West Tisbury holiday lettings

We found 789 holiday rentals — enter your dates for availability
Discover a selection of 91 homes and other holiday rentals in West Tisbury that are perfect for your trip. Holiday homes offer the amenities that you expect for your stay with friends, family or just your pet, such as a pool and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – West Tisbury

Showing deals for:4 Dec - 11 Dec

Living area
Living area
Dining
Exterior
Exceptional
(17 reviews)

THE PARK ESTATE! Your Martha's Vineyard Getaway!

Oak Bluffs

8% off
£41,955
for 7 nights, 1 home
£5,994 per night
includes taxes & fees
THE PARK ESTATE! Your Martha's Vineyard Getaway!
West wing with futon/sleeper
Living room  with loft space above
Kitchen slider and herb garden
Entering from the driveway
Exceptional
(43 reviews)

Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Chilmark

7% off
£3,891
for 7 nights, 1 home
£556 per night
includes taxes & fees
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
You will create forever memories in this amazing setting.
This unique home was
carefully renovated to maintain its original character.
Your closest neighbors are a family of Osprey!
Laughter and stories are guaranteed as you
get together on the West Porch.
Exceptional
(28 reviews)

Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell

Oak Bluffs

8% off
£26,007
for 7 nights, 1 home
£3,715 per night
includes taxes & fees
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
Interior
Terrace/patio
Dining
Private kitchen
Exceptional
(7 reviews)

BRAND NEW!

Oak Bluffs

7% off
£6,094
for 7 nights, 1 home
£871 per night
includes taxes & fees
BRAND NEW!
Private kitchen
Interior
Outdoor dining
Interior
Exceptional
(51 reviews)

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs

18% off
£3,456
for 7 nights, 1 home
£494 per night
includes taxes & fees
Luxury Loft Historic Center Oak Bluffs
Chef's kitchen
Living area
Dining Room
Exterior
Exceptional
(9 reviews)

Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails

Chilmark

8% off
£7,367
for 7 nights, 1 home
£1,052 per night
includes taxes & fees
Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails
Kitchen
Kitchen
Kitchen Breakfast Nook
front of house at dusk
Exceptional
(8 reviews)

6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town

Vineyard Haven

8% off
£9,572
for 7 nights, 1 home
£1,367 per night
includes taxes & fees
6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town
Dining
The garden gate
Terrace/patio
Exterior
Exceptional
(39 reviews)

Walk to private beach from beautiful Abels Hill house

Chilmark

7% off
£4,006
for 7 nights, 1 home
£572 per night
includes taxes & fees
Walk to private beach from beautiful Abels Hill house
Living area
Living area
Property grounds
Private kitchen
Excellent
(36 reviews)

A Vineyard Home Perfect For Family Gatherings

Vineyard Haven

7% off
£3,766
for 7 nights, 1 home
£538 per night
includes taxes & fees
A Vineyard Home Perfect For Family Gatherings
Dining area can seat 8-10 and looks onto patio and water views.
Meals on the patio are a daily delight- sparkly mornings to ocean dipped sunsets
Large, farmhouse fireplace perfect for chillier seasons.
Newly built cedar and mahogany with rain head shower.
Exceptional
(42 reviews)

Sanctuary House: An ocean-view farmhouse retreat

Vineyard Haven

7% off
£3,602
for 7 nights, 1 home
£515 per night
includes taxes & fees
Sanctuary House: An ocean-view farmhouse retreat
Interior
Living area
Dining
Private kitchen
Exceptional
(5 reviews)

Spacious home for entertaining, centrally located to beach, ferry, and airport.

Edgartown

8% off
£17,133
for 7 nights, 1 home
£2,448 per night
includes taxes & fees
Spacious home for entertaining, centrally located to beach, ferry, and airport.
Living area
Outdoor shower with over-sized rainfall shower head.
Exterior
New chairs for 2023
Exceptional
(94 reviews)

Charming, Clean And Well Maintained Home Walking Distance To Town And Beach

Vineyard Haven

7% off
£2,494
for 7 nights, 1 home
£356 per night
includes taxes & fees
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Living area
Outdoor dining
Living area
Interior
Exceptional
(14 reviews)

Guest House In Edgartown

Edgartown

8% off
£2,190
for 7 nights, 1 home
£313 per night
includes taxes & fees
Guest House In Edgartown
Living area
Outdoor dining
Exterior
Dining
Exceptional
(8 reviews)

Charming 4-bedroom house with AC and WiFi in beautiful Edgartown

Edgartown

8% off
£2,050
for 7 nights, 1 home
£293 per night
includes taxes & fees
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown
Interior
Sunroom with games & books & everything fabulous for a long, sweet morning!
Interior
Interior
Exceptional
(38 reviews)

Beautiful Historic Hilltop Haven -Walk to Town & Water

Vineyard Haven

7% off
£2,920
for 7 nights, 1 home
£417 per night
includes taxes & fees
Beautiful Historic Hilltop Haven -Walk to Town & Water
Exterior
Dining room
front entrance
Room
Exceptional
(71 reviews)

Classic Downtown Property

Vineyard Haven

7% off
£3,022
for 7 nights, 1 home
£432 per night
includes taxes & fees
Classic Downtown Property
Room
Living area
Interior
Interior
Exceptional
(20 reviews)

Modern 1-bedroom apartment in private Edgartown neighborhood w/ tennis court

Edgartown

8% off
£1,666
for 7 nights, 1 apartment
£238 per night
includes taxes & fees
Modern 1-bedroom apartment in private Edgartown neighborhood w/ tennis court
Dining
Exterior
Living area
Interior
Exceptional
(8 reviews)

Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown

Oak Bluffs

7% off
£3,399
for 7 nights, 1 home
£486 per night
includes taxes & fees
Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
Sitting area
Guest parking for Garden Level unit
Living room
Kitchen
Exceptional
(43 reviews)

Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!

Oak Bluffs

8% off
£5,373
for 7 nights, 1 apartment
£768 per night
includes taxes & fees
Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!
Kitchen
House exterior
Outdoor shower
Bedroom with queen bed
Exceptional
(19 reviews)

Charming Family Home in the Heart of Martha's Vineyard

Vineyard Haven

8% off
£3,501
for 7 nights, 1 home
£500 per night
includes taxes & fees
Charming Family Home in the Heart of Martha's Vineyard
Interior
Exterior
Private kitchen
Property grounds
Exceptional
(47 reviews)

Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt

Oak Bluffs

7% off
£1,279
for 7 nights, 1 apartment
£183 per night
includes taxes & fees
Perfect location! By Beach, Harbor & Town! Gorgeous Gingerbread Upstairs Aptmt
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Explore the waterfront setting in West Tisbury

The area's wineries and museums are just some of the reasons to come on holiday to West Tisbury. Renowned for its island views, beaches and fishing, this city welcomes all visitors. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in and around West Tisbury

Are you looking for things to do while you're in town? Venture out of your holiday home and check out everything that makes West Tisbury a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Farm Neck Golf Club (6.7 mi / 10.8 km)
  • Shining Sea Bikeway (13.7 mi / 22.1 km)
  • Cape Cod Winery (14.5 mi / 23.3 km)
  • Cape Cod Country Club (17.5 mi / 28.2 km)
  • Coastal Vineyards (20.3 mi / 32.6 km)
  • Fulling Mill Brook Preserve (2.1 mi / 3.3 km)

Exploring the natural landscape of West Tisbury

Whether you're an adventurous traveller or just want to appreciate the scenery, West Tisbury is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

  • Lambert's Cove Beach (4.4 mi / 7.1 km)
  • Menemsha Beach (5 mi / 8.1 km)
  • Katama Beach (5.4 mi / 8.7 km)
  • Edgartown Beach (7 mi / 11.2 km)
  • Inkwell Beach (8 mi / 12.8 km)
  • Ocean Park (8 mi / 12.9 km)

Transport to and around West Tisbury

The nearest airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 3.3 mi (5.3 km) from the city centre. If you can't find a flight that's convenient for your trip, you might consider flying into New Bedford, MA (EWB-New Bedford Regional), which is 25 mi (40.2 km) away.

Frequently asked questions

What is the best area to stay in West Tisbury when booking a holiday rental?
When considering a holiday rental in West Tisbury, Massachusetts, the area offers a charming blend of tranquillity and natural beauty, making it an excellent choice for a getaway. One of the most appealing neighbourhoods is close to the picturesque Lamberts Cove Beach, which is known for its soft sand and serene atmosphere, superb for sunbathing or enjoying a leisurely swim. This area tends to have a selection of properties that cater to various tastes, providing a wonderful escape.Another top spot is the vicinity of the West Tisbury Town Centre, where you can experience the local culture and community spirit. Here, you'll find the iconic West Tisbury Farmer's Market, which showcases fresh produce, artisanal goods, and a friendly atmosphere every summer. Additionally, the nearby Polly Hill Arboretum offers a delightful opportunity to explore a stunning collection of plants and trees, making it a lovely destination for nature enthusiasts.Overall, West Tisbury boasts a variety of properties, ranging from quaint cottages to more expansive homes, allowing visitors to find the superb rental for their holiday.
How much does it cost to rent a holiday home in West Tisbury?
Prices for holiday rentals in West Tisbury vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in West Tisbury to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for West Tisbury holiday house rentals?
You can find great discounts on house rentals in West Tisbury on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay holiday rentals in West Tisbury?
A long-stay holiday rental in West Tisbury is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any West Tisbury holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in West Tisbury with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit West Tisbury for a holiday rental?
The best time to visit West Tisbury for a holiday rental is during the peak season from June to August, with July being particularly popular among travellers. This vibrant summer period attracts visitors looking to enjoy the beautiful beaches, charming local shops, and outdoor activities that the area has to offer. The warm temperatures, typically ranging from 20 to 30 degrees Celsius, create a friendly space for sightseeing and leisurely strolls along the coastline.During these months, you can immerse yourself in the lively community spirit, with numerous events and festivals enhancing your experience. It's a prime time for families and couples alike, as the scenic beauty of Martha's Vineyard comes alive under the summer sun, making it superb for beach outings and nature walks.For those who seek a more tranquil experience, consider visiting in November, when the crowds have thinned out, and the natural beauty of West Tisbury is still captivating. This quieter month offers a chance to enjoy peaceful walks, scenic drives, and the stunning autumn foliage without the hustle and bustle of peak season.Ultimately, your choice of when to visit West Tisbury should reflect your preferences for either a lively summer escape or a serene autumn retreat.
How early should I book a West Tisbury holiday rental?
Book your West Tisbury holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in West Tisbury?
In West Tisbury, visitors can enjoy a blend of natural beauty and local charm. The Polly Hill Arboretum is a popular attraction, featuring a diverse collection of trees and plants, superb for leisurely strolls and nature enthusiasts. The nearby Menemsha Pond offers stunning views and is a great spot for sunset watching, while the quaint fishing village of Menemsha is known for its picturesque harbor and fresh seafood.Travellers can also explore the West Tisbury Farmers Market, which showcases local produce, artisanal goods, and crafts, providing a taste of the region's agricultural heritage.
Can I change or cancel my West Tisbury home rental booking on Vrbo?
To find West Tisbury holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the West Tisbury holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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