Title: Cutchogue Vacation Home Rentals from CA $296: Search Top Private Vacation Homes for Rent | Expedia.ca

[Hotels in Cutchogue](https://expedia.ca/Cutchogue-Hotels.d183659.Travel-Guide-Hotels)[Vacation Rentals in Cutchogue](https://expedia.ca/Cutchogue-Vacation-Rentals.d183659.Travel-Guide-VacationRentals)[Cutchogue Car Rentals](https://expedia.ca/Car-Rentals-In-Cutchogue.d183659.Car-Rental-Guide)[Cutchogue Vacation Packages](https://expedia.ca/Cutchogue.d183659.Destination-Travel-Guides)

![Wine on the vine!](https://images.trvl-media.com/place/144477/097a28ec-b48b-4a02-aef3-3c165612407a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Adriana T

![](https://images.trvl-media.com/place/144477/097a28ec-b48b-4a02-aef3-3c165612407a.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cutchogue vacation homes

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/c520cfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/41d30343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/f04ef5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78750000/78740400/78740383/cee0fa4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

[](https://www.expedia.ca/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.Hotel-Information)

Water Mill

10/10

Exceptional

(6 reviews)

"Highly recommend everything from start to finish went smoothly and it was a great experience!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie M.

CA $5,833

CA $9,937 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Water-Mill-Hotels-Ultimate-Water-Mill-Southampton-Escape-Stunning-7BR-Estate-For-Family-Friends.h78740383.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/021898ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/55b895af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/9036247c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beachside Bliss w/ Game Room, Gym & Golf Green

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

Westbrook

10/10

Exceptional

(1 review)

"Perfect house for 6 guests. Loved that it was close to the beach."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon G.

CA $178

CA $686 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/eea5c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/e689a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a31fd902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information)

Clinton

10/10

Exceptional

(3 reviews)

"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elya D.

CA $162

CA $701 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/9e16b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/89dee084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/00ea4ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Modern Stay Steps from the Ocean

[](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

Clinton

10/10

Exceptional

(1 review)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kelly Z.

CA $225

CA $469 total

includes taxes & fees

Jan 24 - Jan 25

[](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/0ceaea9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/126bef9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/aeb85212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/114000000/113540000/113530200/113530184/e2b82008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information)

Sag Harbor

CA $5,566

CA $8,891 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Sag-Harbor-Hotels-Spacious-5-Bedroom-House-With-Water-Views-And-2-Houses-From-The-Bay.h113530184.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/d26d882e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/10a94b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/4c26b39e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113440000/113439500/113439409/7a209baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sag Harbor Water View w Dock 1.5ml from town

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information)

Bay Point

CA $6,261

CA $8,719 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Sag-Harbor-Hotels-Sag-Harbor-Water-View-W-Dock.h113439409.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/f55efa2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/c4e3d4e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/9b6d9dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99410000/99406900/99406822/a87c1b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Adorable Cottage, 5 min walk to water & town

[](https://www.expedia.ca/Westbrook-Hotels-Adorable-Cottage.h99406822.Hotel-Information)

Westbrook Center

9.4/10

Exceptional

(15 reviews)

"Very nice small place to stay by the beach and close to great coffee shop. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Donovan V.

CA $262

CA $607 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Westbrook-Hotels-Adorable-Cottage.h99406822.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/252d3a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/7d654429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/w4242h2825x0y0-4fbf9283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/67000000/66480000/66472400/66472313/ceb7120d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

[](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information)

Hampon Bays

9.6/10

Exceptional

(22 reviews)

"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annie B.

CA $138

CA $1,857 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Hampton-Bays-Hotels-Private-Completely-Fenced-In-Property-Near-Beach.h66472313.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/4ecca3ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/a53b6f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/146ca0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71000800/71000754/864047ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blackberry: Private home with jacuzzi year-round

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

East Hampton

9.0/10

Wonderful

(4 reviews)

"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzanne R.

CA $138

CA $1,361 total

includes taxes & fees

Feb 8 - Feb 9

[](https://www.expedia.ca/East-Hampton-Hotels-Fall-In-Love-In-East-Hampton.h71000754.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/84a27bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/997596e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/8791fbfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92510000/92502500/92502496/4bd4eab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Black Swan: Beachfront Home w/ Year-Round Jacuzzi

[](https://www.expedia.ca/Hampton-Bays-Hotels-Black-Swan-Beachfront-Home-W-Year-Round-Jacuzzi.h92502496.Hotel-Information)

Hampton Bays

9.6/10

Exceptional

(14 reviews)

"Nice house. Photos and descriptions represent it very accurately. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Will K.

CA $209

CA $1,738 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Hampton-Bays-Hotels-Black-Swan-Beachfront-Home-W-Year-Round-Jacuzzi.h92502496.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/0195b6df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/18f698b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/9e0f05a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71950000/71943300/71943248/ca1c5177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### American Beech in Greenport - Petite King Room 7

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

Greenport

9.0/10

Wonderful

(4 reviews)

"We thoroughly enjoyed our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Parent From The Heart, Inc. E.

CA $179

CA $296 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Greenport-Hotels-American-Beech-In-Greenport-Petite-King-Room-7.h71943248.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/0757fd7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1133h742x19y0-50746f6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/w1131h754x6y7-9ef245fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108020000/108011000/108010988/22c7cce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

[](https://www.expedia.ca/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

Calverton

8.6/10

Excellent

(8 reviews)

"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nicole A.

CA $430

CA $925 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Calverton-Hotels-Spacious-Multiples-Bedroom-House-In-Enchanting-Calverton-With-WiFi.h108010988.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/853d523d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/3ae40b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/e842f2ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122680000/122676100/122676094/b1b56070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4-bedroom beach house minutes from Hamptons

[](https://www.expedia.ca/Calverton-Hotels-4-Bedroom-Beach-House-Minutes-From-Hamptons.h122676094.Hotel-Information)

Calverton

10/10

Exceptional

(1 review)

"Beautiful home and location. Owner was very helpful. Would love to rent again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Evelyn D.

CA $635

CA $1,183 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Calverton-Hotels-4-Bedroom-Beach-House-Minutes-From-Hamptons.h122676094.Hotel-Information)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/c1360527.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/5b429221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/f42f3c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/107000000/106350000/106340600/106340524/b56aaa31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beach cottage, private road, private beach, private mooring, private parking. 

[](https://www.expedia.ca/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information)

Laurel

10/10

Exceptional

(1 review)

CA $376

CA $1,127 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Laurel-Hotels-Beach-Cottage.h106340524.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/122000000/121230000/121223500/121223481/81c1a2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/122000000/121230000/121223500/121223481/eacfbb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/122000000/121230000/121223500/121223481/7c610f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121230000/121223500/121223481/493ff63c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Sag Harbor Beach House with Pool

[](https://www.expedia.ca/Sag-Harbor-Hotels-Newly-Renovated-Sag-Harbor-Beach-House-With-Pool.h121223481.Hotel-Information)

Sag Harbor

CA $641

CA $1,290 total

includes taxes & fees

Jan 26 - Jan 27

[](https://www.expedia.ca/Sag-Harbor-Hotels-Newly-Renovated-Sag-Harbor-Beach-House-With-Pool.h121223481.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h946x0y0-a3c0ca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h956x0y0-f00664d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1283h953x0y0-69414cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, offices](https://images.trvl-media.com/lodging/19000000/18770000/18762100/18762073/w1282h963x0y0-3ce0e673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Capt Nathaniel Clarke Historic Homestead,Reunions, Magnificent Yard

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

Saybrook Manor

9.6/10

Exceptional

(134 reviews)

"We loved our stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deana L.

CA $278

CA $717 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Old-Saybrook-Hotels-Capt-Nathaniel-Clarke-Historic-Homestead.h18762073.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-297b69ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, internet](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w904h683x60y0-a596b0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w905h683x60y0-eb7cd670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/120000000/119900000/119891500/119891409/w906h683x58y0-bc7fef2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 5 Bedroom With Wi-fi And Air Condition

[](https://www.expedia.ca/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information)

Wainscott

CA $2,079

CA $2,706 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Wainscott-Hotels-Cozy-5-Bedroom-With-Wi-Fi-And-Air-Condition.h119891409.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/d0d2900f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A heated pool](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/55e69dfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/626c7bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/51000000/50610000/50607400/50607334/820ee6b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Southampton-Hotels-Contemporary-Southampton-Village-Home-Walking-Distance-To-Town.h50607334.Hotel-Information)

Southampton

10/10

Exceptional

(15 reviews)

"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah V.

CA $1,587

CA $2,157 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Southampton-Hotels-Contemporary-Southampton-Village-Home-Walking-Distance-To-Town.h50607334.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/3063b965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/be5ccde8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, foosball, table tennis](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/ba457ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/71000000/70870000/70866200/70866153/w1179h1286x0y13-cf797d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Hamptons Escape 3BR Minutes From Beach!

[](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

Hampton Bays

9.2/10

Wonderful

(5 reviews)

"Great place. It's exactly like the listing! Would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Taylor H.

CA $1,670

CA $2,175 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Hampton-Bays-Hotels-Cozy-Hamptons-Escape-3BR-Minutes-From-Beach.h70866153.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/7251e4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/676d68a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/30220c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74210000/74202200/74202120/65a3c504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Northfork Townhouse walk to all

[](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

Greenport

10/10

Exceptional

(5 reviews)

"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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth R.

CA $376

CA $814 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Greenport-Hotels-Greenport-Village-Townhouse-Walk-To-Town.h74202120.Hotel-Information)

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](https://expedia.ca/Hotel-Search?startDate=2026-02-01&endDate=2026-02-02&regionId=183659&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

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Private vacation homes

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cutchogue%2C+New+York%2C+United+States+of+America&regionId=183659&latLong=41.010656%2C-72.485086&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Cutchogue%2C+New+York%2C+United+States+of+America&regionId=183659&latLong=41.010656%2C-72.485086&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APARTMENT)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cutchogue%2C+New+York%2C+United+States+of+America&regionId=183659&latLong=41.010656%2C-72.485086&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CONDO)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Cutchogue%2C+New+York%2C+United+States+of+America&regionId=183659&latLong=41.010656%2C-72.485086&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Cutchogue%2C+New+York%2C+United+States+of+America&regionId=183659&latLong=41.010656%2C-72.485086&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=HOUSE_BOAT)

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## Top Cutchogue Hotel Reviews

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Great room and staff"

[](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.Hotel-Information)

![Hyatt Place Long Island East End](https://images.trvl-media.com/lodging/5000000/4260000/4258100/4258052/9bf973cb_y.jpg)

### Hyatt Place Long Island East End

10/10 Excellent

"Front desk staff and cleanliness of room."

[](https://expedia.ca/Riverhead-Hotels-Hyatt-Place-Long-Island-East-End.h4258052.Hotel-Information)

![Spark by Hilton Guilford](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2_y.jpg)

### Spark by Hilton Guilford

10/10 Excellent

"Clean room and building. Pleasant and efficient staff. Would stay there again."

[](https://expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information)

![Holiday Inn Express Hotel & Suites Long Island-East End by IHG](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376205/6b467104_y.jpg)

### Holiday Inn Express Hotel & Suites Long Island-East End by IHG

10/10 Excellent

"Eveything was great, front desk people very nice."

[](https://expedia.ca/Riverhead-Hotels-Holiday-Inn-Express-Hotel-Suites-Long-Island-East-End.h1376205.Hotel-Information)

![The Harbor Front Inn](https://images.trvl-media.com/lodging/44000000/43540000/43532300/43532300/46cd22ca_y.jpg)

### The Harbor Front Inn

10/10 Excellent

"The staff was wonderful and the room and views fantastic."

[](https://expedia.ca/Greenport-Hotels-The-Harborfront-Inn.h43532300.Hotel-Information)

![The Shoals Suites and Slips](https://images.trvl-media.com/lodging/77000000/76720000/76716300/76716269/968755d8_y.jpg)

### The Shoals Suites and Slips

10/10 Excellent

"Friendly staff, area was cleaned "

[](https://expedia.ca/Southold-Hotels-The-Shoals-Suites-And-Slips.h76716269.Hotel-Information)

![The Atlantic Hotel](https://images.trvl-media.com/lodging/1000000/450000/447900/447803/0c137ed2_y.jpg)

### The Atlantic Hotel

10/10 Excellent

"Staff was very friendly room was clean and comfortable "

[](https://expedia.ca/Southampton-Hotels-The-Atlantic-Hotel.h447803.Hotel-Information)

![Residence Inn by Marriott New York Long Island East End](https://images.trvl-media.com/lodging/19000000/18520000/18516100/18516036/b5361d70_y.jpg)

### Residence Inn by Marriott New York Long Island East End

10/10 Excellent

"Clean environment, wonderful staff, quiet area, restaurants and tanger outlet near by!!"

[](https://expedia.ca/Riverhead-Hotels-Residence-Inn-By-Marriott-New-York-Long-Island-East-End.h18516036.Hotel-Information)

![Saybrook Point Resort & Marina](https://images.trvl-media.com/lodging/1000000/40000/38800/38715/5e605108_y.jpg)

### Saybrook Point Resort & Marina

10/10 Excellent

"Perfect ❤️"

[](https://expedia.ca/Old-Saybrook-Hotels-Saybrook-Point-Resort-Marina.h38715.Hotel-Information)

## Find out more about Cutchogue

## Cutchogue Vacation Homes information

| Number of reviews | 165                 |
| ----------------- | ------------------- |
| Accommodation     | 1778 Vacation Homes |
| Lowest Price      | CA $296             |
| Highest Price     | CA $9,937           |

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- [Flights from Toronto (YYZ) to New York (NYC) ](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york)

- [Bedell Cellars ](https://www.expedia.ca/Bedell-Cellars-Cutchogue.d553248621532665643.Vacation-Attraction)
- [Castello di Borghese / Hargrave Vineyard ](https://www.expedia.ca/Castello-Di-Borghese-Hargrave-Vineyard-Cutchogue.d553248621532665637.Vacation-Attraction)
- [Martha Clara Vineyards ](https://www.expedia.ca/Martha-Clara-Vineyards-Riverhead.d6326950.Vacation-Attraction)
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- [Pindar Vineyards ](https://www.expedia.ca/Pindar-Vineyards-Peconic.d6326965.Vacation-Attraction)
- [Visit Shinnecock Hills ](https://www.expedia.ca/Shinnecock-Hills.dx553248634998586593)

- [Discount Car Rentals Rental Cars in North Fork ](https://www.expedia.ca/Discount-Car-Rentals-Car-Rentals-In-North-Fork.d553248635074841663-c11.Car-Rental-Guide-Suppliers)
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- [North Fork Vacation Rentals ](https://www.expedia.ca/North-Fork-Vacation-Rentals.d553248635074841663.Travel-Guide-VacationRentals)

- [Things to do in Jamesport ](https://www.expedia.ca/Things-To-Do-In-Jamesport.d6323751.Travel-Guide-Activities)
- [Things to do in Laurel ](https://www.expedia.ca/Things-To-Do-In-Laurel.d6131264.Travel-Guide-Activities)
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- [Things to do in New Suffolk ](https://www.expedia.ca/Things-To-Do-In-New-Suffolk.d3000449151.Travel-Guide-Activities)
- [Things to do in North Fork ](https://www.expedia.ca/Things-To-Do-In-North-Fork.d553248635074841663.Travel-Guide-Activities)
- [Things to do in North Sea ](https://www.expedia.ca/Things-To-Do-In-North-Sea.d553248634999080602.Travel-Guide-Activities)

- [Book Vacation Homes in Cutchogue on Expedia.com ](https://www.expedia.com/Cutchogue-Private-Vacation-Homes.d183659-aaPrivateVacationHomes.Travel-Guide-Accommodation)