All Rentals

Beautifully appointed, four bedroom beach home with expansive first and second floor water views, three bedroom, cottage and a stunning swimming pool. Enjoy the amazing West End sunsets over the harbo

Custom home/compound with harbor views from town to Great Point consisting of a five bedroom main house, two bedroom cottage, pool and fire pit to complete this vacation estate setting. Privacy and co

Charming antique home built in 1806 with much of the original character, including 10 fireplaces remaining. Level, fenced in yard is perfect for BBQ's, games or just gathering together. There is also

This property in Dionis is set high on a hill, abutting 200 acres of Land Bank land and overlooking the Linda Loring Nature Preserve, less than a mile from the beach. Custom designed four bedroom four

This stunning contemporary beach vacation rental offers six en suite bedrooms on three levels, a spacious back yard and a private pool and pool cabana. Located in the heart of Surfside, the beach is c

Beautiful home with 20' x 40' pool on large private lot in the Cliff area, adjacent to the West Moor club with easy access to Town and north shore beaches. Interior is decorated very beautifully and t

This wonderful antique home in the heart of town has been given many modern updates by a former Ralph Lauren designer to make for an easy, comfortable and relaxing stay on the island. The main house h

Renovated in 2021, this home still holds some of the original antique charm with all the modern amenities. Located in the downtown area and less than a mile to the beach, this home offers everything y

This contemporary Surfside property has been restyled and designed with an open feel, clean lines and crisp details. With six bedrooms, a finished basement and playroom, this home accommodates up to 1

Five bedroom 5 1/2 bathroom house with pool and cabana is located across the street from Fisherman's beach in Surfside and can sleep 12 comfortably. The house is tastefully decorated and features a la

Discover the charm of 4 Dukes Road, a serene haven nestled in a country setting, just steps from Upper Main Street and the heart of town. This newly renovated gem harmonizes modern elegance with the t

Stowaways is not your run of the mill home. This property is set among exquisitely manicured gardens close to Town and everyone?s favorite, Cisco Brewery. The famed feature of the home is the 900 squa

Beautifully renovated in 2018, this 1830's antique has all the necessary modern amenities combined with old world charm. The house has 5 decorative fireplaces along with an open floor plan for great e

First Floor: enter into an elegant living room with access to a mahogany porch and spacious bluestone patio. There is a gourmet kitchen which leads into a dining room with seating for twelve. Also on

Extraordinary six-bedroom waterfront home located in desirable Brant Point on one of the most exclusive streets on the island. The water views will take your breath away as soon as you open the front

Well appointed house with pool located across from bike path and walking trail. First floor: Entry foyer, bedroom (queen), bedroom (bunks) with private bath (shower), bedroom (queen) with private bath

This recently-renovated and expanded home features six bedrooms and four and a half baths. The house is located on one of the nicest streets in Sconset and is located a short distance to a fabulous be

A delightful, secluded home in the heart of desirable Brant Point. 6 bedrooms on one level, accessed by two separate staircases, with an entire open and airy second floor of lofted ceilings and modern

Spacious 5 bedroom home located on a quiet street in town. First floor: large foyer, queen bedroom that shares bathroom with twin daybed and pullout trundle bedroom, queen bedroom and bedroom with two

Following a major renovation completed for 2023, this premier Nantucket estate has it all including features available nowhere else: 5,000 square feet of enclosed formal gardens yielding weekly organi