Holiday houses 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 aerial view captures the surrounding landscape of a Nantucket cottage-style home. Lush greenery and vibrant trees envelop the property, which is bordered by neighboring homes. A glimpse of the coastline and water can be seen in the distance, highlighting the location's proximity to scenic views.
Home in Nantucket
4.9 out of 5 average rating, 29 reviews

Bright South of Town Surf Shack Cottage-Gym Access

Classic Nantucket meets modern surf luxury. Behind cedar shingles and hydrangeas lies a designer retreat with Restoration Hardware decor, Casper beds, and Dan Lemaitre art. Bordering conservation land for wildlife viewing and privacy, yet <1 mile to Town. Complimentary EZIA Athletic Club gym access included! Message me for car ferry assistance by 1/18. Note: Professional staff reside in a separate basement unit to ensure a pristine stay. Quiet enjoyment is a priority; no parties or events.

Guest favourite
A well-lit bedroom features a spacious bed with soft linens and decorative pillows. A wooden bedside table holds a lamp and a potted orchid. A small desk with a mirror and a light with a decorative shade adds functional elegance, complemented by a cozy blue armchair.
Apartment in Nantucket
4.96 out of 5 average rating, 327 reviews

SUNNY second floor 2BD, 2BT

Newly renovated, bright and well designed 2BD, 2BT in convenient mid island area that is great for family with kids or a small group of friends. Could sleep up to 4 people. Private entrance.1Spacious BD with king bed, a couch, BT/shower, a desk. Another room with queen bed, couch, TV, dining table&chairs, 2nd BT/bathtub, W/D, fully equipped kitchenette( fridge/freeze, conv. oven, microwave, coffeemaker, toaster, hot plates burner), A/C.Bath & beach towels, chairs,umbrella and linens provided.

Guest favourite
An aerial view captures the layout of Madaket village, showcasing houses and roads along the coastline. The expansive ocean stretches into the horizon, with gentle waves visible near the shore. Lush greenery adds a natural contrast to the sandy beach area.
Cottage in Nantucket
4.93 out of 5 average rating, 70 reviews

Exquisite Oceanside Madaket Getaway

Location-Location-Location! The best way to experience Madaket Beach, Smith's Point, and More! Beach access at your finger tips. Take in ocean views and sunsets. Enjoy the perfect blend of modern comforts/upgrades and preservation of details that evoke the history and spirit of this seafaring island. Beautiful original hardwood floors, tasteful touches of a bygone nautical era, and more pair with exquisite furnishings, elegant kitchen and living room appliances, hydrangea gardens, and more.

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, 13 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
Cottage in Tisbury
4.99 out of 5 average rating, 78 reviews

WATERFRONT Cottage, Downtown w/ Beach

DIRECT WATERFRONT in-town beach house with walk-out beach and onsite private parking. This recently renovated 1 bedroom, 1.5 bath, 2-story house is located directly across the street from the famous Black Dog Tavern, right on the bustling year-round Vineyard Haven harbor. This property is no doubt one of the most unique residential properties on Martha’s Vineyard given its proximity to the harbor, ferry terminal, stores, restaurants, bike rentals, beaches & so much more. You will love it!

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.

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!

Guest favourite
A modern living area features a comfortable sofa adorned with cushions, a decorative table, and a vase with flowers. A spacious kitchen is visible in the background, equipped with stainless steel appliances and stylish bar seating for two. Natural light filters through framed windows.
Condo in Nantucket
4.96 out of 5 average rating, 83 reviews

Newly renovated one-bedroom condo in Town

Find your Nantucket oasis in this newly renovated condo in Town. This one bedroom home offers modern amenities, stylish decor and convenience across the island. You will be a short walk from the Town center and steps away from a peaceful bike/walk path leading to a quiet beach and the yacht club. For relaxing evenings at home, you can enjoy the furnished patio and cook in the full kitchen. If you decide to explore beyond town, rest assured you have free parking at the property.

Superhost
Home in Mashpee
5 out of 5 average rating, 4 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
Apartment 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.

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.
Guesthouse in Nantucket
4.97 out of 5 average rating, 119 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!

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.