Title: Derby Vacation Rentals from CA $204: Short-Term Rentals for 2026 | Expedia.ca

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![the landmark bulls bridge covered bridge in new england](https://images.trvl-media.com/place/6361022/ba7431e9-0e28-4086-9a29-464b8fa3d2ab.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6361022/ba7431e9-0e28-4086-9a29-464b8fa3d2ab.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6361022&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)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6361022&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)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6361022&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=6361022&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Derby vacation rentals

![Classic Suite](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/276bbdcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach nearby, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/743c7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 32 | Private kitchen](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/1309524f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 26 | Living area](https://images.trvl-media.com/lodging/93000000/92370000/92367200/92367164/1ce55fc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DUNE Fairfield Beach

[](https://www.expedia.ca/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information)

Fairfield Beach

9.0/10

Wonderful

(83 reviews)

"The room was spotless and cozy and the location couldn't be better! "

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

Samantha

CA $232

CA $351 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Fairfield-Hotels-DUNE-Fairfield-Beach.h92367164.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/4172866e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/dc603626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/6e1b5e67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/109000000/109000000/108996700/108996700/27201c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

[](https://www.expedia.ca/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.Hotel-Information)

Oakville

CA $306

CA $708 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Oakville-Hotels-Watertown-Home-W-Yard-1-Mi-To-Echo-Lake-Park.h108996700.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/6e17e1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/52658795.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/4b24f4d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium House, Garden View | Living area](https://images.trvl-media.com/lodging/120000000/119250000/119248500/119248411/7eecbab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beechmont - Perfect for Family Retreat!

[](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.Hotel-Information)

North End

CA $1,244

CA $1,917 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Bridgeport-Hotels-Beechmont.h119248411.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=2026-04-14&endDate=2026-04-15&regionId=6361022&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Derby%2C+Connecticut%2C+United+States+of+America&regionId=6361022&latLong=41.320652%2C-73.088997&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Derby%2C+Connecticut%2C+United+States+of+America&regionId=6361022&latLong=41.320652%2C-73.088997&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Derby%2C+Connecticut%2C+United+States+of+America&regionId=6361022&latLong=41.320652%2C-73.088997&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Derby%2C+Connecticut%2C+United+States+of+America&regionId=6361022&latLong=41.320652%2C-73.088997&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Derby%2C+Connecticut%2C+United+States+of+America&regionId=6361022&latLong=41.320652%2C-73.088997&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Derby%2C+Connecticut%2C+United+States+of+America&regionId=6361022&latLong=41.320652%2C-73.088997&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VILLA)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Derby%2C+Connecticut%2C+United+States+of+America&regionId=6361022&latLong=41.320652%2C-73.088997&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CABIN)

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## Top Derby Hotel Reviews

![Heritage Hotel, Golf & Conference Center](https://images.trvl-media.com/lodging/1000000/40000/35400/35389/beb7cb97_y.jpg)

### Heritage Hotel, Golf & Conference Center

6/10 Okay

"The room was very clean and comfortable. The staff is really great! Our room must have had a lose pipe or vent in the wall behind the shower so it would bang on the wall alot. Once we got used to it it wasnt bad. That is my only complaint. The stay other then that was great!"

[](https://expedia.ca/Southbury-Hotels-Heritage-Hotel.h35389.Hotel-Information)

![Hyatt Place Milford / New Haven](https://images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/80833193_y.jpg)

### Hyatt Place Milford / New Haven

6/10 Okay

"Staff were great, but rooms were pretty run down and need repairs. Lots of guests with terrible manners as far as noise and taking care of their children."

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

![Motel 6 New Haven - Branford, CT](https://images.trvl-media.com/lodging/1000000/60000/50400/50320/3f0d6a31_y.jpg)

### Motel 6 New Haven - Branford, CT

10/10 Excellent

"Great affordable hotel. The hallway has an odor, but there were no issues with the room itself. The bathroom is a bit outdated, but for the value of a night’s stay, I can’t really complain. I’m not a big fan of having to use the side entrances at night because guests aren’t allowed through the front at certain times. I would much rather be able to swipe my card at the front, similar to how you gain entry at the side entrances. The staff was friendly and accommodating with extra pillows, irons, and other requests. Overall, it was a good experience."

[](https://expedia.ca/New-Haven-Hotels-Motel-6-New-Haven-Branford.h50320.Hotel-Information)

![Hilton Garden Inn Shelton](https://images.trvl-media.com/lodging/1000000/290000/287700/287687/18ff21f4_y.jpg)

### Hilton Garden Inn Shelton

10/10 Excellent

"Slightly expensive but overall good"

[](https://expedia.ca/New-Haven-Hotels-Hilton-Garden-Inn-Shelton.h287687.Hotel-Information)

![Trumbull Marriott Shelton](https://images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg)

### Trumbull Marriott Shelton

4/10 Poor

"When you walk in the front lobby, it smells like sewerage. The front desk people were nice. Restaurant and breakfast were good. Problems were they did not service our room, we had a queen sheet on a king bed and we asked them to change it because it popped off. The worse part was no hot tub and that is the only reason we stayed there. They blamed it on Expedia not changing it on their site. They said they would contact Expedia again. There were screaming young kids with no diapers in the pool. We had to leave it was so loud. "

[](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information)

![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/5fee96a0_y.jpg)

### Courtyard by Marriott Waterbury Downtown

10/10 Excellent

"Always great."

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

![La Quinta Inn & Suites by Wyndham New Haven](https://images.trvl-media.com/lodging/1000000/10000/1300/1241/64f053d7_y.jpg)

### La Quinta Inn & Suites by Wyndham New Haven

8/10 Good

"Breakfast was great"

[](https://expedia.ca/New-Haven-Hotels-La-Quinta-Inn-Suites-By-Wyndham-New-Haven.h1241.Hotel-Information)

![Best Western Executive Hotel Of New Haven - West Haven](https://images.trvl-media.com/lodging/1000000/30000/23300/23217/7d962b8e_y.jpg)

### Best Western Executive Hotel Of New Haven - West Haven

8/10 Good

"Old hotel. Very basic but clean. "

[](https://expedia.ca/New-Haven-Hotels-Best-Western-Executive-Hotel-Of-New-Haven-West-Haven.h23217.Hotel-Information)

![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/b7b5473a_y.jpg)

### Omni New Haven Hotel at Yale

4/10 Poor

"The hotel looked great, the staff was very friendly, the breakfast was great but the heat didn\`t work. The maintenance man brought up a portable heater. Therefore the overnight stay was terrible & we woke up in the morning sweating because the heat was working again."

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

## Find out more about Derby

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 Derby. 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 Derby ](https://expedia.ca/Derby-Private-Vacation-Homes.d6361022-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Derby ](https://expedia.ca/Derby-Apartments.d6361022-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Derby ](https://expedia.ca/Derby-Cottages.d6361022-aaCottages.Travel-Guide-Accommodation)
- [Motels in Derby ](https://expedia.ca/Derby-Motels.d6361022-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Derby ](https://expedia.ca/Derby-Condos.d6361022-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Derby ](https://expedia.ca/Derby-Guest-Houses.d6361022-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Derby ](https://expedia.ca/Derby-Cabins.d6361022-aaCabins.Travel-Guide-Accommodation)
- [Lodges in Derby ](https://expedia.ca/Derby-Lodges.d6361022-aaLodges.Travel-Guide-Accommodation)
- [Aparthotels in Derby ](https://expedia.ca/Derby-Apart-Hotels.d6361022-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Derby ](https://expedia.ca/Derby-Bed-And-Breakfast.d6361022-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Derby ](https://expedia.ca/Derby-Villas.d6361022-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Derby ](https://expedia.ca/Derby-RV-Parks.d6361022-aaRVParks.Travel-Guide-Accommodation)
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## Frequently asked questions

### Are there vacation rentals in Derby?

### What are some of the best vacation rentals in Derby?

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

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

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