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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Greenport vacation homes

Terrace/patio
American Beech in Greenport - Petite King Room 7

Vacation Home in Greenport

9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is AED 657
AED 1,016 total
includes taxes & fees
10 Dec - 11 Dec
American Beech in Greenport - Petite King Room 7
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all

Vacation Home in Greenport

10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
Charming Northfork Townhouse- walk to all
Fridge, microwave, oven, stovetop
Northfork Townhouse- walk to all/ newly renovated

Vacation Home in Greenport

9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is AED 1,377
AED 2,660 total
includes taxes & fees
10 Dec - 11 Dec
Northfork Townhouse- walk to all/ newly renovated
Property grounds
Beachfront Greenport Villa

Vacation Home in Greenport

9.6 out of 10, Exceptional, (10)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
United States
Melissa F.
The price is AED 2,167
AED 3,835 total
includes taxes & fees
10 Dec - 11 Dec
Beachfront Greenport Villa
Property grounds
American Beech in Greenport - Deluxe King 6

Vacation Home in Greenport

2.0 out of 10, (1)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is AED 841
AED 1,263 total
includes taxes & fees
10 Dec - 11 Dec
American Beech in Greenport - Deluxe King 6
Fridge, microwave, oven, stovetop
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks

Vacation Home in Waterford

10.0 out of 10, Exceptional, (11)
"We had a nice stay. Kitchen well stocked and house was clean and comfortable."
United States
Elaine A.
The price is AED 346
AED 1,324 total
includes taxes & fees
18 Dec - 19 Dec
Luxurious-Modern feel w/ custom features - AC, short walk to the Beach and parks
Outdoor pool, a heated pool
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Vacation Home in Water Mill

10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AED 14,994
AED 26,660 total
includes taxes & fees
10 Dec - 11 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Property grounds
Rogers Lake House (87) · CT College+Beach+USCGA

Vacation Home in Old Lyme

10.0 out of 10, Exceptional, (4)
"Communication was excellent. "
United States
Katy C.
The price is AED 317
AED 1,472 total
includes taxes & fees
10 Dec - 11 Dec
Rogers Lake House (87) · CT College+Beach+USCGA
Private kitchen
Charming 2-bedroom house with WiFi, AC in lovely Waterford

Vacation Home in Waterford

10.0 out of 10, Exceptional, (1)
"The home was very clean and welcoming."
United States
Michelle M.
The price is AED 551
AED 1,354 total
includes taxes & fees
12 Dec - 13 Dec
Charming 2-bedroom house with WiFi, AC in lovely Waterford
Fridge, microwave, oven, stovetop
The Bay Cottage · Rocky Neck Park, Beach & Niantic

Vacation Home in East Lyme

2.0 star property
9.0 out of 10, Wonderful, (4)
"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 431
AED 1,341 total
includes taxes & fees
10 Dec - 11 Dec
The Bay Cottage · Rocky Neck Park, Beach & Niantic
Microwave, oven, stovetop, dishwasher
Entire Vacation Home in Waterford Connecticut

Vacation Home in Waterford

2.0 star property
9.0 out of 10, Wonderful, (2)
"Located so perfectly close to everything we wanted to do on vacation. The house was so clean and comfortable. Communication with the owner was A++. The neighbors were even so friendly and waving/smiling. It felt as if we were home. If we come back to that area again we hope this place will be available. "
United States
Jennifer A.
The price is AED 698
AED 1,566 total
includes taxes & fees
12 Dec - 13 Dec
Entire Vacation Home in Waterford Connecticut
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green

Vacation Home in Westbrook

2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfect house for 6 guests. Loved that it was close to the beach."
United States
Shannon G.
The price is AED 525
AED 1,890 total
includes taxes & fees
16 Dec - 17 Dec
Beachside Bliss w/ Game Room, Gym & Golf Green
Fridge, microwave, oven, stovetop
LONG-TERM Relaxing Glass House - Fall Leaves/Beach 5mins/Ski 25mins

Vacation Home in Clinton

2.0 star property
10.0 out of 10, Exceptional, (3)
"Vincent was amazing to work with! We decided to change the dates and he was very patient and helpful while we got it updated with VRBO. The home is in a peaceful neighborhood with beautiful trees and active squirrels (my daughter’s favorite part). The location was convenient for our needs. We all enjoyed the game tables and the convenience of the washer and dryer. We even tried out the projector one night to watch a couple of episodes of Gilmore Girls – so fun! Vincent checked in once we arrived...
United States
Erin S.
The price is AED 446
AED 1,873 total
includes taxes & fees
14 Dec - 15 Dec
LONG-TERM Relaxing Glass House - Fall Leaves/Beach 5mins/Ski 25mins
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.

Vacation Home in Sag Harbor

The price is AED 14,691
AED 23,675 total
includes taxes & fees
13 Dec - 14 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Vacation Home in East Hampton

9.0 out of 10, Wonderful, (4)
"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 275
AED 3,235 total
includes taxes & fees
15 Dec - 16 Dec
Blackberry: Private home with jacuzzi year-round
Fridge, microwave, oven, stovetop
Adorable Cottage, 5 min walk to water & town

Vacation Home in Westbrook Center

9.4 out of 10, Exceptional, (14)
"Very nice small place to stay by the beach and close to great coffee shop. "
United States
Donovan V.
The price is AED 638
AED 1,529 total
includes taxes & fees
10 Dec - 11 Dec
Adorable Cottage, 5 min walk to water & town
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town

Vacation Home in Bay Point

The price is AED 16,528
AED 23,473 total
includes taxes & fees
11 Dec - 12 Dec
Sag Harbor Water View w Dock 1.5ml from town
Terrace/patio
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Vacation Home in Hampon Bays

9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is AED 364
AED 4,670 total
includes taxes & fees
4 Jan - 5 January 2026
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Private kitchen
Stylish Modern Stay Steps from the Ocean

Vacation Home in Clinton

10.0 out of 10, Exceptional, (1)
"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "
United States
Kelly Z.
The price is AED 661
AED 1,326 total
includes taxes & fees
10 Dec - 11 Dec
Stylish Modern Stay Steps from the Ocean
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

Vacation Home in Saybrook Manor

9.6 out of 10, Exceptional, (133)
"Like a trip to 1800 but with AC. Amazing place. Didn’t want to leave, but will come back. "
United States
Rob C.
The price is AED 918
AED 2,128 total
includes taxes & fees
10 Dec - 11 Dec
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
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.
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Top Greenport Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Yes"
Ray 1-night trip
Posted 17 hours ago
The Harbor Front Inn