Discover Your Perfect Tisbury Vacation Homes

Best Vacation Homes in Tisbury

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9.9 (72 Reviews)
Bed & Breakfast
Charles and Charles MV
  • Air Conditioner
  • View
  • Security/Safety
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Tisbury Luxury Rentals

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Tisbury Pet Friendly Vacation Rentals

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7.8 (15 Reviews)
Apartment
Main Street Upper
  • Pet Friendly
  • Balcony/Terrace
  • Security/Safety
View Availability
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Tisbury Large Vacation Homes

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Why Choose Rent By Owner for your Tisbury Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Tisbury Vacation Rentals

Where are the best neighborhoods to stay in Tisbury?

When choosing where to stay in Tisbury, Vineyard Haven, Massachusetts, you'll find a variety of charming neighborhoods that cater to different preferences. The area offers peaceful residential streets perfect for relaxing getaways, as well as vibrant communities with easy access to local shops and eateries. Whether you're looking for a quiet retreat or a lively base from which to explore the island, the neighborhoods in Vineyard Haven provide a convenient and welcoming atmosphere. Booking through trusted vacation rentals in this region ensures you experience the comfort and authenticity of your chosen neighborhood, making your visit to Tisbury truly memorable.

West Chop

Situated along the picturesque coastline, West Chop offers a tranquil retreat with stunning views and easy access to the region’s charming seaside scenery. This neighborhood provides an ideal setting for those seeking peaceful vacation rentals near the water in Vineyard Haven.

View 612+ Rentals in West Chop

Best Times to Visit Tisbury

When should you plan your Vacation Rentals stay?

Timing your visit to this charming destination can enhance your experience, allowing you to enjoy its serene beaches and local charm when the weather is most favorable during the year.

Peak Season Highlights

spring
July and August

During these summer months, the area experiences warm weather and lively gatherings, making it an ideal time to explore local attractions and enjoy outdoor activities.

Average Temperature Daytime: 75-85°F - Nighttime: 60-65°F
spring
June and September

The shoulder months offer pleasant weather with fewer crowds, perfect for relaxing and discovering the region’s charming scenery and local culture.

Average Temperature Daytime: 70-80°F - Nighttime: 55-60°F

Off-Season Highlights

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April and May

Springtime here brings mild temperatures and blooming landscapes, providing a quieter atmosphere for those seeking tranquility and affordable vacation rentals.

Average Temperature Daytime: 55-65°F - Nighttime: 45-50°F
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October and November

Fall in this destination features cooler weather and colorful foliage, offering a peaceful retreat with fewer visitors and lower rental prices.

Average Temperature Daytime: 50-60°F - Nighttime: 40-45°F

Weekly Weather Forecast for Tisbury

How to Book Your Tisbury Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Tisbury

More Top-Rated Vacation Rentals in Tisbury Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor grilling with a fully equipped barbecue area to savor meals al fresco.
  • Relax in a private patio or deck, perfect for morning coffee or evening gatherings.
  • Make the most of spacious yards or gardens ideal for outdoor activities and games.
  • Take advantage of scenic views from large windows or outdoor seating areas overlooking the region.
  • Stay active with access to nearby walking trails or paths for exploring the local landscape.
  • Benefit from designated parking spaces or garages for your convenience during your stay.
  • Unwind in inviting outdoor lounges or sitting areas designed for socializing and relaxation.

Top Attractions Around Tisbury

What attractions are nearby?

Within this charming region, you can enjoy a variety of activities such as exploring scenic beaches, strolling through local shops and markets, or discovering the area's rich history—all just minutes from your ideal vacation rental in Vineyard Haven.

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Family Activities

  • Beach Day at State Beach: Spend a relaxing day with your family enjoying the sandy shores and gentle waves just a short drive from the heart of the region.
  • Museum of the Vineyard: Explore local history and culture through engaging exhibits that are perfect for curious young minds and adults alike.
  • Vineyard Haven Marina: Experience family-friendly boat rentals or guided tours that showcase the scenic beauty and maritime heritage of this destination.
  • Farmers Market in Tisbury: Discover fresh local produce, handmade crafts, and delicious treats while supporting regional vendors on weekend mornings.
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Adult Activities

  • Visit the Tisbury Farmers' Market: Engage with local producers and enjoy fresh, regional products at this vibrant market in the heart of the area.
  • Explore the Martha's Vineyard Museum: Gain insights into the region’s rich history and cultural heritage through engaging exhibits and collections.
  • Attend a Wine Tasting Tour: Discover local vineyards and sample handcrafted wines in the scenic surroundings of the region's celebrated wineries.
  • Enjoy a Gourmet Dining Experience: Savor exquisite cuisine at acclaimed restaurants that showcase the region’s culinary excellence.

Other Places to Stay in Tisbury, MA

Martha's Vineyard Museum
Martha's Vineyard Museum Vacation Rentals
Island Cove Adventures
Island Cove Adventures Vacation Rentals
Martha's Vineyard Film Center
Martha's Vineyard Film Center Vacation Rentals
Martha's Vineyard Chamber of Commerce
Martha's Vineyard Chamber of Commerce Vacation Rentals
Vineyard Playhouse
Vineyard Playhouse Vacation Rentals
Island Cove Miniature Golf
Island Cove Miniature Golf Vacation Rentals
Vineyard Haven Public Library
Vineyard Haven Public Library Vacation Rentals
Tisbury Town Beach
Tisbury Town Beach Vacation Rentals
Tisbury Town Hall & Katharine Cornell Memorial Theater
Tisbury Town Hall & Katharine Cornell Memorial Theater Vacation Rentals
West Chop
West Chop Vacation Rentals
Vineyard Haven
Vineyard Haven Vacation Rentals
Lake Tashmoo
Lake Tashmoo Vacation Rentals
More Places to Stay Near Tisbury

Tisbury Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Markets and Eateries: Take advantage of the region’s charming markets and fresh seafood restaurants to enjoy authentic flavors during your stay.
  • Plan Outdoor Activities: Make the most of the area's scenic beauty by scheduling outdoor pursuits like walking tours, cycling, or relaxing on nearby beaches.
  • Visit Cultural and Historic Sites: Dive into the local history and culture that enrich this destination by visiting museums, galleries, or heritage landmarks.
  • Choose Your Accommodation Thoughtfully: Select from a variety of well-appointed vacation rentals that offer comfort and convenience to enhance your experience here.

Transportation Options

  • Ferry Services: You can easily access the area by ferry, with regular routes connecting from the mainland to Vineyard Haven, making it a convenient transportation option for your stay.
  • Rental Car Services: Renting a car here provides flexibility to explore the region at your own pace, especially given the scenic drives and local attractions nearby.
  • Public Transit: The local bus system offers an affordable way to navigate the area, connecting key points within the region for easy access during your vacation.
  • Taxis and Ride-Sharing: Taxis and ride-sharing services are readily available here, offering quick and reliable transport to various destinations on this island destination.

Local Customs Options

  • Congregational Church Services: Participating in local church services reflects the region’s traditional community values and offers a glimpse into the area’s spiritual heritage.
  • Maine Lobster Boil Etiquette: When enjoying a seafood feast, it’s customary to follow specific local customs around handling and eating fresh lobster, honoring the region’s culinary traditions.
  • Harbor and Maritime Respect: Navigating the waters here involves observing maritime customs such as quieting engines near boats and respecting fishing zones, embodying the area's strong seafaring culture.
  • Seasonal Celebrations and Festivals: Engaging in seasonal events showcases the region’s vibrant community spirit and commitment to celebrating local history and traditions.

Frequently Asked Questions About Tisbury?

1. What are the top vacation rentals in Tisbury?

There are a lot of options in Tisbury. If you plan on staying in the Tisbury area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Tisbury:

2. How many vacation rentals have private pools in Tisbury?

There are 4 vacation rentals with private pools near Tisbury. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Tisbury are best for families?

If you are looking for a family-friendly vacation home in Tisbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Tisbury:

4. How many Rentbyowner vacation rentals are available in Tisbury?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 294 in the Tisbury area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Tisbury. 

5. What is the cancellation policy for vacation rentals in Vineyard Haven?

The cancellation policies vary depending on the individual property. To understand the specific terms, please review the listing details or contact the property owner directly before booking.

6. How do I check the availability of a vacation rental in Tisbury?

Availability can be viewed through the property’s online listing. It is recommended to inquire with the owner if you have specific dates in mind to confirm the property is available during your intended stay.

7. Are there any additional fees associated with booking a vacation rental here?

Additional fees such as cleaning fees, security deposits, or service charges are typically outlined in the listing details. Be sure to read the full description or reach out to the owner for clarification prior to completing your reservation.

8. What amenities should I expect when staying at a vacation rental in this destination?

Amenities can vary widely but commonly include essentials like Wi-Fi, kitchen facilities, and parking. For specific amenities offered, consult the listing or contact the owner to ensure the property meets your needs.

9. Is it possible to modify or cancel my reservation for a vacation rental in the region?

Modification and cancellation options depend on the terms set by the property owner. Review the cancellation policy stated in the listing and contact the owner if you need to make changes to your booking.

Tisbury Top Rated Vacation Rentals

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