Holiday houses in Tisbury

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Top-rated holiday rentals in Tisbury

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Guest favourite
A clear view of Vineyard Sound is visible through the surrounding trees, showcasing the serene blue waters extending to the horizon. The gentle outlines of land can be seen in the distance, framed by lush greenery and a tranquil atmosphere.
Home in West Tisbury
4.96 out of 5 average rating, 114 reviews

Lambert's Cove, Water view, Beach pass, Ferry Tix

Enjoy stunning views of Vineyard Sound from this cozy three bedroom two bath home in a quiet neighborhood just minutes from Lambert's Cove Beach. This upside down house has one bedroom on the main level along with a full bath and open kitchen, dining, and family room. The downstairs has another living space, two bedrooms, laundry room, and full bath. Enjoy family time in the open upstairs with water views, or retreat to the lower level living room for some separation, quiet time, or work space.

Top Guest favourite
A kitchen area features a bar with three wooden stools, inviting casual dining. Hanging pots and pans are showcased above the counter, while a vase of red roses adds a touch of color. A brick wall complements the white cabinetry and appliances.
Apartment in Vineyard Haven
4.92 out of 5 average rating, 143 reviews

Harbor view apartment, a quick walk from the ferry

This is a great one bedroom apartment on the second floor of a house. My place is close to the beach, public transport, the Steamship Authority ferry, Black Dog Tavern, Main Street Vineyard Haven, Stop & Shop grocery, and lots of great shopping. You’ll love the convenience! Walk to the apartment right off the ferry boat. Lots to do in walking distance, and onsite parking. The Martha's Vineyard Museum is a 5 minute walk, down the same street. My place is great for couples and solo adventurers.

Top Guest favourite
The exterior of a charming house is shown, featuring a gray shingle facade and a welcoming covered porch. Lush greenery and ornamental shrubs frame the entrance, while a gravel driveway leads up to the front door, creating an inviting approach.
Home in Oak Bluffs
4.93 out of 5 average rating, 209 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, ENDS 9/1) is a hard to find combination!! Location is private, yet it's close to the 3 largest towns on Martha's Vineyard. Great for couples, families (with kids), and big groups. Enjoy dinner with the indoor/outdoor Sonos music system during a beautiful sunset! NOTE; Rate increase in high season, pool/spa is a combined unit & ONLY heated in summer!

Top Guest favourite
An open studio space features a cozy sleeping area with a spacious bed covered in light bedding. A soft armchair and a wooden bench provide additional seating. Natural light streams in from a window, enhancing the room's bright atmosphere. Shelving displays books and decorative items.
Apartment in Oak Bluffs
4.98 out of 5 average rating, 223 reviews

Sunny Studio Apartment on Martha's Vineyard

Our Sunny Studio is centrally located on Martha's Vineyard. A down-island location with an up-island feel. Open and airy studio with kitchenette and bath. The apartment has all the essentials. The apartment is located within walking distance of hiking and biking trails. A 10 to 15 minute car ride to any down-island town / beach. ***Please Note: Although conveniently located we are not within walking distance to Bars or Restaurants. We do recommend first time visitors rent or bring a car.

Top Guest favourite
Home in Vineyard Haven
4.94 out of 5 average rating, 172 reviews

Vineyard Haven Walk to Ferry

I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!

Superhost
A modern living space is showcased with a light color palette. A gray sofa and blue armchair are arranged around a round coffee table on a textured area rug. A kitchen area with a central island is visible in the background, along with sliding glass doors leading to a deck.
Home in Vineyard Haven
5 out of 5 average rating, 4 reviews

Entire home newly renovated in August 2025

Step into your serene island getaway at 5 Pine Tree Lane, with 4 bedrooms (4 beds) and nestled in the heart of beautiful Martha’s Vineyard. This brand-new home blends modern comfort with Vineyard charm perfect for families, groups of friends, or couples looking for a relaxing escape. Walking distance to a neighborhood beach, year round ferry access (1mi) and shopping. This home was thoughtfully designed and offers everything you need for a peaceful and memorable experience.

Top Guest favourite
The exterior of the yurt showcases a circular wooden structure with large, rounded windows, complemented by a metal roof. A private yard features lush greenery, colorful flora, and outdoor seating arrangements, creating an inviting space for relaxation and outdoor activities.
Home in Oak Bluffs
4.92 out of 5 average rating, 294 reviews

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

Top Guest favourite
A scenic view is captured showcasing a vibrant sunset over the water, with sailboats gently floating. The sky displays rich hues of orange and pink, reflecting on the calm surface, creating a serene atmosphere.
Guesthouse in Tisbury
4.97 out of 5 average rating, 95 reviews

MV King bed, Water Views, Near Bike Path- Bus stop

Have your morning coffee looking out at the sunrise and sailboats from your living room or bedroom windows. This modern studio feels secluded while only a mile and a half from Main Street Vineyard Haven, four miles from Oak Bluffs, and eight miles to Edgartown. This is the perfect place to unplug but does come equipped with everything you need, including wifi, smart tv, fully equipped kitchen, beach towels, linens, and bath towels for your stay. :)

Top Guest favourite
The cottage is adorned with warm, glowing string lights that outline the roof and windows, creating a welcoming ambiance. A lush wreath decorates the front door, while charming wood paneling and multiple windows enhance the inviting exterior.
Cottage in Vineyard Haven
4.96 out of 5 average rating, 299 reviews

Ferry (Car) Reservations Available for Summer 2026

In the heart Vineyard, 1930's cottage, lovingly updated by architect-owner. • Stylish decor, open floor plan, granite terrace • 2 blocks to Main St/harbor/ferry/town beach/playhouse • Central Air • Easily walkable to bike rentals, restaurants, shops, spa, library, mini-golf, etc. • Large yard with wood/gas grills, bocce, corn hole, beach chairs, fire pit • Outdoor shower • 3BR + sleeping loft

Top Guest favourite
A living area features a comfortable gray sofa adorned with patterned cushions, positioned beside a light-colored coffee table. A small vase with white flowers sits atop the table, accompanied by two glasses and a bottle. Soft light emanates from a lamp, illuminating the warm wood accents and inviting ambiance.
Cottage in Vineyard Haven
4.91 out of 5 average rating, 186 reviews

Sweet Cottage w/ yard, 1.5BR, Walk to Town & Water

Lovely 500 sq. ft. guest cottage on peaceful, residential hilltop near town & water. Open kitchen & living area; bedroom with double bed; sweet office accessed only thru BR with twin-sized couch; queen sofabed in LR. Walkable to parks, beach and town for kids and adults! Fenced in yard w bbq, outdoor shower and a brand new fire pit. A true pleasure. Read more below!

Top Guest favourite
Loft in Tisbury
4.95 out of 5 average rating, 122 reviews

Mayflower Haven

Wonderfully bright ,cozy, air conditioned ,newly finished ,comfortably appointed 600 sq ft apartment,on the beautiful island of Martha's Vineyard. Private entrance ,State of the art appliances, queen canopy bed , last house on quiet dead end street, on site parking ,5 minutes drive to Vineyard Haven. Easy access to all island towns , beaches and shopping.

Guest favourite
A charming cottage is surrounded by lush greenery and blooming hydrangeas. A small Weber grill is positioned on the stone patio, and a wooden pathway leads to the covered porch. The facade features multiple screened doors and windows, inviting natural light into the space.
Guesthouse in Vineyard Haven
4.85 out of 5 average rating, 275 reviews

Sweet Vineyard Haven Cottage

Booking for Fall 2025 is still OPEN. BOOKING for 2026 season to OPEN Oct. 15th Walk to Main Street Vineyard Haven and ferry from this classic, comfy cottage with great screened porch and well equipped kitchen. No car, no problem. Upgraded A/C, premium cable and a new outdoor shower!

Popular amenities for Tisbury holiday rentals

When is the best time to visit Tisbury?

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Avg. price$571 AUD$592 AUD$557 AUD$418 AUD$460 AUD$622 AUD$801 AUD$939 AUD$580 AUD$435 AUD$503 AUD$524 AUD
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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Tisbury?

    Tisbury has more than 570 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Tisbury?

    Experience the best of Tisbury with our guesthouse rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Tisbury?

    Four-legged friends are welcome in Tisbury. Choose from more than 220 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Tisbury?

    Yes! Work meets play with ease at over 350 vacation rentals in Tisbury featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Tisbury house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in Tisbury, available on Airbnb. Make a splash and soak up the sun in style!

  • Where should I stay in Tisbury?

    Make yourself at home in Tisbury by choosing from our most frequently booked neighborhoods. We have over 710 vacation rentals in West Chop, over 1,750 vacation rentals in Tisbury, and over 710 vacation rentals in Eastville.

  • Do guesthouse rentals in Tisbury have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning in Tisbury. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Tisbury have a kitchen?

    Absolutely! We offer over 30 condo rentals with a kitchen in Tisbury. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Tisbury have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Tisbury. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Tisbury have free parking?

    Absolutely! We offer over 50 cottage rentals with free parking in Tisbury. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Tisbury

  • Total holiday rentals

    Explore 810 holiday rentals in Tisbury

  • Nightly prices starting at

    Tisbury holiday rentals start at $56 AUD per night before taxes and fees

  • Verified guest reviews

    Over 28,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    570 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 220 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    350 properties have a dedicated workspace

  • Wi-Fi availability

    810 of Tisbury holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Tisbury rentals

  • 4.9 Average rating

    Tisbury stays are highly rated by guests—averaging 4.9 out of 5!

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