Nantucket Rentals

Results 101 - 150 of 729
 38 Fair Street
Town

Welcome to 38 Fair~ Newly renovated kitchen & dining for 2025, this historic and charming updated home is located in the heart of town. Lovingly cared for property with all of the.


4
BEDROOMS
2/1
BATHROOMS
$12,000 $12,000
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.


6
BEDROOMS
5/1
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 14 New Lane
Town

Custom built Colonial house offers comfortable and attractive living within minutes to Main Street.


5
BEDROOMS
5/1
BATHROOMS
$20,000 $20,000
per week
starting peak season rate
 1 Blue Flag Path
Beach Plum

Beautiful high-end construction in award-winning Beach Plum Village.


4
BEDROOMS
3/1
BATHROOMS
$14,000 $14,000
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.


5
BEDROOMS
5/2
BATHROOMS
$32,000 $32,000
per week
starting peak season rate
 2 Wood Lily Road
Beach Plum

 This Nantucket Chic multiple bedroom home has a larger sleeping capacity which works wonderfully for families with multiple generations.


3
BEDROOMS
4/1
BATHROOMS
$14,000 $14,000
per week
starting peak season rate
 51 Fair Street
Town

"Fairy Tale" is a magical four bedroom home situated on beautiful Fair Street and within walking distance to shopping, dining, and everything Nantucket Town has to offer. The first floor....


4
BEDROOMS
3/1
BATHROOMS
$18,000 $18,000
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
 10 Gray Avenue
Surfside

Brand new construction with private pool with spa!


6
BEDROOMS
5/1
BATHROOMS
$20,000 $20,000
per week
starting peak season rate
 33 Pequot Street
Surfside

This contemporary beach vacation property offers six ensuite bedrooms on three levels, a spacious back yard and a private pool and pool cabana.


6
BEDROOMS
6/3
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 28 Rhode Island Avenue
Madaket

Located at Smith's Point, "Seven Year Itch" is a classic summer cottage in a great Madaket location.


3
BEDROOMS
2
BATHROOMS
$7,800 $7,800
per week
starting peak season rate
 12 Parsons Lane
Tom Nevers

Cozy and immaculate Tom Nevers cottage.


3
BEDROOMS
2
BATHROOMS
$4,000 $4,000
per week
starting peak season rate
 12 Parsons Lane #B
Tom Nevers

This contemporary home sits high on a hill with fabulous views of the Moors and Sankaty Lighthouse.


2
BEDROOMS
2
BATHROOMS
$4,500 $4,500
per week
starting peak season rate
 4 Shimmo Pond Road-Cottage
Shimmo

Charming, Light-Filled Cottage in Shimmo This beautifully designed, custom-built cottage offers a bright, airy escape in a peaceful neighborhood.


2
BEDROOMS
1/1
BATHROOMS
$6,500 $6,500
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
 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.


4
BEDROOMS
4
BATHROOMS
$18,000 $18,000
per week
starting peak season rate
 106 A Surfside Road
Surfside

​Nantucket-Inspired Coastal Retreat Just 1 Mile from Surfside Beach by Cailini Coastal Nestled just one scenic mile from Surfside Beach along the bike path, this one-of-a-kind coastal compound....


7
BEDROOMS
9
BATHROOMS
$40,000 $40,000
per week
starting peak season rate
 8 Nobadeer Ave
Surfside

Escape to a classic Nantucket experience at this stunning 6 bedroom, 9 bath estate nestled in a serene private setting just a short stroll to Surfside Beach - one of Nantucket's most beloved....


6
BEDROOMS
6/3
BATHROOMS
$35,000 $35,000
per week
starting peak season rate
 17 Okorwaw Avenue
Surfside

Charming craftsman style house on very private lot in Surfside.


3
BEDROOMS
2
BATHROOMS
$8,000 $8,000
per week
starting peak season rate
 137 Hummock Pond Road
Cisco

 This Nantucket vacation home is located 1.


7
BEDROOMS
6/1
BATHROOMS
$26,500 $26,500
per week
starting peak season rate
 33 Walsh Street
Brant Point

Brant Point Perfection!


3
BEDROOMS
2
BATHROOMS
$8,750 $8,750
per week
starting peak season rate
 4 Ahab Drive
Cisco

Lovely renovated home in Cisco.


4
BEDROOMS
4/1
BATHROOMS
$9,500 $9,500
per week
starting peak season rate
 6 Hedgebury Lane (47A Vestal Street)
Town

Close to town with a private pool.


4
BEDROOMS
4/1
BATHROOMS
$23,000 $23,000
per week
starting peak season rate
 71 Milk Street
Town

Extraordinary perch with views of Nantucket Sound, this immaculate rental property includes high-end furnishings, privacy and Town is just 1 mile away.


5
BEDROOMS
5/3
BATHROOMS
$40,000 $40,000
per week
starting peak season rate
 9 Tashama Lane
Edge Of Town

Meet your new Nantucket rental home!


3
BEDROOMS
2
BATHROOMS
$7,000 $7,000
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.


6
BEDROOMS
3
BATHROOMS
$32,500 $32,500
per week
starting peak season rate
 11 Honeysuckle Drive
Mid-Island

New five bedroom home with over 3,000 square feet of living space and a crisp and fresh design brimming with Nantucket character.


5
BEDROOMS
4
BATHROOMS
$12,000 $12,000
per week
starting peak season rate
 1 Appleton Road
Miacomet

Welcome to 1 Appleton Road ~ Located just a short drive to town, offering 2 bedrooms, 2 full baths fully renovated from top to bottom.


2
BEDROOMS
2
BATHROOMS
$8,500 $8,500
per week
starting peak season rate
 3 Fintry Lane
Dionis

Welcome to Haven — a serene, private retreat off Eel Point in Dionis, perfect for relaxed gatherings and unforgettable memories.


7
BEDROOMS
6/1
BATHROOMS
$38,000 $38,000
per week
starting peak season rate
 2 Saratoga
Town

This charming 3-bedroom, 2-bathroom Nantucket home is ideally located just a short walk from Main Street and perfectly positioned between the start of the Madaket and Cisco bike paths.


3
BEDROOMS
2
BATHROOMS
$8,500 $8,500
per week
starting peak season rate
 68 Washington Street
Town

"Puddin" is a classic Nantucket scallop shanty that has grown into a quaint one bedroom/one bathroom cottage located directly on the harbor in Town, steps away from the town dock, and downtown,....


1
BEDROOMS
1
BATHROOMS
$3,950 $3,950
per week
starting peak season rate
 57 Pochick Avenue
Surfside

Surfside Beach Beauty!


3
BEDROOMS
3/1
BATHROOMS
$9,000 $9,000
per week
starting peak season rate
 26B North Beach St. (back house)
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 areas.


5
BEDROOMS
5/1
BATHROOMS
$20,000 $20,000
per week
starting peak season rate
 26 North Beach St. / Front House
Brant Point

Walk to Jetties Beach and town from this spacious, professionally decorated home.


4
BEDROOMS
4/1
BATHROOMS
$15,000 $15,000
per week
starting peak season rate
 32 Long Pond Drive
Madaket

Upside down colonial house with beautiful views of Long Pond.


4
BEDROOMS
4
BATHROOMS
$7,000 $7,000
per week
starting peak season rate
 32 Lily Street
Town

Wonderful Lily Street updated antique home with gardens and two side porches.


4
BEDROOMS
4
BATHROOMS
$12,500 $12,500
per week
starting peak season rate
 20 Sankaty Road
Sconset

This lovely Sconset gambrel is one block from the bluff walk and a short walk to Sconset village.


5
BEDROOMS
4
BATHROOMS
$11,000 $11,000
per week
starting peak season rate
 34 Eel Point Road
Dionis

Custom built spacious upside house with ocean views in Dionis.


5
BEDROOMS
4/1
BATHROOMS
$15,000 $15,000
per week
starting peak season rate
 32 Nonantum Avenue
Surfside

This beautifully renovated coastal retreat offers the perfect blend of modern sophistication and beachy charm.


5
BEDROOMS
5/1
BATHROOMS
$40,000 $40,000
per week
starting peak season rate
 3 Green Hollow Road
Tom Nevers

Beautiful and meticulously maintained upside down home on three private acres.


4
BEDROOMS
3
BATHROOMS
$8,000 $8,000
per week
starting peak season rate
 19 Delaney Road
Cliff

Beautiful, newer home in the Cliff Area.


4
BEDROOMS
4/1
BATHROOMS
$14,000 $14,000
per week
starting peak season rate
 98 Wauwinet Road
Wauwinet

Magical Wauwinet Waterfront!


6
BEDROOMS
5/1
BATHROOMS
$15,000 $15,000
per week
starting peak season rate
 31 Madaket Road
Edge Of Town

Country living yet close to town.


3
BEDROOMS
2/1
BATHROOMS
$7,200 $7,200
per week
starting peak season rate
 11 East Lincoln Avenue
Brant Point

Welcome to Three Little Birds!


5
BEDROOMS
4
BATHROOMS
$23,950 $23,950
per week
starting peak season rate
 24 1/2 Rabbit Run Road
Shawkemo

Stunning 5 Bedroom Estate with Water views and path to harbor beach.


5
BEDROOMS
5/2
BATHROOMS
$45,000 $45,000
per week
starting peak season rate
 24 Rabbit Run Road
Shawkemo

Stunning 4 bedroom estate with water views (of town and harbor) and path to harbor beach.


4
BEDROOMS
4/2
BATHROOMS
$42,500 $42,500
per week
starting peak season rate
 16 Warren Street
Town

Beach chic, stylish cottage on quiet side street in town.


3
BEDROOMS
2/1
BATHROOMS
$11,000 $11,000
per week
starting peak season rate
 3 Wood Lily Road
Beach Plum

Conveniently located between town and Surfside beach in the Beach Plum community, this is the perfect spot for your family or grownup getaway.


4
BEDROOMS
4/1
BATHROOMS
$14,000 $14,000
per week
starting peak season rate
 2 Ahab (main house)
Cisco

Fantastic Cisco cottage in a quiet location less than a mile to the beach with access to the bike path just steps away.


3
BEDROOMS
2
BATHROOMS
$7,000 $7,000
per week
starting peak season rate
 11 Deer Run Road Cottage
Cisco

Adorable brand new cottage.


2
BEDROOMS
2/1
BATHROOMS
$5,600 $5,600
per week
starting peak season rate

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