, Martha’s Vineyard on our tour of the States. What an absolute gem of a place and really pleased that we booked here. Thank you to all the team there, you made us feel very welcome and went that extra mile. The location was great being only 5 minutes walk down to the SSA Terminal where the free electric island buses stop. Talking of transport grab one of the free bikes offered by Charles & Charles and explore some of island bike routes. The hotel is set in gorgeous gardens with comfortable seats where you can chill out and catch some sun. We weren’t brave enough to try the pool but we were visiting a week before the island season starts. Our suite was spotless, comfortable and reflected the Island’s nautical background perfectly in the decor. Tea and coffee was supplied and re supplied each day. We had plenty of towels, large walk in shower offering hot water always with toiletries on hand too. Little touches like fresh flowers in the kitchenette and a chilled bottle of wine probably sum up just what the standards are at this hotel. Breakfasts were just fabulous! After the first morning we were looking forward to what the next morning would bring. The breakfasts were a combination of freshly baked blueberry muffins/scones and lemon pastry with fresh juice or smoothies, nicely poached eggs on rosti or polenta cake and fresh fruit. A big shout out to Charles - thank you for the recipes, something to try when we get home.
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 63 reviews

Main Street Upper

Vineyard Haven

Main Street Upper enjoys a location in Vineyard Haven, just 400 metres from Owen Park Beach and 14 km from Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

J
Jean-Benoit
From
France
Location is Great, flat is confortable.
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 15 reviews

Sunset on the Vineyard

Vineyard Haven

Set in Vineyard Haven, 2.3 km from Tisbury Town Beach and 16 km from Edgartown Lighthouse, Sunset on the Vineyard offers a restaurant and sea views. The property has garden views.

Scored out of 10, guest rating 5.6
Passable - What previous guests thought, 6 reviews

Inkwell Beach Cottage

Oak Bluffs (Near Vineyard Haven)

This oceanfront bed and breakfast in Martha’s Vineyard is just 5 minutes’ walk from the ferry and features free Wi-Fi and full daily breakfast. The Niantic Park Tennis Courts are 10 minutes’ walk.

L
LJ
From
United States
The Inkwell Beach Cottage was hands down the best stay we’ve had in years. The staff went absolutely above and beyond to make sure my girlfriend’s birthday was as special as possible.
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 172 reviews

Island Inn

Oak Bluffs (Near Vineyard Haven)

Located in scenic Oak Bluffs on Martha’s Vineyard, the Island Inn offers a relaxed coastal retreat with modern amenities.

J
Jo-Anne
From
United Kingdom
On site bar restaurant and swimming pool
Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 293 reviews

The Lemonade Stand

West Tisbury (Near Vineyard Haven)

Set in West Tisbury in the Massachusetts region, The Lemonade Stand features a patio. The holiday home is 11 km from Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

C
Carol
From
United States
House was comfortable, bed was great, woodsy island setting…
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 11 reviews

Marthas Vineyard Apt about 1 Mile to Inkwell Beach!

Oak Bluffs (Near Vineyard Haven)

Located in Oak Bluffs, within 12 km of Edgartown Lighthouse, Marthas Vineyard Apt about 1 Mile to Inkwell Beach! offers accommodation with air conditioning.

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 5 reviews

Winthrop Cottage

Oak Bluffs (Near Vineyard Haven)

Featuring accommodation with a patio, Winthrop Cottage is located in Oak Bluffs. Located around 1.1 km from Oak Bluffs Town Beach, the holiday home is also 10 km away from Edgartown Lighthouse.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 6 reviews
All holiday rentals in Vineyard Haven

Most booked holiday rentals in Vineyard Haven and surroundings in the past month

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These holiday rentals in Vineyard Haven and nearby have options with free cancellation

  • The CAVU Mansion on Bellevue

    Oklahoma Heights
    Free cancellation options available
    Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 7 reviews

    Set in Oklahoma Heights in the Massachusetts region, The CAVU Mansion on Bellevue features a patio.

  • Sunset Meadows

    Oak Bluffs
    Free cancellation options available

    Offering lake views, Sunset Meadows is an accommodation situated in Oak Bluffs, 1.1 km from Eastville Beach and 12 km from Edgartown Lighthouse.

  • Yellow Brick Road House

    Oak Bluffs
    Free cancellation options available
    Scored out of 10, guest rating 7.1
    Good - What previous guests thought, 14 reviews

    Located in Oak Bluffs, less than 1 km from Eastville Beach and 12 km from Edgartown Lighthouse, Yellow Brick Road House offers air conditioning.

  • Island Getaway

    Oak Bluffs
    Free cancellation options available
    Scored out of 10, guest rating 3.5
    Poor - What previous guests thought, 7 reviews

    Offering garden views, Island Getaway is an accommodation set in Oak Bluffs, 1.2 km from Eastville Beach and 12 km from Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

  • Sunny Side Up

    Oak Bluffs
    Free cancellation options available

    Located in Oak Bluffs, 2 km from Eastville Beach and 12 km from Edgartown Lighthouse, Sunny Side Up provides a restaurant. Guests staying at this holiday home have access to a patio.

  • Sea Glen Cottage

    Oak Bluffs
    Free cancellation options available
    Scored out of 10, guest rating 5.8
    Passable - What previous guests thought, 6 reviews

    Sea Glen Cottage offers accommodation in Oak Bluffs, 10 km from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Oak Bluffs Beauty

    Oak Bluffs
    Free cancellation options available
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 2 reviews

    Boasting air-conditioned accommodation with a patio, Oak Bluffs Beauty is set in Oak Bluffs. This holiday home is 1.2 km from Eastville Beach and 12 km from Edgartown Lighthouse.

  • East Chop 90

    Oak Bluffs
    Free cancellation options available

    Situated in Oak Bluffs, 1 km from Eastville Beach and 12 km from Edgartown Lighthouse, East Chop 90 offers air conditioning. The property features a restaurant with an outdoor dining area.

Highly rated holiday rentals in Vineyard Haven and nearby

  • Inn on the Sound

    Falmouth
    8.0+ review score
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 95 reviews

    Featuring a garden and views of sea, Inn on the Sound is a bed and breakfast situated in a historic building in Falmouth, 1.1 km from Bristol Beach.

    From US$293.84 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 5 reviews

    Located in Oak Bluffs, within 12 km of Edgartown Lighthouse, Marthas Vineyard Apt about 1 Mile to Inkwell Beach! offers accommodation with air conditioning.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 6 reviews

    Featuring accommodation with a patio, Winthrop Cottage is located in Oak Bluffs. Located around 1.1 km from Oak Bluffs Town Beach, the holiday home is also 10 km away from Edgartown Lighthouse.

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 19 reviews

    Set in Oak Bluffs, within 10 km of Edgartown Lighthouse, The Attleboro House offers accommodation with air conditioning.

  • Capricorn House

    Oak Bluffs
    8.0+ review score
    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 148 reviews

    Situated in Oak Bluffs, 200 metres from Oak Bluffs Town Beach and 10 km from Edgartown Lighthouse, Capricorn House features accommodation with free WiFi in a historic building.

  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 172 reviews

    This oceanfront bed and breakfast in Martha’s Vineyard is just 5 minutes’ walk from the ferry and features free Wi-Fi and full daily breakfast. The Niantic Park Tennis Courts are 10 minutes’ walk.

  • Island Inn

    Oak Bluffs
    8.0+ review score
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 293 reviews

    Located in scenic Oak Bluffs on Martha’s Vineyard, the Island Inn offers a relaxed coastal retreat with modern amenities.

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 11 reviews

    Set in West Tisbury in the Massachusetts region, The Lemonade Stand features a patio. The holiday home is 11 km from Edgartown Lighthouse. The property has a restaurant with an outdoor dining area.

Enjoy breakfast in Vineyard Haven and nearby

  • Brewster House

    Oak Bluffs
    Breakfast options
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Brewster House enjoys a location in Oak Bluffs, just 1.4 km from Eastville Beach and 11 km from Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Vineyard Haven

    Oak Bluffs
    Breakfast options
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Situated 1.6 km from Oak Bluffs Town Beach and 11 km from Edgartown Lighthouse, Vineyard Haven features accommodation located in Oak Bluffs. Guests can benefit from a patio and a picnic area.

  • Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 4 reviews

    Set in Oak Bluffs, Oak Leaf Cape Cottage features accommodation within 11 km of Edgartown Lighthouse. Guests can benefit from a patio and a children's playground.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Set in Oak Bluffs in the Massachusetts region, Charming MV Cottage Walk to Dtwn Oak Bluffs! features a balcony. It is located 1.2 km from Oak Bluffs Town Beach and offers a 24-hour front desk.

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 8 reviews

    Boasting air-conditioned accommodation with a terrace, Oak Bluffs Cottage is situated in Oak Bluffs. This holiday home features accommodation with a balcony.

  • Canary Cottage

    Oak Bluffs
    Breakfast options
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 7 reviews

    Set in Oak Bluffs in the Massachusetts region, Canary Cottage has a terrace. Guests staying at this holiday home have access to a balcony. The holiday home features facilities for disabled guests.

  • Bird's Paradise

    Oak Bluffs
    Breakfast options
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 3 reviews

    Located in Oak Bluffs, within 8.9 km of Edgartown Lighthouse, Bird's Paradise offers accommodation with air conditioning. The property features a restaurant with an outdoor dining area.

  • The Pinkletink

    Oak Bluffs
    Breakfast options
    Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Offering garden views, The Pinkletink is an accommodation located in Oak Bluffs, 800 metres from Inkwell Beach and 10 km from Edgartown Lighthouse.

Holiday Rentals with swimming pools in Vineyard Haven and nearby

  • Scored out of 10, guest rating 1.0
    Bad - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a private pool, garden view and a balcony, #OB Pool House is located in Oak Bluffs. Guests can benefit from a patio and a picnic area.