Title: Cutchogue Vacation Rentals : Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Cutchogue](https://expedia.ca/Cutchogue-Hotels.d183659.Travel-Guide-Hotels)[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

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=183659&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Find vacation rentals that suit your style

Private vacation homes

[](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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Aparthotels

[](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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&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=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=HOUSE_BOAT)

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## Top Cutchogue Hotel Reviews

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

### The Harbor Front Inn

10/10 Excellent

"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "

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

"Super clean, clean and minimalist aesthetic (nice). Very friendly cleaning staff and very accommodating. I liked the little free breakfast they have. It's very convenient. Free coffeeAll day long, but it's pretty good. There's quite a few choices from boiled eggs to fresh fruit and cereal and different granola and bagels and muffins and so forth. The rooms are quiet and it's wintertime, so the warmth really was nice. Everyone is very helpful here and your stay is easy because of this. "

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

"The service was amazing and courteous. The clerk asked, before we did, if we wanted to extend check out. The rooms were clean, the pool was wonderful and the hot tub was perfect. The continental breakfast was amazing and the clerk there was so helpful to accommodate our dietary needs. My wife already said we have to go back. Highly recommended. "

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

![The Preston House & Hotel](https://images.trvl-media.com/lodging/22000000/21830000/21825900/21825843/1f765cec_y.jpg)

### The Preston House & Hotel

10/10 Excellent

"Staff was amazing during the snow storm when everything in the town was closed. Also the hotel restaurant was closed so the GM prepared a salad, pasta with chick and stated veg for my husband and me. "

[](https://expedia.ca/Riverhead-Hotels-The-Preston-House-Hotel.h21825843.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

"Very comfortable and enjoyable place to stay."

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

![Hotel Indigo East End by IHG](https://images.trvl-media.com/lodging/4000000/3480000/3475700/3475618/75016698_y.jpg)

### Hotel Indigo East End by IHG

10/10 Excellent

"Everything was wonderful "

[](https://expedia.ca/Riverhead-Hotels-Hotel-Indigo-East-End.h3475618.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

"Room was perfect. Cozy and clean"

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

![The Bentley Hotel Southampton](https://images.trvl-media.com/lodging/54000000/53970000/53963000/53962986/60534d98_y.jpg)

### The Bentley Hotel Southampton

10/10 Excellent

"Adorable room"

[](https://expedia.ca/Southampton-Hotels-Bentley-Southampton.h53962986.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

"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."

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

## Find out more about Cutchogue

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cutchogue. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Cutchogue ](https://expedia.ca/Cutchogue-Private-Vacation-Homes.d183659-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Cutchogue ](https://expedia.ca/Cutchogue-Cottages.d183659-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Cutchogue ](https://expedia.ca/Cutchogue-Apartments.d183659-aaApartments.Travel-Guide-Accommodation)
- [Villas in Cutchogue ](https://expedia.ca/Cutchogue-Villas.d183659-aaVillas.Travel-Guide-Accommodation)
- [B&B in Cutchogue ](https://expedia.ca/Cutchogue-Bed-And-Breakfast.d183659-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Cutchogue ](https://expedia.ca/Cutchogue-Condos.d183659-aaCondos.Travel-Guide-Accommodation)
- [RV Parks in Cutchogue ](https://expedia.ca/Cutchogue-RV-Parks.d183659-aaRVParks.Travel-Guide-Accommodation)
- [Motels in Cutchogue ](https://expedia.ca/Cutchogue-Motels.d183659-aaMotels.Travel-Guide-Accommodation)
- [Farmstay in Cutchogue ](https://expedia.ca/Cutchogue-Agritourism.d183659-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Cutchogue ](https://expedia.ca/Cutchogue-Apart-Hotels.d183659-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Cutchogue ](https://expedia.ca/Cutchogue-Resort-Hotels.d183659-aaResortHotels.Travel-Guide-Accommodation)
- [Inns in Cutchogue ](https://expedia.ca/Cutchogue-Inns.d183659-aaInns.Travel-Guide-Accommodation)
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- [Cabin Rentals in Cutchogue ](https://expedia.ca/Cutchogue-Cabins.d183659-aaCabins.Travel-Guide-Accommodation)
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## Frequently asked questions

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### What are some of the best vacation rentals that Cutchogue has to offer?

### How many vacation rentals are there in Cutchogue?

### What’s there to see and do in Cutchogue?

### What’s a vacation rental in Cutchogue like?

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