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
A two-story home with a light wood shingle exterior is accompanied by a smaller outbuilding. A large grassy area surrounds both structures, which feature porches with seating. The sky appears overcast, contributing to a tranquil atmosphere.
Home in Nantucket
4.92 out of 5 average rating, 12 reviews

Pipe Dream - Madaket

Even on the busiest of summer days, you can escape the congestion of town and unwind at this peaceful Madaket oasis. The home is a short bike ride to Millie's and Madaket Harbor and enjoy's easy access to Smith's Point for a day of fishing and swimming. With 3BR/2BA, a new outdoor shower, wraparound porch and decking, an updated kitchen and upstairs bathroom, a home office and workout space in the newly constructed outbuilding, you have everything you need for a memorable Nantucket vacation.

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
4.95 out of 5 average rating, 37 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.

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
4.92 out of 5 average rating, 26 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, 9 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
A private back yard is displayed, featuring two hammocks gently suspended between trees. Lush green grass surrounds the area, with a stone path leading to outdoor seating, visible through open doors of the cottage. Sunlight bathes the scene, creating a serene ambiance.
Cottage in Nantucket
5 out of 5 average rating, 38 reviews

Cisco Surf Shack

This recently renovated guest cottage is a cozy place to pause between your days on the beach. The house has fresh, laid-back interiors with all the modern amenities you would want for living by the water. The private and sunny back yard is complete with hammocks and a chiminea and is perfect for relaxing. A fabulous home right on the bike path close to Cisco beach (3/4 mile) , Bartlett Farm (1 mile) , Cisco Brewery(3/4 mile) , Miacomet Golf ( 2 miles) , and only 2.5 miles to town!

Top guest favourite
A cozy living area features a lightweight sofa adorned with colorful cushions, complemented by a pink upholstered chair. Large windows reveal ocean views, allowing natural light to fill the space. A small table holds fruit and a book, creating a welcoming setting.
Cottage in Edgartown
5 out of 5 average rating, 32 reviews

Beachfront Cottage + Studio w. Town Access

Welcome to The Rudder Cottage! Fully renovated 1930's cottage on an ocean front compound, with a picturesque porch overlooking the outer harbor, full basement with washer/dryer and central air. An additional detached studio provides a third bedroom/work space. Stunning views of the Edgartown lighthouse and Cape Poge. Access to private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

Top guest favourite
The front exterior of the house is shown surrounded by lush greenery, featuring a well-maintained lawn. A pathway leads to the entrance, and the porch offers seating. Two sun loungers are positioned on the grass, inviting relaxation in the open space.
Home in Oak Bluffs
4.92 out of 5 average rating, 144 reviews

** Vineyard Vacation Retreat ** with HOT TUB

Gated 2br house with lots of different places to lounge and relax. Drive through the 10’ granite gate onto the shell driveway. The house is filled with art from local artist Alan Whiting, Colin Rule, Kara Taylor and Scott McDowell. There is so much to do and explore. The adventure is just starting so make sure to pack up your swimmers, suntan lotion and get out the door. Kick back and relax, you're home. Updated 7/25/2025 we do not have any more firewood on the property.

Superhost
Home in Mashpee
5 out of 5 average rating, 3 reviews

NEW Beautiful Waterfront, Firepit & Private Dock

Welcome to Weather Permitting, a relaxing Cape Cod retreat perfect for families and groups. Enjoy beautiful water views, cozy gathering spaces, and direct pond access from the private dock. Spend your days relaxing by the water, lounging on the deck, or exploring nearby beaches and local attractions. - 6 min drive to Seconsett Beach - 10 min drive to South Cape Beach - 15 min drive to Mashpee Commons shopping & dining Experience Mashpee with us & learn more below!

Top guest favourite
Flat in Nantucket
5 out of 5 average rating, 19 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
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, 309 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
4.97 out of 5 average rating, 117 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
Home in Nantucket
4.95 out of 5 average rating, 262 reviews

Mid Island Crash Pad

A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.

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.