Best Vacation Homes in Tisbury
House
10.0(92 Reviews)
2 Bedrooms
2 Baths
5 Guests
1400 ft²
Hot Tub
Parking
Balcony/Terrace
Kitchen
US $622/Night
7 Nights - US $4,351
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
10763.91 ft²
View
Air Conditioner
Internet
Child Friendly
US $760/Night
7 Nights - US $5,320
US $687/Night
7 Nights - US $4,807
New
Apartment
10.0(83 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Hot Tub
- Parking
Ocean View- Balcony/Terrace
US $271/Night
7 Nights - US $1,900
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
2787.85 ft²
- Parking
- View
- Internet
- Child Friendly
US $491/Night
7 Nights - US $3,437
House
10.0(62 Reviews)
2 Bedrooms
2 Baths
6 Guests
1615 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,166/Night
7 Nights - US $8,160
Cottage
10.0(60 Reviews)
2 Bedrooms
1 Bath
4 Guests
650 ft²
Oceanfront- Parking
- Ocean View
- Balcony/Terrace
US $1,147/Night
7 Nights - US $8,030
Cottage
10.0(50 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,404/Night
7 Nights - US $9,828
Tisbury Luxury Rentals
House
9.8(17 Reviews)
6 Bedrooms
5 Baths
16 Guests
7000 ft²
Private Pool- Oceanfront
- Hot Tub
- Parking
US $9,215/Night
7 Nights - US $64,507
House
6 Bedrooms
3 Baths
14 Guests
- Private Pool
- Parking
Pool
Spa
US $4,920/Night
7 Nights - US $34,440
House
10.0(2 Reviews)
6 Bedrooms
5 Baths
12 Guests
4964 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $4,470/Night
7 Nights - US $31,293
House
6 Bedrooms
5 Baths
12 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $4,120/Night
7 Nights - US $28,842
House
5 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $2,426/Night
7 Nights - US $16,983
House
9.6(10 Reviews)
4 Bedrooms
3 Baths
10 Guests
2353 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $2,233/Night
7 Nights - US $15,630
House
4 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $2,232/Night
7 Nights - US $15,624
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
2300 ft²
- Hot Tub
- Ocean View
- Balcony/Terrace
- View
US $2,142/Night
7 Nights - US $14,994
Tisbury Pet Friendly Vacation Rentals
Cottage
10.0(33 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $766/Night
7 Nights - US $5,360
Apartment
8.0(15 Reviews)
2 Bedrooms
2 Baths
7 Guests
1291.67 ft²
- Balcony/Terrace
- View
- Air Conditioner
- Internet
US $485/Night
7 Nights - US $3,395
Condo
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $789/Night
7 Nights - US $5,520
House
3 Bedrooms
2 Baths
6 Guests
1496.18 ft²
- Parking
- View
- Internet
Pet Friendly
US $479/Night
7 Nights - US $3,351
House
9.4(50 Reviews)
2 Bedrooms
1 Bath
4 Guests
1100 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $351/Night
7 Nights - US $2,455
New
Apartment
2 Bedrooms
2 Baths
7 Guests
1296 ft²
- Oceanfront
- Ocean View
- View
- Kitchen
US $530/Night
7 Nights - US $3,708
House
10.0(92 Reviews)
3 Bedrooms
1 Bath
6 Guests
1352 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $369/Night
7 Nights - US $2,580
House
10.0(71 Reviews)
9 Bedrooms
6 Baths
18 Guests
6800 ft²
- Oceanfront
Breakfast- Parking
- Ocean View
US $2,077/Night
7 Nights - US $14,536
Tisbury Large Vacation Homes
House
10.0(60 Reviews)
6 Bedrooms
3 Baths
11 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,134/Night
7 Nights - US $7,939
House
9.4(6 Reviews)
5 Bedrooms
2 Baths
8 Guests
1797.57 ft²
- Oceanfront
- Parking
- Ocean View
- View
US $273/Night
7 Nights - US $1,911
House
10.0(43 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,112/Night
7 Nights - US $7,784
House
5 Bedrooms
4 Baths
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $1,152/Night
7 Nights - US $8,064
House
10.0(21 Reviews)
4 Bedrooms
3 Baths
10 Guests
1800 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $656/Night
7 Nights - US $4,593
House
10.0(17 Reviews)
4 Bedrooms
4 Baths
10 Guests
4000 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $1,148/Night
7 Nights - US $8,038
House
10.0(17 Reviews)
6 Bedrooms
3 Baths
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,125/Night
7 Nights - US $7,877
House
10.0(12 Reviews)
4 Bedrooms
3 Baths
12 Guests
2000 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $907/Night
7 Nights - US $6,347
Why Choose Rent By Owner for your Tisbury Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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 685+ Rentals in West ChopBest 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
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
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
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
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
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.
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.
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
Island Cove Adventures
Martha's Vineyard Film Center
Martha's Vineyard Chamber of Commerce
Vineyard Playhouse
Island Cove Miniature Golf
Vineyard Haven Public Library
Tisbury Town Beach
West Chop
Tisbury Town Hall & Katharine Cornell Memorial Theater
Vineyard Haven
Lake Tashmoo
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.
Tisbury Vacation Rental Frequently Asked Questions
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:
- Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
- Contemporary Pet-Friendly Year-round Retreat. In the Woods, Walk to Town.
- Sea Captain's Victorian studio bedroom apartment. Pets OK
- Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly
- Classic Downtown Property
- Well-Appointed 3 bedrm 4 bathrm with AC and 50+ 5-star reviews!
- Vineyard Haven Beach House
- FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A/C
- Mill Hill - Walking Distance From Town And Ferry With Ocean View
- LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!
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 2026 is over 268 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
House
10.0(25 Reviews)
4 Bedrooms
4 Baths
9 Guests
2400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,142/Night
7 Nights - US $14,992
House
10.0(9 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,861/Night
7 Nights - US $13,026
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
2016 ft²
- Parking
- Pool
- Kitchen
- Air Conditioner
US $914/Night
7 Nights - US $6,396
House
10.0(1 Review)
4 Bedrooms
2 Baths
8 Guests
1600 ft²
- Private Pool
- Parking
- Pool
- Ocean View
US $1,160/Night
7 Nights - US $8,122
US $490/Night
7 Nights - US $3,433
New
Apartment
9.2(5 Reviews)
1 Bedroom
1 Bath
2 Guests
571 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $322/Night
7 Nights - US $2,255
Hotel
9.0(691 Reviews)
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $456/Night
7 Nights - US $3,193
House
4 Bedrooms
2 Baths
8 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $1,336/Night
7 Nights - US $9,350
