Photo by Adriana T

Holiday Homes in Cutchogue

Start date: Check-in selected.
To Date
End date: Check-out

    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

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

Featured Holiday Homes in Cutchogue

Outdoor pool, a heated pool
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
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 AU$8,503
includes taxes & fees
4 Nov - 5 Nov
BRAND NEW 7BR7BA Southampton Estate - Heated Salt Pool, Mins to Beach & Town
Terrace/patio
Year-Round Private Jacuzzi / Peaceful Fenced Yard
Year-Round Private Jacuzzi / Peaceful Fenced Yard
9.6 out of 10, Exceptional, (22)
"The house was very spacious and beautiful! The pool and patio were the major highlights. Pool was crystal clear and clean. We enjoyed our stay so much and hope to be back. Owner was very responsive with our questions "
United States
Jackie S.
The price is AU$1,973
includes taxes & fees
26 Oct - 27 Oct
Year-Round Private Jacuzzi / Peaceful Fenced Yard
Fridge, microwave, oven, stovetop
Cozy quiet gem, private & fenced in backyard
Cozy quiet gem, private & fenced in backyard
9.4 out of 10, Exceptional, (3)
"Perfect stay outside of the hustle and bustle of Manhattan. The house offered just what we needed a refugee from the city. With plenty of comfortable rooms for the six of us."
United States
Shakirah S.
The price is AU$1,452
includes taxes & fees
28 Oct - 29 Oct
Cozy quiet gem, private & fenced in backyard
Beach
Beachside Bliss w/ Game Room, Gym & Golf Green
Beachside Bliss w/ Game Room, Gym & Golf Green
2.0 star property
The price is AU$747
includes taxes & fees
4 Nov - 5 Nov
Beachside Bliss w/ Game Room, Gym & Golf Green
Outdoor pool, a heated pool
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
2.5 star property
9.6 out of 10, Exceptional, (15)
"We had a one-night stay at this location. It was perfect for us from many perspectives and we enjoyed staying there. Very nice place!Thanks! "
United States
James S.
The price is AU$580
includes taxes & fees
28 Oct - 29 Oct
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Beach
Spacious 5-bedroom house with water views and 2 houses from the bay.
Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is AU$9,938
includes taxes & fees
26 Oct - 27 Oct
Spacious 5-bedroom house with water views and 2 houses from the bay.
Outdoor pool, a heated pool
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
10.0 out of 10, Exceptional, (45)
"Catherine was a great homeowner and made sure everything was organized prior to our arrival. She was very kind and easy to communicate with. She also was able to make sure we could have an early check in. "
United States
Madelyn G.
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
5 bedrooms, iron/ironing board, WiFi, bed sheets
Sag Harbor Water View w Dock 1.5ml from town
Sag Harbor Water View w Dock 1.5ml from town
The price is AU$9,885
includes taxes & fees
26 Oct - 27 Oct
Sag Harbor Water View w Dock 1.5ml from town
Oven, stovetop, dishwasher
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.4 out of 10, Very good, (7)
"prefect experience! The house is clean and well decorated with a large organized yard. Many parking spaces. "
United States
Riyao
The price is AU$1,399
includes taxes & fees
22 Oct - 23 Oct
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Terrace/patio
American Beech in Greenport - Petite King Room 7
American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is AU$460
includes taxes & fees
23 Oct - 24 Oct
American Beech in Greenport - Petite King Room 7
Terrace/patio
Private beach on a fenced in property sunset views
Private beach on a fenced in property sunset views
10.0 out of 10, Exceptional, (12)
"We liked our stay there. Clean house, beautiful sunset as described. Close to the beach. Very nice stay."
United States
Hanna M.
The price is AU$2,245
includes taxes & fees
27 Oct - 28 Oct
Private beach on a fenced in property sunset views
Property grounds
Beachfront Greenport Villa
Beachfront Greenport Villa
2.0 star property
The price is AU$1,165
includes taxes & fees
22 Oct - 23 Oct
Beachfront Greenport Villa
Terrace/patio
Beautifully farmhouse
Beautifully farmhouse
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveller
The price is AU$1,797
includes taxes & fees
27 Oct - 28 Oct
Beautifully farmhouse
Fridge, microwave, oven, stovetop
Historic New England home ,Reunions Beach pass
Historic New England home ,Reunions Beach pass
9.2 out of 10, Wonderful, (90)
"House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining."
United States
Jennifer D.
The price is AU$674
includes taxes & fees
5 Nov - 6 Nov
Historic New England home ,Reunions Beach pass
Terrace/patio
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
9.6 out of 10, Exceptional, (133)
"Great older house with everything you need to have a great time. Family event with 6 adults and 2 dogs enjoyed the house, the yard, and the area. Strongly recommend."
United States
Ray S.
The price is AU$902
includes taxes & fees
22 Oct - 23 Oct
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Property grounds
Work and Play Special! Extended Stay Discount
Work and Play Special! Extended Stay Discount
10.0 out of 10, Exceptional, (52)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is AU$2,228
includes taxes & fees
5 Nov - 6 Nov
Work and Play Special! Extended Stay Discount
A heated pool
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
10.0 out of 10, Exceptional, (15)
"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"
United States
William H.
The price is AU$3,265
includes taxes & fees
29 Oct - 30 Oct
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Fridge, microwave, oven, stovetop
Charming Northfork Townhouse- walk to all
Charming Northfork Townhouse- walk to all
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.
The price is AU$1,145
includes taxes & fees
22 Oct - 23 Oct
Charming Northfork Townhouse- walk to all
Terrace/patio
Immaculate Waterfront 2 bedroom!
Immaculate Waterfront 2 bedroom!
10.0 out of 10, Exceptional, (5)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is AU$996
includes taxes & fees
2 Nov - 3 Nov
Immaculate Waterfront 2 bedroom!
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 Cutchogue Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Staff was very helpful and room was nice and clean."
Christopher 1-night trip
Posted 4 days ago
Pier Blue Inn Old Saybrook - Essex

Find out more about Cutchogue

Cutchogue Holiday Homes information

Number of reviews
303
Accommodation
1832 Holiday Homes
Lowest Price
AU$460
Highest Price
AU$9,938