**Availability & rates are subject to change.






Starting at $4,500

270 Madaket Road

  •  270 Madaket Road
  •  270 Madaket Road
  •  270 Madaket Road
  •  270 Madaket Road
  •  270 Madaket Road
  •  270 Madaket Road
  •  270 Madaket Road
  •  270 Madaket Road
Bedrooms: 4      Bathrooms: 2  Sleeps: 10      Area: Madaket   
Cute four bedroom and two bath cottage near the ocean in Madaket. Sunsets over the ocean are a main Madaket feature as is Madaket Millie's restaurant.

Starting at $7,500

37 Orange Street

  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
  •  37 Orange Street
Bedrooms: 5      Bathrooms: 4  Sleeps: 7      Area: Town   
Gorgeous Gambrel style Nantucket antique built in 1766. Beautifully and comfortably furnished. Lovely, private bluestone patio and garden. First floor: Open Kitchen/dining area leading out to (...)

Starting at $16,500

13 Walsh Street

  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
  •  13 Walsh Street
Bedrooms: 4      Bathrooms: 5  Sleeps: 10      Area: Brant Point   
This lovely Nantucket vacation rental is located on a quiet side street in the heart of Brant Point. The kitchen features high end appliances and perfect for the chef! There is a Queen guest suite on (...)

Starting at $20,000

7 I Street

  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
  •  7 I Street
Bedrooms: 3      Bathrooms: 3  Sleeps: 6      Area: Madaket   
Ideally located in desirable Old Madaket, this Nantucket vacation home is elegant and immaculate. Every room of this gorgeous home light and bright. There is a soft robe and a pile of fluffy towels (...)

Starting at $6,500

29 Bank Street

  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
  •  29 Bank Street
Bedrooms: 4      Bathrooms: 3  Sleeps: 6      Area: Sconset   
Sea Ray is a quintessential Sconset cottage. Not your typical vacation home. With all of the lovely linens, antiques and special touches it seems as though someone lives there and has just stepped (...)

Waterfont: Yes
Starting at $4,500

8 Gardner Street

  •  8 Gardner Street
  •  8 Gardner Street
  •  8 Gardner Street
  •  8 Gardner Street
  •  8 Gardner Street
  •  8 Gardner Street
  •  8 Gardner Street
Bedrooms: 2      Bathrooms: 2  Sleeps: 4      Area: Town   
This antique building was completely renovated on the interior in 1992 to create this charming two bedroom house. An oak spiral staircase and wide pine floors are other natural wood surfaces which (...)

Starting at $16,500

41A Cliff Road

  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
  •  41A Cliff Road
Bedrooms: 4      Bathrooms: 3  Sleeps: 8      Area: Cliff   
This 4 bedroom house sits on the Cliff with beautiful water views from first and second floors. There is a lovely yard overlooking the harbor, beautiful 180 degree views! Entry to a foyer, a cozy den (...)

Starting at $4,500

166 Cliff Road

  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
  •  166 Cliff Road
Bedrooms: 5      Bathrooms: 5  Sleeps: 10      Area: Cliff   
Great house in a private setting on Cliff Road. Convenient to town and many beaches. The house is set way back and has a large backyard and deck. Spacious home for entertaining and casual (...)

Starting at $34,000

72R Cliff Road

  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
  •  72R Cliff Road
Bedrooms: 5      Bathrooms: 6  Sleeps: 14      Area: Cliff   
Lovely large family home tucked away on the Cliff, offers a quiet comfortable retreat with plenty of living space both indoor and out. Finished basement with a new family/rec room with sofa, chairs (...)

Starting at $3,000

7 Lily Street

  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
  •  7 Lily Street
Bedrooms: 4      Bathrooms: 2  Sleeps: 7      Area: Town   

Starting at $5,000

14 Back Street

  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
  •  14 Back Street
Bedrooms: 3      Bathrooms: 2  Sleeps: 10      Area: Town   
Beautifully renovated bungalow style home in town with a large yard and parking. First Floor: Hardwood floors throughout. Front entry to a sitting area, dining room with seating for ten, kitchen with (...)

Starting at $4,400

6 Towaddy Lane

  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
  •  6 Towaddy Lane
Bedrooms: 4      Bathrooms: 2  Sleeps: 8      Area: Sconset   
Fresh newly updated 4 bedroom and 2 bath home in 'Sconset. Large private backyard to enjoy summer relaxation. New kitchen, bathrooms, and furnishings in 2015. Complete with modern amenities including (...)

Starting at $35,000

6 North Cliff Way

  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
  •  6 North Cliff Way
Bedrooms: 5      Bathrooms: 6  Sleeps: 10      Area: Cliff   
Nestled just off Nantucket's highly coveted Lincoln Circle is 6 North Cliff Way, a five bedroom coastal retreat. This light filled, open concept home was created with family style living and (...)

Starting at $7,500

33 Walsh Street

  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
  •  33 Walsh Street
Bedrooms: 3      Bathrooms: 2  Sleeps: 7      Area: Brant Point   
Brant Point Perfection! An adorable three bedroom cottage in the perfect location in beloved Brant Point. An open floor plan with living and dining. A galley style kitchen with granite counters and (...)

Starting at $35,000

74A Madaket Road

  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
  •  74A Madaket Road
Bedrooms: 8      Bathrooms: 9  Sleeps: 16      Area: Edge Of Town   
Gorgeous newly constructed 8 BR, 8.5 bath home and cottage. One mile to Main Street. Minutes to the beach. Layout perfect for large families and groups. Spacious house (6 Br, 6.5 bath), cottage (2 (...)

Starting at $20,000

4 Milestone Crossing

  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
  •  4 Milestone Crossing
Bedrooms: 5      Bathrooms: 4  Sleeps: 10      Area: Edge Of Town   
Gracious 5 bedroom home situated on 3 acres of lusciously landscaped grounds with 20 x 40' custom pool and offering supreme privacy.  Main floor features multiple living spaces, including gourmet (...)

Starting at $8,500

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
Starting at $1,800

0 Charter Street

  •  0 Charter Street
  •  0 Charter Street
  •  0 Charter Street
  •  0 Charter Street
  •  0 Charter Street
Bedrooms: 1      Bathrooms: 1  Sleeps: 2      Area: Town   
Charming cottage in town. One bedroom, living area with cathedral ceiling and private patio off the back of the house. A/C window unit in the bedroom.

Starting at $15,000

26B North Beach St.

  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
  •  26B North Beach St.
Bedrooms: 5      Bathrooms: 6  Sleeps: 10      Area: Brant Point   
Jetties beach and the amenities of Town are within easy reach from this 5000+sq ft home in one of Nantucket's most sought after rental areas. Five bedrooms-each with its own bath. Expansive living (...)

Starting at $12,000

26 North Beach St. / Guest Hse

  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
  •  26 North Beach St. / Guest Hse
Bedrooms: 4      Bathrooms: 5  Sleeps: 8      Area: Brant Point   
Walk to Jetties Beach and town from this spacious, professionally decorated home, completed in 2005. The first floor has four bedrooms with ensuite baths. The second floor is a large, open living, (...)

Starting at $3,150

16 Chuck Hollow Rd.

  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
  •  16 Chuck Hollow Rd.
Bedrooms: 3      Bathrooms: 3  Sleeps: 6      Area: Tom Nevers   
Lovely 360 degree view of the moors from all windows, great walking area. Beautiful sunrises and sunsets, view of the Sankaty Lighthouse. Upside down house, front entry, to the right is a full bath, (...)

Starting at $18,000

60 Walsh St.

  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
  •  60 Walsh St.
Bedrooms: 4      Bathrooms: 3  Sleeps: 10      Area: Brant Point   
4 Bedroom Brant Point vacation home with large yard -ideal for easy access to Jetties Beach & Town. Well maintained and thoughtfully appointed, includes central air and has multiple doors to wrap (...)

Starting at $22,000

7 Davis Lane

  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
  •  7 Davis Lane
Bedrooms: 6      Bathrooms: 6  Sleeps: 14      Area: Cisco   
Wonderful house in much sought after Cisco. Walk to the beach. First floor: Front to back Living room with fireplace and doors that lead out to lovely back yard and patio. Open dining room and (...)

Starting at $16,500

85 Eel Point Road

  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
  •  85 Eel Point Road
Bedrooms: 4      Bathrooms: 4  Sleeps: 8      Area: Dionis   
Enjoy epic sunsets over Nantucket Sound and beautiful private beach days in this waterfront beach house located directly on Dionis beach. This newly renovated home has an open floor plan with 2 (...)

Waterfont: Yes
Starting at $7,000

22 Broadway

  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
  •  22 Broadway
Bedrooms: 4      Bathrooms: 2  Sleeps: 9      Area: Sconset   
Fully renovated in 2016, this antique home is charming and comfortable and complete with central A/C. Just a short walk to Sconset village and Sconset beach, the location is ideal. Enjoy spacious (...)