Last Updated July 9, 2021 7/9/2021

Top 15 Dreamy Airbnb Rentals in Nantucket

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A trip to Nantucket feels like escaping to your own little world, a place where time slows down and romance is always in the air. This little island off the coast of Massachusetts has been a favorite destination among vacationers for generations, with quaint hotels and outstanding restaurants to enjoy. But you can experience Nantucket in a truly modern and interesting way by renting an Airbnb property for your stay. Here are the best Airbnb rentals in Nantucket to get you dreaming about your next iconic adventure.

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Sweet Dreams Romantic Guest Cottage
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Welcome home to your very own Nantucket cottage

Sweet Dreams Romantic Guest Cottage

You can stay in this highly rated Airbnb guesthouse known as Sweet Dreams, which is a two-story, free-standing building next to the host’s home. It comes with a gas grill on the patio, beach chairs and towels, central A/C and heat, and TV with DVD player. This is an awesome honeymoon cottage for two people. It’s easy to rent bikes or a car and get around when you stay here. Just a few minutes away, you’ll find restaurant and grocery store options. The place offers one bedroom, one bathroom, a kitchen, and free parking.

Room in Stunning Cottage with Pool and Ocean Views
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So inviting to take a dip on a warm day

Room in Stunning Cottage with Pool and Ocean Views

For an amazing location and sparkling pool, travelers love this private room in a house that’s listed on Airbnb. It’s located in Tom Nevers and about a 15-minute drive from town. But from here, you’ll be within walking distance to the best island beaches. The home is called “Pinch Me” and comes with a heated lap pool, stone patio, and outdoor grill. Other fun perks of staying in the room are access to the kitchen, living room, and home gym in the basement. It’s a high-end luxury home you’ll love being in during your island trip.

Coastal Chic Designer Condominium on Orange Street
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A beautiful property for your rental stay

Coastal Chic Designer Condominium on Orange Street

Here’s a condo option for up to three people planning to stay in Nantucket. It is a renovated space with modern amenities and stylish décor. You’ll be close to both Nantucket Harbor and Main Street from here. Guests love the furnished patio to relax at the end of the day. Perks of staying here include the full kitchen, queen-size bed plus daybed in the living room, flat-screen TV, bike rack, and parking for one vehicle.

Nantucket Guest Cottage
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Enjoy a beautiful day with time outdoors

Nantucket Guest Cottage

One of the many wonderful cottages to rent in Nantucket is this one-bedroom, one-bathroom space for up to four people. It’s an entire guesthouse for rent known as Casa di Limone. It has a lovely private garden and is located in the historic district on Main Street. Living history, fine dining, and great beaches are all close by. The place offers a king-size bed, kitchen, Wi-Fi, TV with standard cable, backyard, and air conditioning. It’s in a “best of both worlds” location because it’s close to town while also on a quiet section the street.

"Upon a Rock" Peace & Quiet – Mid-Island Retreat
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Light and airy for a restful stay

"Upon a Rock" Peace & Quiet – Mid-Island Retreat

Two travelers will enjoy staying at this Airbnb that has one bedroom and 1.5 baths. It’s a guest suite in a separate wing of the host’s main house and separated by a locked door. You’ll have your own private entrance, as well as beach chairs and towels to use. There is another Airbnb rental inside this same home. However, the amenities offered include Wi-Fi, laundry machines, TV with standard cable, and free parking.

Bed and Breakfast on a Boat
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Get into the true Nantucket coastal vibe

Bed and Breakfast on a Boat

Nantucket is known for it’s boating culture, so why not stay on an Airbnb boat during your trip? This yacht in Nantucket Harbor is 40 feet long and has a dining area that turns into a bed, sofa, outdoor patio, and continental breakfast provided. It’s a fun space for two people because you can take a water taxi to travel to the middle of town and never even need to rent a car. The host stays in the crew quarters onboard the boat, while there may be other guests in the master cabin.

Nantucket Carriage House
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Prepare meals to enjoy for your convenience

Nantucket Carriage House

Here’s a new one-bedroom carriage house apartment for two people visiting Nantucket. This is a very highly rated rental because it’s close to beaches and the brewery, and it’s centrally located for a convenient stay in Nantucket. The bedroom here has a queen-size bed. Amenities include a kitchen, laundry machines, fridge, air conditioning, Wi-Fi, TV, and free parking.

Cisco Cabin in the Woods
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What an adorable place to stay

Cisco Cabin in the Woods

There are some fun tiny house rentals in Nantucket to make your vacation a memorable one, including this Airbnb option for up to four people. It has one bedroom and one bath on three acres of wilderness and a nature preserve. It’s in the Cisco area of the island that is quite popular and near the beaches and south shore. You can walk to 167 Raw’s Fish Market & Food Truck and Cisco Brewers from here. This is a vintage scallop shanty that has been renovated into a luxury cabin with two floors. The upstairs has a queen-size bed, while the downstairs has a full-size pull-out mattress. This is a fun place to be to go birdwatching on the nature trails, enjoy trips to the beach, and have small cookouts and cozy fires on the patio. The place has Wi-Fi, air conditioning, and a kitchen.

Charming Nantucket Cottage
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Festive and fun for your Nantucket trip

Charming Nantucket Cottage

This is another tiny house option and one that accommodates three guests in two bedrooms and one bath. It’s a 400-square-foot space that is charming and has a nautical vibe. It gets great guest reviews and is conveniently located to make use of the town shuttle stops. The cottage has a kitchen that’s equipped with a fridge, coffee machine, microwave, and small stove. There’s also a living room and a small patio outside. One bedroom has a queen-size bed, and the other one has a single bed. Wi-Fi, TV, air conditioning, and free parking are also available.

Charming A-Ced Cottage for Two in 'Sconset Center
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New England charm is all yours here

Charming A-Ced Cottage for Two in 'Sconset Center

This adorable cottage for two people is available on Airbnb and beautifully decorated. It has a queen-size bed, dining room table and chairs, country antique décor, a flat-screen TV, full kitchen, Wi-Fi, and laundry machines. The rental property is on the eastern end of the island and right on the ocean. It’s fun to be here if you want to bike or walk everything on the island. That’s because there are restaurants, the beach, and stores within walking distance, as well as the main stop for the bus. Bikes are not offered onsite but can be rented in town.

Sailboat on the Harbor
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Embrace the Nantucket vibe with a boat Airbnb

Sailboat on the Harbor

On Nantucket Harbor and on private mooring, you’ll find this Hunter 27-foot boat called “Happy Together.” Up to five people can stay on this boat Airbnb that offers a camping-style experience rather than a very luxurious stay. It’s basically a tiny house on the water and perfect for adventurous travelers. It offers something unique for your stay in Nantucket and has a toilet and sink operated by pumps. The showers are on the dock and not onboard the boat. Your group will be the only people onboard the boat during your stay. Since this is a boat on the water, your reservation could be affected by weather.

Cozy Island Retreat
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Let the sunshine in and get cozy

Cozy Island Retreat

To be in the historic district of Nantucket and within walking distance of the shops and restaurants on Main Street, consider this remodeled studio space. It has a separate entrance, kitchenette, and bathroom with shower. It even has an outside space with a patio table and stairs to step out and enjoy the nice weather. The bedroom has a queen-size bed, while other amenities include Wi-Fi, TV with standard cable, and air conditioning.

Newly Renovated Cottage
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A perfect spot to grill out

Newly Renovated Cottage

Larger groups of up to six people can stay at this Nantucket cottage that has three bedrooms, four beds, and one bath. This getaway spot was decorated like a boathouse and a fun place to be on your vacation. The interior features a kitchen, bathroom, dining room, and two bedrooms. The upstairs area has a separate bedroom with twin beds and living area with large TV. You can also enjoy your own outside area because there’s a private brick patio onsite. This family-friendly rental takes reservations from Saturday to Saturday.

Walk to Beach – Cisco Studio Apartment
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A bright and cheery space for you to chill

Walk to Beach – Cisco Studio Apartment

An apartment rental in Nantucket to consider is this Airbnb option that’s a studio space for one or two people. It’s a 600-square-foot studio with a ¾ bath, mini kitchen, seating area, TV, and queen-size bed. The space is located over the host’s garage. Couples looking for a quiet place to stay enjoy it here. Your rental comes with beach towels and beach chairs. When you stay in this quiet neighborhood, the South Shore Cisco Beach will be just about one-third of a mile away.

Mid-Island Crash Pad
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Relax in your own quiet space

Mid-Island Crash Pad

This is a conveniently located Airbnb that offers a studio space for two guests. It has one bed and one bath in a simple and affordable place. You’ll be in a basement studio space that you’ll access with a lock box. The hosts can give you as much privacy as you want or provide suggestions of things to see and do. Amenities provided include high-speed Wi-Fi, private bath, hair dryer, mini-fridge, and coffee maker. The property is on a quiet cul-de-sac road.

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