Holiday rentals in Lake Tashmoo

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Top-rated holiday rentals in Lake Tashmoo

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Superhost
Home in Tisbury
5 out of 5 average rating, 5 reviews

Vineyard Haven Family Beach, Fire Pit & Garden Vie

Escape to Vineyard Haven House, a stunning holiday home perfect for your next getaway! This beautiful house boasts 4 spacious bedrooms, 2.5 bathrooms, and multiple living areas with cozy fireplaces. Enjoy direct access to the lake, a private dock, and fantastic outdoor amenities, including a fire pit, gas grill, and outdoor shower. Located in a tranquil neighborhood, you're just a short drive from beaches, shops, and the ferry to the islands. Relax and unwind in this idyllic retreat, offering th

Guest favourite
Flat in Tisbury
5 out of 5 average rating, 8 reviews

Luxury Guest Suite w/ Private Patio • Near Town

This apartment was newly built just a few years ago & still feels brand new. Located above the garage of our main residence, it has a private side entrance completely separate from the main house for total privacy. Set at the end of a beautiful subdivision just 2 miles from downtown Vineyard Haven, guests enjoy a private patio w/ gardens & a gas fire pit. Inside features stylish Vineyard décor, crisp A/C, fully equipped kitchen, large bedroom w/ queen memory foam bed & a large walk-in shower.

Guest favourite
Home in Tisbury
4.93 out of 5 average rating, 183 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!

Top guest favourite
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 Tisbury
5 out of 5 average rating, 13 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 front exterior of the house is shown surrounded by lush greenery, featuring a well-maintained lawn. A pathway leads to the entrance, and the porch offers seating. Two sun loungers are positioned on the grass, inviting relaxation in the open space.
Home in Oak Bluffs
4.92 out of 5 average rating, 144 reviews

** Vineyard Vacation Retreat ** with HOT TUB

Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home. Updated 7/25/2025 we do not have any more firewood on the property.

Top guest favourite
Guest house in Tisbury
4.97 out of 5 average rating, 94 reviews

Island Home. Secluded guest house in spacious yard

A secluded guest house with southern views over an expansive garden. Two blocks to downtown, the ferry, town pier and beach, restaurants, and public transportation to the rest of the island. This property is a refuge in Vineyard Haven’s historic district. Use our bikes to explore the island, or enjoy the short walk down Main Street to town beaches and fine dining. On site parking is available, or leave your car on the mainland and enjoy the easy walk from the ferry.

Top guest favourite
A charming two-story home is framed by vibrant greenery and colorful shrubs, with a paved pathway leading to the entrance. Solar panels adorn the roof, reflecting a commitment to sustainability. Lush grass and well-maintained landscaping create an inviting atmosphere.
Home in Falmouth
5 out of 5 average rating, 166 reviews

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

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
4.93 out of 5 average rating, 309 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!

Guest favourite
A bright living room is highlighted by large windows allowing natural light to fill the space. A white sectional sofa is positioned around a circular coffee table. A stone fireplace adds warmth, and artwork is displayed on the walls, enhancing the welcoming atmosphere.
Home in Tisbury
4.86 out of 5 average rating, 37 reviews

No Car Needed-walk to ferry, town, beach & bus

Enjoy a beautiful space on a quiet road exactly 1 mile from Vineyard Haven town center. The home has 3 bedrooms with 3 queen size beds, 2 bathrooms and a large deck, yard, outdoor shower & Weber grill. Owen Little public beach is a 3 minute walk. Our home is also available to rent on a monthly basis. Please note that there is an apartment on the first floor with full time renters. The only shared space is the driveway.

Top guest favourite
A well-appointed efficiency suite features a spacious bed with soft linens against a light-colored wall. Two comfortable chairs and a small table are positioned near the bed, creating a quaint sitting area. Natural light enters through several windows, enhancing the inviting ambiance.
Guest suite in Oak Bluffs
4.98 out of 5 average rating, 196 reviews

Quiet Hide Away

Lovely efficiency suite with private entrance in a quiet neighborhood. Private space located over attached garage. Plenty of space for two guests. Comfortably appointed with queen bed, dining set, living area with tv and full bath. Enjoy a coffee or cocktail on the private deck. Toaster oven, refrigerator and coffee maker will start your day right before heading to nearby beaches, golf courses or shopping.

Guest favourite
The inviting living area features a white couch adorned with accent pillows, complemented by a striped ottoman. A cozy armchair is positioned nearby, and a piece of artwork hangs on the wall. Natural light filters through the window with wooden shutters.
Flat in Tisbury
4.88 out of 5 average rating, 168 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

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 Tisbury
4.96 out of 5 average rating, 312 reviews

Not Your Great Aunt's Island Cottage

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

Popular amenities for Lake Tashmoo holiday rentals

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