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The Blueberry House on Martha’s Vineyard

Welcome to 'The Blueberry House' in Chilmark, up-island in beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. This 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime location off North Road next to North Tabor Farm with quick access to Great Rock Bight preserve, Menemsha Beach and Chilmark Store. Multi-week stays require weekly cleaning $300 each.

Vineyard Haven Guest House - A/C, Walk to Town

Queen bed up (large carpeted master suite/living room with vaulted ceiling, ceiling fans, and walk out to deck, This End Up Couch Set), bedroom with 2 twins down, full bathroom (renovated 2023) on first floor, AC throughout the house, washer dryer, 42" flat screen TV with Amazon Firestick and internet based Xfinity cable, grill, outdoor shower and hardwood floors downstairs. Short walk to downtown Vineyard Haven and short drive to many popular beaches! Quiet dead end street with own driveway.

Island Park Beach House, waterfront New!

Kick back and relax in this calm, stylish and newly renovated space. This waterfront property has beautiful views of the Sakonnet River. It has 2 bedrooms and 1 bath. large glass doors to enjoy the views and the furnished patio for carefree indoor-outdoor living. WiFi, BBQ grill, central AC , automatic fireplace,. stream your own favorite stations on wall mounted 65 inch Sony TV . 2 SUPS and 1 kayak available. Public beaches nearby or jump right into water from right outside your back door.

Juniper Point Cottage With Ocean View

Charming Cape Cod cottage on a quiet semi-private road with beautiful views of Vineyard Sound. This inviting coastal retreat features 3 bedrooms, 2 private en-suite baths, 1 semi-private en-suite bath, a fully equipped kitchen, gas fireplace, cable TV, WiFi, and air conditioning. Relax on the second-floor deck with water views or enjoy outdoor dining on the patio with the BBQ grill. Conveniently located near the Martha’s Vineyard ferry, bus station, beaches, shops, and town.

Gather Farmhouse | 4BR | 2BA w/ Hot Tub

Beautiful 4 bedroom with an additional queen size pullout. Can sleep 8 and accommodates more sleeping areas for children under 12. Welcome to Gather Farm House! We are located on a 6 acre tree farm where we grow unique tree varieties and fruit. Our farm is across from New Englands top Public Golf Course, Newport National Golf Course and is a short distance to the beach and downtown Newport. Our great room boasts a bright open airy layout perfect for your family gathering

2 BR-Private guest house

Welcome to our charming 2-bedroom private guest house, nestled in a peaceful Chilmark neighborhood. Enjoy the spacious outdoor area, perfect for gatherings, featuring an 8-person dining set, a wood-burning fire pit, a BBQ grill and a seasonal outdoor shower. Our location offers easy access to local attractions: just a 4-minute drive to Alleys General Store, West Tisbury Center, and the library, and only 5 minutes to the stunning Lucy Vincent Beach and Chilmark town center.

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!

Sakonnet Bungalow by the Vineyard

Come and get cozy at our home away from home! Enjoy the quaintness of the Town of Little Compton, visit the local coffee shops, greenhouses, and learn about the local history at the center of town! Then mosey through the grass led ease-way where you will find yourself at Sakonnet Winery! Our property is the perfect location to wind down in the front chairs while watching the sunset across the cornfield. Bring the family and let our home be your home!

3BR Home, Fenced Yard, Free use of car, Pets ok!

Enjoy the best of Martha’s Vineyard in this newly renovated 3BR, 2BA home in West Tisbury! Includes FREE use of a car + private Lambert’s Cove Beach pass, a huge deck with new outdoor shower, and space for up to 10 guests. The layout is ideal for families or groups, featuring a private upstairs suite with its own entrance and deck. Modern amenities, peaceful setting, pet-friendly — your perfect Vineyard escape!

20-minute walk to Edgartown Village!

This 1550 square foot Ranch-style Condo with loft was built in 2018 and is set on a large nicely landscaped lot with plenty of room inside and out. It has It has 3 bedrooms and sleeps 8. It’s a 20-minute walk to the Edgartown village center, a 10-minute walk to Morning Glory Farm, and just a 10-minute drive to South Beach! All updated furnishings, beds, linens, appliances. Read our reviews! Immaculate!

Near Newport, Beaches, Golf & Navy Base

Relax in this bright Middletown retreat just minutes from Newport, local beaches, golf, and the Navy base. This comfortable 2-bedroom home features an open living area, fully equipped kitchen, private deck, and spacious yard—ideal for couples, families, or friends looking to enjoy the best of Aquidneck Island. A great home base for beach days, sightseeing, dining, and easy coastal getaways.

Falmouth Summer Fun–Game Barn-Dog Friendly!

Nestled in the heart of a charming coastal community is Hatchville Home, this traditional Cape Cod home offers the perfect blend of comfort, convenience, and historical charm. Boasting 3 bedrooms, 2.5 baths, and a host of desirable amenities, this property is an ideal haven for families, friends, and couples alike. Guests are welcome to have 1 dog up to 30lb join their group.