House holiday rentals in Naushon island

Private Chilmark Escape sleeps 6

Great retreat for a family/group in this light-filled private house w a spacious mahogany deck. Waskosim's Rock Res/passes to Lucy Vincent/Squibnocket- by presenting your lease at town hall. Tennis @ private assoc courts.Midcentury modern w all-wood cathedral ceilings. Open-floor-plan living room has huge sectional/Smart TV/Mini splits .All-new kitchen has natural soapstone countertops, Bosch fridge/dishwasher. In 2026 the entire interior was freshly painted and the carpeting downstairs is new.

Value · Location · Air conditioning

Ocean View Cape Cod Beach Cottage

Experience a truly one-of-a-kind Cape Cod getaway in this classic beach cottage, tucked in New Seabury, Mashpee. Just steps from a private beach and a short stroll to Popponesset Marketplace, it captures the essence of coastal charm. Ocean breezes, golden sunsets, BBQs, and an outdoor shower make it the quintessential summer retreat. Popponesset Marketplace (10min walk) is closed during the off season but Mashpee Commons (10min drive) is open Saturday - Saturday rentals only during July/August

Family · Location · Indoor spaces

Craigville|Beach Pass|BarShed|Theater|3 Kings|Pets

Not your average beach rental. A 5BR luxury villa minutes from Craigville Beach, designed for family vacations, reunions, celebrations, golf trips & group getaways. Start your day with Nespresso in the Bistro Bar, spend it at the beach or golf course, then gather in the Bar Shed, movie room, or around the fire pit. 5 BR, 5 BA, 3 king suites, chef's kitchen, alfresco dining, BBQ, outdoor shower, beach gear, beach pass, EV charger, linens & towels. Plenty of room to gather without feeling crowded.

Family · Location · Nearby

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.

Family · Location · Quiet

The Lobster Pot: Lake Tashmoo, beachfront

Welcome to The Lobster Pot, your cozy beach cottage on the tranquil shores of Martha's Vineyard. Nestled on the waterfront, this charming retreat is ideal for a paradise getaway. Wake up to the soothing sound of waves, enjoy panoramic ocean views from your private deck, and relax in the gentle sea breeze. With its inviting décor and relaxed ambiance, The Lobster Pot offers a perfect blend of relaxation and adventure. Savor fresh seafood, stroll along the sandy beach, or enjoy stunning sunsets.

Location · Family · Getting around

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Family · Location · Check-in

The Gilded Anchor

Located in East Sandwich, Cape Cod, the property offers a blend of coastal beauty and natural tranquility. Directly across the street from the bay, you’ll enjoy immediate access to the beach and expansive marshlands steps from the back deck. The updated interior and modern comforts of this two-bedroom home includes a bonus loft space along with a spacious living room and dining room that open up to the expansive back deck with tidal views. Easy access to local shops, cafes, and restaurants.

Location · Family · Checkout

Beachfront Beauty

Just a short drive over the bridge, relax with the whole family at this peaceful beach front beauty that whisks you away from the day to day grind. Whether it be Al fresco dining overlooking the ocean, sunbathing on your private beach, or disconnecting from city life, you’ll find all of these and much more at this well maintained beachfront cottage. Full kitchen, WiFi, AC/Heat, private deck with steps leading to your private beach, outdoor shower, and ample parking for 4 cars

Location · Family · View

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.

Location · Value · Hospitality

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.

Location · Indoor spaces · Beach

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.

Location · Family · Pets

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!

Location · Family · Decor