
Coopers Beach, Southampton
10/25 – 10/29
$727/nighttotal: $2908 (4 )
Modern Southampton Cottage | Heated Pool & Peloton
3 2apartment , North Sea
This modern beach house is located in Southampton, a short bike ride from Southampton Village and Coopers Beach. The property boasts excellent ratings for user experience, location, and cleanliness.
The Southampton cottage has three bedrooms and two bathrooms, accommodating up to six guests. Amenities include a private pool, a large deck, a fully equipped kitchen, a Peloton bike, and four bicycles for exploring the area.
The Southampton cottage has three bedrooms and two bathrooms, accommodating up to six guests. Amenities include a private pool, a large deck, a fully equipped kitchen, a Peloton bike, and four bicycles for exploring the area.
Coopers Beach, Southampton
10/18 – 10/26
$579/nighttotal: $4632 (8 )
Tiny Home In Prime Spot In Southampton Village
1 2house , Southampton
This Southampton cottage, located two blocks from Southampton town and one mile from pristine beaches, offers convenient access to the Long Island Rail Road for easy travel to NYC.
The one-bedroom, one-bathroom house sleeps three guests and includes a full kitchen with modern appliances, a private patio, in-house laundry, and free Wi-Fi, plus bicycles for guest use and designated parking on John Street.
The one-bedroom, one-bathroom house sleeps three guests and includes a full kitchen with modern appliances, a private patio, in-house laundry, and free Wi-Fi, plus bicycles for guest use and designated parking on John Street.

Coopers Beach, Southampton
10/18 – 10/26
$1282/nighttotal: $10256 (8 )
Newly Renovated Sh Village 5bd With Pool
5 2apartment , Southampton
Sol Cottage, near Southampton, offers a five-bedroom, four-bathroom home with a separate guest house, a short five-minute drive from both Southampton town and the beach.
This Southampton rental boasts a heated saltwater Gunite pool, a wood-burning fireplace, brand new wide-plank floors, and accommodates up to eight guests, also including a Jeep Wrangler rental option via Turo for exploring the area.
This Southampton rental boasts a heated saltwater Gunite pool, a wood-burning fireplace, brand new wide-plank floors, and accommodates up to eight guests, also including a Jeep Wrangler rental option via Turo for exploring the area.

Coopers Beach, Southampton
10/20 – 10/31
$426/nighttotal: $4686 (11 )
Hamptons Bay Home On Shinnecock Bay W/ Yard!
1 2cottage , Hampton Bays
This Hampton Bays cottage is conveniently located 2.6 miles from Hampton Bays Beaches and 2.8 miles from Meschutt Beach, with other beaches within a 6-mile radius and an 11-minute walk to Hampton Bays Station.
This two-bathroom vacation home features a fully equipped kitchen, private patio, free WiFi in public areas, and free self-parking, perfect for a relaxing Hampton Bays getaway.
This two-bathroom vacation home features a fully equipped kitchen, private patio, free WiFi in public areas, and free self-parking, perfect for a relaxing Hampton Bays getaway.

Coopers Beach, Southampton
10/25 – 10/29
$653/nighttotal: $2612 (4 )
Huge Backyard, Large Living Room With Dining Area, Large Den With Built-in...
4 2apartment , North Sea
This vacation home is located near the sea in North Sea, within 3 miles of The Hamptons Beaches, North Sea Bathing Beach, and the North Main Street Historic District. This rental has consistently received excellent ratings for its location, cleanliness, and overall experience.
This 4-bedroom, 2-bathroom home comfortably accommodates up to 8 guests. Enjoy the private pool, spa tub, fireplace, and full kitchen, along with a washing machine and barbecue grills.
This 4-bedroom, 2-bathroom home comfortably accommodates up to 8 guests. Enjoy the private pool, spa tub, fireplace, and full kitchen, along with a washing machine and barbecue grills.

Coopers Beach, Southampton
10/18 – 10/26
$1084/nighttotal: $8672 (8 )
Home Page Of Southampton Village
3 2apartment , Southampton
This beachfront Southampton vacation home is located within 1.2 miles of the North Main Street Historic District, Agawam Park, Southampton Cultural Center, National Golf Club, and Southampton Arts Center, and a 25-minute walk from Southampton Station.
This 1400-square-foot house boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, swimming pool, spa, and private parking, plus easy access to an on-site water park.
This 1400-square-foot house boasts three bedrooms, two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, swimming pool, spa, and private parking, plus easy access to an on-site water park.

Coopers Beach, Southampton
09/19 – 09/21
$1236/nighttotal: $2472 (2 )
Hamptons 4br Oasis | Heated Pool · Hot Tub · Beach
4 4apartment , Hampton Bays
This Hampton Bays apartment is located just steps from Peconic Bay Beach and a short drive from other popular beaches like Ponquogue Beach and Coopers Beach, offering easy access to the beautiful coastline. The apartment has excellent user, location, and cleanliness ratings, making it a highly-rated option for your stay. This four-bedroom, three-bathroom home comfortably accommodates eight guests and includes a fully equipped kitchen, a private pool, a spacious yard, and a fitness center, providing everything you need for a relaxing and enjoyable vacation. Guests can enjoy a variety of activities, including swimming, sunbathing, and exploring the nearby wineries, making this home a perfect choice for families and groups seeking a memorable getaway.

Coopers Beach, Southampton
09/19 – 09/21
$1013/nighttotal: $2026 (2 )
Southampton Sanctuary With Pool, Perfect Location!
1 4apartment , North Sea
This Southampton, New York house, situated on a 0.74-acre lot, is 4.1 miles from Cooper's Beach and 6.2 miles from Bridgehampton, offering easy access to beaches, art museums (like the Parrish Art Museum), and historic sites such as the Halsey Homestead.
This three-bedroom, two-bathroom home features a chef's kitchen, a pool (open Memorial Day weekend to September 30th), and accommodates up to six guests, boasting a master suite with a Jacuzzi and private balcony.
This three-bedroom, two-bathroom home features a chef's kitchen, a pool (open Memorial Day weekend to September 30th), and accommodates up to six guests, boasting a master suite with a Jacuzzi and private balcony.

Coopers Beach, Southampton
09/19 – 09/21
$507/nighttotal: $1014 (2 )
Hampton Bays Beach Cottage
1 4apartment , Hampton Bays
This Hampton Bays cottage, located 2.5 miles from Ponquogue Beach and 1.5 miles from Shinnecock Bay, offers easy access to both water activities and Southampton's Main Street, a 15-minute drive away.
This newly renovated two-bedroom, one-bathroom house sleeps four, features a new deck with a Weber grill, and is conveniently situated near a local coffee shop.
This newly renovated two-bedroom, one-bathroom house sleeps four, features a new deck with a Weber grill, and is conveniently situated near a local coffee shop.

Coopers Beach, Southampton
10/18 – 10/26
$370/nighttotal: $2960 (8 )
Us Golf Open & Ocean View Retreat, Walk To Event
4 2house , Shinnecock Hills
This exceptional 4-bedroom, 3.5-bathroom residence in Shinnecock Hills is situated south of the highway on almost 2 acres, offering breathtaking bay and ocean views and easy walking distance to the Shinnecock Hills Golf Club, host of the 2026 US Open.
This secluded property provides privacy, tranquility, and coastal elegance, featuring air conditioning, a swimming pool, a garden, parking, and a full kitchen with a fridge, freezer, microwave, and dishwasher, accommodating up to 6 guests with internet access.
This secluded property provides privacy, tranquility, and coastal elegance, featuring air conditioning, a swimming pool, a garden, parking, and a full kitchen with a fridge, freezer, microwave, and dishwasher, accommodating up to 6 guests with internet access.

Coopers Beach, Southampton
10/25 – 10/29
$1070/nighttotal: $4280 (4 )
Contemporary Southampton Village Home Walking Distance To Town, Pool,...
4 2apartment , Southampton
This vacation home is situated in Southampton, within walking distance (15 minutes or less) of North Main Street Historic District, National Golf Club, Agawam Park, Southampton Cultural Center, and Our Lady of Poland Catholic Church. The house has received excellent ratings for its location, cleanliness, and amenities.
The house has a spacious layout with 4 bedrooms and 5 bathrooms, and it covers an area of 4000 square feet. It features a private pool, fireplace, fully equipped kitchen, washing machine, and barbecue grills. Guests can also enjoy the fitness center, parking, and terrace or balcony.
The house has a spacious layout with 4 bedrooms and 5 bathrooms, and it covers an area of 4000 square feet. It features a private pool, fireplace, fully equipped kitchen, washing machine, and barbecue grills. Guests can also enjoy the fitness center, parking, and terrace or balcony.

Coopers Beach, Southampton
10/25 – 10/29
$467/nighttotal: $1868 (4 )
Southampton Village Near Ocean & Shops - Studio B
1 2studio , Southampton
This Southampton studio rental is ideally located two blocks from Main Street and less than a mile from Ocean Beach.
The brand-new, lower-level unit features a king-size bed, a fully equipped kitchenette with microwave and refrigerator/freezer, central AC, WiFi, and access to a heated gunite pool (seasonal), accommodating two guests and offering off-street parking with an EV charger.
The brand-new, lower-level unit features a king-size bed, a fully equipped kitchenette with microwave and refrigerator/freezer, central AC, WiFi, and access to a heated gunite pool (seasonal), accommodating two guests and offering off-street parking with an EV charger.













