Title: Winsted, CT Cottage Rentals from $517 | Expedia.com

[Winsted Travel Guide](https://expedia.com/Winsted.dx3000430645)[Hotels in Winsted](https://expedia.com/Winsted-Hotels.d3000430645.Travel-Guide-Hotels)[Vacation Rentals in Winsted](https://expedia.com/Winsted-Vacation-Rentals.d3000430645.Travel-Guide-VacationRentals)[Flights to Winsted](https://expedia.com/Cheap-Flights-To-Winsted.d3000430645.Travel-Guide-Flights)[Car Rentals in Winsted](https://expedia.com/Car-Rentals-In-Winsted.d3000430645.Car-Rental-Guide)[Winsted Vacation Packages](https://expedia.com/Winsted.d3000430645.Destination-Travel-Guides)

![Old houses in the Old Salem Historic District, in downtown Winst](https://images.trvl-media.com/place/3000430645/bb9cdd61-3489-4aed-b910-e06295b1d904.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/3000430645/bb9cdd61-3489-4aed-b910-e06295b1d904.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=3000430645&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000430645&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)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000430645&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=3000430645&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winsted cottages

![Cottage (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/1b0ecb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/d25ce94c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/c22e2a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94953800/94953757/e40d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in New Preston

[](https://www.expedia.com/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.Hotel-Information)

$449 nightly

$517 total

Apr 10 - Apr 11

Total with taxes and fees

[](https://www.expedia.com/New-Preston-Hotels-Dainty-New-Preston-Cottage-W-Dock-Lake-Views.h94953757.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.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27&regionId=3000430645&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Winsted%2C+Connecticut%2C+United+States+of+America&regionId=3000430645&latLong=41.921207%2C-73.060108&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VILLA)

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## Top Winsted Hotel Reviews

![Holiday Inn Express & Suites Bradley Airport by IHG](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/c57c2497_y.jpg)

### Holiday Inn Express & Suites Bradley Airport by IHG

8/10 Good

"Stayed here many times. Always a positive experience "

[](https://expedia.com/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information)

![Fairfield Inn & Suites by Marriott Plainville](https://images.trvl-media.com/lodging/1000000/10000/10000/9965/ac051f95_y.jpg)

### Fairfield Inn & Suites by Marriott Plainville

10/10 Excellent

"Convenient location. Comfortable bed and room. Breakfast could be better--I love a waffle maker!"

[](https://expedia.com/Hartford-Hotels-Fairfield-Inn-Suites-By-Marriott-Plainville.h9965.Hotel-Information)

![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/df2a9cf4_y.jpg)

### Extended Stay America Suites Hartford Farmington

2/10 Terrible

"The room smells like rotten eggs"

[](https://expedia.com/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

![Springhill Suites Marriott Airport](https://images.trvl-media.com/lodging/3000000/2250000/2242100/2242056/b057ddd2_y.jpg)

### Springhill Suites Marriott Airport

10/10 Excellent

"I flew into Hartford and met my daughter and grandchildren at the hotel. We had adjoining rooms with so much space! We swam in the pool several times and enjoyed the Science Museum. They loved the waffle machine! The staff were super friendly and helpful! We will return!"

[](https://expedia.com/Hartford-Hotels-Springhill-Suites-Marriott-Airport.h2242056.Hotel-Information)

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/f9413aba_y.jpg)

### Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"."

[](https://expedia.com/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information)

![Avon Old Farms Hotel](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg)

### Avon Old Farms Hotel

10/10 Excellent

"Great place! "

[](https://expedia.com/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information)

![Quality Inn Great Barrington](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/ed6ed4e8_y.jpg)

### Quality Inn Great Barrington

10/10 Excellent

"Clean room, recently renovated"

[](https://expedia.com/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information)

![Sheraton Hartford Hotel at Bradley Airport](https://images.trvl-media.com/lodging/1000000/10000/4700/4632/81dcef8a_y.jpg)

### Sheraton Hartford Hotel at Bradley Airport

8/10 Good

"very easy to stay here and then get to your gate for an early flight out of the airport "

[](https://expedia.com/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information)

![Homewood Suites by Hilton Hartford-Farmington](https://images.trvl-media.com/lodging/1000000/210000/203500/203496/46de1f34_y.jpg)

### Homewood Suites by Hilton Hartford-Farmington

10/10 Excellent

"I had a beautiful experience my kids love the time in the pool the the room was excellent the breakfast was very good and the manager was a very professional person and her staff thanks for everything."

[](https://expedia.com/Hartford-Hotels-Homewood-Suites-By-Hilton-Hartford-Farmington.h203496.Hotel-Information)

## Find out more about Winsted

## Winsted Cottages information

| Number of reviews |             |
| ----------------- | ----------- |
| Accommodation     | 74 Cottages |
| Lowest Price      | $517        |
| Highest Price     | $517        |

## Frequently asked questions

### Why book your cottage in Winsted with Expedia?

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