A marina with numerous sailboats docked at the pier.

West Tisbury Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for West Tisbury holiday rentals

A modern kitchen with a marble countertop, a central island, and a hanging light fixture.

1. Brand new! Lovely apartment-Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven
Tisbury
10.0 out of 10, Exceptional, (32 reviews)
"This property is quiet yet close enough to the business areas. Very clean, well maintained lovely unit with balcony. The host Joziane commutated with us from minutes after the booking to the end of stay, very helpful."
United States
Unspecified U.
The price is NZ$837
includes taxes & fees
9 Oct - 10 Oct
Brand new! Lovely apartment-Vineyard Haven
A view through a window with a wooden frame, overlooking a garden with various plants and a body of water in the background.

2. 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, (10 reviews)
"Beautiful view of the lagoon; ideal place for a couple or single. Leisurely walk to town and close to public transportation."
United States
Adrienne W.
The price is NZ$912
includes taxes & fees
19 Oct - 20 Oct
Cozy studio with water views. AC,WiFi, full kitchen, private entrance and patio.
A two-story house with a swimming pool, a covered patio, and a fenced backyard.

3. Cozy efficiency apartment/heated pool

Cozy efficiency apartment/heated pool
Chilmark
9.6 out of 10, Exceptional, (26 reviews)
"This is a great property for an individual or a couple looking to explore the island!"
United States
Jillian G.
The price is NZ$1,059
includes taxes & fees
13 Oct - 14 Oct
Cozy efficiency apartment/heated pool
A spacious living area with a high ceiling, a dining table, and a kitchen area.

4. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.6 out of 10, Exceptional, (10 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is NZ$1,867
includes taxes & fees
12 Oct - 13 Oct
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A backyard with a seating area, a white fence, and a variety of plants.

5. Delightful 3-bedroom house with AC in Oak Bluffs

Delightful 3-bedroom house with AC in Oak Bluffs
Oak Bluffs
Delightful 3-bedroom house with AC in Oak Bluffs
A rocky beach with clear water, a sandy shore, and a hilly landscape in the background.

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$1,452
includes taxes & fees
18 Oct - 19 Oct
Oak Bluffs 4BR • 5 Min Drive to Downtown
A room with a view of the sea through large windows, a wooden deck, and a pier with structures.

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, (98 reviews)
"Danny was a great host. Unit clean. Walking distance to everything"
United States
Alvin
The price is NZ$937
includes taxes & fees
13 Oct - 14 Oct
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
A residential area with a well-maintained lawn, a stone retaining wall, and a two-story house with a blue door.

8. 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, (12 reviews)
"Wonderful home in a beautiful neighborhood. Loved our stay!"
United States
Susan M.
The price is NZ$2,751
includes taxes & fees
18 Oct - 19 Oct
New 4 BR house near center and beaches with bikes
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

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

Walk to Beach & Lighthouse: Oak Bluffs Studio!
Oak Bluffs
7.6 out of 10, Good, (13 reviews)
"The unit was clean and sufficient for 2 people. Outside could use some attention."
United States
Donna R.
The price is NZ$1,096
includes taxes & fees
8 Oct - 9 Oct
Walk to Beach & Lighthouse: Oak Bluffs Studio!
A modern interior with a wooden staircase, a kitchen area, and a living space with a sofa and coffee table.

10. MOST CHIC SPOT! Your Martha's Vineyard Getaway!

MOST CHIC SPOT! Your Martha's Vineyard Getaway!
Oak Bluffs
9.8 out of 10, Exceptional, (12 reviews)
"This was an excellent stay at a beautiful property in Oak Bluffs! Rebecca was a great host who provided clear instructions and helped answer questions in a timely manner. Rooms were spacious, most tastefully decorated and we had everything that we needed. I definitely recommend staying here to have an unparalleled experience of the Vineyard."
United States
Priyanka D.
The price is NZ$3,821
includes taxes & fees
8 Oct - 9 Oct
MOST CHIC SPOT! Your Martha's Vineyard Getaway!
A circular stone patio with Adirondack chairs and a small table in a forested area.

11. 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$1,215
includes taxes & fees
8 Oct - 9 Oct
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
A coastal hotel with multiple beachside rooms, a large covered area, and a beach with umbrellas.

12. 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
2 Nov - 3 Nov
The Club at New Seabury
A single-story house with a covered porch, a hammock, and a brick pathway leading to the front door.

13. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Oak Bluffs
9.8 out of 10, Exceptional, (10 reviews)
"The property was clean, private, and peaceful."
United States
Sherri R.
The price is NZ$2,322
includes taxes & fees
13 Oct - 14 Oct
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
A two-story house with a stone facade, a covered patio, and a well-maintained garden.

14. 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$6,546
includes taxes & fees
12 Oct - 13 Oct
Beautiful Estate with salt water pool & pond with kayaks
A spacious living area with wooden beams, a dining table, and a sofa.

15. 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$2,079
includes taxes & fees
18 Oct - 19 Oct
The Seashell Cove - Martha's Vineyard
A spacious living room with a wooden staircase, a fireplace, and a leather sofa.

16. < 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$1,621
includes taxes & fees
20 Oct - 21 Oct
< 1 Mi to Beaches: Home w/ Deck in Oak Bluffs
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.

17. 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, (97 reviews)
"Memorial Day weekend on the Vineyard was perfect."
United States
Cassandra
The price is NZ$937
includes taxes & fees
13 Oct - 14 Oct
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
An outdoor seating area with Adirondack chairs and a table, surrounded by trees.

18. Walk to Beach! Oak Bluffs Home & Studio

Walk to Beach! Oak Bluffs Home & Studio
Oak Bluffs
The price is NZ$1,629
includes taxes & fees
20 Oct - 21 Oct
Walk to Beach! Oak Bluffs Home & Studio
A modern living room with a sofa, chairs, a coffee table, and a dining area.

19. New Seabury Cape Condo + Pool & Beach Escape

New Seabury Cape Condo + Pool & Beach Escape
New Seabury
10.0 out of 10, Exceptional, (91 reviews)
"Great condo, great location. Fully equipped kitchen and awesome patio. "
United States
Jeff V.
The price is NZ$566
includes taxes & fees
14 Oct - 15 Oct
New Seabury Cape Condo + Pool & Beach Escape
A deck with a fire pit, outdoor seating, and a blue umbrella.

20. Cozy Cottage walk to Menauhant Beach

Cozy Cottage walk to Menauhant Beach
East Falmouth
8.8 out of 10, Excellent, (9 reviews)
"It was a great weekend spot. Had everything we needed, nicely decorated, and in a great and private location"
United States
Grace P.
The price is NZ$1,425
includes taxes & fees
8 Oct - 9 Oct
Cozy Cottage walk to Menauhant Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Tisbury Hotel Reviews

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"The Iris hotel was a good stay. I liked how the room smelled fresh, and the hallways smelled of new carpet. The bathroom was small and showed signs of being a little but it was manageable and the breakfast was great."
Ron 2-night trip
Posted 10 hours ago
Iris Hotel Cape Cod

Find out more about West Tisbury

Everything you need to know about West Tisbury 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 West Tisbury 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 West Tisbury holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

West Tisbury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West Tisbury. 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 West Tisbury 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 West Tisbury 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 West Tisbury rentals

At Expedia, we put the best West Tisbury 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 West Tisbury 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 West Tisbury 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 West Tisbury. 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 West Tisbury?

Yes, there are holiday rentals in West Tisbury close to Polly Hill Arboretum, or you can select a more secluded option if you're looking for a relaxing stay. West Tisbury is known for its wineries and beaches. Make sure you have time to check out the museums while you're in the area.

What are some of the best holiday rentals that West Tisbury has to offer?

Coastal Retreat | Walk to Inkwell Beach, Dining & Flying Horses Carousel: This holiday home rental outside of West Tisbury 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 will I find in West Tisbury?

With 88 Expedia holiday rentals, you're guaranteed to find just the right place for your West Tisbury stay.

What can I see and do in West Tisbury?

Lambert's Cove Beach and Long Point Wildlife Refuge are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Polly Hill Arboretum and Long Point Beach.

What are holiday rentals like in West Tisbury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Tisbury. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for families.