greenport, New York

Vacation Rentals in greenport, New York

Discover 20 vacation rental properties in greenport. From 1 to 4 bedrooms. Average $610/night. 100% have pools.

20 verified listings Book securely on VRBO Prices updated March 2026

20 properties available

'The Gate House' on Beach front Estate Walk to Village

'The Gate House' on Beach front Estate Walk to Village

2 beds 1 bath
PoolA/CWiFiBalcony
$476/night
View Details → Book on VRBO
Rose Cottage by the Bay.

Rose Cottage by the Bay.

2 beds 2 baths
PoolA/CWiFiBalcony
$511/night
View Details → Book on VRBO
First Floor 1905 Victorian home in the heart of Greenport Village

First Floor 1905 Victorian home in the heart of Greenport Village

2 beds 2 baths
PoolA/CWiFiBalcony
$377/night
View Details → Book on VRBO
Spacious apartment, 3 blocks to downtown and steps to fishing pier.

Spacious apartment, 3 blocks to downtown and steps to fishing pier.

2 beds 1 bath
PoolA/CWiFiBalcony
$376/night
View Details → Book on VRBO
American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7

1 bed 1 bath
PoolA/CWiFiBalcony
$401/night
View Details → Book on VRBO
Beautiful Renovated Beachfront Home

Beautiful Renovated Beachfront Home

3 beds 2 baths
PoolA/CWiFiBalcony
$1,005/night
View Details → Book on VRBO
Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.

Private & Spacious Five Room Suite..Steps To Bay Beach and walk to Village.

2 beds 1 bath
PoolA/CWiFiBalcony
$411/night
View Details → Book on VRBO
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!

Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!

2 beds 2 baths
PoolA/CWiFiBalcony
$381/night
View Details → Book on VRBO
NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants

NEWLY Renovated Family Home Great Area - Beach - Greenport - Ferry - Restaurants

2 beds 1 bath
PoolA/CWiFiBalcony
$269/night
View Details → Book on VRBO
Quiet street one block to shops, restaurants & waterfront. Barn with TV & WIFI

Quiet street one block to shops, restaurants & waterfront. Barn with TV & WIFI

3 beds 1 bath
PoolA/CWiFiBalcony
$514/night
View Details → Book on VRBO
Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach

Historic Luxurious Captains Home- Greenport Village, wineries,golf, beach

4 beds 2 baths
PoolA/CWiFiBalcony
$974/night
View Details → Book on VRBO
Restored Artist's House in Heart of Village

Restored Artist's House in Heart of Village

3 beds 2 baths
PoolA/CWiFiBalcony
$521/night
View Details → Book on VRBO
Architect Designed Home in Waterfront Village

Architect Designed Home in Waterfront Village

2 beds 2 baths
PoolA/CWiFiBalcony
$340/night
View Details → Book on VRBO
American Beech - Luxury 2 Bedroom Apartment 10

American Beech - Luxury 2 Bedroom Apartment 10

2 beds 1 bath
PoolA/CWiFiBalcony
$799/night
View Details → Book on VRBO
American Beech in Greenport NY - King Suite 1

American Beech in Greenport NY - King Suite 1

1 bed 1 bath
PoolA/CWiFiBalcony
$453/night
View Details → Book on VRBO
Exquisite Waterfront Townhome in Greenport with Pool and Boat Slip. Walk to all!

Exquisite Waterfront Townhome in Greenport with Pool and Boat Slip. Walk to all!

2 beds 2 baths
PoolA/CWiFiBalcony
$615/night
View Details → Book on VRBO
Charming Northfork Getaway

Charming Northfork Getaway

2 beds 1 bath
PoolA/CWiFiBalcony
$356/night
View Details → Book on VRBO
Relax in this light-filled home, steps from the beach and a short walk to town!

Relax in this light-filled home, steps from the beach and a short walk to town!

3 beds 1 bath
PoolA/CWiFiBalcony
$1,107/night
View Details → Book on VRBO
Peaceful. Unique. Modern

Peaceful. Unique. Modern

4 beds 3 baths
PoolA/CWiFiBalcony
$1,306/night
View Details → Book on VRBO
Enchanting home with beautiful bay views in the heart of Greenport Village

Enchanting home with beautiful bay views in the heart of Greenport Village

4 beds 2 baths
PoolA/CWiFiBalcony
$1,017/night
View Details → Book on VRBO

More destinations in New York

New York (1291) Lake Placid (346) Montauk (303) Lake George (252) Saratoga Springs (245) Hampton Bays (244) Brooklyn (241) Queens (229) East Hampton (202) Buffalo (190) Southampton (169) Amagansett (166) Niagara Falls (149) Downtown (148) Sag Harbor (144) Penn Yan (121) Midtown (118) Canandaigua (105) Ithaca (103) Woodstock (98)