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Our top choices for Greenport condo rentals
1. Driftwood Resort
Driftwood Resort3.5 star property
Montauk
8.8 out of 10, Excellent, (258 reviews)
8.8/10
Excellent
(258 reviews)
"We took a look at the other rooms on the property, and this is by far the nicest. We had an incredible time!"
"We took a look at the other rooms on the property, and this is by far the nicest. We had an incredible time!"
Eva
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Greenport
This charming maritime village boasts a historic carousel and waterfront restaurants serving the freshest local oysters. Rent bikes to explore nearby wineries or hop the ferry to Shelter Island for beaches locals recommend when the summer crowds thin.
Top reviews in Greenport
The Menhaden
The MenhadenGreenport
10/10 Excellent
First class. Clean, extremely helpful, great location.
First class. Clean, extremely helpful, great location.
Matthew
American Beech Hotel
American Beech HotelGreenport
10/10 Excellent
A beautiful and very relaxing place to stay. Really appreciated the little touches like a breakfast basket delivered to your doorstep in the morning! Very friendly and helpful staff too. Perfect place for a Long Island getaway!
A beautiful and very relaxing place to stay. Really appreciated the little touches like a breakfast basket delivered to your doorstep in the morning! Very friendly and helpful staff too. Perfect place for a Long Island getaway!
David
Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
10/10 Excellent
Lovely condo, set back from the coast but gorgeous sea view. Brilliant covered external seating area which shades form the sun and the rain. Condo was very nicely decorated.
Lovely condo, set back from the coast but gorgeous sea view. Brilliant covered external seating area which shades form the sun and the rain. Condo was very nicely decorated.
Debbie
The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
10/10 Excellent
Had an amazing stay. Breakfast was quite basic, but served us well. The room was well catered amd housed everything we needed. Location was great and close to the car ferry. Check out the oysters from accross the way....they are amazing and so fresh. Also had a meal at Alure, next door. Fantastic. Thanks
Had an amazing stay. Breakfast was quite basic, but served us well. The room was well catered amd housed everything we needed. Location was great and close to the car ferry. Check out the oysters from accross the way....they are amazing and so fresh. Also had a meal at Alure, next door. Fantastic. Thanks
Paul
The Homestead
The HomesteadMadison Center
10/10 Excellent
We had an absolutely fabulous stay at The Homestead. Everything about it is wonderful…. From the location to the beautiful room and breakfast area, but what stood out the most was our lovely friendly host Brit!! Lovely breakfasts, great tips on the area and great to chat to. Attention to detail at the Homestead is spot on. Thank you for everything!!!
We had an absolutely fabulous stay at The Homestead. Everything about it is wonderful…. From the location to the beautiful room and breakfast area, but what stood out the most was our lovely friendly host Brit!! Lovely breakfasts, great tips on the area and great to chat to. Attention to detail at the Homestead is spot on. Thank you for everything!!!
Karen
The Captain Stannard
The Captain StannardWestbrook Center
10/10 Excellent
This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions.
This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions.
Jessica
Westbrook Inn B&B
Westbrook Inn B&BWestbrook Center
8/10 Good
We had a very comfortable stay, the staff were very friendly and we enjoyed the garden and river access. It was an easy walk to the beach. We found the common areas inside very quaint, it felt like an olde worlde Grandmas house.
We had a very comfortable stay, the staff were very friendly and we enjoyed the garden and river access. It was an easy walk to the beach. We found the common areas inside very quaint, it felt like an olde worlde Grandmas house.
Nicola
The 1770 House Restaurant & Inn
The 1770 House Restaurant & InnEast Hampton
10/10 Excellent
Lovely small inn in beautiful settings, traditional but very lovely, clean and cosy, we had amazing dinner in the hotel restaurant, great service, hotel is short stroll to the centre of the village, level mile walk to the beach. Brilliant escape from NYC
Lovely small inn in beautiful settings, traditional but very lovely, clean and cosy, we had amazing dinner in the hotel restaurant, great service, hotel is short stroll to the centre of the village, level mile walk to the beach. Brilliant escape from NYC
Liina
The Roundtree, Amagansett
The Roundtree, AmagansettAmagansett North
10/10 Excellent
V
V
Mark
Canoe Place Inn and Cottages
Canoe Place Inn and CottagesHampton Bays
10/10 Excellent
The vibe and feel very apt and was spotless rooms very big and well laid out the feel of the whole place was perfect for a couple . Pool private and nice garden area. Food good although on the last day service at lunch not ideal the rest of the stay was brilliant so would go backz
The vibe and feel very apt and was spotless rooms very big and well laid out the feel of the whole place was perfect for a couple . Pool private and nice garden area. Food good although on the last day service at lunch not ideal the rest of the stay was brilliant so would go backz
Ann marie
Inn at Harbor Hill Marina
Inn at Harbor Hill MarinaNiantic
10/10 Excellent
Fabulous little guest house, wonderful welcome from the staff. Beautiful room, super comfy beds. The little touches like cheese and wine in the afternoon and hot cookies in the evening as well as a complimentary soft drink fridge really make this place special.
Fabulous little guest house, wonderful welcome from the staff. Beautiful room, super comfy beds. The little touches like cheese and wine in the afternoon and hot cookies in the evening as well as a complimentary soft drink fridge really make this place special.
Claire
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