**Availability & rates are subject to change.






Starting at $2,000

44 Warren's Landing Road

  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
  •  44 Warren's Landing Road
Bedrooms: 4      Bathrooms: 3  Sleeps: 9      Area: Madaket   
Great views of Madaket Harbor. Upside down layout, views of conservation land. This is a four bedroom house in a quiet area of Madaket. Upper deck has views over conservation land and bay, great (...)

Starting at $2,500

81 Polpis Road

  •  81 Polpis Road
  •  81 Polpis Road
  •  81 Polpis Road
  •  81 Polpis Road
  •  81 Polpis Road
  •  81 Polpis Road
  •  81 Polpis Road
  •  81 Polpis Road
  •  81 Polpis Road
Bedrooms: 3      Bathrooms: 2  Sleeps: 6      Area: Polpis   
Upside-down house, bedrooms on the first floor, living and dining rooms on the second, taking advantage of the great views of Nantucket harbor and moors. Bright, airy spaces with cathedral ceilings (...)

Starting at $3,000

41 Skyline Drive

  •  41 Skyline Drive
  •  41 Skyline Drive
  •  41 Skyline Drive
  •  41 Skyline Drive
  •  41 Skyline Drive
  •  41 Skyline Drive
  •  41 Skyline Drive
  •  41 Skyline Drive
Bedrooms: 6      Bathrooms: 5  Sleeps: 16      Area: Surfside   
Home is ideal for families - two sets of adults with children plus grandparents; bunk room for boys - girls; with toys & books; very private wing with spacious master suite and guest room. No (...)

Starting at $3,500

21 Lily Street

  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
  •  21 Lily Street
Bedrooms: 4      Bathrooms: 3  Sleeps: 8      Area: Town   
21 Lily is nestled on quiet Lily St, a five minute walk to downtown Nantucket shopping and restaurants. Built in 1840, completely renovated in 2000, 21 Lily offers you all the modern conveniences (...)

  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
  •  3 Hedgebury Lane (10 Madaket Road)
Bedrooms: 5      Bathrooms: 6  Sleeps: 10      Area: Town   
The historic Chase Barn has become a luxurious 5 bedroom “rain-or-shine” holiday home. Where hay, tack and livestock once filled the 20’ x 50’ ground floor, a stunning open-living area of (...)

Starting at $6,375

29 Union Street

  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
  •  29 Union Street
Bedrooms: 3      Bathrooms: 4  Sleeps: 8      Area: Town   
Classic Nantucket whaling captain's home in the heart of Nantucket's historic district. Three in town parking spaces make it the perfect rental for enjoying the beach by day and town by night. (...)

Starting at $6,800

84 Millbrook Road

  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
  •  84 Millbrook Road
Bedrooms: 4      Bathrooms: 3  Sleeps: 7      Area: Edge Of Town   
Enter the home from a large wrap around front porch equipped with outdoor furniture and gas grill. Large recently renovated kitchen and dining area. Sitting/reading room off the kitchen. Office with (...)

Starting at $4,250

85 North Liberty Street

  •  85 North Liberty Street
  •  85 North Liberty Street
  •  85 North Liberty Street
  •  85 North Liberty Street
  •  85 North Liberty Street
  •  85 North Liberty Street
  •  85 North Liberty Street
Bedrooms: 4      Bathrooms: 4  Sleeps: 6      Area: Cliff   
A True Nantucket home in an ideal family location. Two parlors, Dining room kitchen and covered patio overlooking a fully fenced back yard with an outdoor shower. First Floor: Enter into a (...)

  •  70 Wauwinet Road (14 Fargo Way)
  •  70 Wauwinet Road (14 Fargo Way)
  •  70 Wauwinet Road (14 Fargo Way)
  •  70 Wauwinet Road (14 Fargo Way)
  •  70 Wauwinet Road (14 Fargo Way)
  •  70 Wauwinet Road (14 Fargo Way)
Bedrooms: 4      Bathrooms: 3  Sleeps: 10      Area: Wauwinet   
Fabulous location, beachfront. Waterviews from every room.Secluded and private at the head of Wauwinet Harbor. Virtual Tour http://view.paradym.com/viewer/fusion/1179204/sk/301/prt/10003

Waterfont: Yes
Starting at $12,500

24 Brant Point Road

  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
  •  24 Brant Point Road
Bedrooms: 6      Bathrooms: 7  Sleeps: 14      Area: Brant Point   
Beautiful large home in Brant Point with a heated swimming pool! Fabulous kitchen, large living room, sun room, den, billiard room and office. All bedrooms on the 2nd floor including an au pair (...)

Starting at $4,000

3 West Dover St. (Main House)

  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
  •  3 West Dover St. (Main House)
Bedrooms: 3      Bathrooms: 2  Sleeps: 6      Area: Town   
Three bedroom two bath main house Family kitchen with subzero fridge, dining table with seating for 8. Side yard for children. Mature, beautiful high hedges. First Floor: Charming living room, (...)

Starting at $2,750

8 Jefferson Lane

  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
  •  8 Jefferson Lane
Bedrooms: 3      Bathrooms: 4  Sleeps: 6      Area: Town   
Lovely newly-built house is tucked away on a quiet, historic street in town. It is very comfortable and only a five minute walk to Main Street. There is off-street parking for one car. The first (...)

Starting at $3,000

17 Goldfinch Drive

  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
  •  17 Goldfinch Drive
Bedrooms: 4      Bathrooms: 3  Sleeps: 8      Area: Naushop   
17 Goldfinch is located on upper Goldfinch, a short distance from the entrance. It sits at the high point of the village and looks over those homes nestled in the lower village and offering the most (...)

Starting at $2,500

38 Fair Street

  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
  •  38 Fair Street
Bedrooms: 4      Bathrooms: 3  Sleeps: 9      Area: Town   
Historic and charming updated home in the heart of town. Lovingly cared for property with all of the modern amenities including central air, updated furnishings, and high end linens. First Floor: (...)

Starting at $4,000

46 Nonantum Avenue House

  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
  •  46 Nonantum Avenue House
Bedrooms: 4      Bathrooms: 3  Sleeps: 7      Area: Surfside   
Wonderful beach house just across from Surfside beach. Beach access by use of steps across the street. First floor: Living room, dining room, kitchen, master suite with private bath and full bath, (...)

Starting at $1,200

97 Somerset Road

  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
  •  97 Somerset Road
Bedrooms: 3      Bathrooms: 2  Sleeps: 6      Area: Miacomet   
Updated in 2011. Clean 3 bedroom, 2 bath house near Bartlett Farm and Cisco Brewery. Fantastic location. 1 mile to Miacomet Beach. 1/2 mile to Miacomet Golf course. First floor: Eat in kitchen, (...)

Starting at $2,000

137 Wauwinet Road

  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
  •  137 Wauwinet Road
Bedrooms: 5      Bathrooms: 2  Sleeps: 9      Area: Wauwinet   
Wonderful, simple and clean Nantucket cottage set in the dunes just beyond the Wauwinet Hotel. Outstanding harbor and water views and sunsets and situated in one of the most beautiful spots on (...)

Waterfont: Yes
Starting at $3,000

13 Spring Street

  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
  •  13 Spring Street
Bedrooms: 2      Bathrooms: 3  Sleeps: 6      Area: Town   
Beautifully restored antique in the Old Historic District and short walk to Main Street and Francis St beach. Our home is a perfect two bedroom, two and a half bath townhouse with crisp, new (...)

Starting at $4,000

13 B Western Avenue

  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
  •  13 B Western Avenue
Bedrooms: 4      Bathrooms: 4  Sleeps: 8      Area: Surfside   
Enjoy fabulous, expansive views of Surfside Beach, one of the island's most desirable south shore beaches, from the second floor deck of this upside down house, which was completely renovated in 2013 (...)

Starting at $6,500

13 A Kimberly Way

  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
  •  13 A Kimberly Way
Bedrooms: 3      Bathrooms: 3  Sleeps: 6      Area: Town   
Modern house located just on the edge of Town. All new furnishings for the 2014 season. First floor: kitchen, open concept dining and living room, queen bedroom with ensuite bathroom. Second (...)

Starting at $5,800

41 Fair Street

  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
  •  41 Fair Street
Bedrooms: 3      Bathrooms: 4  Sleeps: 6      Area: Town   
In the heart of the historic district of town, this renovated antique home is on Fair Street at the top of the hill, with incredible light throughout and close to Main Street. Enter to a east-facing (...)

Starting at $2,200

36 York Street

  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
  •  36 York Street
Bedrooms: 3      Bathrooms: 2  Sleeps: 6      Area: Town   
Easy access to town from this beautifully renovated, fully furnished and air conditioned, three bedroom, two full bath antique home that has all of the current amenities but has retained old world (...)

Starting at $6,000

6A Silver Street

  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
  •  6A Silver Street
Bedrooms: 4      Bathrooms: 4  Sleeps: 8      Area: Town   
Fabulous new reconstruction, with an additional 800 sq foot expansion, this chic, designer decorated, 4 bdrm, 3 1/2 bath vacation home will be ready for the 2018 summer rental season. Its location, (...)

Starting at $6,500

5 Delaney Road

  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
  •  5 Delaney Road
Bedrooms: 4      Bathrooms: 3  Sleeps: 10      Area: Cliff   
Relax and enjoy the comforts of home with 4 bedrooms and 3 full baths. Perfect for families to share. This home provides that “Old Nantucket” feel with modern day comforts including central air, (...)

Starting at $5,000

256 Polpis Road

  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
  •  256 Polpis Road
Bedrooms: 5      Bathrooms: 5  Sleeps: 9      Area: Polpis   
Wonderful multi seasonal home on West Polpis Harbor with fabulous water views from almost every room. First Floor: Master bedroom with full bath; bedroom with twins and shower bath; den with (...)

Waterfont: Yes

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