Vineyard Haven Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Vineyard Haven vacation rentals

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

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!

NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
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.
The price is ￥78,285
￥169,817 total
includes taxes & fees
Dec 30 - Dec 31
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
Private beach nearby, beach bar
The Club at New Seabury

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (341)
"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
On the beach, white sand
InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters

InnSeason Resorts Captain's Quarters
3.5 star property
Falmouth Heights
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
The price is ￥20,296
￥23,229 total
includes taxes & fees
Jan 1 - Jan 2, 2026
InnSeason Resorts Captain's Quarters
Exterior
The Crab Cottage@The Compound Beach Resort Habitat

The Crab Cottage@The Compound Beach Resort Habitat

The Crab Cottage@The Compound Beach Resort Habitat
Wareham
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 ￥7,985
￥81,274 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Crab Cottage@The Compound Beach Resort Habitat
On the beach, sun loungers, beach towels
The Bunk Room @ The Compound ~Fish-Hunt-Breakfast

The Bunk Room @ The Compound ~Fish-Hunt-Breakfast

The Bunk Room @ The Compound ~Fish-Hunt-Breakfast
2.0 star property
Wareham
The price is ￥11,743
￥28,116 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Bunk Room @ The Compound ~Fish-Hunt-Breakfast
Marina
Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.

Charming cottage overlooking the bay in Padanaram Village.
2.0 star property
Dartmouth
10.0 out of 10, Exceptional, (11)
"Super location, very nice accommodations, very clean, modern and comfortable "
United States
Cathie K.
The price is ￥33,819
￥61,386 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Charming cottage overlooking the bay in Padanaram Village.
Beach nearby
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath
Falmouth
8.2 out of 10, Very Good, (24)
"Wonderful stay, had everything we needed, Joy was very receptive to our messages. Thanks so much!"
United States
Alex K.
The price is ￥11,743
￥26,880 total
includes taxes & fees
Dec 29 - Dec 30
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath
Exterior
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Onset
9.8 out of 10, Exceptional, (28)
"We’ve never to the area before and loved it! Location is perfect!!! Place was clean and well stocked. Host was amazing! This was a beautiful getaway can’t wait to be back! "
United States
maria O.
The price is ￥22,405
￥60,354 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Indoor pool, outdoor pool, sun loungers
Sea Mist Resort

Sea Mist Resort

Sea Mist Resort
3.0 star property
Mashpee
8.6 out of 10, Excellent, (144)
"Just there for one night but very enjoyable stay."
United States
Shawna
The price is ￥22,197
￥25,405 total
includes taxes & fees
Dec 29 - Dec 30
Sea Mist Resort
Fridge, microwave, oven, stovetop
The Mermaid Cottage @ The Compound Beach Resort Habitat

The Mermaid Cottage @ The Compound Beach Resort Habitat

The Mermaid Cottage @ The Compound Beach Resort Habitat
Wareham
8.0 out of 10, Very Good, (7)
"Love the place but felt like would of been better if the owner wasn’t around not that they where bad or annoying just didn’t feel like we was like away felt like we was being watched but besides that loved it Wish barbecue was working and speaker in house was weird set up but besides that it was amazing"
United States
Oscar B.
The price is ￥27,948
￥108,193 total
includes taxes & fees
Dec 29 - Dec 30
The Mermaid Cottage @ The Compound Beach Resort Habitat
Beach
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area

Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Falmouth
10.0 out of 10, Exceptional, (8)
"This property was beautiful! The hosts were excellent and were always available to message. I would recommend a stay at this home."
United States
Lisa Mason D.
The price is ￥28,965
￥86,193 total
includes taxes & fees
Jan 16 - Jan 17, 2026
Contemporary coastal retreat nearby Falmouth beaches! w/ spacious living area
Private kitchen
Edgartown Designer Retreat

Edgartown Designer Retreat

Edgartown Designer Retreat
2.0 star property
Katama
The price is ￥176,141
￥353,101 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Edgartown Designer Retreat
TV
Blue Haven Houseboat

Blue Haven Houseboat

Blue Haven Houseboat
2.0 star property
New Bedford
The price is ￥16,283
￥21,686 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Blue Haven Houseboat
Exterior
Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!
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.
The price is ￥22,405
￥60,354 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Spacious and Bright , Very Close to Beach!
Exterior
The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach

The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach

The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach
Onset
9.4 out of 10, Exceptional, (10)
"Great location"
United States
Robert C.
The price is ￥22,405
￥60,354 total
includes taxes & fees
Dec 29 - Dec 30
The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach
Exterior
Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite

Amazing Onset Getaway in the Starfish Suite
Onset
9.8 out of 10, Exceptional, (24)
"The property was very nice and in a great location."
United States
Judith H.
The price is ￥23,814
￥66,301 total
includes taxes & fees
Dec 29 - Dec 30
Amazing Onset Getaway in the Starfish Suite
5 bedrooms, desk, iron/ironing board, travel crib
Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.

Coastal chic meets French Provençal in this newly renovated oceanfront home.
East Falmouth
10.0 out of 10, Exceptional, (88)
"This is an excellent home well-kept great location, and the Host is easy to communicate with. "
United States
Gary B.
The price is ￥45,797
￥138,070 total
includes taxes & fees
Jan 3 - Jan 4, 2026
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

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC

Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
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.
The price is ￥41,334
￥103,934 total
includes taxes & fees
Dec 29 - Dec 30
Cape Diem ; All new; 1.5m to Criagville, Hyannis beach; with WiFi, AC
Fridge, microwave, oven, stovetop
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Falmouth
10.0 out of 10, Exceptional, (211)
"Nicely furnished and very comfortable. Very private, yet convenient location. "
United States
John H.
The price is ￥25,364
￥77,413 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
Terrace/patio
The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (24)
"Property was perfectly kept and very comfortable. "
United States
Steve D.
The price is ￥39,143
￥89,894 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Seashell Cove - Martha's Vineyard
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

Inn on the Square

Inn on the Square

10/10 Excellent
"This was our 2nd stay. We stay here when visiting family in December. Hotel is clean, comfortable and quiet. Bathroom is spacious. Very easy to walk town. "
Karen 2-night trip
Posted 2 days ago
Inn on the Square

Find out more about Vineyard Haven

Search for holiday rentals in Vineyard Haven on Expedia! You can easily find your home rentals, villas, holiday apartments in Vineyard Haven using one of the methods below:

  • View our selection of featured holiday rentals in Vineyard Haven
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  • Enter your travel dates to view the best deals on holiday rentals in Vineyard Haven while they last

Look no further and take a look at our great range of rental properties in Vineyard Haven!

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?

Tranquil Home with Private Deck - Walk to Beaches and Downtown Oak Bluffs: This vacation home rental outside of Vineyard Haven is located in the city center and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Vineyard Haven?

With 206 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 Tisbury Town Beach and Lambert's Cove 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.