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Check prices for these dates

Next weekend
12 Sep - 14 Sep
In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Vacation Homes in Cutchogue

Our top choices for Cutchogue vacation homes

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 AED 645
AED 1,492 total
includes taxes & fees
3 Sep - 4 Sep
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Stunning Southampton Village Modern Home
Living area

Stunning Southampton Village Modern Home

The price is AED 49,586
AED 62,766 total
includes taxes & fees
3 Sep - 4 Sep
Stunning Southampton Village Modern Home
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 AED 18,181
AED 25,640 total
includes taxes & fees
10 Sep - 11 Sep
Sag Harbor Water View w Dock 1.5ml from town
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 AED 657
AED 957 total
includes taxes & fees
3 Sep - 4 Sep
Shoreline Oasis
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 AED 1,833
AED 3,311 total
includes taxes & fees
3 Sep - 4 Sep
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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 AED 14,692
AED 23,697 total
includes taxes & fees
6 Sep - 7 Sep
Spacious 5-bedroom house with water views and 2 houses from the bay.
Work and Play Special! Extended Stay Discount
Property grounds

Work and Play Special! Extended Stay Discount

10.0 out of 10, Exceptional, (50)
"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 AED 2,645
AED 4,889 total
includes taxes & fees
14 Sep - 15 Sep
Work and Play Special! Extended Stay Discount
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 AED 7,868
AED 13,382 total
includes taxes & fees
15 Sep - 16 Sep
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 AED 6,455
AED 12,209 total
includes taxes & fees
3 Sep - 4 Sep
September is the New August!
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 AED 1,102
AED 2,358 total
includes taxes & fees
10 Sep - 11 Sep
Historic New England home ,Reunions Beach pass
Beautifully farmhouse
Terrace/patio

Beautifully farmhouse

10.0 out of 10, Exceptional, (2)
"good experience"
The price is AED 2,204
AED 4,213 total
includes taxes & fees
3 Sep - 4 Sep
Beautifully farmhouse
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 AED 1,135
AED 1,649 total
includes taxes & fees
30 Sep - 1 Oct
American Beech in Greenport - Petite King Room 7
Bay Access Cottage + Pilates Gym
Beach nearby, sun loungers, beach towels

Bay Access Cottage + Pilates Gym

2.0 star property
The price is AED 1,501
AED 2,378 total
includes taxes & fees
9 Sep - 10 Sep
Bay Access Cottage + Pilates Gym
East End Escape
Outdoor dining

East End Escape

The price is AED 1,546
AED 2,019 total
includes taxes & fees
3 Sep - 4 Sep
East End Escape
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 AED 5,858
AED 8,817 total
includes taxes & fees
8 Sep - 9 Sep
5 Bedrooms! 4 Min to the Beach! HEATED 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 AED 1,313
AED 2,412 total
includes taxes & fees
3 Sep - 4 Sep
Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard
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 AED 2,185
AED 3,789 total
includes taxes & fees
21 Sep - 22 Sep
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr
Charming Northfork Townhouse- walk to all
Fridge, microwave, oven, stovetop

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"
The price is AED 1,506
AED 2,795 total
includes taxes & fees
8 Sep - 9 Sep
Charming Northfork Townhouse- walk to all
Northfork Townhouse- walk to all/ newly renovated
Fridge, microwave, oven, stovetop

Northfork Townhouse- walk to all/ newly renovated

9.6 out of 10, Exceptional, (9)
"The place was as advertised and in great walking distance to everything in town! "
Northfork Townhouse- walk to all/ newly renovated
Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool
Private kitchen

Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool

10.0 out of 10, Exceptional, (1)
"We were escaping NYC for the weekend and exploring real estate in the area. This house was absolutely beautiful and way bigger than we needed. Unfortunately it was rainy out and we really didn’t get to spend too much time in the house since we were driving around it looks like it has a beautiful property with a pool etc. so hopefully we can come back in the summer."
The price is AED 1,950
AED 3,357 total
includes taxes & fees
2 Oct - 3 Oct
Modern 3BR 2BA Home w/ Patio & Outdoor Salt Pool
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 Cutchogue Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great location ,beautiful hotel,nice staff"
ROBERT 1-night trip
Posted 8 days ago
The Harbor Front Inn
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"
christine 2-night trip
Posted 2 weeks ago
Sound View Greenport