Vineyard Haven Vacation Rentals

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Dec 8 - Dec 9
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Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in Vineyard Haven

Fridge, microwave, oven, stovetop
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

Vacation Home in Tisbury

10.0 out of 10, Exceptional, (16)
"The house is clean, peaceful and perfectly appointed with everything you need for a great week on the Vineyard."
United States
Celeste P.
$971 nightly
The price is $1,085
Dec 23 - Dec 24
Total with taxes and fees
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Private beach nearby, beach bar
The Club at New Seabury

Condo resort in New Seabury

3.5 star property
9.0 out of 10, Wonderful, (338)
"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.
$136 nightly
The price is $156
Dec 28 - Dec 29
Total with taxes and fees
The Club at New Seabury
On the beach, white sand
InnSeason Resorts Captain's Quarters

Aparthotel in Falmouth Heights

3.5 star property
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
$125 nightly
The price is $142
Dec 11 - Dec 12
Total with taxes and fees
InnSeason Resorts Captain's Quarters
Beach nearby, sun loungers, beach towels
Steps from Marina, beach, restaurants!

Apartment in Wareham

9.8 out of 10, Exceptional, (12)
"Beautiful space, wonderful location, amazing host. If I could give 100 stars I would! "
United States
Jaimie
$210 nightly
The price is $235
Dec 10 - Dec 11
Total with taxes and fees
Steps from Marina, beach, restaurants!
Exterior
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

Apartment in Onset

9.8 out of 10, Exceptional, (28)
"The space was perfect for our needs. The beds were comfortable, the rooms were very clean. If needed, we would definitely come back to this rental."
United States
Lynn
$376 nightly
The price is $420
Dec 9 - Dec 10
Total with taxes and fees
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Exterior
Spacious and Bright , Very Close to Beach!

Apartment in Onset

9.6 out of 10, Exceptional, (22)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
$376 nightly
The price is $420
Dec 9 - Dec 10
Total with taxes and fees
Spacious and Bright , Very Close to Beach!
Outdoor pool, a heated pool
Cozy efficiency apartment/heated pool

Apartment in Chilmark

9.6 out of 10, Exceptional, (21)
"We loved this property and would love to return!"
United States
Clifford L.
$412 nightly
The price is $460
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy efficiency apartment/heated pool
5 bedrooms, desk, iron/ironing board, travel crib
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Vacation Home in East Falmouth

10.0 out of 10, Exceptional, (88)
"Great stay! "
United States
Michael M.
$781 nightly
The price is $893
Dec 9 - Dec 10
Total with taxes and fees
Coastal chic meets French Provençal in this newly renovated oceanfront home.
Terrace/patio
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Vacation Home in Barnstable

10.0 out of 10, Exceptional, (4)
"Very nice property in a quiet and convenient location. Private backyard with outdoor shower. Interior was completely updated with very nice furnishings and appliances. All in all a great home that we will definitely return to. "
United States
Jim C.
$583 nightly
The price is $667
Dec 9 - Dec 10
Total with taxes and fees
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Property grounds
Spacious 4 BR Retreat near Water Wizz, Pond & Beaches - Perfect Family Getaway!

Vacation Home in Bourne

10.0 out of 10, Exceptional, (5)
"Our trip was great. Finished basement was prefect area to hang out in with the tv. Very spacious. Very clean. Loved it here can’t wait to book again. Thank you!!"
United States
Marykate M.
$555 nightly
The price is $635
Dec 9 - Dec 10
Total with taxes and fees
Spacious 4 BR Retreat near Water Wizz, Pond & Beaches - Perfect Family Getaway!
Terrace/patio
The Seashell Cove - Martha's Vineyard

Vacation Home in Katama

9.8 out of 10, Exceptional, (24)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
$514 nightly
The price is $574
Dec 15 - Dec 16
Total with taxes and fees
The Seashell Cove - Martha's Vineyard
Dining
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !

Vacation Home in Barnstable

10.0 out of 10, Exceptional, (1)
"My family and I thoroughly enjoyed our week long stay at the beautiful property. There were 12 of us and we were extremely comfortable, with plenty of space to gather and sleep. The property sits on a quiet pond, that was perfect for swimming and canoeing. We had our own little piece of paradise. There are canoes for use, several decks for lounging and was within a short distance to various shops and a grocery store just a few minutes away. The host was in constant contact with us, making sure...
United States
Madilynn B.
$891 nightly
The price is $1,019
Dec 9 - Dec 10
Total with taxes and fees
Lakefront Stunning Cape Cod Views w Private Lake Beach - Backyard is the Lake !
Marina
Charming cottage overlooking the bay in Padanaram Village.

Cottage in Dartmouth

2.0 star property
10.0 out of 10, Exceptional, (11)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
$375 nightly
The price is $419
Jan 2 - Jan 3, 2026
Total with taxes and fees
Charming cottage overlooking the bay in Padanaram Village.
Exterior
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

Apartment in Bourne

9.8 out of 10, Exceptional, (20)
"This is a wonderful place to stay with the amenities of home. Spacious, private, with lots of places nearby to see and explore."
United States
Becky P.
$185 nightly
The price is $212
Dec 11 - Dec 12
Total with taxes and fees
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
TV, fireplace, books
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Vacation Home in Oak Bluffs

9.4 out of 10, Exceptional, (3)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
United States
Louis R.
$800 nightly
The price is $894
Dec 9 - Dec 10
Total with taxes and fees
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Game room
Spring Escape in Hatchville – Sleeps 6 + Dogs!

Vacation Home in Falmouth

10.0 out of 10, Exceptional, (11)
"The house is very nice and clean and Brian was extremely communicative and flexible with a late checkout. Would definitely stay again"
United States
Michael B.
$616 nightly
The price is $705
Dec 9 - Dec 10
Total with taxes and fees
Spring Escape in Hatchville – Sleeps 6 + Dogs!
Exterior
The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach

Apartment in Onset

9.4 out of 10, Exceptional, (9)
"Great location"
United States
Robert C.
$376 nightly
The price is $420
Dec 9 - Dec 10
Total with taxes and fees
The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach
Fridge, microwave, oven, stovetop
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Vacation Home in Falmouth

10.0 out of 10, Exceptional, (210)
"We had a great stay. House is spacious, clean and well-stocked with everything we needed. We loved that we were able to walk to downtown shops and restaurants, the ferry to Martha’s Vineyard and the beach. Would definitely stay here again. "
United States
Ava B.
$433 nightly
The price is $496
Dec 9 - Dec 10
Total with taxes and fees
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Exterior
Amazing Onset Getaway in the Starfish Suite

Condo in Onset

9.8 out of 10, Exceptional, (23)
"Location was unbelievable-right next to beach"
United States
Terry B.
$399 nightly
The price is $446
Jan 5 - Jan 6, 2026
Total with taxes and fees
Amazing Onset Getaway in the Starfish Suite
Outdoor dining
Newly Renovated Martha's Vineyard Vacation Rental!

Vacation Home in Katama

9.6 out of 10, Exceptional, (47)
"Stay was nice, property is very clean and in close distance to most everything. Just wish they had made the lack of towels and linens more obvious in the listing. "
United States
James L.
$543 nightly
The price is $606
Dec 9 - Dec 10
Total with taxes and fees
Newly Renovated Martha's Vineyard Vacation Rental!
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

New Bedford Harbor Hotel, an Ascend Collection Hotel

New Bedford Harbor Hotel, an Ascend Collection Hotel

10/10 Excellent
"Yes"
Elizabeth 1-night trip
Posted 2 days ago
New Bedford Harbor Hotel, an Ascend Collection Hotel

Find out more about Vineyard Haven

Everything you need to know about Vineyard Haven vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Vineyard Haven vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Vineyard Haven vacation 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 low season months. For more hustle and bustle, you may prefer to visit Vineyard Haven in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $142 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Vineyard Haven rentals

At Expedia, we put the best Vineyard Haven vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Vineyard Haven?

Yes, there are vacation rentals in Vineyard Haven close to Island Cove Adventures, or you can choose a 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 vacation home rentals that Vineyard Haven has to offer?

Newly Renovated Near Amazing Sunset Beach: This vacation home rental outside of Vineyard Haven offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Vineyard Haven?

With 211 Expedia vacation rentals, you're sure 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 vacation rentals like in Vineyard Haven?

Vacation rentals are private properties you can reserve for several days or longer in Vineyard Haven. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a small group gathering.