Vacation rentals in Tisbury

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Top-rated vacation rentals in Tisbury

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite

Cottage in Tisbury

4.96 out of 5 average rating, 209 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

Oct. 20 – 27

$767 CAD per night
Guest favourite

Guest suite in Oak Bluffs

4.94 out of 5 average rating, 301 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!

Nov. 16 – 23

$209 CAD per night
Guest favourite

Home in Oak Bluffs

4.93 out of 5 average rating, 166 reviews

Spectacular beach & pool combo; beautiful sunsets!

Close to airport, you’ll love backyard beach, water view, pool/grass yard, ambiance and the outdoors space. Beach & Pool (POOL HEAT STARTS SUMMER, 6/21) 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!

Dec. 20 – 27

$1,083 CAD per night

Popular amenities for Tisbury vacation rentals

Stay near Tisbury's top sights

The Black Dog Tavern52 locals recommend
The Barn32 locals recommend
The Steamship Authority Vineyard Haven Terminal13 locals recommend
East Chop Lighthouse20 locals recommend
Martha's Vineyard Camp meeting Association (MVCMA)31 locals recommend
The Net Result45 locals recommend

Other great vacation rentals in Tisbury

Guest favourite

Cottage in Tisbury

5.0 out of 5 average rating, 25 reviews

Classic Vineyard Cottage - Steps to Beach/Downtown

Apr. 8 – 15

$746 CAD per night
Guest favourite

Cottage in Tisbury

4.93 out of 5 average rating, 14 reviews

The Pearl: Lovely cottage, close to VH town/ferry

Apr. 14 – 21

$483 CAD per night
Guest favourite

Cottage in Tisbury

5.0 out of 5 average rating, 20 reviews

Island Charmer!

Mar. 16 – 23

$551 CAD per night
Guest favourite

Guesthouse in Oak Bluffs

5.0 out of 5 average rating, 48 reviews

Coastal Bungalow

May 23 – 30

$723 CAD per night
Guest favourite

Home in Tisbury

5.0 out of 5 average rating, 16 reviews

Stunning 4/2.5 Water View, Hot Tub

Feb. 4 – 11

$784 CAD per night
Superhost

Home in Tisbury

4.92 out of 5 average rating, 62 reviews

Classic Downtown Property

Mar. 22 – 29

$818 CAD per night
Guest favourite

Cottage in Tisbury

4.97 out of 5 average rating, 33 reviews

WATERFRONT Cottage, Downtown w/ Beach

Apr. 19 – 26

$1,384 CAD per night
Guest favourite

Home in Oak Bluffs

4.92 out of 5 average rating, 12 reviews

The Blue Lagoon, Oak Bluffs

Apr. 11 – 18

$866 CAD per night
Guest favourite

Home in West Tisbury

5.0 out of 5 average rating, 9 reviews

Secluded Getaway

Aug. 1 – 8

$1,210 CAD per night
Guest favourite

Home in West Tisbury

4.98 out of 5 average rating, 80 reviews

Lambert's Cove Retreat, Water Views and Beach Pass

Dec. 23 – 30

$767 CAD per night
Guest favourite

Home in Tisbury

4.92 out of 5 average rating, 85 reviews

Vineyard Haven Walk to Ferry

Sep. 4 – 11

$966 CAD per night
Guest favourite

Guesthouse in Tisbury

5.0 out of 5 average rating, 49 reviews

Amazing water Views, Comfortable King bed, Kitchen

Aug. 23 – 30

$947 CAD per night

Quick stats about vacation rentals in Tisbury

Total rentals

740 properties

Rentals with a pool

90 properties have a pool

Pet-friendly rentals

180 properties allow pets

Family-friendly rentals

510 properties are a good fit for families

Total number of reviews

24K reviews

Nightly prices starting at

$41 CAD before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Dukes County
  5. Tisbury