
Bedell Cellars, Cutchogue
09/07 – 09/13
$1046/nighttotal: $6276 (6 )
Renovated North Fork Retreat-rental Permit #0781
4 3apartment , Cutchogue
This Cutchogue house rental is centrally located, within walking distance of Wickham's Farm Stand and a short drive from New Suffolk beach.
The 4-bedroom, 2-bathroom home sleeps 8, features a country kitchen with a dishwasher, multiple living spaces including a fireplace and wet bar, a children's bedroom, and outdoor amenities such as a fire pit and basketball half-court.
The 4-bedroom, 2-bathroom home sleeps 8, features a country kitchen with a dishwasher, multiple living spaces including a fireplace and wet bar, a children's bedroom, and outdoor amenities such as a fire pit and basketball half-court.

Bedell Cellars, Cutchogue
09/07 – 09/13
$726/nighttotal: $4356 (6 )
Beautifully Renovated 2 Bedroom, 1st Floor Apt -Greenport Village, Walk To Town!
2 3apartment , Greenport
This charming vacation rental is conveniently located in Greenport, just a short walk from the hospital, the farmers' market, and popular attractions like the Greenport Carousel and Camera Obscura. The house has received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom, 2-bathroom home comfortably accommodates up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, parking, and free WiFi, providing everything you need for a relaxing and enjoyable stay.
This 2-bedroom, 2-bathroom home comfortably accommodates up to 6 guests. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, parking, and free WiFi, providing everything you need for a relaxing and enjoyable stay.

Bedell Cellars, Cutchogue
10/09 – 10/17
$445/nighttotal: $3560 (8 )
Waterfront Guest Cottage
1 2house , Cutchogue
This Cutchogue cottage offers direct waterfront access with a private dock, proximity to Haywaters Cove, and is a short walk from two beaches.
The two-bedroom, one-bathroom house sleeps four and includes a fully equipped kitchen, air conditioning, a garden, outdoor seating, a coal grill, and kayaks/canoes for guest use.
The two-bedroom, one-bathroom house sleeps four and includes a fully equipped kitchen, air conditioning, a garden, outdoor seating, a coal grill, and kayaks/canoes for guest use.

Bedell Cellars, Cutchogue
10/13 – 10/21
$837/nighttotal: $6696 (8 )
North Fork Farmhouse With Saltwater Pool
1 5apartment , Cutchogue
This charming farmhouse rental is situated in the heart of the North Fork, just a short drive from Cutchogue's charming villages, award-winning wineries, and pristine beaches. The property has earned excellent ratings for its location, cleanliness, and overall experience.
The spacious home features three bedrooms and three bathrooms, comfortably accommodating up to eight guests. Enjoy a private saltwater pool, a sauna, a fully equipped kitchen, a fire pit, and a large deck overlooking the expansive yard and vineyards, offering a tranquil escape and endless opportunities for relaxation and fun.
The spacious home features three bedrooms and three bathrooms, comfortably accommodating up to eight guests. Enjoy a private saltwater pool, a sauna, a fully equipped kitchen, a fire pit, and a large deck overlooking the expansive yard and vineyards, offering a tranquil escape and endless opportunities for relaxation and fun.

Bedell Cellars, Cutchogue
09/07 – 09/13
$985/nighttotal: $5910 (6 )
Beautiful 1930s 4 Bed 3 Bath! Walk To Beach
1 3apartment , Cutchogue
This renovated 1930s cottage in Cutchogue's exclusive Fleets Neck area is located one block from a lifeguarded sandy beach and near Southold's wineries, breweries, and restaurants.
The four-bedroom, three-bathroom house sleeps eight guests and features a fully equipped kitchen, air conditioning, a private yard with an outdoor shower and fire pit, and ample space for family gatherings.
The four-bedroom, three-bathroom house sleeps eight guests and features a fully equipped kitchen, air conditioning, a private yard with an outdoor shower and fire pit, and ample space for family gatherings.

Bedell Cellars, Cutchogue
10/09 – 10/17
$270/nighttotal: $2160 (8 )
Greenport Village Relaxation
1 2apartment , Greenport
This Greenport Village rental is a two-bedroom, one-bathroom cottage located in the Historic District, a 10-minute walk from the village center and 12 minutes from the train and Jitney stops.
The 2-bedroom home offers a backyard grill, sleeps four, includes a fridge, microwave, and dishwasher, and is near Alice's Fish Market, Barba Bianca, and Kontokosta Winery.
The 2-bedroom home offers a backyard grill, sleeps four, includes a fridge, microwave, and dishwasher, and is near Alice's Fish Market, Barba Bianca, and Kontokosta Winery.

Bedell Cellars, Cutchogue
10/09 – 10/17
$332/nighttotal: $2656 (8 )
Sunny, Immaculate , One King Bedroom Apartment ~
1 2apartment , Mattituck
This apartment is located in the heart of Mattituck, just a short walk from Love Lane, a charming street with shops and restaurants. Guests have consistently rated the apartment excellent for location, cleanliness, and overall experience.
The rental is a spacious and comfortable living space that can accommodate up to two guests. Amenities include a well-equipped kitchen, a private stone patio with a gas grill, and bikes are provided for exploring the area.
The rental is a spacious and comfortable living space that can accommodate up to two guests. Amenities include a well-equipped kitchen, a private stone patio with a gas grill, and bikes are provided for exploring the area.

Bedell Cellars, Cutchogue
10/13 – 10/21
$530/nighttotal: $4240 (8 )
Beautiful Cottage On Meticulously Maintained Lawn, Surrounded By...
2 5apartment , Water Mill
This Water Mill home is located just a short walk from the Parrish Art Museum and Duck Walk Vineyards, and within a 2-mile radius of Mecox Bay and the North Main Street Historic District, offering easy access to the area's attractions. The house has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom, 2-bathroom vacation rental comfortably accommodates up to 6 guests in its 1220 square feet of space. Enjoy features like a fireplace, a fully equipped kitchen, a washing machine, a sofa bed, a Smart TV, barbecue grills, and a private garden.
This 2-bedroom, 2-bathroom vacation rental comfortably accommodates up to 6 guests in its 1220 square feet of space. Enjoy features like a fireplace, a fully equipped kitchen, a washing machine, a sofa bed, a Smart TV, barbecue grills, and a private garden.

Bedell Cellars, Cutchogue
08/18 – 08/27
$682/nighttotal: $6138 (9 )
Surrounded By Nature, Come Stay In This 2 Bedroom Private, Serene Location
2 2apartment , Southold
This private Southold apartment offers a serene escape adjacent to a 24-acre preserve, with The Hamptons Beaches and Cooper's Beach accessible.
This newly finished basement dwelling accommodates two guests with a queen bed, a full kitchen, complimentary bicycles, and kayak/paddleboard access.
This newly finished basement dwelling accommodates two guests with a queen bed, a full kitchen, complimentary bicycles, and kayak/paddleboard access.

Bedell Cellars, Cutchogue
08/18 – 08/27
$500/nighttotal: $4500 (9 )
139 M² House ∙ 2 Bedrooms ∙ 5 Guests
2 2house , Peconic
This waterfront home in Peconic offers a secluded 3-acre property on the Long Island Sound, providing spectacular daily sunsets and beach rights, situated among local wineries and farms.
This updated 1500 square foot residence accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, a fireplace, and a large deck for enjoying the views.
This updated 1500 square foot residence accommodates up to 5 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, a fireplace, and a large deck for enjoying the views.

Bedell Cellars, Cutchogue
08/18 – 08/27
$602/nighttotal: $5418 (9 )
Two Bedroom Bungalow
1 2bungalow , Shelter Island Heights
This Shelter Island Heights bungalow is located one mile from Crescent Beach and the Shelter Island Heights village, offering easy access to swimming, dining, and shopping.
The recently renovated 2-bedroom, 1-bathroom cottage sleeps five, features a fully fenced yard with a deck, outdoor shower, and fire pit, plus a new washer/dryer and air conditioning.
The recently renovated 2-bedroom, 1-bathroom cottage sleeps five, features a fully fenced yard with a deck, outdoor shower, and fire pit, plus a new washer/dryer and air conditioning.

Bedell Cellars, Cutchogue
10/13 – 10/21
$336/nighttotal: $2688 (8 )
Walk To Beautiful Beach In Heart Of Wine Country
1 5apartment , Jamesport
This Jamesport house is just a short walk from a Peconic Bay beach with tennis, pickleball, volleyball, and a playground, and is close to North Fork wineries, breweries, farms, and restaurants. It has earned excellent ratings for location, cleanliness, and user experience.
The home has three bedrooms and one bathroom, comfortably sleeping six guests. It includes a fully equipped kitchen, a screened porch, a gas grill, a ping pong table, board games, and beach gear, making it perfect for families and groups.
The home has three bedrooms and one bathroom, comfortably sleeping six guests. It includes a fully equipped kitchen, a screened porch, a gas grill, a ping pong table, board games, and beach gear, making it perfect for families and groups.













