Holiday rentals in Nantucket

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!

Relaxation Awaits! Mid-Island Retreat

Our guest suite is a separate wing of the main house. It is separated by a locked door. You have your own separate private entrance. Perfect honeymoon suite. You must come into the backyard of the main house to access your suite. We do not allow pets in our guest suite. Our Airbnb is not suitable for infants or children. There is an additional guest fee of $150 per guest per night after the initial two guests. And please let us know if you are bringing a car so we can arrange parking.

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

South of Town Surf Shack. Best Deal on Island.

Redecorated for summer 2025 with all new linens and amazingly comfortable Casper beds! While the exterior is the picture perfect Nantucket cottage-style home surrounded by hydrangeas, you will be surprised by the casual, surf-vibe of the decor. Enjoy the best of Nantucket by walking to Town (under 1 mi) at this prime location property. The lot has privacy hedges and borders conservation land. This property has a separate living area home to two of the homeowner's employees.

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!

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.

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.

Classic Nantucket Cottage

Newly renovated and stylish designer cottage. This bright and airy space is the perfect escape for a couple or a group of 4. With a perfect central location, the cottage is located exactly 1.2 miles from historic main street, .3 miles from the grocery store, 1111 Yoga, Roastd Coffee Shop, and 2 miles from the Surfside Beach.

Cottage in Town

Cute and comfortable studio cottage, centrally located in town, on a quiet one way street. Comes with a parking spot, queen bed with percale cotton sheets, small well stocked kitchenette and a full bathroom. Comfortable and convenient, AC unit in the summer, heat on chilly days. Perfect for your Nantucket stay.