
Raphael, Peconic
06/26 – 06/29
$797/nighttotal: $2391 (3 )
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.

Raphael, Peconic
09/13 – 09/17
$388/nighttotal: $1552 (4 )
Lovely Cottage In The Heart Of Long Island Wine Country
2 2cottage , Southold
This waterfront cottage in Southold offers stunning views and a private garden with barbecue grills for outdoor entertainment. It's conveniently located near Horton Lane Beach, Sparkling Pointe, and Horton Point Park.
With an excellent user rating, this 2-bedroom, 2-bathroom cottage features a cozy fireplace, a fully equipped kitchen with a microwave, coffee/tea maker, and dishwasher, and a TV for entertainment. It also has a terrace/balcony, a garden, parking, and allows pets.
With an excellent user rating, this 2-bedroom, 2-bathroom cottage features a cozy fireplace, a fully equipped kitchen with a microwave, coffee/tea maker, and dishwasher, and a TV for entertainment. It also has a terrace/balcony, a garden, parking, and allows pets.

Raphael, Peconic
06/26 – 06/29
$558/nighttotal: $1674 (3 )
Stylish Studio Suite On Shelter Island
1 2house , Shelter Island Heights
This Shelter Island Heights studio rental boasts a private, secluded location on a private road with easy access to Menantic Creek, perfect for kayaking and paddleboarding.
The unit features a queen-size bed, a well-equipped kitchenette, a modern bathroom with a rain shower, and accommodates two guests; enjoy complete privacy despite its proximity to the owner's home on the same one-acre property.
The unit features a queen-size bed, a well-equipped kitchenette, a modern bathroom with a rain shower, and accommodates two guests; enjoy complete privacy despite its proximity to the owner's home on the same one-acre property.

Raphael, Peconic
09/13 – 09/17
$384/nighttotal: $1536 (4 )
Beach Block Hideaway
1 2apartment , Greenport
This newly-renovated two-bedroom condo offers an unbeatable location directly on the same block as the Greenport Village beach and a short walk to the shops and dining of Greenport Village.
This pet-friendly unit accommodates up to 8 guests with king-size beds in both bedrooms, features keyless entry, and provides easy access to local wineries and North Fork weddings.
This pet-friendly unit accommodates up to 8 guests with king-size beds in both bedrooms, features keyless entry, and provides easy access to local wineries and North Fork weddings.

Raphael, Peconic
06/26 – 06/29
$484/nighttotal: $1452 (3 )
Hamptons Hills Escape
1 2apartment , Noyack
This Noyack apartment is located in a quiet, wooded neighborhood in Sag Harbor, just a 10-minute drive from the town center and 5 minutes from Long Beach. It has received excellent ratings for its location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It features a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, a record player, an outdoor fireplace, and a Keurig and French press for coffee lovers.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It features a kitchen with a fridge, freezer, and microwave, air conditioning, a garden, a record player, an outdoor fireplace, and a Keurig and French press for coffee lovers.

Raphael, Peconic
09/13 – 09/17
$489/nighttotal: $1956 (4 )
Bordeaux Meets Côte D’azur—1763 Historic Farmhouse
3 2apartment , Southold
This Southold, NY cottage, a historic 1763 Cape Cod, is conveniently located 0.5 miles from Southold's main street, 0.5 miles from the Southold Train Station, and 1.2 miles from McCabe's Beach.
The recently renovated three-bedroom, two-bathroom house sleeps six and features a fully equipped farmhouse kitchen, a fully fenced yard with sunset views, and brand-new central AC/heat.
The recently renovated three-bedroom, two-bathroom house sleeps six and features a fully equipped farmhouse kitchen, a fully fenced yard with sunset views, and brand-new central AC/heat.

Raphael, Peconic
08/17 – 08/24
$529/nighttotal: $3703 (7 )
Spacious 5 Bedroom Family Beach Getaway In Charming East Marion/greenport
4 3apartment , East Marion
This East Marion condo offers a 7-minute walk to Island's End Golf and Country Club and is a 2-minute drive from Kontokosta Winery.
This 4-bedroom, 3-bathroom vacation rental accommodates up to 10 guests, featuring a full kitchen with microwave and dishwasher, air conditioning, Wi-Fi, and on-site parking.
This 4-bedroom, 3-bathroom vacation rental accommodates up to 10 guests, featuring a full kitchen with microwave and dishwasher, air conditioning, Wi-Fi, and on-site parking.

Raphael, Peconic
08/17 – 08/24
$917/nighttotal: $6419 (7 )
The Saltbox: Outdoor Dining, Fire Pit, Soaking Tub
1 3apartment , Southold
This three-bedroom, two-bathroom Southold home, a lovingly restored saltbox-style house, is situated near nature preserves, vineyards, and breweries, a short five-minute drive from Greenport Village and Southold.
This family-friendly rental boasts a fully equipped kitchen with high-end appliances, a spacious layout accommodating five guests, and extensive outdoor amenities including a firepit, grill, kayaks, and bicycles for exploring the area.
This family-friendly rental boasts a fully equipped kitchen with high-end appliances, a spacious layout accommodating five guests, and extensive outdoor amenities including a firepit, grill, kayaks, and bicycles for exploring the area.

Raphael, Peconic
08/26 – 09/04
$937/nighttotal: $8433 (9 )
Greenport Village Walking Distance To All
1 4apartment , Greenport
This 3-bedroom, 2-bathroom home is located in Greenport, within walking distance of the town's best restaurants, bars, and shops. The apartment has received excellent ratings for location, cleanliness, and overall user experience.
The spacious home comfortably accommodates up to 9 guests and features a screened-in patio, a hot tub, a grill, and a fully equipped kitchen. Enjoy the private yard, strong Wi-Fi, and take advantage of special offers for longer stays.
The spacious home comfortably accommodates up to 9 guests and features a screened-in patio, a hot tub, a grill, and a fully equipped kitchen. Enjoy the private yard, strong Wi-Fi, and take advantage of special offers for longer stays.

Raphael, Peconic
06/26 – 06/29
$1182/nighttotal: $3546 (3 )
Greenport Beach House
4 2apartment , Shelter Island Heights
This Shelter Island Heights home is steps from Pipes Cove's private beach and boat launch, minutes from Greenport and Southold villages.
The four-bedroom, three-bathroom house sleeps ten guests and features a fully equipped kitchen, air conditioning, a garden, parking, Wi-Fi, and breathtaking Peconic Bay and Shelter Island views.
The four-bedroom, three-bathroom house sleeps ten guests and features a fully equipped kitchen, air conditioning, a garden, parking, Wi-Fi, and breathtaking Peconic Bay and Shelter Island views.

Raphael, Peconic
08/17 – 08/24
$684/nighttotal: $4788 (7 )
Waterfront Cottage 6
1 3house , Aquebogue
This waterfront cottage is located in Riverhead, 7.6 miles from Splish Splash, offering scenic views and a garden.
This 430 square feet cottage accommodates up to 7 guests with 1 bedroom, a living room, a fully equipped kitchen with an oven, a modern bathroom, complimentary WiFi, and free private parking.
This 430 square feet cottage accommodates up to 7 guests with 1 bedroom, a living room, a fully equipped kitchen with an oven, a modern bathroom, complimentary WiFi, and free private parking.

Raphael, Peconic
08/26 – 09/04
$522/nighttotal: $4698 (9 )
Walk To Love Lane! Immaculate Renovated Cottage.
1 4apartment , Mattituck
This Mattituck cottage, a short walk from Strawberry Fields and Love Lane, offers easy access to local restaurants and is a five-minute drive from Macari Vineyards and Harbes Family Farm.
The one-bedroom, one-bathroom house sleeps four, features a den convertible into a second bedroom, a full kitchen with dishwasher, air conditioning, a private garden, fitness center access, parking, and an outdoor garage with games, a TV, and extra refrigerator.
The one-bedroom, one-bathroom house sleeps four, features a den convertible into a second bedroom, a full kitchen with dishwasher, air conditioning, a private garden, fitness center access, parking, and an outdoor garage with games, a TV, and extra refrigerator.













