Tuckernuck Island vacation rentals

We found 634 vacation rentals — enter your dates for availability

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August 2025

September 2025

Vacation rentals with weekly discounts - Tuckernuck Island

Showing deals for:Nov 21 - Nov 28

Exceptional

(16 reviews)

New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

Nantucket, MA

15% off

includes taxes & fees

Exceptional

(8 reviews)

Special hse offer-AC, heated Pool, spa, fire pit, private acre, walk or free bus

Nantucket, MA

10% off

includes taxes & fees

Front Lawn and Porch of Gladsheim facing the ocean

Exceptional

(7 reviews)

Lux Surfside w Pool. Steps to Best Beach plus dogs Aug. week, Labor Day Avail

Nantucket, MA

10% off

includes taxes & fees

Exceptional

(17 reviews)

3-bedroom vacation home just 3 minutes drive to Whaling Museum

Nantucket, MA

10% off

includes taxes & fees

Exceptional

(10 reviews)

Ultimate relaxation at the beach and conservation land, completely renovated

Nantucket, MA

10% off

includes taxes & fees

Exceptional

(7 reviews)

Escape to Nantucket's charm, just a 6-min drive from Surfside Beach

Nantucket, MA

10% off

includes taxes & fees

Exceptional

(35 reviews)

Stunning family home -walk to town- 2br 1.5 bath. private and quiet. Great loc.

Nantucket, MA

10% off

includes taxes & fees

4 Old Mill Court: Private, Sunny Garden. Heated Pool, Waterfall and Fire Pit.

Exceptional

(48 reviews)

LUXURIOUS Nantucket Vacation Compound: 8 BR suites, pool, spa, theater.

Nantucket, MA

10% off

includes taxes & fees

Exceptional

(21 reviews)

LAST MINUTE DEAL 8/23! Luxurious Nantucket Compound - Pool, Spa, Private Office.

Nantucket, MA

10% off

includes taxes & fees

Main house on left, guest house on right

Exceptional

(33 reviews)

5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach

Nantucket, MA

6% off

includes taxes & fees

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Condo/Apartment

Find the best place to stay - Tuckernuck Island

Cozy Cabin Getaway on Remote Private Island of Tuckernuck

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated rentals - Tuckernuck Island

Premier Host

Amazing stay!

We spent about a month in this absolutely wonderful home on Nantucket. When we arrived, it was clear the house has been professionally cleaned and was spotless. The kitchen is great for cooking for meals in. The tv room has a ton of natural light & was a great place to hang out as a family. There are 2 bedrooms, one on main floor which is easily accessible and 1 in the loft which is a steep staircase (fine for us as we have no mobility issues but bear this in mind). The little patio on the side of the house gets a lot of sun & was great, we used it a lot. I really appreciated all the little details like matching, high quality linens & towels. Location was totally ideal, a quick 10-15 minute walk down Main Street to get into town. We've stayed on Nantucket a number of times and by far we found this location the most ideal, as it's close to everything, very walkable, and has access to a bike path out front. Peter the host was absolutely phenomenal, going above & beyond to make our stay so so enjoyable - fast response, fast resolution, and exemplary customer service on anything we needed. We had an amazing time & look forward to staying here again sometime soon! Thank you so much!

Loreena P.

Stayed Oct 2024

Premier Host

Nantucket stay

Clean - beautifully appointed - within walking distance of restaurants and shopping.

Mark W.

Stayed Sep 2024

Premier Host

A little Nantucket for Nana💞

5 Honeysuckle Ln. is an absolutely perfect little cottage that is welcoming and has everything you need for your stay on Nantucket. It had all the comfort of home and I loved sleeping in the loft. It was like a little piece of heaven, looking out the window up there. Our dear friends, enjoyed the master bedroom which had a wonderful king bed, and so much room to sort themselves out during our vacation. We didn’t require the twin bedroom so we used it as a dressing room and that worked wonderfully, giving us all extra space. Our host Linda was absolutely on point with everything, making sure that she was available to be contacted. I loved that this neighbourhood was quiet and seemed very much like we were in town but in the country too. Thank you Linda. I appreciate your attention to details… We found all the things we needed from umbrellas to beach chairs to beach towels, and we just really wish we could’ve had a little more time.

Stephanie C.

Stayed May 2024

Premier Host

darling cottage and guest house

Impeccable is the word that comes to mind when describing Michelle's VRBO. Impeccable quality throughout, Impeccable taste. We wouldn't change a thing.....even the window boxes were welcoming.

Paul C.

Stayed Oct 2021

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Find out more about Tuckernuck Island

Find the perfect vacation rental for your Tuckernuck Island getaway

Learn about the unique charm of Tuckernuck Island with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Tuckernuck Island

Are you hoping to find things to do while you're in the area? Venture out of your vacation home and check out everything that makes Tuckernuck Island a fun spot to vacation. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

Miacomet Golf Course (7.6 mi / 12.3 km)
Siasconset Golf Course (14.5 mi / 23.4 km)
Nantucket Golf Club (14.3 mi / 23 km)

Exploring the natural landscape of Tuckernuck Island

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Tuckernuck Island. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center: