Vineyard Haven Holiday Rentals

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Holiday Rentals in Vineyard Haven

Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
8.8 out of 10, Excellent, (33)
"The peaceful woodland setting is just beautiful! Enjoyed a quiet stay in this spacious one bedroom house. The porch wraps around entire house and gave our morning coffee and breakfast a very special vacation feel."
United States
Maryann B.
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome
Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette
8.0 out of 10, Very good, (17)
"Well maintained. Very quiet. No TV. Doubt if there is any air conditioning. "
United States
Joseph
Nana's Backyard Treehouse with deck, electric/gas grills, kitchenette
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
10.0 out of 10, Exceptional, (67)
"The house was well stocked and had everything you could need. "
United States
ROBYN M.
Downtown Captain's Mansion- The Dexter- Family, pet, and event friendly
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
10.0 out of 10, Exceptional, (6)
"Nice, newly renovated place. Very well equipped with easy access to either ferry terminals."
United States
Colleen C.
Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry
The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (336)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
Coastal chic meets French Provençal in this newly renovated oceanfront home.
10.0 out of 10, Exceptional, (87)
"Great stay! "
United States
Michael M.
The price is AU$1,947
includes taxes & fees
27 Oct - 28 Oct
Coastal chic meets French Provençal in this newly renovated oceanfront home.
InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (187)
"Great location and helpful staff"
United States
Susan
InnSeason Resorts Captain's Quarters
Sea Mist Resort
3.0 star property
8.6 out of 10, Excellent, (138)
"Just there for one night but very enjoyable stay."
United States
Shawna
The price is AU$281
includes taxes & fees
7 Nov - 8 Nov
Sea Mist Resort
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
6.4 out of 10, (31)
"The weather was perfect and our crew made the best of our trip."
United States
Lisa S.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
Cozy getaway in a central location w/ a full kitchen & furnished deck
6.6 out of 10, (24)
"The furniture and amenities provided were good"
United States
Joseph T.
Cozy getaway in a central location w/ a full kitchen & furnished deck
Newly Renovated Near Amazing Sunset Beach
10.0 out of 10, Exceptional, (71)
"Great stay"
United States
Michael S.
Newly Renovated Near Amazing Sunset Beach
Beachside Village Resort
3.0 star property
9.2 out of 10, Wonderful, (99)
"Great location! Nice property! "
United States
Kristin
Beachside Village Resort
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
10.0 out of 10, Exceptional, (7)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
United States
Swathanthra M.
The price is AU$1,886
includes taxes & fees
20 Oct - 21 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
10.0 out of 10, Exceptional, (112)
"The location and amenities were perfect. We are looking forward to returning next year."
United States
Trayce H.
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
Last minute deal - walk to the beach - 4 bedroom - super cute!
9.6 out of 10, Exceptional, (88)
"We had a wonderful visit! The house was so nice and clean and the location was perfect! A short walk to the ocean. Would definitely stay again!"
United States
Melissa V.
Last minute deal - walk to the beach - 4 bedroom - super cute!
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
10.0 out of 10, Exceptional, (71)
"Large home with plenty of room for extended family. Located in quiet neighborhood close to Oak Bluffs, would highly recommend."
United States
Eileen P.
Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
In Ground Pool, A/C, 4+BR, 3BA, Wifi, Game Room. Sleeps 10-12, strong wifi
9.0 out of 10, Wonderful, (57)
"The house was very large with enough space for our entire family. Plenty of bedrooms and bathrooms. The kitchen and living room was spacious and comfortable. The pool was initially dirty, however the 2nd day the pool was cleaned and we enjoyed it for the rest of our stay. "
United States
Lynn M.
In Ground Pool, A/C, 4+BR, 3BA, Wifi, Game Room. Sleeps 10-12, strong wifi
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
9.4 out of 10, Exceptional, (91)
"Close to buses, restaurants and ferries. 10/10, we would stay again."
United States
Maurice S.
The price is AU$775
includes taxes & fees
19 Oct - 20 Oct
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Steps from Marina, beach, restaurants!
9.8 out of 10, Exceptional, (12)
"Property was as described. This was only a quick stay & wish we had a longer visit. Location was great with lots to do. Owner was available to answer any questions "
United States
kristen b.
The price is AU$365
includes taxes & fees
20 Oct - 21 Oct
Steps from Marina, beach, restaurants!
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
8.8 out of 10, Excellent, (28)
"Jim is fantastic to work with."
United States
Julie
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Vineyard Haven Hotel Reviews

Find out more about Vineyard Haven

Everything you need to know about Vineyard Haven holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Vineyard Haven holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Vineyard Haven holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Vineyard Haven holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Vineyard Haven. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Vineyard Haven holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Vineyard Haven holiday rentals we have selected for you start as low as AU$281 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Vineyard Haven rentals

At Expedia, we put the best Vineyard Haven holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Vineyard Haven rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Vineyard Haven holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Vineyard Haven. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Vineyard Haven?

Yes, there are holiday rentals in Vineyard Haven close to Island Cove Adventures, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the wineries and beaches in Vineyard Haven. Leave some time to check out the shops and waterfront during your trip.

What are some of the best holiday rentals that Vineyard Haven has to offer?

Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub: This holiday home rental outside of Vineyard Haven is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Vineyard Haven?

With 211 Expedia holiday rentals, you're guaranteed to find just the right place for your Vineyard Haven stay.

What can I see and do in Vineyard Haven?

Enjoy the outdoors at Lambert's Cove Beach and Tisbury Town Beach, or simply take in cultural attractions like Martha's Vineyard Film Center and Martha's Vineyard Museum. While here, Martha's Vineyard Chamber of Commerce and Vineyard Haven Terminal are other places worth a visit.

What are holiday rentals like in Vineyard Haven?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Vineyard Haven. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family trip.