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Vacation Rentals in Vineyard Haven

Find the vacation rentals that appeal to you the most

August 2026

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The best vacation rentals in Vineyard Haven

Check out our selection of great vacation rentals in Vineyard Haven

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Capricorn House

Oak Bluffs (Near Vineyard Haven)

Housed in a historic building, Capricorn House features accommodations with a terrace and free Wifi in Oak Bluffs, a 1-minute walk from Oak Bluffs Town Beach.

G
Graeme
From
United Kingdom
Everything ! The perfect property.
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 166 reviews
Price from
$245
1 night, 2 adults

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.

A
Antroyne
From
United States
My family and I loved the 2 bedroom suite. It was very clean and comfortable. The heat was on for us when we arrived so that was great!
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 207 reviews
Price from
$385.50
1 night, 2 adults

Edgartown Commons

Edgartown (Near Vineyard Haven)

Just a 14-minute walk from Lighthouse Beach and 0.6 miles from Edgartown Lighthouse, Edgartown Commons features accommodations in Edgartown, with a garden and barbecue facilities.

K
Kathy
From
United States
The location and grounds were beautiful. Beds were comfy and the rooms were clean.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 109 reviews
Price from
$462.83
1 night, 2 adults

The Christopher, The Edgartown Collection

Edgartown (Near Vineyard Haven)

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

J
James
From
United States
Breakfast was top notch! Proximity to great restaurants/bars was outstanding. If you are into watching the sun rise, just walk down to the corner and take a quick right. Sheer beauty!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 81 reviews
Price from
$404
1 night, 2 adults

Family-Friendly Tisbury Escape - Walk to Town

Vineyard Haven

Family-Friendly Tisbury Escape - Walk to Town is located in Vineyard Haven, just 1.3 miles from Owen Park Beach and 1.1 miles from Louisa Gould Gallery.

W
Walton Masters
From
United States
Clean, organized, comfortable!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews

Main Street Upper

Vineyard Haven

Main Street Upper offers accommodations in Vineyard Haven, a 4-minute walk from Owen Park Beach and 8.6 miles from Edgartown Lighthouse. Outdoor seating is also available at the apartment.

M
Mathias
From
United States
Great location, Close from all the shops. The layout is great, bright.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 16 reviews

Everyday is Saturday

Vineyard Haven

A 3-minute walk from Owen Park Beach in Vineyard Haven, Everyday is Saturday provides accommodations with access to a spa center. This apartment offers accommodations with a patio.

C
Christopher
From
United States
Very clean. Attentive through the app.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews

Narragansett House

Oak Bluffs (Near Vineyard Haven)

Relax at this Martha’s Vineyard bed and breakfast, located only 5 minutes’ walk from the beach. Each charming guestroom features free Wi-Fi access and an private bathroom.

E
Elisabeth
From
Germany
The spirit of the house: friendly, cool and relaxed. In a nice, quiet street, but short walking distance to the port, the town beach and restaurants and shops. Enjoyed sitting on the beautiful veranda. Omar and Chavel took perfect care of all my needs!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 147 reviews

Inkwell Beach Cottage

Oak Bluffs (Near Vineyard Haven)

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

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 194 reviews

The Lemonade Stand

West Tisbury (Near Vineyard Haven)

The Lemonade Stand offers accommodations in West Tisbury, 6.9 miles from Edgartown Lighthouse.

S
Shahana
From
United States
The Lemonade Stand was beautiful. The property was tucked away in a magical forest and was perfect for us and the dogs. The house was very unique and we just loved our stay. Highly recommend and we would love to come back. Thank you.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 15 reviews
All vacation rentals in Vineyard Haven

Most booked vacation rentals in Vineyard Haven and surrounding area in the past month

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Popular with guests booking vacation rentals in Vineyard Haven

Popular with guests booking vacation rentals in Vineyard Haven

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Popular with guests booking vacation rentals in Vineyard Haven

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 5 reviews

Popular with guests booking vacation rentals in Vineyard Haven

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 16 reviews

Popular with guests booking vacation rentals in Vineyard Haven

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews

Popular with guests booking vacation rentals in Oak Bluffs

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 166 reviews

Popular with guests booking vacation rentals in Oak Bluffs

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 207 reviews

Popular with guests booking vacation rentals in Oak Bluffs

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 193 reviews

Popular with guests booking vacation rentals in Oak Bluffs

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 147 reviews

Popular with guests booking vacation rentals in Falmouth

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 73 reviews

Vacation Rentals with swimming pools in Vineyard Haven and nearby

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Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 207 reviews

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

Enjoy breakfast in Vineyard Haven and nearby

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Scored out of 10, guest rating 7.0
Good - What previous guests thought, 6 reviews

The CAVU Mansion on Bellevue is located in Oklahoma Heights, just 1.4 miles from Owen Park Beach and 7.2 miles from Edgartown Lighthouse.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 9 reviews

Island Sanctuary is located in Oak Bluffs, just 6.8 miles from Edgartown Lighthouse and 3.1 miles from Martha'S Vineyard Hist'L Island Trs.

Sunset Meadows

Oak Bluffs
Breakfast options

Sunset Meadows offers accommodations in Oak Bluffs, 7.5 miles from Edgartown Lighthouse. The air-conditioned accommodation is a 11-minute walk from Eastville Beach.

Scored out of 10, guest rating 6.6
Pleasant - What previous guests thought, 12 reviews

Yellow Brick Road House offers accommodations in Oak Bluffs, a 10-minute walk from Eastville Beach and 7.5 miles from Edgartown Lighthouse. Outdoor seating is also available at the vacation home.

Island Getaway

Oak Bluffs
Breakfast options
Scored out of 10, guest rating 3.4
Poor - What previous guests thought, 5 reviews

Island Getaway is located in Oak Bluffs, just a 14-minute walk from Eastville Beach and 7.7 miles from Edgartown Lighthouse. Outdoor seating is also available at the vacation home.

Sunny Side Up

Oak Bluffs
Breakfast options

Sunny Side Up offers accommodations in Oak Bluffs, 1.2 miles from Eastville Beach and 7.2 miles from Edgartown Lighthouse. This vacation home provides air-conditioned accommodations with a balcony.

Scored out of 10, guest rating 6.8
Pleasant - What previous guests thought, 6 reviews

Sea Glen Cottage offers accommodations in Oak Bluffs, 6.4 miles from Edgartown Lighthouse. This vacation home offers a garden. Outdoor seating is also available at the vacation home.

Scored out of 10, guest rating 4.5
Disappointing - What previous guests thought, 2 reviews

Oak Bluffs Beauty is located in Oak Bluffs, just a 14-minute walk from Eastville Beach and 7.2 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.

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

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Brewster House

Oak Bluffs
Free cancellation options available
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 1 review

Brewster House is located in Oak Bluffs, just a 16-minute walk from Eastville Beach and 7 miles from Edgartown Lighthouse. Guests staying at this vacation home have access to a patio.

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 4 reviews

Martha's Vineyard Apt ~ 1 Mile to Inkwell Beach! is located in Oak Bluffs, just a 17-minute walk from Eastville Beach and 7.3 miles from Edgartown Lighthouse.

Oak Leaf Cape Cottage

Oak Bluffs
Free cancellation options available
Scored out of 10, guest rating 6.3
Pleasant - What previous guests thought, 3 reviews

Oak Leaf Cape Cottage is located in Oak Bluffs, just a 14-minute walk from Oak Bluffs Town Beach and 6.9 miles from Edgartown Lighthouse.

Oak Bluffs Cottage

Oak Bluffs
Free cancellation options available
Scored out of 10, guest rating 7.6
Good - What previous guests thought, 6 reviews

Oak Bluffs Cottage is located in Oak Bluffs, just a 12-minute walk from Oak Bluffs Town Beach and 6.8 miles from Edgartown Lighthouse.

Canary Cottage

Oak Bluffs
Free cancellation options available
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 5 reviews

Canary Cottage offers accommodations in Oak Bluffs, a 13-minute walk from Oak Bluffs Town Beach and 6.8 miles from Edgartown Lighthouse.

Winthrop Cottage

Oak Bluffs
Free cancellation options available
Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 3 reviews

Winthrop Cottage is located in Oak Bluffs, just a 13-minute walk from Oak Bluffs Town Beach and 6.4 miles from Edgartown Lighthouse.

Bird's Paradise

Oak Bluffs
Free cancellation options available
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 3 reviews

Bird's Paradise offers accommodations in Oak Bluffs, 5.6 miles from Edgartown Lighthouse. This vacation home provides air-conditioned accommodations with a patio.

The Pinkletink

Oak Bluffs
Free cancellation options available

The Pinkletink is located in Oak Bluffs, just a 9-minute walk from Inkwell Beach and 6 miles from Edgartown Lighthouse. This vacation home provides a garden.

Highly rated vacation rentals in Vineyard Haven and nearby

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Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 147 reviews

Relax at this Martha’s Vineyard bed and breakfast, located only 5 minutes’ walk from the beach. Each charming guestroom features free Wi-Fi access and an private bathroom.

Capricorn House

Oak Bluffs
8.0+ review score
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 166 reviews

Housed in a historic building, Capricorn House features accommodations with a terrace and free Wifi in Oak Bluffs, a 1-minute walk from Oak Bluffs Town Beach.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 193 reviews

This oceanfront bed and breakfast in Martha’s Vineyard is just a 5 minute walk from the ferry and features free Wi-Fi and full daily breakfast.

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 15 reviews

The Lemonade Stand offers accommodations in West Tisbury, 6.9 miles from Edgartown Lighthouse.

Inn on the Sound

Falmouth
8.0+ review score
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 73 reviews

Inn on the Sound offers air-conditioned rooms in Falmouth. This beachfront property offers access to free Wifi and free private parking.