
Croteaux Vineyards, Southold
10/16 – 10/19
$473/nighttotal: $1419 (3 )
Newly Built Ranch, Beautifully Landscaped With Pool, Large Yard, Patio,...
3 2apartment , Greenport
This Greenport vacation home is conveniently located less than a mile from Kontokosta Winery and 67 Steps Beach, and within two miles of Stony Brook Eastern Long Island Hospital.
This 1650-square-foot house features three bedrooms, two bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating up to six guests and offering access to a fitness center, gas grills, and a private yard.
This 1650-square-foot house features three bedrooms, two bathrooms, a private pool, and a fully equipped kitchen, comfortably accommodating up to six guests and offering access to a fitness center, gas grills, and a private yard.

Croteaux Vineyards, Southold
09/01 – 09/03
$768/nighttotal: $1536 (2 )
East End Home Away From Home
1 5apartment , Southold
This Southold vacation rental is conveniently located within walking distance of Southold Beach and three miles from Greenport Village, offering easy access to numerous vineyards.
The two-bedroom, two-bathroom house sleeps seven guests comfortably, featuring a fully equipped kitchen with dishwasher, air conditioning, parking, and water views; a no-smoking policy and a 25+ age restriction (unless accompanied by older adults) apply.
The two-bedroom, two-bathroom house sleeps seven guests comfortably, featuring a fully equipped kitchen with dishwasher, air conditioning, parking, and water views; a no-smoking policy and a 25+ age restriction (unless accompanied by older adults) apply.

Croteaux Vineyards, Southold
06/25 – 07/05
$3369/nighttotal: $33690 (10 )
Villa Ebrar - Luxury With Pool
4 2house , Noyack
This 4-bedroom villa is situated in Sag Harbor, just a short drive from Foster Memorial Beach and Montauk Point Lighthouse, offering easy access to the area's attractions. It has received excellent user ratings, making it a popular choice for travelers. The 3,000 square foot house offers ample space for families and groups. Enjoy a private pool, a fully equipped kitchen, and a terrace, plus amenities like a tennis court, parking, and room service.

Croteaux Vineyards, Southold
10/24 – 10/26
$1413/nighttotal: $2826 (2 )
Historic House Getaway
6 2apartment , Peconic
This Peconic, Long Island cottage is conveniently located near the beach and within easy driving distance of attractions like the Greenport Carousel and the Long Island Railroad Museum.
This 1500-square-foot house features two bedrooms, two bathrooms, and can comfortably accommodate six guests, boasting a private pool, hot tub, fully equipped kitchenette, and free Wi-Fi.
This 1500-square-foot house features two bedrooms, two bathrooms, and can comfortably accommodate six guests, boasting a private pool, hot tub, fully equipped kitchenette, and free Wi-Fi.

Croteaux Vineyards, Southold
10/24 – 10/26
$424/nighttotal: $848 (2 )
Harbor Heights
2 2apartment , Greenport
This Greenport apartment is located in the Pipes Cove neighborhood, just four blocks from the local beach and within walking distance of restaurants, shops, and transportation options. The two-bedroom apartment sleeps six guests and includes a washer and dryer, Wi-Fi, and beach chairs and umbrellas for use at the nearby beach.

Croteaux Vineyards, Southold
09/01 – 09/03
$904/nighttotal: $1808 (2 )
Waterfront Greenport Getaway
1 5apartment , Greenport
This Greenport waterfront condo overlooks the Long Island Sound on the North Fork, offering easy access to the town's shops and restaurants.
The two-bedroom, two-bathroom unit sleeps six and includes a kitchen, air conditioning, parking, a swimming pool, and a private balcony with stunning Long Island Sound views; enjoy nearby boating and fishing.
The two-bedroom, two-bathroom unit sleeps six and includes a kitchen, air conditioning, parking, a swimming pool, and a private balcony with stunning Long Island Sound views; enjoy nearby boating and fishing.

Croteaux Vineyards, Southold
09/01 – 09/03
$949/nighttotal: $1898 (2 )
Renovated Townhouse, Walk To All
3 5house , Greenport
This Greenport townhouse is located within walking distance of the town center, beaches, parks, and a local brewery, and a short bike ride from the North Fork's wineries. The three-bedroom house features a fully renovated kitchen with a dishwasher, a private backyard with an outdoor grill, and a spacious living area with a pull-out queen bed in the den for a total guest capacity of eight.

Croteaux Vineyards, Southold
10/24 – 10/26
$538/nighttotal: $1076 (2 )
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.

Croteaux Vineyards, Southold
10/24 – 10/26
$542/nighttotal: $1084 (2 )
Beach Block Hideaway
2 2apartment , Greenport
This newly renovated apartment in Pipes Cove, Greenport, is located one block from the village beach and a short walk to the town center.
This 2-bedroom, 1-bathroom dwelling accommodates up to 8 guests and offers amenities such as internet and air conditioning, with pets allowed.
This 2-bedroom, 1-bathroom dwelling accommodates up to 8 guests and offers amenities such as internet and air conditioning, with pets allowed.

Croteaux Vineyards, Southold
10/16 – 10/19
$716/nighttotal: $2148 (3 )
Renovated Townhouse Walk To All
4 2apartment , Greenport
This vacation home is located near the beach in Greenport, within a 10-minute walk of the Greenport Farmers' Market, Railroad Museum of Long Island, and Camera Obscura. It has received very good user ratings. This three-bedroom home comfortably sleeps eight guests. The house offers a fireplace, a patio, a garden, and a kitchen equipped with a refrigerator, oven, microwave, and dishwasher, as well as air conditioning, internet, and parking.

Croteaux Vineyards, Southold
10/16 – 10/19
$1268/nighttotal: $3804 (3 )
Perfect Waterfront Family Vacation Home Next To The Best Vineyards In Ny!
3 2apartment , Southold
This 3-bedroom, 2-bathroom beachfront cottage in Southold offers direct access to a private community beach and is located near the Railroad Museum of Long Island and East End Seaport Maritime Museum, with Croteaux Vineyards and Mattebella Vineyards also nearby.
This pet-friendly rental features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, spa, and parking, with opportunities for swimming, boating, and fishing on Goose Creek.
This pet-friendly rental features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, spa, and parking, with opportunities for swimming, boating, and fishing on Goose Creek.













