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 - 21 of 21
 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
starting peak season rate
 115 Surfside Road
Surfside

115 Surfside Road is a beautiful custom fully equipped, sophisticated 6+ bedroom, 6 full, 2 half bath beach house rental with three levels of living space, pool cabana with open sleeping loft and....


7
BEDROOMS
7/2
BATHROOMS
$20,000 $20,000
per week
starting peak season rate
 28 Western Avenue
Surfside

Great Surfside beach house located right in the dunes.


4
BEDROOMS
2
BATHROOMS
$7,500 $7,500
per week
starting peak season rate
 58A Pochick Ave
Surfside

An upside down beach house, close to the most popular beaches on the South Shore.


4
BEDROOMS
2
BATHROOMS
$3,500 $3,500
per week
starting peak season rate
 157 Surfside Road
Surfside

To “LIVE ALOHA” refers to our innate sense to Love Things Unconditionally and the Joyful Sharing of Life Energy in the Present.


2
BEDROOMS
1
BATHROOMS
$3,800 $3,800
per week
starting peak season rate
 2 Monohansett Road
Surfside

Beautiful three acre property with stunning Atlantic views and footpath to Nobadeer beach.


4
BEDROOMS
3/1
BATHROOMS
$3,000 $3,000
per week
starting peak season rate
 52 Lovers Lane
Surfside

 Indulge in sun-soaked sophistication at this Surfside haven, where opulence meets tranquility in every corner.


6
BEDROOMS
5/1
BATHROOMS
$14,000 $14,000
per week
starting peak season rate
 14 Poplar Street
Surfside

Welcome to 14 Poplar~Your chic beach house tucked off of Nonantum on a quiet street.


3
BEDROOMS
3
BATHROOMS
$12,000 $12,000
per week
starting peak season rate
 46 Nonantum Avenue House
Surfside

Wonderful beach house just across from Surfside beach.


4
BEDROOMS
3
BATHROOMS
$4,000 $4,000
per week
starting peak season rate
 1 Rainbows End
Surfside

Lovely, private, Surfside home with swimming pool w/ electric cover.


4
BEDROOMS
3
BATHROOMS
$7,000 $7,000
per week
starting peak season rate
 37 Boulevarde
Surfside

Entry way into large living room with a gas fireplace, wonderful kitchen with granite counter tops.


3
BEDROOMS
3
BATHROOMS
$4,950 $4,950
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'....


6
BEDROOMS
5/2
BATHROOMS
$10,000 $10,000
per week
starting peak season rate
 39 Pochick Avenue
Surfside

This 3+ bedroom cape has an open floor plan and an exposed beam ceiling in the living room and kitchen.


3
BEDROOMS
2
BATHROOMS
$5,500 $5,500
per week
starting peak season rate
 41 Skyline Drive
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....


6
BEDROOMS
4/1
BATHROOMS
$3,500 $3,500
per week
starting peak season rate
 94 Surfside Road
Surfside

Custom built home located on south side of Nantucket Island.


6
BEDROOMS
3
BATHROOMS
$5,000 $5,000
per week
starting peak season rate
 133 Surfside Road
Surfside

Open, bright floor plan, hard wood floors, living room with vaulted ceilings, dining area, updated kitchen with granite counter tops, two bedrooms with full bath.


5
BEDROOMS
2/1
BATHROOMS
$4,000 $4,000
per week
starting peak season rate
 2 Thistle Way
Surfside

This charming 4 bedroom (max sleeping capacity at 8) and 3 1/2 bath Nantucket home is nestled in Beach Plum, a private residential community located just 2 miles south of town and 1.


4
BEDROOMS
3/1
BATHROOMS
$6,500 $6,500
per week
starting peak season rate
 1 Dooley Court
Surfside

This family-friendly house offers a unique blend of luxury, space, convenience, and privacy.


4
BEDROOMS
2/1
BATHROOMS
$5,950 $5,950
per week
starting peak season rate
 9 Auriga Street
Surfside

This Surfside beach house is tucked in off of Western Avenue on a quiet sandy lane and is within a very short distance to all of the Surfside beaches.


4
BEDROOMS
3/1
BATHROOMS
$12,500 $12,500
per week
starting peak season rate
 29 Pochick Avenue
Surfside

This bright and sunny cape style cottage is furnished in an informal Nantucket style.


4
BEDROOMS
3
BATHROOMS
$6,300 $6,300
per week
starting peak season rate
 7 Eagle's Wing Way
Surfside

Five Sisters is a 6 bedroom (2 King Master Suites with full en-suite baths), 4 bath home located on a quiet cul-de-sac within walking distance to Surfside beach.


6
BEDROOMS
4
BATHROOMS
$6,000 $6,000
per week
starting peak season rate

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