Nantucket Rentals

Nantucket Wine and Food Festival May 15-19, 2024

Below are rentals available during the Nantucket Wine and Food Festival. The festival now draws over 3000 attendees to the island for this annual spring fête and boasts a continually growing family of vintners, wineries, renowned chefs and restaurants.

Many of these properties offer nightly rates with minimum stay requirements, please inquire for information.

Results 1 - 30 of 252
 46 Tennessee Avenue
Madaket

Lovely and serene location right on Hither Creek.


3
BEDROOMS
3
BATHROOMS
$7,500 $7,500
per week
USD
 43 Vestal Street
Town

Have it all with this beautiful home with swimming pool, just a short convenient walk to town.


4
BEDROOMS
5/1
BATHROOMS
$12,600 $12,600
per week
USD
 13 Hendersons Drive
Miacomet

A GOLFER'S DELIGHT.


4
BEDROOMS
2/1
BATHROOMS
$5,000 $5,000
per week
USD
 25 Meadow View Drive
Edge Of Town

This 4 bedroom 3 and 2 1/2 bath house with 18 X 36 salt water pool is close to town and beaches.


4
BEDROOMS
3/2
BATHROOMS
$15,000 $15,000
per week
USD
 10 Prospect Street
Town

This delightful, beautifully-renovated and completely updated three bedroom bungalow is situated just minutes from the top of Main Street - an ideal location in walking distance to Town, while....


3
BEDROOMS
2/1
BATHROOMS
$4,500 $4,500
per week
USD
 4B Crestwood Circle
Tom Nevers

Private, well maintained home that is well equipped, first floor and second-floor decks, central AC, flat-screen TVs throughout, outdoor dining, double laundry, outdoor shower, ample parking, and....


5
BEDROOMS
3
BATHROOMS
$5,500 $5,500
per week
USD
 36D Sesachacha Pond Road
Quidnet

Well appointed 4 Bedroom oceanfront escape.


4
BEDROOMS
2/1
BATHROOMS
$7,000 $7,000
per week
USD
 25B Washington Street- Cottage (Cottage)
Town

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


1
BEDROOMS
1
BATHROOMS
$6,300 $6,300
per week
USD
 159 Main St Unit #3 (Left Side)
Town

Welcome to Something Blue~ Freshly decorated, this beachy yet sophisticated condo sleeps 6 and is centrally located and tucked away on upper Main Street offering three finished levels of sizable....


3
BEDROOMS
2/1
BATHROOMS
$7,000 $7,000
per week
USD
 4 Mayhew Road
Tom Nevers

Exciting water view offering in Tom Nevers just moments to the beach available for the 2024 Summer Season from June 1-September 30, 2024.


2
BEDROOMS
2
BATHROOMS
$2,500 $2,500
per week
USD
 25 North Beach Street
Brant Point

Located in Brant Point, near Jetties Beach, The Galley and the White Elephant!


4
BEDROOMS
1/1
BATHROOMS
$3,000 $3,000
per week
USD
 26 Western Avenue
Surfside

Casual and fun Surfside Beach House has a path to the beach and gorgeous south shore water views over the dunes.


2
BEDROOMS
2
BATHROOMS
$6,000 $6,000
per week
USD
 1 Starbuck Court
Town

Introducing 1 Starbuck Court, a hidden gem nestled on a tranquil shelled drive just off Pleasant Street.


3
BEDROOMS
4
BATHROOMS
$7,000 $7,000
per week
USD
 5 Magnolia Ave
Sconset

Welcome to this stunning home at 5 Magnolia Ave, situated on a serene street just off McKinley.


5
BEDROOMS
2/1
BATHROOMS
$8,000 $8,000
per week
USD
 106 Wauwinet Road
Wauwinet

"Hilltop" is located on the "head of the harbor" in Wauwinet, facing west which gives you a fabulous sunset in the evening.


6
BEDROOMS
4/1
BATHROOMS
$10,500 $10,500
per week
USD
 21 Lily Street
Town

21 Lily is a 4 bedroom/ 3 Bath home nestled on quiet Lily St, newly furnished and updated in 2022, a five minute walk to downtown Nantucket shopping and restaurants.


4
BEDROOMS
3
BATHROOMS
$5,500 $5,500
per week
USD
 8 North Gully Road
Sconset

Riptide~This charming beach house & cottage are located in the equally charming Codfish Park enclave of ‘Sconset.


3
BEDROOMS
3
BATHROOMS
$6,000 $6,000
per week
USD
 104 Baxter Road
Sconset

Sea Forever is a stunning 'Sconset residence, boasting breathtaking panoramic ocean views and stunning vistas of Sankaty Golf Course.


6
BEDROOMS
6
BATHROOMS
$15,000 $15,000
per week
USD
 3 North Beach Street
Brant Point

Welcome to "Anchor Down" located in the heart of Brant Point and short walk into town, jetties, and children's beach.


6
BEDROOMS
5
BATHROOMS
$16,000 $16,000
per week
USD
 11 Village Way
Pocomo

Welcome to Anchorage~ Adorable two bedroom, 1 bath waterfront cottage overlooking Pocomo Harbor with private stairs to the beach.


2
BEDROOMS
1
BATHROOMS
$4,500 $4,500
per week
USD
 17 Sesachacha Road
Quidnet

A one of a kind one level cottage directly on the beach at Quidnet Pond and just steps from the Atlantic Ocean.


3
BEDROOMS
3
BATHROOMS
$8,000 $8,000
per week
USD
 9 Brewster Road
Monomoy

Large open foyer.


5
BEDROOMS
7/2
BATHROOMS
$15,300 $15,300
per week
USD
 1 Arbour Way
Brant Point

This picture perfect light-filled 2 bedroom 3 bath high-end cottage with a pool is located in Brant Point 1/4 mile to the beach and 3/4 mile to downtown.


2
BEDROOMS
3
BATHROOMS
$7,000 $7,000
per week
USD
 97 Tom Nevers Road
Tom Nevers

Hear the sound and enjoy views of the ocean from this beautiful vacation retreat just a 3/10ths of a mile walk from the beach in Tom Nevers, and only a short bike ride from the charming....


4
BEDROOMS
3/1
BATHROOMS
$6,000 $6,000
per week
USD
 25 Bank Street
Sconset

Welcome to Sea Suite~ Dreamy beach cottage in Sconset with views of the sea.


1
BEDROOMS
1
BATHROOMS
$4,000 $4,000
per week
USD
 32 Chuck Hollow Road
Tom Nevers

New build / renovation in 2023 including Main House, Pool and Cabana.


6
BEDROOMS
5/3
BATHROOMS
$20,000 $20,000
per week
USD
 9 Priscilla Lane
Cliff

Welcome to this hidden gem located at 9 Priscilla Lane!


3
BEDROOMS
2
BATHROOMS
$5,950 $5,950
per week
USD
 30 Madequecham Valley Road
Madequecham

Open and airy indoor spaces and spectacular ocean views.


5
BEDROOMS
6/1
BATHROOMS
$35,000 $35,000
per week
USD
 10 Lyon Street
Town

Beautifully decorated and new for the 2024 rental season.


7
BEDROOMS
7/1
BATHROOMS
$16,500 $16,500
per week
USD
 124 Tom Nevers Road
Tom Nevers

Beautiful waterfront home.


6
BEDROOMS
4
BATHROOMS
$13,000 $13,000
per week
USD

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