An aerial view of a harbor with boats, a ship, and a dock extending into the water.

Search Vacation Homes in Greenport

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Greenport vacation homes

Sun loungers, beach towels

The SandPiper

The SandPiper
Pipes Cove
9.8 out of 10, Exceptional, (43 reviews)
"Lovely place, very clean, host was very responsive. Thanks so much!"
United States
Marie H.
The price is AED 1,451
AED 2,375 total
includes taxes & fees
16 Aug - 17 Aug
The SandPiper
Sun loungers, beach towels

Aqua Vista

Aqua Vista
Pipes Cove
9.8 out of 10, Exceptional, (39 reviews)
"great anf friendly, clean"
United States
Sophia
The price is AED 1,451
AED 2,375 total
includes taxes & fees
12 Aug - 13 Aug
Aqua Vista
Terrace/patio

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AED 1,502
AED 2,132 total
includes taxes & fees
26 Jul - 27 Jul
American Beech in Greenport - Petite King Room 7
Sun loungers, beach towels

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"We had a great stay!! "
United States
Callie E.
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Beach

Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (7 reviews)
"Everything was so nice and clean. Location was great, walking distance from everything. My children had an amazing time. I would book this again in the summer."
United States
Jessica0610@gmail.com A.
The price is AED 1,818
AED 2,975 total
includes taxes & fees
29 Jul - 30 Jul
Beach Block Hideaway
Property grounds

American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
American Beech in Greenport - Deluxe King 6
Coffee/tea maker, fridge, microwave, oven

Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (55 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
Work and Play Special! Extended Stay Discount
Private kitchen

Charming 2-bedroom house with WiFi, AC in lovely Waterford

Charming 2-bedroom house with WiFi, AC in lovely Waterford
Waterford
10.0 out of 10, Exceptional, (2 reviews)
"The home was very clean and welcoming."
United States
Michelle M.
The price is AED 808
AED 1,687 total
includes taxes & fees
26 Jul - 27 Jul
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Beach nearby

adorable ranch in beach community

adorable ranch in beach community
Old Saybrook
10.0 out of 10, Exceptional, (45 reviews)
"The experience was a pleasure - the house is comfy, and the location amazing! "
United States
Matthew V.
The price is AED 1,836
AED 3,087 total
includes taxes & fees
18 Aug - 19 Aug
adorable ranch in beach community
Outdoor dining

Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (25 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AED 797
AED 6,652 total
includes taxes & fees
26 Jul - 27 Jul
Villa Luz Family Home w/ heated pool & jacuzzi
Interior

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats

Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Saybrook Manor
9.8 out of 10, Exceptional, (139 reviews)
"Yvette was so communicative and made the stay great! The house was amazing and everything was cozy and comfortable. It was great for a group!"
United States
Hayley T.
The price is AED 1,286
AED 2,373 total
includes taxes & fees
27 Jul - 28 Jul
Authentic 1795 Historic Homestead w/ Private Grounds for Gatherings and Retreats
Interior

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is AED 19,099
AED 25,409 total
includes taxes & fees
12 Aug - 13 Aug
Sag Harbor Water View w Dock 1.5ml from town
Beach nearby

The Bay Cottage · Rocky Neck Park, Beach & Niantic

The Bay Cottage · Rocky Neck Park, Beach & Niantic
East Lyme
8.8 out of 10, Excellent, (6 reviews)
"This house suited our needs for a place to stay while attending a nearby family reunion. Communication and check in were great and the house is very comfortable (very nice mattresses, sheets, pillows)."
United States
Sarah G.
The price is AED 1,041
AED 2,125 total
includes taxes & fees
12 Aug - 13 Aug
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is AED 1,186
AED 5,828 total
includes taxes & fees
26 Jul - 27 Jul
BlackBerry Private home with jacuzzi yearlong
Coffee/tea maker, microwave, oven, stovetop

Entire Vacation Home in Waterford Connecticut

Entire Vacation Home in Waterford Connecticut
Waterford
9.0 out of 10, Wonderful, (4 reviews)
"Such a nice quiet property in Waterford, short distance away from many local restaurants and shops and 20 minutes away from the casino. "
United States
Elise Marie K.
The price is AED 955
AED 1,899 total
includes taxes & fees
25 Jul - 26 Jul
Entire Vacation Home in Waterford Connecticut
Smart TV, fireplace, books

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Waterford
10.0 out of 10, Exceptional, (12 reviews)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 899
AED 2,039 total
includes taxes & fees
26 Jul - 27 Jul
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Beach

Beachside Bliss w/ Game Room, Gym & Golf Green

Beachside Bliss w/ Game Room, Gym & Golf Green
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AED 1,790
AED 3,525 total
includes taxes & fees
23 Aug - 24 Aug
Beachside Bliss w/ Game Room, Gym & Golf Green
Interior

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Sag Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home !"
United States
Nadja B.
The price is AED 11,019
AED 16,055 total
includes taxes & fees
27 Jul - 28 Jul
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Beach nearby, sun loungers, beach towels

Central Private Pool Bridgehampton home

Central Private Pool Bridgehampton home
Sag Harbor
10.0 out of 10, Exceptional, (4 reviews)
"The house and property were so nice. We have a 10 and 11 year old. They played outside or were swimming in the pool the entire time. It's close to great shopping and beaches. It was a very relaxing and enjoyable long weekend. Everything was perfect!"
United States
Heather M.
The price is AED 7,034
AED 10,034 total
includes taxes & fees
24 Jul - 25 Jul
Central Private Pool Bridgehampton home
Private kitchen

Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
The price is AED 2,644
AED 5,224 total
includes taxes & fees
3 Aug - 4 Aug
Spacious house in East Hampton with heated pool + WFH
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Greenport Hotel Reviews

Zey Hotel

Zey Hotel

8/10 Good
"Surprising. Colorful comfortable, cozy. We enjoyed our spacious room and breakfasting on the large outdoor deck, and had we had the time, we would have lay on the lounge chairs and read books. James, Tony and our chambermaid were all helpful and accomodating. While not luxurious, it is eclectic, fun and we would come back."
Marisa 1-night trip
Posted 2 hours ago
Zey Hotel