Title: Cheshire Condo Rentals  | Expedia.ca

[Hotels in Cheshire](https://expedia.ca/Cheshire-Hotels.d183057.Travel-Guide-Hotels)[Vacation Rentals in Cheshire](https://expedia.ca/Cheshire-Vacation-Rentals.d183057.Travel-Guide-VacationRentals)[Flights to Cheshire](https://expedia.ca/Cheap-Flights-To-Cheshire.d183057.Travel-Guide-Flights)[Cheshire Car Rentals](https://expedia.ca/Car-Rentals-In-Cheshire.d183057.Car-Rental-Guide)[Cheshire Vacation Packages](https://expedia.ca/Cheshire.d183057.Destination-Travel-Guides)

![Fall in New England , photo take on road 70 Cheshire CT ](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Tai Bui 

![](https://images.trvl-media.com/place/183057/d187e44c-20c9-4663-9d61-d49fc5e6e9f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

Next weekend

[Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=183057&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 one month

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=183057&startDate=2026-02-13&endDate=2026-02-15&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=183057&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)

## Our top choices for Cheshire condo rentals

![Living area](https://images.trvl-media.com/lodging/125000000/124230000/124225700/124225603/f76881e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124230000/124225700/124225603/8b37958e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/125000000/124230000/124225700/124225603/f4883a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, bed sheets](https://images.trvl-media.com/lodging/125000000/124230000/124225700/124225603/b77d4466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in New Haven

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-Condo-In-Charming-New-Haven-Perfect-For-Your-Getaway.h124225603.Hotel-Information)

[](https://www.expedia.ca/New-Haven-Hotels-Cozy-Condo-In-Charming-New-Haven-Perfect-For-Your-Getaway.h124225603.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.

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## Top Cheshire Hotel Reviews

![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg)

### Cambria Hotel New Haven University Area

10/10 Excellent

"Everything was good. "

[](https://expedia.ca/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.Hotel-Information)

![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg)

### New Haven Hotel

10/10 Excellent

" Reds to offer breakfast again "

[](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information)

![Hampton Inn by Hilton Shelton](https://images.trvl-media.com/lodging/1000000/210000/200400/200381/e6ef0843_y.jpg)

### Hampton Inn by Hilton Shelton

10/10 Excellent

"Yes "

[](https://expedia.ca/New-Haven-Hotels-Hampton-Inn-By-Hilton-Shelton.h200381.Hotel-Information)

![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg)

### Hyatt Place Milford / New Haven

10/10 Excellent

"Yes"

[](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information)

![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg)

### Courtyard by Marriott Waterbury Downtown

10/10 Excellent

"The staff were great I had a problem with my first room and had to change rooms. I wasn’t happy about the inconvenience but overall my stay was good. The parking was a pain to far in the cold. "

[](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information)

![Extended Stay America Suites Hartford Farmington](https://images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg)

### Extended Stay America Suites Hartford Farmington

10/10 Excellent

"Room was very clean. "

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

![Red Roof Inn Meriden](https://images.trvl-media.com/lodging/1000000/10000/2900/2831/05873179_y.jpg)

### Red Roof Inn Meriden

10/10 Excellent

"Y"

[](https://expedia.ca/Hartford-Hotels-Red-Roof-Inn-Meriden.h2831.Hotel-Information)

![Hotel Marcel New Haven, Tapestry Collection By Hilton](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg)

### Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"Great location just outside of downtown New Haven, clean rooms & attentive, informative staff. "

[](https://expedia.ca/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information)

![Inn at Middletown](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540_y.jpg)

### Inn at Middletown

10/10 Excellent

"Staff was wonderful, lovely hotel"

[](https://expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information)

## Find out more about Cheshire

## Cheshire Condo Rentals information

| Number of reviews |               |
| ----------------- | ------------- |
| Accommodation     | Condo Rentals |
| Lowest Price      |               |
| Highest Price     |               |

## Frequently asked questions

### Why book your condo in Cheshire with Expedia?

### How can I find cheap condos in Cheshire?

### What is there to do in Cheshire near my condo?

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