Photo by Adriana T

Search Vacation Homes in Cutchogue

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec
Stunning Southampton Village Modern Home
Living area

Stunning Southampton Village Modern Home

The price is HK$105,241
HK$133,214 total
includes taxes & fees
2 Sept - 3 Sept
Stunning Southampton Village Modern Home
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Outdoor pool, a heated pool

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (13)
"Tucked away in a quiet residential area. Rooms were clean and kitchenette was well equipped. Private parking spot in the driveway next to the cottage was a bonus. Highly recommended!"
The price is HK$1,368
HK$3,166 total
includes taxes & fees
2 Sept - 3 Sept
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Sag Harbor Water View w Dock 1.5ml from town
5 bedrooms, iron/ironing board, WiFi, bed sheets

Sag Harbor Water View w Dock 1.5ml from town

The price is HK$38,588
HK$54,419 total
includes taxes & fees
10 Sept - 11 Sept
Sag Harbor Water View w Dock 1.5ml from town
Spacious 5-bedroom house with water views and 2 houses from the bay.
Beach

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is HK$31,182
HK$50,295 total
includes taxes & fees
6 Sept - 7 Sept
Spacious 5-bedroom house with water views and 2 houses from the bay.
Shoreline Oasis
Exterior

Shoreline Oasis

9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
The price is HK$1,395
HK$2,055 total
includes taxes & fees
2 Sept - 3 Sept
Shoreline Oasis
adorable ranch in beach community
Beach nearby

adorable ranch in beach community

9.8 out of 10, Exceptional, (46)
"Close to the shore and the heart of Old Saybrook. The house is very comfortable."
The price is HK$1,715
HK$3,730 total
includes taxes & fees
22 Sept - 23 Sept
adorable ranch in beach community
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Oven, stovetop, dishwasher

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
9.0 out of 10, Wonderful, (4)
"Large open first floor for a large family stay. Great back patio with a nice view of the river. Don't miss the morning swans. "
The price is HK$3,890
HK$7,027 total
includes taxes & fees
2 Sept - 3 Sept
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
Outdoor pool, a heated pool

6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches

10.0 out of 10, Exceptional, (42)
"the property was lovely and well equipped with all amenties. Comfortable and located in an area which is accessible for all towns in the Hamptons"
The price is HK$19,099
HK$31,538 total
includes taxes & fees
2 Oct - 3 Oct
6 Bedroom Bridgehampton Estate, Private Tennis, Minutes from Ocean Beaches
September is the New August!
Outdoor pool, a heated pool

September is the New August!

10.0 out of 10, Exceptional, (88)
"Great house with awesome backyard, host responsive and very easy to work with! Would stay again!"
The price is HK$13,701
HK$25,913 total
includes taxes & fees
3 Sept - 4 Sept
September is the New August!
Work and Play Special! Extended Stay Discount
Property grounds

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (49)
"we were pleased to find a beautiful, quiet place to stay and so close to the Vine Street Cafe we could walk"
The price is HK$5,613
HK$10,376 total
includes taxes & fees
14 Sept - 15 Sept
Work and Play Special! Extended Stay Discount
East End Escape
Outdoor dining

East End Escape

The price is HK$3,282
HK$4,266 total
includes taxes & fees
2 Sept - 3 Sept
East End Escape
Beautifully farmhouse
Terrace/patio

Beautifully farmhouse

10.0 out of 10, Exceptional, (2)
"good experience"
The price is HK$4,677
HK$9,013 total
includes taxes & fees
2 Sept - 3 Sept
Beautifully farmhouse
Historic New England home ,Reunions Beach pass
Fridge, microwave, oven, stovetop

Historic New England home ,Reunions Beach pass

9.2 out of 10, Wonderful, (88)
"House was perfect for family get together. Enjoyed walking into town for afternoon shopping and dining."
The price is HK$2,339
HK$5,005 total
includes taxes & fees
2 Sept - 3 Sept
Historic New England home ,Reunions Beach pass
American Beech in Greenport - Petite King Room 7
Terrace/patio

American Beech in Greenport - Petite King Room 7

9.0 out of 10, Wonderful, (4)
"Great job "
The price is HK$1,863
HK$2,779 total
includes taxes & fees
2 Sept - 3 Sept
American Beech in Greenport - Petite King Room 7
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (185)
"House was more then I can imagine , host was great , house literally have anything you forgot at home . "
The price is HK$3,859
HK$6,965 total
includes taxes & fees
2 Oct - 3 Oct
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Bay Access Cottage + Pilates Gym
Beach nearby, sun-loungers, beach towels

Bay Access Cottage + Pilates Gym

2.0 star property
The price is HK$3,185
HK$5,046 total
includes taxes & fees
9 Sept - 10 Sept
Bay Access Cottage + Pilates Gym
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Smart TV, fireplace, computer monitors, printers

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

10.0 out of 10, Exceptional, (1)
"Communication with the property manager was an A. Highly recommend this home! "
The price is HK$12,434
HK$18,721 total
includes taxes & fees
2 Sept - 3 Sept
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.
Fridge, microwave, oven, stovetop

Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.

10.0 out of 10, Exceptional, (1)
"We had a great time in Southampton! The house is beautiful and we had everything we needed to cook Thanksgiving dinner. My hard to please family were all happy with everyone having their own king en suites! Mark and Mike were extremely fast with communication even during the holiday. Thank you so much!!!"
The price is HK$7,016
HK$13,903 total
includes taxes & fees
3 Sept - 4 Sept
Chic Southampton Getaway w/Heated Pool. Minutes away from village & beach.
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A heated pool

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

10.0 out of 10, Exceptional, (14)
"We loved our stay! The place is beautiful, quiet and located very close to Main St in Southampton. The host was extremely helpful and responsive."
The price is HK$11,281
HK$16,388 total
includes taxes & fees
1 Oct - 2 Oct
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
Terrace/patio

Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

9.6 out of 10, Exceptional, (133)
"Very much enjoyed our trip! "
The price is HK$3,391
HK$5,899 total
includes taxes & fees
29 Sept - 30 Sept
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.
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

Find out more about Cutchogue

Find out more about Cutchogue

Cutchogue Vacation Homes information

Number of reviews
Accommodation
2002 Vacation Homes
Lowest Price
HK$1,368
Highest Price
HK$3,890