An aerial view of a coastal area with a sandy beach, a small island with buildings, and numerous boats in the water.

Vineyard Haven Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Vineyard Haven holiday rentals

A wooden deck with wicker chairs and a round table with a sun design.

1. Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.

Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
Tisbury
10.0 out of 10, Exceptional, (11 reviews)
"Cute, Cozy, comfortable, clean and quiet small apartment with full kitchen, a comfortable king bed with views of the lake from the kitchen/living room area and bedroom. It also had a nice spot outside on a deck with two chairs and table where we read, and watched the boats go by! Our host Stephen was very nice and helpful he responded quickly to our texts! The apt is near the bus route which is fabulous on the vineyard it goes to all the major spots you’d want to go! And it’s free!! It is also...
United States
Liz C.
The price is NZ$1,009
includes taxes & fees
11 Nov - 12 Nov
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

2. Walk to Beach & Lighthouse: Oak Bluffs Studio!

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.6 out of 10, Good, (14 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is NZ$666
includes taxes & fees
8 Nov - 9 Nov
Walk to Beach & Lighthouse: Oak Bluffs Studio!
Room

3. Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard

Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
Oak Bluffs
The price is NZ$491
includes taxes & fees
11 Nov - 12 Nov
Sunlit Studio Retreat with Incredible Outdoor Deck on Martha’s Vineyard
A modern kitchen with a large island, a dining area with a table and chairs, and a view of a green garden through large windows.

4. Vineyard Luxury "Yurt"

Vineyard Luxury "Yurt"
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"The yurt was clean and nice and served all of our needs."
United States
David C.
The price is NZ$785
includes taxes & fees
11 Nov - 12 Nov
Vineyard Luxury "Yurt"
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

5. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (371 reviews)
"The New Seabury resort is beautiful & has excellent customer service. The 4/5 stars is because the unit we stayed in needs some updating. However, the layout, cleanliness, & location is good."
United States
Kathleen
The price is NZ$300
includes taxes & fees
8 Nov - 9 Nov
The Club at New Seabury
A modern kitchen with stainless steel appliances, a dining area with a wooden table set for six, and a living area with a sofa and TV.

6. Oak Bluffs 4BR • 5 Min Drive to Downtown

Oak Bluffs 4BR • 5 Min Drive to Downtown
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"This place was just what we needed! Would definitely stay again. Cozy and feels very homey! Thanks!"
United States
Chris S.
The price is NZ$1,201
includes taxes & fees
11 Nov - 12 Nov
Oak Bluffs 4BR • 5 Min Drive to Downtown
A living room with a flat-screen TV on a stand, a black leather chair, and a sofa. There are two windows with curtains, one of which offers a view of the sea.

7. Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View

Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Oak Bluffs
9.4 out of 10, Exceptional, (99 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is NZ$821
includes taxes & fees
5 Nov - 6 Nov
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
A circular stone patio with Adirondack chairs and a small table in a forested area.

8. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!

1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
Oak Bluffs
7.0 out of 10, Good, (12 reviews)
"Loved this spot. Perfect central island location. Fantastic owner with an incredible response time. Would recommend this property to all5 stars"
United States
Eli R.
The price is NZ$1,064
includes taxes & fees
5 Nov - 6 Nov
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

9. Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Oak Bluffs
9.4 out of 10, Exceptional, (98 reviews)
"Great location. Clear instructions"
United States
Sherise M.
The price is NZ$821
includes taxes & fees
5 Nov - 6 Nov
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

10. < 1 Mi to Beaches: Home w/ Deck in Oak Bluffs

< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
Oak Bluffs
7.4 out of 10, Good, (3 reviews)
"House was neat architectural wise and family history of home ownership was very cool. However, listing noted there was a washer/dryer and there was not. House also noted that there was a fire pit and it was rusted through. Screen door handles were broken, windows need repair, and house has animals living in the downstairs bathroom wall. House needs updates to charge what was being charged a night. In addition, there was a Nor’easter that hit the island and we attempted to contact the host to let...
United States
Kate K.
The price is NZ$1,563
includes taxes & fees
5 Nov - 6 Nov
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

11. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is NZ$1,431
includes taxes & fees
5 Nov - 6 Nov
Walk to Beach! Oak Bluffs Home & Studio
Exterior

12. Charming Guesthouse | Walk to Beach | Downtown

Charming Guesthouse | Walk to Beach | Downtown
Falmouth
10.0 out of 10, Exceptional, (1 review)
"The house was very convenient to the beach, Aldi’s, Walmart, and local restaurants & shops. I wasn’t sure how private it was being a guest house, but I never felt that we didn’t have privacy. Our dogs enjoyed the little fenced in yard. We appreciated the updated bathroom and kitchen. The weather was so pleasant a small outdoor area would have been nice, and we missed not having a washer & dryer and dishwasher, but overall it was clean and cozy. We would stay there again! We loved the Cape,...
United States
Kandy W.
The price is NZ$1,053
includes taxes & fees
5 Nov - 6 Nov
Charming Guesthouse | Walk to Beach | Downtown
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

13. Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (3 reviews)
"Brenda and Derek were amazing hosts. They have a beautifully landscaped property with all the amenities needed for a relaxing family vacation. They are super responsive and take a lot of pride in giving their guests a top-notch experience. We will definitely consider staying at their properties again."
United States
Lamar A.
The price is NZ$5,220
includes taxes & fees
30 Nov - 1 Dec
Beautiful Estate with salt water pool & pond with kayaks
A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

14. 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, (227 reviews)
"Great location "
United States
Stephanie B.
The price is NZ$915
includes taxes & fees
5 Nov - 6 Nov
Located Steps Away To Main Street And .7 Miles From Surf Drive Beach
A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

15. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
Seconsett Island
10.0 out of 10, Exceptional, (45 reviews)
"Great place with kayaks and paddle boards, beach, close to Mashpee Commons. Host was great and place was clean and quaint."
United States
Michele M.
The price is NZ$749
includes taxes & fees
5 Nov - 6 Nov
Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!
A modern kitchen with white cabinetry, a dining area with a wooden table and white chairs, and a large window providing natural light.

16. New 4 BR house near center and beaches with bikes

New 4 BR house near center and beaches with bikes
Katama
9.8 out of 10, Exceptional, (13 reviews)
"Wonderful home in a beautiful neighborhood. Loved our stay!"
United States
Susan M.
The price is NZ$2,835
includes taxes & fees
15 Nov - 16 Nov
New 4 BR house near center and beaches with bikes
A bedroom with a bed, a dresser, a sofa, and a painting on the wall.

17. Charming studio in tranquil Falmouth with AC

Charming studio in tranquil Falmouth with AC
Falmouth
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and comfy place, a short drive to Falmouth center! Communication was very easy and check-in simple."
United States
Harry H.
The price is NZ$407
includes taxes & fees
5 Nov - 6 Nov
Charming studio in tranquil Falmouth with AC
A covered outdoor seating area with a view of the ocean, a ceiling fan, and a flat-screen TV on the wall.

18. 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, (101 reviews)
"Great views, beautiful setting . Scott was so attentive and easy to work with. We had a great time!"
United States
Ben L.
The price is NZ$1,798
includes taxes & fees
19 Nov - 20 Nov
Coastal chic meets French Provençal in this newly renovated oceanfront home.
A spacious living area with wooden beams, a dining table, and a sofa.

19. The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (31 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is NZ$1,849
includes taxes & fees
8 Nov - 9 Nov
The Seashell Cove - Martha's Vineyard
A porch with a sofa, chairs, a table, and an American flag.

20. Beautiful Home in Falmouth Village

Beautiful Home in Falmouth Village
Falmouth
10.0 out of 10, Exceptional, (17 reviews)
"We had a family reunion and 75 Locust Street was the central hub of the four night stay. The house is beautiful, clean and we had family from all over stay there. We'd go back in a heartbeat. Easy access to downtown and the hosts were communicative and informative."
United States
Melissa L.
The price is NZ$1,938
includes taxes & fees
5 Nov - 6 Nov
Beautiful Home in Falmouth Village
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

New Bedford Harbor Hotel

10/10 Excellent
"Great big room and bathroom. Very nice staff. Awesome downtown location, and free parking during the weekend,"
Ingrid 2-night trip
Posted 5 hours ago
New Bedford Harbor Hotel

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 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 NZ$300 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 Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel: This holiday home rental outside of Vineyard Haven is located near the beach, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Vineyard Haven?

With 207 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 Museum and Martha's Vineyard Film Center. 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.