
Pindar Vineyards, Peconic
08/23 – 08/27
$629/nighttotal: $2516 (4 )
Surrounded By Nature, Come Stay In This 2 Bedroom Private, Serene Location
2 1apartment , 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.

Pindar Vineyards, Peconic
08/20 – 08/29
$826/nighttotal: $7434 (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.

Pindar Vineyards, Peconic
08/20 – 08/29
$565/nighttotal: $5085 (9 )
Walk To Love Lane! Immaculately Renovated Private Cottage.
1 2cottage , Mattituck
The cottage is situated in Mattituck, within 2 miles of Scarola Vineyards and Macari Vineyards, and just a 12-minute walk from Mattituck Station. It has an excellent user rating.
The cottage has 1 bedroom, 1 bathroom, and can accommodate up to 4 guests. It features a fully equipped kitchen, a comfortable living space, and a private terrace or balcony. Guests can also enjoy access to a fitness center, tennis court, and barbecue grills.
The cottage has 1 bedroom, 1 bathroom, and can accommodate up to 4 guests. It features a fully equipped kitchen, a comfortable living space, and a private terrace or balcony. Guests can also enjoy access to a fitness center, tennis court, and barbecue grills.

Pindar Vineyards, Peconic
08/20 – 08/29
$501/nighttotal: $4509 (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.

Pindar Vineyards, Peconic
08/26 – 08/30
$915/nighttotal: $3660 (4 )
Waterfront Escape | Private Beach, Pool & Views
2 2apartment , Greenport
This Greenport waterfront condo offers an excellent stay for up to 6 guests. It is located on a bluff overlooking Long Island Sound, minutes from downtown Greenport. Reviewers rate the location, cleanliness, and the overall property as excellent.
The condo has two bedrooms and two bathrooms. It features a private waterfront deck with grills and a private beach, a kitchenette, a smart TV, and a record player. Guests also have access to a shared pool, a great lawn, and a laundry room. The condo is close to Greenport's historic seaport, farms, wineries, and restaurants.
The condo has two bedrooms and two bathrooms. It features a private waterfront deck with grills and a private beach, a kitchenette, a smart TV, and a record player. Guests also have access to a shared pool, a great lawn, and a laundry room. The condo is close to Greenport's historic seaport, farms, wineries, and restaurants.

Pindar Vineyards, Peconic
08/26 – 08/30
$554/nighttotal: $2216 (4 )
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.

Pindar Vineyards, Peconic
08/23 – 08/27
$718/nighttotal: $2872 (4 )
'The Gate House'on Beach Front Estate With Dockage. Walk To Village .
2 1cottage , Greenport
This Pipes Cove beach house offers direct beach access, a short walk from Greenport's Railroad Museum and East End Seaport Maritime Museum, and less than a mile from the Camera Obscura and Greenport Carousel.
The 850-square-foot home features three bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, a terrace, a garden, and on-site parking.
The 850-square-foot home features three bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, air conditioning, Wi-Fi, a swimming pool, a terrace, a garden, and on-site parking.

Pindar Vineyards, Peconic
08/20 – 08/29
$515/nighttotal: $4635 (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.

Pindar Vineyards, Peconic
08/26 – 08/30
$668/nighttotal: $2672 (4 )
House Of Classic Arts And Crafts North Fork
3 2apartment , Southold
This charming Southold village house is located in the center of town, within walking distance of shops and a short drive from wineries, bay and sound beaches. Travelers have rated this property excellent, making it a popular choice for those seeking a comfortable and convenient stay. This three-bedroom, two-bathroom home spans 2200 square feet, offering ample space for families or groups of friends. Guests can enjoy the spacious backyard, relax on the deck, or take advantage of the many amenities, including a fully equipped kitchen, air conditioning, and access to the internet.

Pindar Vineyards, Peconic
08/26 – 08/30
$695/nighttotal: $2780 (4 )
Cottage By The Beach
1 2cottage , Southold
This Southold cottage, located on a private lot a short walk from the beach and near local farms and wineries, offers easy access to Southold's town center.
The 2-bedroom, 1.5-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, central air conditioning, a large patio with Weber grill and fire pit, kayaks, and a paddleboard, plus kid-friendly games.
The 2-bedroom, 1.5-bathroom house sleeps four, features a fully equipped kitchen with dishwasher, central air conditioning, a large patio with Weber grill and fire pit, kayaks, and a paddleboard, plus kid-friendly games.

Pindar Vineyards, Peconic
08/26 – 08/30
$684/nighttotal: $2736 (4 )
The Olde Church In Greenport
1 2apartment , Greenport
This unique Greenport lodging, a converted 1867 church, is centrally located within walking distance of Greenport's restaurants, shops, the beach, the Long Island Rail Road (LIRR), and the Jitney.
The renovated church features a modern kitchen with microwave and dishwasher, a king-size bed in the upstairs bedroom, a living room with fireplace and 65" TV, accommodates two guests, and includes a two-hour electric bike rental for exploring Greenport, Orient Point, or Shelter Island.
The renovated church features a modern kitchen with microwave and dishwasher, a king-size bed in the upstairs bedroom, a living room with fireplace and 65" TV, accommodates two guests, and includes a two-hour electric bike rental for exploring Greenport, Orient Point, or Shelter Island.

Pindar Vineyards, Peconic
08/23 – 08/27
$312/nighttotal: $1248 (4 )
North Fork Cottage
3 1apartment , Laurel
This cottage is located on a quiet dead-end road just a 3-minute bike ride from Peconic Bay and 1.5 miles from the town center of Laurel. It has excellent user, location, and cleanliness ratings.
The cottage has 3 bedrooms, 1.5 bathrooms, and can accommodate up to 6 guests. It features a kitchen with a fridge, a private outdoor deck, a garden, and parking. Guests have access to the entire property.
The cottage has 3 bedrooms, 1.5 bathrooms, and can accommodate up to 6 guests. It features a kitchen with a fridge, a private outdoor deck, a garden, and parking. Guests have access to the entire property.













