Vacation rentals in Tuckernuck Island

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Top-rated vacation rentals in Tuckernuck Island

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

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Top guest favorite
The cottage exterior features a charming shingled façade with multiple windows and decorative planters. An American flag is displayed near the entrance, and a small storage area is located on one side. Gravel surrounds the cottage, contributing to the inviting curb appeal.
Cottage in Nantucket
4.97 out of 5 average rating, 118 reviews

Attractive 3 Bedroom/2 Bath in Town

Enjoy walking proximity to downtown, shopping, dining, bike paths and more. Sun-splashed and comfortable, this updated cottage is in impeccable condition, tastefully decorated and fully stocked. The first floor suite has a queen bed and bath. Second floor has two bedrooms (one double bed and one two single beds), a shared bathroom and laundry. The private backyard has a patio with a sectional sofa and dining table. Outdoor shower. Central air with individual room control. All linens supplied.

Guest favorite
A charming cottage is surrounded by lush green grass and blooming pink trees. The textured wooden exterior features a light grey color with a welcoming entrance that includes a light-colored door. Natural greenery complements the peaceful setting under a clear blue sky.
Cottage in Nantucket
4.96 out of 5 average rating, 48 reviews

Sweet, private vacation cottage; perfect for two!

The Wren’s Nest is YOUR Nantucket getaway! Private, bright & spacious cottage w ship's ladder to a loft with queen bed. Spacious living room, open Kitchenette with a refrigerator, microwave, hot plate & other basics. Bathroom w/ Shower. Washer and Dryer on site. Fast Wi-Fi/ Fire TV. Mid-Island, conveniently located to bus line, Beaches, Town, Grocery, Public Golf Course, & Farm. 1 car Parking. No pets. 2 twin air beds are available for kids if necessary. Inquire about the grill if interested.

Guest favorite
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.

Top guest favorite
Cottage in Tisbury
4.99 out of 5 average rating, 76 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!

Guest favorite
A bright living area features a comfortable sectional sofa facing a coffee table atop a textured area rug. Natural light fills the space through large windows and a door leading to the outside. Artwork adorns the walls, complementing the inviting atmosphere.
Guesthouse in Nantucket
4.91 out of 5 average rating, 171 reviews

LOVELY 1BD, 1BT Studio with backyard & BBQ

SUNRISE-Recently renovated 1BD, 1BT Studio with backyard and BBQ. It's a separate dwelling behind the main house( that has been rented too).Sleeps up to 4 people. With kitchenette, window units A/C, Wifi, parking on the driveway for 1 car. 1min away from bike path.Walking distance to coffee shop, bike rental shop, play ground. Easy access to town and beaches.Guests can get around by bus(The WAVE stop is right on the corner),bike, uber/taxi. Beach chairs and towels,umbrella&linens provided

Top guest favorite
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 favorite
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
4.9 out of 5 average rating, 143 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 favorite
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 favorite
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, 82 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.

Top guest favorite
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 favorite
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, 308 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 favorite
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, 116 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 vacation 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.