Holiday rentals in Nantucket

5 out of 5 average rating, 38 reviews

Cottage in Nantucket

Brand new upscale cottage-great location

Enjoy a stylish stay at this centrally-located 2 bedroom cottage. Patio dining table, grill, fire pit, outdoor shower. Private driveway. Rain shower, double sink, soaking tub. Master bedroom with king bed his and hers closet tv. Guest bedroom 2 twins. Living room fireplace WIFI. Fully equipped kitchen. Washer and dryer. Toiletries. Beach chairs, umbrella, cooler. Pack and play with sheets and baby chair. 1 pet allowed fee $200 per stay. Security camera on driveway no other cameras on property

4.96 out of 5 average rating, 272 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.

4.95 out of 5 average rating, 92 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.

4.91 out of 5 average rating, 211 reviews

Guest suite in Nantucket

Cozy cottage just off Main Street

Perfect location. Modern cottage. block off Main St. Cozy for 2, gas burning fireplace & AC. Well-equipped, open floor plan, lvg room/galley ktch/dining/ full bath WD down. Upstairs, queen bdr. and 1/2 bath. Private outdoor deck. Outdoor shower too! Beach chairs & towels, tote, cooler, umbrella, hair blower, iron. We care about the details like ironed sheets, good pillows, new mattress, & fluffy towels.! We don't provide parking & discourage bringing a car. Parking at a premium in season.

4.97 out of 5 average rating, 150 reviews

"Upon a Rock" Peace & Quiet - Mid island retreat!

Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$150 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

4.98 out of 5 average rating, 134 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, 87 reviews

Guest house in Madaket

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, 210 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.

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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!!

4.91 out of 5 average rating, 47 reviews

Nantucket in town across from Harbour and Beach

JaredRating, 5 stars2 days 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!

4.88 out of 5 average rating, 8 reviews

South of Town Surf Shack. Best Deal on Island.

AbbyRating, 5 stars1 week ago

Beautiful home in a quiet neighborhood. Very comfortable and spacious. A beautiful 20 minute walk to downtown. It was perfect for our mother/daughter vacation after my daughter graduated college with her second degree in nursing.

4.88 out of 5 average rating, 25 reviews

Home in Madaket

Beautiful Custom Nantucket Home

KathyRating, 5 starstoday

Great location with east access to Madaket and an easy drive to town, or the bus route. I highly recommend taking a walk down the path to the 40th pole beach, which is a great place for kids (often no waves) and often protected from high winds. The deck off the kitchen and primary bedroom was the perfect place soak in the sun and the outdoor shower is as comforting as a spa.

Guest house 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!

4.86 out of 5 average rating, 70 reviews

Easy Nantucket Downtown Apartment

BrittanyRating, 5 stars2 weeks ago

The apartment was beautiful and relaxing, with a very clean kitchen which also included nice amenities like snacks, bottled water, instant coffee and sweeteners. If I had a question I received a response in less than 10 minutes. I would definitely stay there again.