
Bedell Cellars, Cutchogue
08/18 – 08/27
$658/nighttotal: $5922 (9 )
2-bedroom Park Model Cottage
1 2cabin , Greenport
This luxury park model, offering an outdoor escape, is located on over 23 acres at the eastern tip of Long Island's North Fork in Greenport.
Accommodating up to 6 guests, this cabin features 2 bedrooms, 1 bathroom, air conditioning, internet, a kitchen, parking, and access to resort amenities including a heated pool and pickleball courts.
Accommodating up to 6 guests, this cabin features 2 bedrooms, 1 bathroom, air conditioning, internet, a kitchen, parking, and access to resort amenities including a heated pool and pickleball courts.

Bedell Cellars, Cutchogue
09/07 – 09/13
$428/nighttotal: $2568 (6 )
Nofo Waterfront Sanctuary
3 3apartment , Laurel
This luxurious yacht is situated on Husing Pond in Mattituck, on Long Island's North Fork, offering easy access to Peconic Bay, Mattituck Yacht Club, and nearby white-sand beaches.
The three-bedroom, one-bathroom vessel comfortably sleeps six guests and features a full kitchen with modern appliances, smart TVs, high-speed Wi-Fi, air conditioning, and proximity to North Fork wineries and breweries.
The three-bedroom, one-bathroom vessel comfortably sleeps six guests and features a full kitchen with modern appliances, smart TVs, high-speed Wi-Fi, air conditioning, and proximity to North Fork wineries and breweries.

Bedell Cellars, Cutchogue
08/18 – 08/27
$813/nighttotal: $7317 (9 )
Nofo Family Beach House — Walk To Private Beach
1 2apartment , Southold
This four-bedroom Southold vacation home, perfect for families, is conveniently located near North Fork wineries and beaches.
The 8-guest house features a master suite, additional bedrooms, a fireplace, a fully equipped kitchen with dishwasher, air conditioning, and a garden with parking; nearby attractions include farm-to-table restaurants and Long Island's coastline.
The 8-guest house features a master suite, additional bedrooms, a fireplace, a fully equipped kitchen with dishwasher, air conditioning, and a garden with parking; nearby attractions include farm-to-table restaurants and Long Island's coastline.

Bedell Cellars, Cutchogue
08/18 – 08/27
$692/nighttotal: $6228 (9 )
Newly Renovated Nofo Beach Home
1 2apartment , Cutchogue
This Cutchogue home offers a central location, minutes from Cutchogue beaches and within walking distance of several wineries.
The two-bedroom, one-bathroom house sleeps five and features a Weber grill, fire pit, and relaxing backyard seating area, perfect for enjoying the North Fork's attractions.
The two-bedroom, one-bathroom house sleeps five and features a Weber grill, fire pit, and relaxing backyard seating area, perfect for enjoying the North Fork's attractions.

Bedell Cellars, Cutchogue
09/07 – 09/13
$701/nighttotal: $4206 (6 )
The Bay Breeze
2 3cottage , Cutchogue
The Bay Breeze cottage is located in Cutchogue, overlooking East/Eugenes Creek, and is a short bike ride from local wineries, farms, and restaurants. The cottage has excellent user, location, and cleanliness ratings.
The cottage has a spacious open floor plan and can accommodate up to four guests. Amenities include a private dock, a boat slip, a large deck, a fire pit, a gas griddle, a luxurious outdoor shower, and a fully equipped kitchen.
The cottage has a spacious open floor plan and can accommodate up to four guests. Amenities include a private dock, a boat slip, a large deck, a fire pit, a gas griddle, a luxurious outdoor shower, and a fully equipped kitchen.

Bedell Cellars, Cutchogue
08/18 – 08/27
$513/nighttotal: $4617 (9 )
Sabbatical Guest Cottage By The Night Week Month Or For The Summer Season
1 2cottage , Noyack
This charming cottage is located in Noyack, just a short drive from the Hamptons Beaches, Elizabeth A. Morton National Wildlife Refuge, and Noyac Golf Club, offering a tranquil escape in a picturesque setting. The cottage has received excellent ratings from previous guests, highlighting its comfortable and convenient features.
This cozy cabin is perfect for couples or small families, offering a private fenced yard and a patio for relaxing evenings. The fully equipped kitchen, barbecue grill, and modern conveniences like Wi-Fi and air conditioning make it easy to enjoy a comfortable and enjoyable stay.
This cozy cabin is perfect for couples or small families, offering a private fenced yard and a patio for relaxing evenings. The fully equipped kitchen, barbecue grill, and modern conveniences like Wi-Fi and air conditioning make it easy to enjoy a comfortable and enjoyable stay.

Bedell Cellars, Cutchogue
08/18 – 08/27
$364/nighttotal: $3276 (9 )
Charming North Fork Escape
1 2apartment , Southold
This Southold apartment rental is minutes from pristine beaches, North Fork wineries, and the villages of Southold and Mattituck.
The one-bedroom, one-bathroom unit sleeps two guests and includes a kitchen, air conditioning, parking, and internet access; enjoy nearby wineries and beaches.
The one-bedroom, one-bathroom unit sleeps two guests and includes a kitchen, air conditioning, parking, and internet access; enjoy nearby wineries and beaches.

Bedell Cellars, Cutchogue
10/13 – 10/21
$1040/nighttotal: $8320 (8 )
Private Oasis W/stunning Vinyard And Pool Views
4 5apartment , Cutchogue
This Cutchogue apartment is perfectly situated near beautiful beaches, wineries, farms, and charming towns, offering a peaceful escape in the heart of Long Island's wine country. With excellent user, location, and cleanliness ratings, this property provides a comfortable and enjoyable stay for travelers.
The 4-bedroom, 3-bathroom home comfortably accommodates up to 11 guests. Enjoy the spacious living areas, fully-equipped kitchen, and private outdoor oasis with a pool, spa, and garden, perfect for relaxing and enjoying the beautiful surroundings.
The 4-bedroom, 3-bathroom home comfortably accommodates up to 11 guests. Enjoy the spacious living areas, fully-equipped kitchen, and private outdoor oasis with a pool, spa, and garden, perfect for relaxing and enjoying the beautiful surroundings.

Bedell Cellars, Cutchogue
08/18 – 08/27
$315/nighttotal: $2835 (9 )
Bright, Southold Studio Apt Near Beach & Town
1 2apartment , Southold
This Southold apartment is just a 5-minute walk from the bay beach, farmstands, a supermarket, and the historic village center, making it a convenient base for exploring the charming North Fork town. It consistently receives excellent ratings for location, cleanliness, and overall experience.
The studio apartment comfortably sleeps two guests and features a modern, light-filled interior with a full bathroom and a small kitchenette. Enjoy the fresh air on the private patio, complete with WiFi, and get to know Ethel and Carrie, the friendly chickens who roam the property.
The studio apartment comfortably sleeps two guests and features a modern, light-filled interior with a full bathroom and a small kitchenette. Enjoy the fresh air on the private patio, complete with WiFi, and get to know Ethel and Carrie, the friendly chickens who roam the property.

Bedell Cellars, Cutchogue
09/09 – 09/20
$427/nighttotal: $4697 (11 )
One Bedroom Hamptons Waterfront Cottage
1 2apartment , Hampton Bays
This waterfront vacation home is located just one mile from The Hamptons Beaches and within 9 miles of All Star Bowling and Safari Adventure, making it an ideal base for exploring the area. The home has earned excellent user ratings, indicating a comfortable and enjoyable stay.
This one-bedroom, one-bathroom house offers 500 square feet of space and can accommodate up to two guests. Guests can enjoy a private water park, a swimming pool, a tennis court, and a fully equipped kitchen, along with laundry facilities and free Wi-Fi.
This one-bedroom, one-bathroom house offers 500 square feet of space and can accommodate up to two guests. Guests can enjoy a private water park, a swimming pool, a tennis court, and a fully equipped kitchen, along with laundry facilities and free Wi-Fi.

Bedell Cellars, Cutchogue
09/07 – 09/13
$769/nighttotal: $4614 (6 )
Southold Sea'renity
3 3apartment , Southold
This three-bedroom Southold house is steps from a fishing lake and six houses from Kenny's Beach, offering unparalleled access to Southold's waterfront attractions.
The completely remodeled home features three queen beds and two twin beds, accommodating six guests comfortably, and includes a full kitchen, air conditioning, a jacuzzi, parking, and kayaks for exploring the nearby waters; enjoy a hot tub, fire pit, and BBQ on the brand-new deck.
The completely remodeled home features three queen beds and two twin beds, accommodating six guests comfortably, and includes a full kitchen, air conditioning, a jacuzzi, parking, and kayaks for exploring the nearby waters; enjoy a hot tub, fire pit, and BBQ on the brand-new deck.

Bedell Cellars, Cutchogue
08/18 – 08/27
$511/nighttotal: $4599 (9 )
House On First
1 2apartment , Greenport
This Greenport apartment rental is located two blocks from Greenport Village, offering easy walking access to shops, restaurants, beaches, Mitchell Park's antique carousel, and the Shelter Island ferry.
The two-bedroom unit features a full kitchen, dining room, private upstairs deck, and accommodates up to three guests with a living room daybed, plus private parking and in-unit amenities including air conditioning and a fitness center.
The two-bedroom unit features a full kitchen, dining room, private upstairs deck, and accommodates up to three guests with a living room daybed, plus private parking and in-unit amenities including air conditioning and a fitness center.













