We found 1,884 holiday rentals — enter your dates for availability
Discover a selection of 120 homes, 15 apartments and other holiday rentals in Tisbury that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, which might include Wi-Fi and a pool. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts – Tisbury
Showing deals for:29 Jan - 5 Feb
Image gallery for Exclusive Oyster Pond Retreat With Private Beach, New Kitchen and Boat
1010 out of 10, Exceptional, (52 reviews)
Exceptional
(52 reviews)
Exclusive Oyster Pond Retreat With Private Beach, New Kitchen and Boat
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
Frequently Asked Questions
What is the best area to stay in Tisbury when booking a holiday rental?
When considering a holiday rental in Tisbury, Massachusetts, the area around Vineyard Haven is highly recommended. This charming neighbourhood, which serves as the main port of Martha's Vineyard, offers a delightful blend of coastal charm and local culture. You can find a variety of properties here, ranging from quaint cottages to more spacious family homes, suiting different tastes and budgets.
One of the top attractions in Vineyard Haven is the picturesque beach at Owen Park, where you can enjoy stunning views of the water and the vibrant marina. Additionally, the Martha's Vineyard Museum provides an insightful look into the island's rich history and heritage. The area also boasts a selection of delightful shops, restaurants, and cafes, making it a convenient and enjoyable base for your holiday.
When is the best time to visit Tisbury for a holiday rental?
The peak season for visiting Tisbury falls between June and August, with July being the most popular month. This vibrant period attracts holidaymakers eager to enjoy the stunning beaches, charming coastal scenery, and the lively option that the island offers. With warm temperatures averaging between 22 to 28 degrees Celsius, outdoor activities such as swimming, sailing, and exploring the local shops become highly enjoyable.
Summer in Tisbury is particularly appealing for families and groups looking to make the most of their holiday. The pleasant weather creates an ideal environment for beach days, picnics, and sightseeing, ensuring that everyone can enjoy favourite pastimes while soaking up the sun.
For those seeking a more budget-friendly option, February can be a wonderful time to visit Tisbury. While this month may be quieter, it offers a unique perspective of the island, where visitors can enjoy serene walks along the coastline and witness the beauty of winter landscapes. The tranquil atmosphere allows for a more intimate exploration of the area.
Ultimately, the best time to book a holiday rental in Tisbury depends on your preferences.
What are the top attractions in Tisbury?
In Tisbury, Massachusetts, visitors can enjoy a variety of attractions that showcase the charm of Martha's Vineyard. One of the main highlights is the picturesque Vineyard Haven harbour, where you can stroll along the waterfront and admire the boats. The nearby Main Street offers a selection of quaint shops, galleries, and cafes, superb for leisurely exploration.
Another popular spot is the Tisbury Town Beach, which provides a tranquil setting for sunbathing and swimming, ideal for families and those looking for a relaxing day by the water. For a cultural experience, the Martha's Vineyard Museum, located in the area, offers insights into the island's history and maritime heritage.
Additionally, being close to Oak Bluffs, visitors can easily access the famous Gingerbread Cottages and the vibrant boardwalk, which features shops and eateries.
Are all fees included in the 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 Tisbury holiday homes with parking?
Stayz offers a wide selection of holiday homes in 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 Tisbury holiday homes?
You can find great discounts on holiday homes in 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 Tisbury holiday home booking on Stayz?
To find 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 Tisbury?
A long-stay holiday home in 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 Tisbury holiday home?
Book your 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 Tisbury?
Prices for holiday homes in 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 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.