Vacation rentals in Tisbury

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Top-rated vacation rentals in Tisbury

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Guest favourite

Cottage in Tisbury

4.96 out of 5 average rating, 213 reviews

Not Your Great Aunt's Island Cottage

CAR FERRY RESERVATIONS AVAILABLE - 7/7-7/13, 7/27-8/3, 8/24-31 In town, 1930's winterized cottage, lovingly updated by architect-owner. • Stylish informal decor, open floor plan, outdoor terrace • 2 blocks to Main Street/harbor/ferry/town beach/movie theater/playhouse • Central Air / Daikin Emura Zoned A/C • Close 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

Dec. 8 – 15

$646 CAD per night

Guest favourite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 304 reviews

Lovely 2 BR Oak Bluffs Apartment

This 100% private apartment is on the first floor of a shared house where owners and their son live upstairs. There are no shared spaces. You have a private entrance and parking. The living room, bedrooms, bathroom, and kitchenette are bright and clean. It is exactly 1 mile from Oak Bluffs Center, a half mile from The Cottages and Farm Neck Golf Course, and a block from Tradewinds walking trails. Across the street is the bike path, & the bus stop is on the corner for easy island transportation!

Jan. 21 – 28

$189 CAD per night

Guest favourite

Guest suite in Tisbury

4.96 out of 5 average rating, 28 reviews

Immaculate Couples Retreat - Peaceful Tranquility!

Escape to this charming, modern, second floor condo in Vineyard Haven. Our Island style vacation rental condo contains 2 bedrooms and 2 full bathrooms to accommodate 4 guests. A cot is available for an added guest. This beautifully maintained property lies in a desirable, quiet neighborhood surrounded by trees and features. Enjoy modern comforts like a large screen TV with Cable Subscriptions, free high-speed wireless internet, air conditioning, with easy access to Vineyard Haven downtown!

Nov. 13 – 20

$320 CAD per night

Guest favourite

Apartment in Oak Bluffs

4.97 out of 5 average rating, 161 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.

Jan. 23 – 30

$346 CAD per night

Guest favourite

Apartment in Falmouth

4.98 out of 5 average rating, 112 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Oct. 20 – 27

$124 CAD per night

Guest favourite

Apartment in Tisbury

4.92 out of 5 average rating, 102 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, the 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! The new Martha's Vineyard Museum is a five minute walk, down the same street. My place is great for couples and solo adventurers.

May 15 – 22

$286 CAD per night

Guest favourite

Cottage in Tisbury

4.98 out of 5 average rating, 313 reviews

Martha's Vineyard Getaway Cottage

Contemporary cottage on quiet, private, wooded lot. Pristine, bright & comfortably furnished. Open living area, hardwood floors, vaulted ceilings, indoor/outdoor fireplaces, well appointed kitchen, washer/dryer, cable/internet/phone with unlimited national calling, SmartTV with Netflix and additional internet streaming services. Walk or bike to beaches and trails, 5 minute drive from downtown shops and restaurants. Property abuts West Chop Woods with lovely, quiet walking trails.

Dec. 19 – 26

$323 CAD per night

Guest favourite

Home in Oak Bluffs

4.97 out of 5 average rating, 229 reviews

Sweet little post and beam

A 700 sq ft post& beam guest house that sleeps 2 people. Open kitchen, living, dining area with full bath. Stairs lead to a full second story bedroom- a queen size bed, half bath, separate seating area. Private back patio and outdoor shower. Cozy off season cottage as well- radiant heat and AC. Central location to everything you want to see! Easy bike to town/beach. Very quiet and spacious. Everyone says "so much nicer in person than in the photos". Come see for yourself!

Oct. 18 – 25

$596 CAD per night

Guest favourite

Apartment in Tisbury

4.89 out of 5 average rating, 132 reviews

Martha's Vineyard Pied-á-terre #2 Vineyard Haven

Martha's Vineyard Pied-á-terre # 2 Vineyard Haven is but a short stroll from the ferry. Found in the heart of Vineyard Haven, this beautiful apartment is in the center of our village and it's mix of restaurants, shops, galleries and theaters. A seamless blend of comfort and convenience! If your dates are not available you can check our neighboring property Martha's Vineyard Pied-á-terre #1 Tisbury

Nov. 13 – 20

$583 CAD per night

Guest favourite

Cottage in Tisbury

4.89 out of 5 average rating, 151 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!

Sep. 16 – 23

$599 CAD per night

Guest favourite

Loft in Tisbury

4.95 out of 5 average rating, 105 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.

Jan. 31 – Feb. 7

$673 CAD per night

Guest favourite

Tiny homes in Tisbury

4.89 out of 5 average rating, 213 reviews

A Cute and Cozy Vineyard Cottage!

An adorable and comfortable Cottage within walking distance to the shops and restaurants of lovely Vineyard Haven and close to the beach and ferry. Two beds and a Kitchenette make this freestanding cottage your perfect getaway. Located in a quiet neighborhood. A charming place to relax and enjoy the Vineyard.

Aug. 25 – 30

$369 CAD per night