Holiday Rentals in Vineyard Haven

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Our top choices for Vineyard Haven holiday rentals

10.0 out of 10, Exceptional, (24)
"Lovely accommodations with a very thoughtful host. The contact and directions received before our check-in were very helpful. "
United States
K H.
Walking-distance to town, shops, restaurants & ferry!
9.0 out of 10, Wonderful, (36)
"Great spot for a get away. Private with easy access to activities."
United States
Philip E.
Uniquely designed island retreat with fast WiFi & private W/D - dogs welcome

Condo resort in New Seabury

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (340)
"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

Aparthotel in Falmouth Heights

InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
The price is €135
includes taxes & fees
18 Dec - 19 Dec
InnSeason Resorts Captain's Quarters
10.0 out of 10, Exceptional, (88)
"Great stay! "
United States
Michael M.
The price is €790
includes taxes & fees
18 Dec - 19 Dec
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Aparthotel in Mashpee

Sea Mist Resort
3.0 star property
8.6 out of 10, Excellent, (144)
"Just there for one night but very enjoyable stay."
United States
Shawna
Sea Mist Resort
6.4 out of 10, (31)
"indoor and outdoor comfortable space"
United States
Delores C.
Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs
9.6 out of 10, Exceptional, (21)
"Fantastic property for a group in Falmouth. Perfect layout for everyone to have their own space, but also great communal spaces. Having the two kitchens was an absolute bonus.Location is perfect for walking into town or biking to the beach.Would absolutely book again, gem of a property!"
United States
Courtney G.
9-bedroom vacation home near Cape Cod Beaches
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 €1,058
includes taxes & fees
18 Dec - 19 Dec
MOST CHIC SPOT! Your Martha's Vineyard Getaway!

Apartment in Falmouth

Beachside Village Resort
3.0 star property
9.4 out of 10, Exceptional, (101)
"Very clean and quiet place to relax. Very friendly and professional! We will come back!"
United States
Emmanuelle Loriot
Beachside Village Resort
10.0 out of 10, Exceptional, (113)
"The house was perfect for our family gathering. We did not lack for anything. The owners were very responsive. The view is fantastic and we enjoyed the beach. "
United States
Anthony F.
Ocean Views From Every Room, Beach 30 Seconds Away!
8.8 out of 10, Excellent, (28)
"It was very comfortable with upgraded kitchen and bathroom. It had all we needed. The owner was very responsive . Easy check in process. The location was perfect, just across from a beautiful ocean beach and very near Hyannis and many attractions. "
United States
Helene M.
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
9.8 out of 10, Exceptional, (75)
"Beautiful home. Clean, tidy, beautiful location…. Will definitely be staying there again."
United States
Lila
Newly Renovated Near Amazing Sunset Beach
9.4 out of 10, Exceptional, (30)
"Beautiful location. We enjoyed every minute of our stay. "
United States
Clayton B.
Breathtaking Views with Private Dock & Pool!
9.4 out of 10, Exceptional, (88)
"Very happy. Thank you for the stay."
United States
Gillian S.
The price is €435
includes taxes & fees
18 Dec - 19 Dec
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
10.0 out of 10, Exceptional, (53)
"Beautiful home in a great location! "
United States
Maurice R.
Classic Cape Cod - Ocean Views - Steps to Falmouth Heights Beach.
10.0 out of 10, Exceptional, (112)
"Everything was excellent!!! "
United States
Kristin H.
Beach front, fenced yard, dogs welcome, central air, fire pit, 3 kayaks, hot tub
7.4 out of 10, Good, (6)
"Cozy clean property that allows pets. Outdoor fire pit area was great and perfectly private. I also loved that the property had a private beach area with lounge chairs. I used the grill and had brunch on the patio table. So nice to enjoy the water from so many parts of the property. Area is quiet and a 7 min walk to Onset Center where you can grab icecream or on some weekdays there’s an even in town. Close to plazas for other needs."
United States
l E.
The price is €454
includes taxes & fees
4 Jan - 5 Jan 2026
The Crab Cottage@The Compound Beach Resort Habitat
9.8 out of 10, Exceptional, (55)
"Just a quick 4 minute drive to downtown. Listing was accurate and place was clean!"
United States
Jennifer D.
The quintessential MV home. Now booking for 2026!
10.0 out of 10, Exceptional, (92)
"Had an amazing stay—such an amazing location and beautiful property! Deborah was also extremely responsive the entire stay, quickly answering any questions that I had and giving great recommendations of good restaurants/things to do in the area!"
United States
Danyon H.
Unique oceanfront windmill with breathtaking views of Nantucket Sound.
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, apart-hotels, 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 favorite 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 depends 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 €135 per night. Entering your travel dates in the search wizard you might find 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?

Coastal chic meets French Provençal in this newly renovated oceanfront home. : This holiday home rental outside of Vineyard Haven is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Vineyard Haven?

With 209 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.