West Tisbury holiday rentals

We found 791 holiday rentals — enter your dates for availability
Discover a selection of 93 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:11 Dec - 18 Dec

Spacious wrap around deck with all day sun and shade
Living room with loft space above
Entering from the driveway
West wing with futon/sleeper
Exceptional
(44 reviews)

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

Chilmark

8% off
AU$7,056
for 7 nights, 1 home
AU$1,008 per night
includes taxes & fees
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
Private kitchen
Terrace/patio
Exterior
Dining
Exceptional
(7 reviews)

BRAND NEW!

Oak Bluffs

8% off
AU$10,873
for 7 nights, 1 home
AU$1,553 per night
includes taxes & fees
BRAND NEW!
Outdoor dining
Living area
Dining
Living area
Exceptional
(17 reviews)

THE PARK ESTATE! Your Martha's Vineyard Getaway!

Oak Bluffs

9% off
AU$77,592
for 7 nights, 1 home
AU$11,085 per night
includes taxes & fees
THE PARK ESTATE! Your Martha's Vineyard Getaway!
Chef's kitchen
Living area
Dining Room
Exterior
Exceptional
(10 reviews)

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

Chilmark

8% off
AU$13,312
for 7 nights, 1 home
AU$1,902 per night
includes taxes & fees
Lovely Chilmark home on Abel's Hill with private beach, pond, tennis, and trails
You will create forever memories in this amazing setting.
This unique home was carefully renovated to maintain its original character.
Choose from a variety of seating areas overlooking the ocean and harbor.
Your closest neighbors are a family of Osprey!
Exceptional
(28 reviews)

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

Oak Bluffs

9% off
AU$47,647
for 7 nights, 1 home
AU$6,807 per night
includes taxes & fees
Oceanfront, Private Dock and Harthaven Private Beach - Walk to Noman's, Inkwell
Private kitchen
Interior
Interior
Outdoor dining
Exceptional
(51 reviews)

Luxury Loft Historic Center Oak Bluffs

Oak Bluffs

19% off
AU$6,162
for 7 nights, 1 home
AU$880 per night
includes taxes & fees
Luxury Loft Historic Center Oak Bluffs
Exterior
The garden gate
Living area
Terrace/patio
Exceptional
(39 reviews)

Walk to private beach from beautiful Abels Hill house

Chilmark

8% off
AU$7,203
for 7 nights, 1 home
AU$1,029 per night
includes taxes & fees
Walk to private beach from beautiful Abels Hill house
front of house at dusk
Kitchen
Kitchen Breakfast Nook
Kitchen
Exceptional
(9 reviews)

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

Vineyard Haven

8% off
AU$17,914
for 7 nights, 1 home
AU$2,559 per night
includes taxes & fees
6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town
Private kitchen
Living area
Property grounds
Living area
Excellent
(36 reviews)

A Vineyard Home Perfect For Family Gatherings

Vineyard Haven

8% off
AU$6,759
for 7 nights, 1 home
AU$966 per night
includes taxes & fees
A Vineyard Home Perfect For Family Gatherings
Newly built cedar and mahogany with rain head shower.
Meals on the patio are a daily delight- sparkly mornings to ocean dipped sunsets
Large, farmhouse fireplace perfect for chillier seasons.
Exterior
Exceptional
(42 reviews)

Sanctuary House: An ocean-view farmhouse retreat

Vineyard Haven

8% off
AU$7,056
for 7 nights, 1 home
AU$1,008 per night
includes taxes & fees
Sanctuary House: An ocean-view farmhouse retreat
Private kitchen
Outdoor dining
Dining
Exterior
Exceptional
(8 reviews)

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

Edgartown

8% off
AU$3,705
for 7 nights, 1 home
AU$529 per night
includes taxes & fees
Charming 4-bedroom house with AC and WiFi in beautiful Edgartown
Living area
Outdoor dining
Interior
Living area
Exceptional
(15 reviews)

Guest House In Edgartown

Edgartown

8% off
AU$4,000
for 7 nights, 1 home
AU$571 per night
includes taxes & fees
Guest House In Edgartown
New chairs for 2023
Outdoor shower with over-sized rainfall shower head.
Living area
Kitchen with new hardwood floors
Exceptional
(95 reviews)

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

Vineyard Haven

8% off
AU$4,474
for 7 nights, 1 home
AU$639 per night
includes taxes & fees
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Interior
Living area
Interior
Private kitchen
Exceptional
(6 reviews)

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

Edgartown

8% off
AU$31,074
for 7 nights, 1 home
AU$4,439 per night
includes taxes & fees
Spacious home for entertaining, centrally located to beach, ferry, and airport.
Terrace/patio
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

8% off
AU$5,253
for 7 nights, 1 home
AU$750 per night
includes taxes & fees
Beautiful Historic Hilltop Haven -Walk to Town & Water
Kitchen
House exterior
Bedroom with queen bed
House exterior and front yard
Exceptional
(19 reviews)

Charming Family Home in the Heart of Martha's Vineyard

Vineyard Haven

8% off
AU$6,273
for 7 nights, 1 home
AU$896 per night
includes taxes & fees
Charming Family Home in the Heart of Martha's Vineyard
Room
Dining room
Exterior detail
front entrance
Exceptional
(71 reviews)

Classic Downtown Property

Vineyard Haven

7% off
AU$5,436
for 7 nights, 1 home
AU$777 per night
includes taxes & fees
Classic Downtown Property
Interior
Exterior
Dining
Interior
Exceptional
(8 reviews)

Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown

Oak Bluffs

8% off
AU$6,202
for 7 nights, 1 home
AU$886 per night
includes taxes & fees
Oak Bluffs Retreat! Spacious Vineyard Home Near Beaches & Downtown
Cozy up with a blanket
Guest parking for Garden Level unit
Kitchen
Garden Patio
Exceptional
(43 reviews)

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

Oak Bluffs

8% off
AU$9,837
for 7 nights, 1 apartment
AU$1,405 per night
includes taxes & fees
Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!
Interior
Exterior
Private kitchen
Property grounds
Exceptional
(47 reviews)

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

Oak Bluffs

7% off
AU$2,504
for 7 nights, 1 apartment
AU$358 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, laundry, 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:

  • Shining Sea Bikeway (13.7 mi / 22.1 km)
  • Farm Neck Golf Club (6.7 mi / 10.8 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.
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.
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.
Are all fees included in the West Tisbury holiday homes prices shown on Stayz?
Stayz 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.
Are there any West Tisbury holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for West Tisbury holiday homes?
You can find great discounts on holiday homes in West Tisbury on Stayz, 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 change or cancel my West Tisbury holiday home booking on Stayz?
To find West Tisbury holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in West Tisbury?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a West Tisbury holiday home?
Book your West Tisbury holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in West Tisbury?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in West Tisbury to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas