Vacation rentals in Lake Tashmoo

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Top-rated vacation rentals in Lake Tashmoo

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

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Guest favourite
A spacious living room is highlighted by a large grey sectional couch adorned with various throw pillows. A wooden coffee table sits in front, featuring storage compartments. Two abstract paintings in calming blues are displayed above the couch, while soft lighting illuminates the area.
Guest suite in Oak Bluffs
4.95 out of 5 average rating, 435 reviews

Lovely 2 BR Oak Bluffs Apartment

*To returning guests: Airbnb has restructured their fees; so while our nightly price may look higher at first glance, it is our same pricing overall This private apartment is on the 1st floor of a family home with a personal entrance & parking; owners and their son live upstairs. There are no shared spaces. It is a mile from Oak Bluffs Center, a half mile from the Cottages and Farm Neck Golf Course, and across the street is a bike path. The bus stop is on the corner for easy island wide travel!

Superhost
Home in Tisbury
5.0 out of 5 average rating, 9 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
Home in West Tisbury
4.96 out of 5 average rating, 123 reviews

Lambert's Cove, Water view, Beach pass

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 charming cottage is surrounded by flourishing gardens and green grass. The wraparound porch is adorned with latticework and floral accents. The building features a classic New England style with multiple windows and gabled roof, inviting natural light into the home.
Cottage in Tisbury
5.0 out of 5 average rating, 97 reviews

Classic Vineyard Cottage - Steps to Beach/Downtown

Sunny 1890's cottage located just steps to the beach. Walkable to downtown Vineyard Haven. Turn-of-the-century charm w/modern updates & conveniences including A/C, WiFi, Smart TV, laundry, security & smart home system. 3 small bedrooms on upper level w/adjacent bathroom. 2nd bathroom on main level w/shower, adjacent to kitchen. Main level features fully-equipped eat-in kitchen w/peninsula & open living/dining space. Wraparound porch in front & elevated deck in back w/partial water views.

Guest favourite
Home in Tisbury
4.93 out of 5 average rating, 191 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!

Guest favourite
A charming two-story house is featured, showcasing shingle-style architecture and a welcoming front porch. White pillars support a broad balcony, while large windows allow for natural light. The well-maintained exterior is accented by a well-paved path and surrounding greenery.
Home in Oak Bluffs
4.97 out of 5 average rating, 61 reviews

Pinkletink Plantation

Your family will be close to everything when you stay at this centrally-located place. Less than a mile from the heart of Oak Bluffs and Circuit Ave., where you'll find all the famous restaurants, harbor & night life. A half mile from Eastville Beach (fabulous sunsets). Take a morning stroll around "the chop"-East Chop & walk or run a 5K. Less than 2.5 miles from Farm Neck Golf Club- & 2.5 miles to State Beach. It has a well equipped kitchen, laundry, outside shower, & back yard!

Top guest favourite
Home in Tisbury
5.0 out of 5 average rating, 16 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.

Guest favourite
The exterior of the home displays a classic Cape Cod style with weathered shingles, accented by red doors. Sunlight illuminates the large front lawn, where manicured bushes and trees frame the welcoming entrance and wooden deck.
Home in Tisbury
4.97 out of 5 average rating, 33 reviews

Charming In-Town Retreat | Private Outdoor Spaces

This antique home originally built in 1801 is situated in the heart of Vineyard Haven. It was recently restored to include modern amenities while maintaining its historic charm. This quiet residence is just a quick walk from town, restaurants, shopping and the Steamship Authority. The large front lawn with majestic trees leads to a farmer's porch with rocking chairs. The private drive situated behind the house includes a Vermont slate walkway leading to a slate patio.

Top guest favourite
The image captures a panoramic view of the ocean, surrounded by lush greenery. The tranquil blue water extends to the horizon, with a distant lighthouse visible on a rocky coastline. A clear sky overhead enhances the natural beauty of the landscape.
Home in West Tisbury
4.96 out of 5 average rating, 109 reviews

Lambert's Cove Oceanview Beach Pass Trails nearby

Traditional salt box home set in the forested hills above Lambert's Cove. Short walk / drive to town beach. Perfect for family gatherings, home has 3 bedrooms , a loft for virtual work space or reading room, 1.5 baths plus the fully enclosed outdoor shower, fully stocked kitchen, a deck that has seating for relaxing and also an octagonal picnic table, as well as lots of yard space for children or pups to play. Beach towels along with4 beach chairs provided.

Guest favourite
A rustic cottage with weathered gray siding is set against a backdrop of calm ocean waters. Wildflowers in vibrant yellow, pink, and purple line a dirt path, bordered by a wooden fence, offering a glimpse of the natural beauty surrounding the property.
Home in Oak Bluffs
4.87 out of 5 average rating, 39 reviews

The Boat House

Located on majestic East Chop and only a mile and a half from both Vineyard Haven and Oak Bluffs, this rustic ocean front cottage offers a unique Martha's Vineyard experience. Whether you relax on the the private beach and watch majestic sunsets, stroll up to East Chop Lighthouse, or head only a little over a mile to vibrant Oak Bluffs harbor, you are sure to have a memorable trip. This is the perfect perfect haven from which to explore Martha's Vineyard.

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, 325 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 spacious, newly constructed home is showcased with a dark blue exterior and white accents. The façade features a prominent front porch with chairs and a large garage. A gravel driveway leads to the entrance, framed by a lush green lawn and trees.
Home in Oak Bluffs
4.98 out of 5 average rating, 55 reviews

The Blue Lagoon, Oak Bluffs

Come enjoy this beautifully designed, brand new home. With 3 bedrooms and 3 full bathrooms you will have all the space you need. An outdoor patio with gas grill is the perfect spot to relax after a day at the beach. Just a few steps away is the lagoon where you can paddle board, kayak, dig clams, or just take in the amazing sunsets! Summer rentals are Saturday to Saturday. Please send a message if you have any questions.

Popular amenities for Lake Tashmoo vacation rentals