Holiday rentals in Tuckernuck Island

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Top-rated holiday rentals in Tuckernuck Island

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

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Guest favourite
An open living area features a light-colored sofa, a wooden dining table with white chairs, and a brick fireplace. Large sliding doors provide access to a deck, allowing natural light to fill the space. Artwork adorns the walls, adding a touch of color.
Home in Nantucket
4.85 out of 5 average rating, 13 reviews

Charming Madaket Townhouse

Welcome to our lovely end-unit townhome in Nantucket. With 3 bedrooms, this charming retreat is perfect for families or groups of friends. A well appointed kitchen will make your stay feel like home. Enjoy coffee, cocktails, and sunset skies on the second floor deck with views of protected Land Bank property. Relax in a comfortable family room knowing Madaket Beach, famous for its sunsets and great surf, is less than a mile away. Enjoy the island's extensive bike paths steps from the property.

Top guest favourite
Home in Nantucket
4.95 out of 5 average rating, 205 reviews

Cuddle In Cottage near Surfside Beach

This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

Top guest favourite
A spacious outdoor view features a gravel driveway leading to a charming farmhouse nestled among trees and natural landscaping. The sky above is filled with clouds, while sunlight highlights the surrounding greenery, creating a serene atmosphere.
Home in Nantucket
4.94 out of 5 average rating, 35 reviews

Nantucket Farmhouse-Walk to Beach-Near Sunset

The Nantucket Farm House was built in 1840 and was completely renovated and refurnished in 2023. If you are having trouble with ferry reservations and need a car, please let us know. We might be able to help. The home very private and is very close to beaches, bike paths, and the Nantucket public transportation stop. We are experienced Air BnB Superhosts and are committed to excellent service and guest satisfaction. We also have a full-time caretaker on island for your convenience.

Top guest favourite
Cottage in Oak Bluffs
4.91 out of 5 average rating, 138 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

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.

Guest favourite
Home in Nantucket
5 out of 5 average rating, 8 reviews

Apres Sea

Beautifully renovated 2-bed, 2-bath cottage, blends modern comfort with Nantucket charm. Nestled in a quiet neighborhood, it features an open-concept living area, high-end kitchen, and tasteful finishes. The spacious primary suite includes a private bath as does the second bedroom. Enjoy a private screened-in porch for outdoor dining, walk to Surfside Beach and enjoy easy access to town and mid-island amenities via the “Wave”, the islands free shuttle service. A perfect island getaway!

Top guest favourite
Flat in Nantucket
5 out of 5 average rating, 13 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.

Top guest favourite
A bright living area features a light-colored sofa against a sloped ceiling, complemented by a wooden coffee table. A round woven tray rests on the table, while a dark dining table with two chairs provides additional seating. Natural light fills the space from the nearby door.
Flat in Nantucket
5 out of 5 average rating, 50 reviews

Ahoy ACK

Kick back and relax in this calm, stylish space. Unit has private outdoor stairs and deck with small yard and outdoor shower, leading up to the sunlit Nantucket oasis in Miacomet/Cisco area. See Cisco Brewery and Barlett Farm outside the windows. Close proximity to some of the best beaches on the island, this 1Bed/1Bath with pullout couch will not disappoint. Laundry in unit with kitchen and flatscreen TVs. Unit was completely redone and finished in June 2023.

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
4.92 out of 5 average rating, 301 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 charming cottage exterior features a shingle facade and a spacious wooden deck. Two lounge chairs are arranged invitingly beside a potted plant. Large glass doors offer a view into the interior, while a grill is positioned nearby for outdoor cooking.
Guest house in Nantucket
4.96 out of 5 average rating, 110 reviews

Madaket Bright and Airy Guest Cottage

Escape to this charming guest cottage in Madaket, just a short walk from Madaket Beach, known for its stunning sunsets. This peaceful retreat offers a cozy, light-filled space with a well-equipped kitchen and comfortable sleeping arrangements. Enjoy mornings on the private patio, bike scenic paths, or dine at Millie’s. Easily explore Nantucket’s shops, restaurants, and history. End your day with a breathtaking sunset—your perfect island getaway awaits!

Top 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, 120 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!”

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, 194 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.

Popular amenities for Tuckernuck Island holiday rentals

Frequently Asked Questions

  • Where is Tuckernuck Island located?

    Tuckernuck Island is located just off the southern coast of Massachusetts, near Nantucket and Martha's Vineyard. It forms part of the chain of islands that extend along the region’s Atlantic shoreline.

  • When is the best time to visit Tuckernuck Island?

    Late spring to early fall is frequently suggested for visiting Tuckernuck Island, as weather tends to be warmer and outdoor activities are more accessible. This is a popular period for exploring local landscapes, wildlife, and beaches.

  • What are some things to do near Tuckernuck Island?

    Tuckernuck Island has opportunities to explore quiet beaches, observe birds and local wildlife, and enjoy walks along coastal landscapes. Many visitors also spend time engaging in fishing or simply relaxing in nature.

  • How is the weather near Tuckernuck Island?

    Tuckernuck Island has cold winters with temperatures around 25–44°F (-4–7°C) and regular rainfall. Summers are often mild, with afternoons near 63–76°F (17–24°C) and less precipitation, creating comfortable conditions for outdoor activities.