Holiday rentals in Tuckernuck Island

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Top-rated holiday rentals in Tuckernuck Island

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Guest favourite
A wooden deck extends over the water, featuring two classic Adirondack chairs facing the harbor. The serene view includes calm water reflecting the sky, with small boats visible in the distance. Tall grass lines the edge, adding a natural touch to the waterfront setting.
Apartment in Nantucket
4.98 out of 5 average rating, 44 reviews

Spectacular Waterfront Townhouse

Step right out to the water! This amazing waterfront townhouse overlooks Nantucket Harbor and offers splendid views. This unique corner townhouse has two expansive deck spaces and beach views from the living space. The renovated townhouse offers 2 upstairs bedrooms, 2.5 baths, and 2 sleeper couches. The upstairs master has a balcony overlooking the harbor and all windows with waterfront views. Location is prime. Rental comes with 1 parking spot and AC units. July Sat-Sat Weekly rental available

Superhost
A clear view of Vineyard Sound is visible through the surrounding trees, showcasing the serene blue waters extending to the horizon. The gentle outlines of land can be seen in the distance, framed by lush greenery and a tranquil atmosphere.
Home in West Tisbury
4.96 out of 5 average rating, 114 reviews

Lambert's Cove, Water view, Beach pass, Ferry Tix

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 bright living area features a light-colored sofa adorned with decorative pillows, positioned beneath a wooden 'LAKE HOUSE' sign. Large windows provide views of the water and trees, while a side table with a lamp and a vintage dresser complete the welcoming space.
Home in Mashpee
5 out of 5 average rating, 26 reviews

Lakefront~Private Beach~Cape Cod family retreat~AC

*NEW*2025 renovated waterfront retreat with private sandy beach on John’s Pond’s calm lagoon - Cape Cod’s warm, swimmable freshwater escape. Perfect for families: kayak, swim, or relax out front. Enjoy the shaded pergola lounge, perfect for outdoor dining and unwinding. Just 15 mins to South Cape & Craigville Beach, 35 to iconic Mayflower. Features open layout, AC, fast WiFi, firepit, kid gear, and gourmet kitchen. Walk to trails, minutes to Mashpee Commons, golfing. Pond days+beach adventures.

Guest favourite
A bright living space is visible, with sheer white curtains framing sliding glass doors that open to a private porch. A table with six chairs is seen under a vibrant pink umbrella, providing outdoor seating options for guests.
Cottage in Oak Bluffs
4.91 out of 5 average rating, 137 reviews

East Chop Cottage - walk to lighthouse & beach!

This quaint little cottage is located in the heart of East Chop, a neighborhood of Oak Bluffs. East Chop features the high, prominent bluffs that gave Oak Bluffs its name. A lighthouse, East Chop Light, stands at the north end of the chop on Telegraph Hill- only a five minute walk from the cottage. The cottage is a twelve minute walk to the harbor, and about a mile from the Oak Bluffs ferry! There is a public beach about 1/2 mile down the road. ***This space is not suitable for children

Top guest favourite
A cozy living area features a large television positioned against a light-colored wall with built-in shelving. A comfortable sofa and a white coffee table are arranged for relaxation. Glass doors open onto a deck area with outdoor seating, allowing for an inviting and bright atmosphere.
Townhouse in Nantucket
4.96 out of 5 average rating, 24 reviews

Entire Townhome in Madaket

Enjoy the best sunsets on Nantucket from the deck of our cozy 3 story townhome. We are located on a quiet cul de sac next to Wild Goose Cove, a half mile to Starbuck beach and less than a mile to Madaket Beach and Millie's restaurant. Also close to the Wave Bus stop & bike path, which make it easy to get around. It's a bright and breezy end unit. There are two decks for relaxing and socializing. Recently renovated, the unit is fully furnished and equipped for a memorable summer getaway.

Top guest favourite
The living area features a cozy seating arrangement with a white couch and an armchair, adorned with patterned pillows. A wooden coffee table sits in the center, and a flat-screen TV is mounted on the wall opposite. Natural light filters through window treatments, enhancing the warm atmosphere.
Home in Nantucket
4.95 out of 5 average rating, 84 reviews

Samtucket cottage in town.

You'll love the central location of this charming stand alone cottage, just over a block from the cobblestones of Main Street. The 1 bedroom cottage is well-equipped with high end appliances, washer/dryer, A/C & heat, 2 flat screen TVs in bedroom and living room. There's a pull out couch in the living room and dining area for 4. The full kitchen has a range, refrigerator, dishwasher & wine cooler. Shops, restaurants, grocery stores and coffee shops are all within a short and lovely walk.

Top guest favourite
The open living area features exposed wooden beams overhead and includes a spacious wooden dining table. Two lounge chairs, a round pouf, and a day bed are arranged for seating. Natural light filters in through large glass doors, leading to an outdoor area.
Guest house in Chlmark
4.99 out of 5 average rating, 107 reviews

4-Season Guest House on Historic Chilmark Estate

Beautiful private guest house in Chilmark on Martha's Vineyard. Secluded yet convenient. Drive on pass to spectacular Chilmark beaches! Newly renovated and gorgeous. Great location - 10 minute walk to Chilmark Store. Full kitchen, living area, kitchen island/dining table, queen bed, day bed (not for sleeping), fireplace/heater, private outdoor shower, deck and picnic table, full bath inside. Keurig machine. 2 friendly labs/2 chickens on premises. Easy bus access. Old-style MV charm.

Top guest favourite
Home in Nantucket
4.9 out of 5 average rating, 30 reviews

Madaket Retreat-Walk to Beach-Near Madaket Sunset

Our custom built home is located on a private, natural and secluded location in the beautiful Fishers Landing neighborhood in Madaket. It is perfect for a family of 4. The home is close to beaches, crabbing, bike paths and Madaket Millies. We have a large private landscaped yard for the kids to play in. We also have a great deck in the back of the house for outdoor dinners, an outdoor shower with and BBQ area. It's a great house in a great spot and we have many happy repeat guests.

Top guest favourite
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in Yarmouth
5 out of 5 average rating, 346 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Top guest favourite
A cozy living area features a white sofa adorned with patterned throw pillows and a soft blanket. Intricately woven silver side tables sit on a textured area rug. Natural light enters from a nearby window, illuminating the wood-paneled walls and highlighting the adjacent kitchenette.
Flat in Nantucket
5 out of 5 average rating, 90 reviews

“Somer Sweet” is Moments Away to the Beach!

So close to the beach! 2nd floor apt with private entrance decorated with vacation in mind offering an open living, dining and kitchenette area with cathedral ceilings. Beautiful bedroom with a queen bed, bureau and closet. A hall bathroom with a new tiled shower and vanity with marble top. In the hallway is a laundry area with full size washer/dryer. 2nd floor private entrance is located over our two bay garage which is attached to our home. Super location just .2m to beach road!

Top guest favourite
Flat in Nantucket
5 out of 5 average rating, 8 reviews

Downtown Condo 3 minute walk from Ferries.

Stay in the best location on Nantucket! This stylish downtown condo has Ocean views and is a 4-min walk from ferries and steps from top restaurants, shops, and nightlife. Perfect for couples, friends, or solo travelers. Enjoy a private entry, self check-in, and a fully equipped space with WiFi and AC. Walk to cafés, museums, and galleries, with easy access to bikes, buses, and taxis for beach trips. No car needed! 2nd floor unit with deck. Fully equipped Kitchen.

Guest favourite
The charming beach cottage features blue shingle siding and a distinctive red door. Flower boxes beneath the windows are filled with colorful blooms. A brick chimney rises from the center, surrounded by well-maintained landscaping including small shrubs and flags.
Home in Nantucket
4.99 out of 5 average rating, 116 reviews

Private Beach Cottage in Historic Sconset!

Charming one bedroom beach cottage in Codfish Park, Siasconset Local Realtor says "You have climbing roses and hydrangeas in the summer, you can walk up the shell path up to the Sconset Market — it's Norman Rockwell at its finest, a really magical Sconset spot," he said. "Wake up in the morning, walk up to the store for your coffee and the paper, then take a little stroll down to the beach, which you can see from the property!”

Popular amenities for Tuckernuck Island holiday rentals