Guest house holiday rentals in Nantucket County

The cottage's entrance features a charming screen door framed by flowering plants in a wooden box. A small wooden table with two chairs is set for dining, with wine glasses and a potted plant placed center stage. A bicycle leans against the side.

4.93 out of 5 average rating, 107 reviews

Sweet Dreams Romantic Guest Cottage.....'Sconset

This Cottage is Limited for a Couple !!! Non Smoking-No pets-No Children Check In 3 pm (but you can always leave your luggage earlier) Check Out 10:30 (Luggage may be left to retrieve later) Sweet Dreams is a lovely two-story free-standing building next to my home, outside table & Gas Grill, A chair for relaxing or reading. Beach chairs and towels also supplied. The center village & beach 4-minute walk Most likely you can hear the crash of ocean waves nightly Central heat/air Flat Screen TV

New place to stay

Light Filled Cottage Across From Polpis Bike Path

New to the rental market! Unwind on Nantucket at this delightful cottage. The property has central air, 3 bedrooms including 2 queen beds and 3 twin beds, 2.5 bathrooms, plus an outdoor shower. Grill and eat your meals outside on the deck. Cross the street and get onto the Polpis Road bike path which takes you to Moors End Farm in .25 miles, mid-island in one mile and Town in two miles. Cathcart Beach on the harbor is one mile away. Book now and enjoy everything this superb house has to offer.

The exterior of a designer cottage is visible, showcasing a gray shingled facade and multiple windows. A generous deck is located on the upper level, surrounded by greenery. The structure is set in a serene landscape, providing a peaceful ambiance.

5 out of 5 average rating, 37 reviews

Designer Cottage with 360-degree views!

Designer cottage, located at highest point in Tom Nevers E. featuring wonderful views of Sankaty and Nantucket Golf Courses, 'Sconset and Sankaty Light, as well as expansive ocean views. Generous mahogany deck, perfect for enjoying the seascape. Quality island kitchen and separate dining area. Two queen bedrooms each with en-suite bathroom/walk-in shower and an egress to back porch/outside shower. Located comfortably away from the bustle of town; the perfect venue for a quiet adult escape.

Brand new 1 bedroom guest cottage mid island.

Cute stylish one bedroom guest cottage is located 2 miles from town on our property. Open living room with a fully equipped kitchen. Spiral staircase to lower bedroom with a queen bed and full bathroom with shower. Living room kitchen and also a full bathroom. Ships ladder to a small open loft with twin beds (not safe for small kids) for over flow guests for a couple of nights. French doors to a little patio spot with a gas fire pit and adirondack chairs perfect to enjoy your evening drin

A bright living area features a light-colored sofa adorned with soft throw pillows, facing a round coffee table. Large double doors open to a private outdoor space, where a cozy seating area is visible. Natural light illuminates the room, enhancing the airy atmosphere.

4.92 out of 5 average rating, 13 reviews

Beach Chic Guest Cottage, Town

Your perfect seaside Nantucket getaway is our idyllic guest cottage in town, on the corner of historic Orange Street and Dover. Lovingly restored and fully styled in coastal chic, this 1900 built guest cottage with private outdoor garden lounge is completely renovated with all the appointments. Open 1 bedroom loft with double bed upstairs, plus a twin xl daybed in living room on first floor, large sofa, full bathroom, mini fridge, coffee maker, microwave, living room, outdoor living room.

A charming two-story exterior is seen, featuring weathered shingles and a light-colored door. Lush greenery, including a hydrangea bush, surrounds the base of the building, enhancing the natural setting. Windows allow for natural light, while a small shed is visible on the side.

4.94 out of 5 average rating, 87 reviews

In-Town Private Cottage w/ parking

5-min. walk to Town, w/ parking. Upstairs bedroom w/ 2 twin beds, queen pull-out couch in main living area w/TV. Bathroom w/ shower. Small kitchen area w/ fridge, microwave, coffee pot, sink (no stove). Enclosed outdoor shower, all linens, bath towels, beach towels, beach chairs and cooler. Heat/AC/Wi-Fi. PLEASE NOTE: All rentals beginning after July 1, 2019 are subject to new state and local taxes of 11.7% on total rental, collected separately by airbnb after the booking.

A charming cottage exterior features a shingle facade and a spacious wooden deck. Two lounge chairs are arranged invitingly beside a potted plant. Large glass doors offer a view into the interior, while a grill is positioned nearby for outdoor cooking.

4.96 out of 5 average rating, 109 reviews

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!

A private garden area features a brick patio with outdoor seating, including two wooden chairs with pink cushions. Lush greenery surrounds the space, complemented by flowering plants. A bright yellow door stands out against the weathered wooden exterior of the cottage.

4.93 out of 5 average rating, 86 reviews

Nantucket Guest Cottage

Welcome to Casa del Limone, a lovely secluded guest cottage with a beautiful private garden located in the historic district on Main Street, Nantucket. The cottage is within convenient walking distance to downtown restaurants, historic sites, and shops. Enjoy fine dining, living history, a lovely harbor, and magnificent beaches.

The exterior of the cottage is shown, featuring light brown shingles adorned with climbing greenery. The well-maintained lawn is bordered by flowerbeds. A white wooden gate leads to the entrance, which is framed by large glass doors. Morning sunlight illuminates the serene setting.

4.93 out of 5 average rating, 85 reviews

Ideally located in Town, 2 blocks from water

Sunny and bright, like new, 2 story guest cottage off quiet street in town near harbor. Spacious master suite with king bed, large bath, laundry. Kitchen/living downstairs. Beach chairs and towels. Outdoor shower. Private garden patio with cafe table and 2 chairs. Parking for one car is available at an extra charge of $75/day.

The exterior of the cottage is showcased, featuring a shingled facade and large windows that provide ample natural light. Lush greenery is present in the foreground, with ornamental grasses swaying gently. A vehicle is parked nearby, highlighting the cottage's easy accessibility.

4.99 out of 5 average rating, 88 reviews

Beautiful Nantucket Summer rental

Lovely newly built cottage in Fishers Landing, with an open floor plan with living room, dining area and fully equipped kitchen and powder room. Second floor, bedroom with king bed,and second bedroom with twin beds. Full bath Laundry room with washer and dryer. Garden with patio and outdoor shower