Nantucket Rentals

Results 1 - 50 of 732
 10 Lyon Street
Town

Embrace the charm of an idyllic Nantucket home set less than one-half of a mile to Main Street.


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BEDROOMS
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BATHROOMS
$23,500 $23,500
per week
starting peak season rate
 32 Hooper Farm Road
Mid-Island

Centrally located, this five-bedroom, Nantucket vacation rental offers a fabulous pool and private fenced in back yard.


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BEDROOMS
4
BATHROOMS
$22,500 $22,500
per week
starting peak season rate
 49 Pine Street
Town

Situated on the corner of a charming street in Nantucket’s Old Historic District, this 6 bedroom, 5.


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BEDROOMS
5/1
BATHROOMS
$23,500 $23,500
per week
starting peak season rate
 149 Main Street
Town

In-town with in-ground heated pool.


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BEDROOMS
2/1
BATHROOMS
$16,000 $16,000
per week
starting peak season rate
 97 Orange Street
Town

This wonderful home in the heart of town has been given many modern updates for the 2019 season by a former Ralph Lauren designer to make for an easy, comfortable and relaxing stay on the....


6
BEDROOMS
3
BATHROOMS
$10,500 $10,500
per week
starting peak season rate
 15 A Gingy Ln - Main House
Cliff

Newly constructed on a sought after quiet cul-de-sac, close to town.


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BEDROOMS
5/2
BATHROOMS
$32,000 $32,000
per week
starting peak season rate
 2 Sandy Drive
Brant Point

This stunning 5 bedroom,5.


5
BEDROOMS
5/1
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 15 Old Tom Nevers Road
Tom Nevers

Welcome to "Over Flow" near one of the most beautiful beaches on the south shore!


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BEDROOMS
2/1
BATHROOMS
$8,000 $8,000
per week
starting peak season rate
 17 Nanahumacke Lane
Cisco

Beautiful 5 bedroom, 5.


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BEDROOMS
5/1
BATHROOMS
$45,000 $45,000
per week
starting peak season rate
 73 North Liberty Street
Town

This classic Nantucket home, built in 1880, is a charming, cozy rental property moments from downtown and Steps or Jetties beaches.


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BEDROOMS
3
BATHROOMS
$18,500 $18,500
per week
starting peak season rate
 44 Warrens Landing Road
Madaket

Wide open and nearly unobstructed views stretch from Hither Creek across Madaket Harbor all the way to Eel Point from the upper level of this Madaket upside down house.


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BEDROOMS
3
BATHROOMS
$13,500 $13,500
per week
starting peak season rate
 4 Millbrook Road
Cisco

Tastefully decorated, super private and a very spacious rental for large family reunions, parties or even a wedding!


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BEDROOMS
6/2
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 42 Skyline Drive
Surfside

Beautifully appointed property just one mile from Surfside Beach set on 2 private acres.


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BEDROOMS
7/2
BATHROOMS
$30,000 $30,000
per week
starting peak season rate
 1 Derrymore Road
Cliff

New custom home off Cliff Rd with in-ground salt water pool and infinity spa.


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BEDROOMS
5/1
BATHROOMS
$29,500 $29,500
per week
starting peak season rate
 12 Pond View Drive Main House & Studio
Miacomet

Renovated with an 18 x 38' heated pool, this home is furnished by well known island designer, Sophie Metz.


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BEDROOMS
5/1
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 23 West Chester #6
Town

One of Nantucket Historic District's best kept secrets!


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BEDROOMS
1
BATHROOMS
$4,500 $4,500
per week
starting peak season rate
 91 Main Street
Town

Located on historic Main Street, this stately home provides a wonderful spot to call home for the summer.


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BEDROOMS
4/1
BATHROOMS
$13,000 $13,000
per week
starting peak season rate
 21 Kendrick Street
Tom Nevers

Lovely property situated on 3.


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BEDROOMS
6/1
BATHROOMS
$25,000 $25,000
per week
starting peak season rate
 1 Maple Lane
Surfside

1 Maple Lane offers six bedrooms and is located in a newly developed enclave conveniently located 1.


6
BEDROOMS
5
BATHROOMS
$21,500 $21,500
per week
starting peak season rate
 3 Austin Farm Drive
Cisco

Beautifully renovated in 2025, this stunning 5-bedroom, 4-bathroom home with 2 half baths features a 28' x 40' salt-water gunite pool and cabana, along with multiple outdoor seating and....


5
BEDROOMS
4/2
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 6 Sherburne Turnpike
Cliff

Situated in Nantucket’s highly sought-after Cliff neighborhood, just 200 yards from Steps Beach and Lincoln Circle, this exceptional estate spans nearly half an acre, offering unparalleled....


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BEDROOMS
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BATHROOMS
$65,000 $65,000
per week
starting peak season rate
 18 Center Street
Sconset

Enjoy a stylish experience at this exceptionally cozy historic whaling cottage built in 1780 designed by current owner Nicole Tirapelli.


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BEDROOMS
2
BATHROOMS
$20,000 $20,000
per week
starting peak season rate
 30 DEVON STREET GUEST HOUSE
Tom Nevers

Welcome to "The Little Dip" - a five bedroom home custom built home perfect for family and friends to gather and celebrate in one of the most beautiful areas here on Nantucket.


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BEDROOMS
5/2
BATHROOMS
$30,000 $30,000
per week
starting peak season rate
 8 Priscilla Lane
Cliff

Located steps from Westmoor Club and the Cliff Road walking/bike path, this beautiful, meticulously appointed home is perfect for folks who enjoy an indoor/outdoor living space.


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BEDROOMS
5/1
BATHROOMS
$20,000 $20,000
per week
starting peak season rate
 9 Sandsbury
Tom Nevers

This is a cozy 2 Story Upside-Down Saltbox that sits up on a hill in Tom Nevers East with stunning views, peaceful yard and shade trees.


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BEDROOMS
2/1
BATHROOMS
$10,000 $10,000
per week
starting peak season rate
 31 Almanack Pond Road
Polpis

Beautiful 5 Acre Private Estate with Pond and Pool, surrounded by conservation land.


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BEDROOMS
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BATHROOMS
$25,000 $25,000
per week
starting peak season rate
 17 Kittiwake Lane
Naushop

This sunny, cheerful Naushop home is the perfect retreat!


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BEDROOMS
3/1
BATHROOMS
$7,500 $7,500
per week
starting peak season rate
 11 Pilgrim Road
Cliff

Off of Cliff Road near the Westmoor Club.


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BEDROOMS
4/1
BATHROOMS
$18,000 $18,000
per week
starting peak season rate
 16 Gingy Lane
Cliff

 Five bedroom home with a swimming pool set on a quiet cul-du-sac just off Cliff Road and close to town.


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BEDROOMS
5/1
BATHROOMS
$25,000 $25,000
per week
starting peak season rate
 3 Hedgebury Lane
Town

Play golf!


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BEDROOMS
5/3
BATHROOMS
$38,500 $38,500
per week
starting peak season rate
 26 Masaquet Avenue
Surfside

Newly renovated Surfside retreat, located within minutes to Surfside, Nobadeer and Fisherman's beach, this light filled spacious home was created with family style living in mind featuring a 18'....


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BEDROOMS
5/2
BATHROOMS
$30,000 $30,000
per week
starting peak season rate
 15 Beach Street - House Codfish Park
Sconset

Freshly updated with a renovated kitchen and bathroom,this Nantucket vacation home is situated in the heart of Codfish Park, just moments from the sights and sounds of the Atlantic Ocean....


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BEDROOMS
2
BATHROOMS
$12,500 $12,500
per week
starting peak season rate
 29 King Street
Sconset

A recently renovated home featuring 6 bedrooms and 4 1/2 baths.


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BEDROOMS
4/1
BATHROOMS
$16,000 $16,000
per week
starting peak season rate
 25B Washington Street- Cottage (Cottage)
Town

Adorable in town cottage freshly painted and all new high end furnishings for 2023.


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BEDROOMS
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BATHROOMS
$7,500 $7,500
per week
starting peak season rate
 25B Washington Street-- Apartment (Upstairs)
Town

All new furnishings for the 2023 rental season.


2
BEDROOMS
2
BATHROOMS
$9,000 $9,000
per week
starting peak season rate
 11 Clifton Street
Sconset

Spacious, lovely 4000 SF two story home on a private corner lot minutes to the beach and the village by foot.


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BEDROOMS
3
BATHROOMS
$13,500 $13,500
per week
starting peak season rate
 10 Vestal Street
Town

Wonderful family home in a great Town location.


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BEDROOMS
4/2
BATHROOMS
$11,500 $11,500
per week
starting peak season rate
 13 B Western Avenue
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.


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BEDROOMS
4
BATHROOMS
$18,000 $18,000
per week
starting peak season rate
 13 A Western Avenue
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.


4
BEDROOMS
4
BATHROOMS
$18,000 $18,000
per week
starting peak season rate
 7 Bank Street
Sconset

Exquisitely renovated Siasconset, Nantucket beach cottage with shimmering ocean views.


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BEDROOMS
2/1
BATHROOMS
$15,000 $15,000
per week
starting peak season rate
 6 Madaket Road
Edge Of Town

This brand new, well appointed, and stylish home with five-bedroom suites sits on the edge of town in a great location.


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BEDROOMS
5/1
BATHROOMS
$25,000 $25,000
per week
starting peak season rate
 66 Hulbert Avenue
Brant Point

"Gray Goose" is a large 1920's cottage with 6 bedrooms that comfortably sleeps 12.


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BEDROOMS
3
BATHROOMS
$32,500 $32,500
per week
starting peak season rate
 133 Polpis Road
Polpis

Welcome to the peace and tranquility of 133 Polpis Road.


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BEDROOMS
6/2
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 29 Lyons Lane
Tom Nevers

Spacious, beautiful, and recently refreshed and decorated, this five-bedroom home on a private lot—perfect for families looking to relax and unwind, with fantastic outdoor space for making....


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BEDROOMS
5/1
BATHROOMS
$30,000 $30,000
per week
starting peak season rate
 62 South Shore Road
Surfside

Beautiful house and cottage in close proximity to South Shore beaches, bike paths and public transportation.


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BEDROOMS
5/2
BATHROOMS
$30,000 $30,000
per week
starting peak season rate
 153 Polpis Road
Polpis

 Beautiful, four bedroom home (renovated in 2024) located  on two acres in the Polpis area with pretty water views from the large front deck and views of the moors in the rear.


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BEDROOMS
3/1
BATHROOMS
$25,000 $25,000
per week
starting peak season rate
 7 Sandsbury Road
Tom Nevers

Well Appointed 4-Bedroom Ocean View Retreat with Pool, Spa & Outdoor Entertaining Perched high on a knoll,.


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BEDROOMS
3
BATHROOMS
$18,000 $18,000
per week
starting peak season rate
 15 Ellen's Way
Miacomet

A beautiful shaker style house recently built in 2014 within the exclusive Miacomet Preserve.


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BEDROOMS
5/1
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 3 North Mill Street
Town

Perfectly situated on the outskirts of town this quintessential Nantucket antique home is very comfortably decorated.


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BEDROOMS
3
BATHROOMS
$6,000 $6,000
per week
starting peak season rate
 4 Mioxes Way
Cisco

Located in the highly-coveted Cisco area, this stunning and impeccably-appointed five bedroom home showcases three floors of spacious and sun-filled living space, along with an 18’ by 36’,....


5
BEDROOMS
6/2
BATHROOMS
$30,000 $30,000
per week
starting peak season rate

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