Holiday houses in Nantucket

4.96 out of 5 average rating, 275 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.

4.85 out of 5 average rating, 105 reviews

Beach "Loft"

Enjoy The Beach Loft Apartment's convenient proximity to beaches, town and S’conset. Located 4 miles from the ctr. of the Historic District and 1 mile to Nobadeer beach our lofty spacious 900 sq. ft., 10 foot ceiling height apartment is the lower level (basement) of our home. Yet you will have complete privacy with separate parking as well as separate entrance and your own outdoor deck. The neighborhood is 3 acre zoning. It is secluded and quiet with many pine trees, oak and sassafras trees.

4.95 out of 5 average rating, 93 reviews

Captain's House 1750 In town

Our 1750 house is just over a block from the cobblestones of Main St. and only one block from the harbor. You can walk from the Hy-Line Ferry. At night, just walk home from dinner at any restaurant in town. There are 3 bedrooms (1 has a bunk bed) and two and a half baths. In the morning, walk next door for great coffee and cinnamon muffin. Have a cookout and eat in our small backyard area. Come for a visit! (Restaurants, Buses and Cars can cause some noise FYI) Drip coffee maker/filters too!

4.94 out of 5 average rating, 185 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.

4.96 out of 5 average rating, 116 reviews

Condo in Nantucket

Updated, modern and charming condo!

Updated, modern and charming condo in central Nantucket. 1,120 square feet, totally accommodates 8 people. Living room has a cozy electric fireplace for chilly Nantucket nights. Full kitchen .Lush private back yard with a patio, grill, hammock, and a relaxing outdoor shower. Two parking spots in the front of the house. Central location is walkable to downtown, grocery stores, coffee shops, restaurants, and night clubs.Close to a couple of bus stations taking you to all parts of the island.

4.98 out of 5 average rating, 135 reviews

Guest suite in Nantucket

Derrymore Place - an island gem

Located in a quiet neighborhood off of Cliff Road, guests can relax in a spacious 350 sq/ft beautiful bedroom with a comfortable king size bed and single day bed (w/trundle). There is a 3 piece private bathroom with washer/dryer. A full size pull out sofa is available in the very large kitchenette/game room. A 300 sq/ft comfortable sitting room with sofa, cable television, wine fridge and high top table is for your exclusive use. A private entrance allows guests to come and go freely.

Superhost

4.77 out of 5 average rating, 177 reviews

Cozy studio-apartment

It is charming well appointed studio apartment conveniently located between down town and Surfside beach. It is walk-able to major Nantucket attractions -bars, restaurants, beaches, supermarket. In addition there is a bicycle rentals shop next door at your convenience. The studio is equipped with crisp linens, free Wi-Fi, kitchenette and bath essentials —everything you need for an exceptional stay. If you don't find something you wish you had before or during your stay, please ask!

4.95 out of 5 average rating, 88 reviews

Guesthouse in Nantucket

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!

4.94 out of 5 average rating, 211 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.

4.89 out of 5 average rating, 133 reviews

Great Condo In Town!

Great two bedroom condo in town renovated in winter 2025 - new kitchen and updated bathroom. If arriving by ferry, you're just a ten minute walk from dropping off your bags and being on vacation. Convenient to restaurants, bars, shopping and everything town offers. Queen bed in master and single in second bedroom. Couch in living room is a pullout as well as option for blow up mattress. The condo is on the second floor.

Superhost

4.83 out of 5 average rating, 35 reviews

Beautiful Cottage | Historic Home

This quaint cottage house is located Mid-Island (about 1 mile from Downtown), making it the perfect Nantucket home-base for your group. This 2 bedroom, 1 bathroom cottage can comfortably accommodate 4 guests. Amenities include a hot tub plus a patio with an outdoor dining area. Inside, the professionally designed space offers coastal-inspired decor with blue and white accents

4.87 out of 5 average rating, 38 reviews

Cozy Coastal Getaway 1BRM Apartment w/BBQ and yard

Relax in this serene and stylish apartment located in Mid-Island, just 1.5 miles from downtown. You'll find numerous local restaurants, grocery stores, and liquor stores within a five-minute drive. Additionally, the famous Surfside Beach is only 2.2 miles away, approximately a seven-minute drive. You'll also have easy access to the NRTA Wave shuttle stop."

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Popular amenities for Nantucket holiday rentals

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Other great holiday rentals in Nantucket

5 out of 5 average rating, 63 reviews

Loft in Nantucket

Cottage Suite

MaxineRating, 5 stars6 months ago

David was an amazing host!! He let us check in early since we had an early ferry ride. He communicated very well anytime we had a question. The location was perfect - a 20 minute walk or 5 minute drive to the town. We will definitely be back!!

Superhost

4.9 out of 5 average rating, 48 reviews

Nantucket in town across from Harbour and Beach

JaredRating, 5 stars1 week ago

I would highly recommend Jennifer’s home to anyone visiting Nantucket!! The location is truly second to none—just a short walk from the ferry, restaurants, and the shops downtown, with stunning views of the ocean and harbor, and directly across the street from a great beach. The house was very clean, and came with plenty of toiletries and towels. Jennifer was an excellent host, communicating clearly and kindly throughout our stay. It was a truly unforgettable experience!

4.97 out of 5 average rating, 58 reviews

L0W TIDE, with Private Pool

BrianRating, 5 stars3 months ago

We had a wonderful stay at DJV Rentals. It was very quiet, pleasant, and spacious. All rooms had TV's, the house had all the luxuries of home. We would love to stay here again, especially in summer when the pool would be open!!!!

4.89 out of 5 average rating, 9 reviews

South of Town Surf Shack. Best Deal on Island.

AlisonRating, 5 stars2 days ago

Our stay on Nantucket was fantastic! An easy walk into town and the house had everything we needed, including items for our child. Gaelen was very responsive and her recommendations and instructions were great. We can’t wait to come back!

4.99 out of 5 average rating, 79 reviews

Guesthouse in Nantucket

Beautiful Nantucket Summer rental

TracyRating, 5 stars9 months ago

Nadia’s home was the perfect setting for a 5 -star girls’ weekend on Nantucket! The outdoor shower was wonderful, the furniture was comfortable, and the home was cute and quintessentially Nantucket. There were beach umbrellas for shade, chairs to use for watching sunsets, and a small cooler to carry our chilled wine. The Wave stop was a 5 minute walk where we often spotted deer and rabbits as we walked to the shuttle. Finally, Nadia was a kind and responsive host. We found our Nantucket getaway spot and hope to be back soon!

Guesthouse in Nantucket

5 out of 5 average rating, 8 reviews

Beach Chic Guest Cottage, Town

ClaireRating, 5 stars9 months ago

We had a wonderful stay at Deborah’s gorgeous cottage. It is charming and on a beautiful street a close walk to town. Deborah was communicative and helpful throughout our trip. We hope to stay again!