Title: Middlebury Condo Rentals  | Expedia.ca

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![Either off access road at the end of Old Waterbury Rd, or Umberfield Rd. Abandoned in the woods near I 84 and power lines overhead.](https://images.trvl-media.com/place/10425/0361f1ad-051a-4c95-a6dc-c4b5531475e6.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Brandon Miller

# Search Condos Rentals in Middlebury 

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=183065&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 three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=183065&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Middlebury condo rentals

![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)

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

### Condo in Dwight

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

CA $131

CA $210 total

includes taxes & fees

Dec 29 - Dec 30

[](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 Middlebury Hotel Reviews

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

### New Haven Hotel

10/10 Excellent

"Everyone was very friendly, room was nice!"

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

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg)

### Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"All very good "

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

![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg)

### Omni New Haven Hotel at Yale

10/10 Excellent

"Spotless, lovely room. Attentive staff. "

[](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information)

![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg)

### Home2 Suites by Hilton East Haven New Haven

10/10 Excellent

"Overall, really great stay. Bed pillows could be better. "

[](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information)

![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg)

### Holiday Inn Express Southington by IHG

10/10 Excellent

"Great breakfast, very clean, comfortable bed, very friendly staff."

[](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.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

"Beautiful hotel in great location "

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

"Clean rooms & courteous staff."

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

" Clean, spacious room and very nice and accommodating staff! Would definitely book again."

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

![Hyatt House Shelton](https://images.trvl-media.com/lodging/4000000/3490000/3482200/3482162/0d731ede_y.jpg)

### Hyatt House Shelton

10/10 Excellent

"Everything was great , the staffs was excellent. We were in room 327 and the sink is backing up needs to be cleaned. We love staying there . Thanks for having a healthy breakfast oatmeal, Avacado and banana great job . "

[](https://expedia.ca/New-Haven-Hotels-HYATT-House-Shelton.h3482162.Hotel-Information)

## Find out more about Middlebury

## Middlebury Condo Rentals information

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

## Frequently asked questions

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

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

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

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