House holiday rentals in Nantucket Island

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!

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.

In-Town, Historic District, Nantucket Home + Yard

A coveted in-town location within Nantucket’s historic district, just a quick stroll downtown to enjoy the premier dining options, charming boutiques, award-winning Whaling Museum & more. In our two-story, two-bedroom home we've added lots of NEW items - linens, pillows, towels, individual toiletries, coffee, smart TVs, Alexa, Keyless Entry, a new dishwasher, new dryer, new stove & microwave & a new Pack n' Play & Highchair for our littlest guests. Our cottage is perfect for 4-5 people.

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.

Humble beach home in Madequecham 🐋🐚

Wake up to the sounds of chirping birds and the crashing surf of the South shore! Take in the fresh salty air! Just steps from one of the best beaches on the island, and removed enough from the hustle and bustle of town, you will feel right at home in our peaceful abode. Though simple, the house is equipped with everything you need for a comfortable stay: Complete kitchen, gas grill, outdoor shower, lounge chairs, beach chairs, very good wifi, and more.

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.

Deb Mar Cottages

On a quiet street one mile from town, this Cape Cod cottage provides 3 bedrooms, 2 full bathrooms upstairs and downstairs, a fully equipped kitchen with dishwasher, washer and dryer, fireplace, cable TV, a patio with furniture, grill and enclosed outdoor shower. There are four tower fans. Please respect the 10am check out time and the 4pm check in time .

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.

Charter House Luxury Home 2 Blocks from Town

All newly renovated and updated We just completed a top to bottom full renovation of the house. Renovation also included new furniture throughout the space If you have not been to Nantucket you will discover there is no better place to in the world to spend time then in the heart of the historic district.