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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Top guest favourite
Home in Mashpee
5 out of 5 average rating, 38 reviews

Ocean View Cape Cod Beach Cottage

Experience a truly one-of-a-kind Cape Cod getaway in this classic beach cottage, tucked in New Seabury, Mashpee. Just steps from a private beach and a short stroll to Popponesset Marketplace, it captures the essence of coastal charm. Ocean breezes, golden sunsets, BBQs, and an outdoor shower make it the quintessential summer retreat. Popponesset Marketplace (10min walk) is closed during the off season but Mashpee Commons (10min drive) is open Saturday - Saturday rentals only during July/August

Guest favourite
A bright and airy living space is featured, showcasing natural light through multiple windows. A soft blue sofa is positioned beside a clear coffee table, with a light rug beneath. A dining area with chairs and a small vase of flowers is seen in the background.
Cottage in Nantucket
4.95 out of 5 average rating, 22 reviews

SeaSuite Cottage with waterviews in Sconset

Welcome to Sea Suite~ Dreamy beach cottage in Sconset with views of the sea. Located on the corner of North Gully and Bank Street this darling gem awaits you. Fully renovated top to bottom and inside out this cottage lives like a luxurious hotel suite. First floor features light filled open living with a bright & airy custom eat-in island kitchen. Sleeper sofa on the first floor perfect for overflow. Second floor bedroom with king bed, half bath, his and hers closet, washer & dryer, and balcony.

Top guest favourite
Home in Nantucket
4.95 out of 5 average rating, 207 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
Cottage in Tisbury
4.99 out of 5 average rating, 75 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 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.
Guest house in Nantucket
4.91 out of 5 average rating, 170 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 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, 36 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 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, 142 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
A spacious outdoor deck features wooden furniture, including a dining table with chairs and lounge seating. An umbrella provides shade, and potted plants enhance the natural setting. The deck is surrounded by greenery, contributing to a serene outdoor atmosphere.
Guest suite in Oak Bluffs
4.79 out of 5 average rating, 341 reviews

Cottage suite between the harbors: no minimum stay

Nestled between Oak Bluffs and Vineyard Haven harbors, our relaxing suite is a perfect way to extend your weekly rental, or to enjoy a day or two on this special island we call The Rock. Our cozy guest suite, newly renovated has two bedrooms, living space, kitchenette, full bath, deck with grill, outdoor shower, and footwash (hot H20), W/D (in unit) and a private entrance. An easy walk to town and beaches. Parking is available in our driveway. Enjoy our historic home!

Top guest favourite
Flat in Nantucket
5 out of 5 average rating, 16 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, 307 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, 114 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.