Title: Middletown Vacation Rentals from CA $170: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6049360&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=6049360&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=6049360&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=6049360&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)

## Our top choices for Middletown vacation rentals

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752403/adaf9c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752403/43749b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752403/a7fe8b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752403/e9a680a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

[](https://www.expedia.ca/Wilmington-Hotels-Trolley-Teacup-Charming-Cozy-Studio-1-Bedroom-Apts.h107752403.Hotel-Information)

Trolley Square

6.0/10

(1 review)

"Be aware that there is on street parking that requires a permit from the city of Wilmington. Red Awni ng worked with me to resolve the issue but it took some time and a few texts to make it work.The on street parking placed me a block and half from the propery. No cost but need proof of renting the space. The GPS sent you down a one way street that does not bring by the front of the property. This was a problem finding the property after dark. No climate control of the rental unit. The bed was...

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

Clifford

CA $117

CA $401 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Wilmington-Hotels-Trolley-Teacup-Charming-Cozy-Studio-1-Bedroom-Apts.h107752403.Hotel-Information)

![Apartment, 1 Bedroom | View from property](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752415/e889c28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752415/c8e911f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752415/5c6354ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752415/3e328695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Loft At Gilpin Placeking Bedtrolley Square! 1 Bedroom Apts by RedAwning

[](https://www.expedia.ca/Wilmington-Hotels-The-Loft-At-Gilpin-Placeking-Bedtrolley-Square-1-Bedroom-Apts.h107752415.Hotel-Information)

Trolley Square

6.0/10

(1 review)

CA $144

CA $436 total

includes taxes & fees

Feb 22 - Feb 23

[](https://www.expedia.ca/Wilmington-Hotels-The-Loft-At-Gilpin-Placeking-Bedtrolley-Square-1-Bedroom-Apts.h107752415.Hotel-Information)

![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/35422c89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/cf9e2363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/fb9c4e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/55a41c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

[](https://www.expedia.ca/Wilmington-Hotels-The-Gilpin-Getaway-2br-Free-Coffee-2-Bedroom-Apts.h107752411.Hotel-Information)

Trolley Square

CA $151

CA $514 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Wilmington-Hotels-The-Gilpin-Getaway-2br-Free-Coffee-2-Bedroom-Apts.h107752411.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=2026-02-22&endDate=2026-02-23&regionId=6049360&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America&regionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CABIN)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America&regionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America&regionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America&regionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America&regionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=CONDO)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America&regionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-05-09&d1=2026-05-09&endDate=2026-05-12&d2=2026-05-12&lodging=HOUSE_BOAT)

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## Top Middletown Hotel Reviews

![Hilton Wilmington/Christiana](https://images.trvl-media.com/lodging/1000000/10000/7100/7053/7640fa86_y.jpg)

### Hilton Wilmington/Christiana

10/10 Excellent

"Nice accessible room, pleasant staff. Nice nightcap and dessert at the bar too. "

[](https://expedia.ca/Wilmington-Hotels-Hilton-WilmingtonChristiana.h7053.Hotel-Information)

![Woodspring Suites Wilmington Riverfront](https://images.trvl-media.com/lodging/120000000/119450000/119444000/119443969/44b1f889_y.jpg)

### Woodspring Suites Wilmington Riverfront

10/10 Excellent

"Amazing clean staff was so helpful & it was a amazing stay thank you 😊 "

[](https://expedia.ca/Wilmington-Hotels-Woodspring-Suites-Wilmington-Riverfront.h119443969.Hotel-Information)

![Bally's Dover Casino Resort](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg)

### Bally's Dover Casino Resort

10/10 Excellent

"Great experience! Staff was extremely helpful as needed some help with printing a document."

[](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information)

![Sonesta ES Suites Wilmington - Newark](https://images.trvl-media.com/lodging/1000000/20000/19100/19062/98de1f1c_y.jpg)

### Sonesta ES Suites Wilmington - Newark

10/10 Excellent

"Room clean and well supplied. "

[](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information)

![Holiday Inn Express Hotel & Suites Carneys Point by IHG](https://images.trvl-media.com/lodging/1000000/480000/477600/477573/2b6e211a_y.jpg)

### Holiday Inn Express Hotel & Suites Carneys Point by IHG

10/10 Excellent

"It was a good stay very peaceful"

[](https://expedia.ca/Carneys-Point-Hotels-Holiday-Inn-Express-Hotel-Suites-Carneys-Point.h477573.Hotel-Information)

![DoubleTree by Hilton Downtown Wilmington - Legal District](https://images.trvl-media.com/lodging/1000000/30000/20900/20863/e5b5d679_y.jpg)

### DoubleTree by Hilton Downtown Wilmington - Legal District

10/10 Excellent

"Quick check in, clean room. "

[](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Downtown-Wilmington-Legal-District.h20863.Hotel-Information)

![Hampton Inn Middletown](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/50463ffe_y.jpg)

### Hampton Inn Middletown

10/10 Excellent

"The gentleman at the front desk was the absolute best. The breakfast attendant kept such a clean, organized, well-stocked area with delicious options with plenty of variety. Room was comfortable, clean, and wonderfully pet-friendly. "

[](https://expedia.ca/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information)

![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg)

### Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent

"Great room and excellent environment!"

[](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information)

![DoubleTree by Hilton Hotel Wilmington](https://images.trvl-media.com/lodging/1000000/10000/3800/3787/w1282h829x4y3-c0934553_y.jpg)

### DoubleTree by Hilton Hotel Wilmington

10/10 Excellent

"Very comfortable "

[](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Hotel-Wilmington.h3787.Hotel-Information)

## Find out more about Middletown

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 Middletown. 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.   

## Explore a world of travel with Expedia

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- [Vacation Homes in Middletown ](https://expedia.ca/Middletown-Private-Vacation-Homes.d6049360-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Middletown ](https://expedia.ca/Middletown-Apartments.d6049360-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Middletown ](https://expedia.ca/Middletown-Cottages.d6049360-aaCottages.Travel-Guide-Accommodation)
- [Guest Houses in Middletown ](https://expedia.ca/Middletown-Guest-Houses.d6049360-aaGuestHouses.Travel-Guide-Accommodation)
- [Motels in Middletown ](https://expedia.ca/Middletown-Motels.d6049360-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Middletown ](https://expedia.ca/Middletown-Condos.d6049360-aaCondos.Travel-Guide-Accommodation)
- [B&B in Middletown ](https://expedia.ca/Middletown-Bed-And-Breakfast.d6049360-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Farmstay in Middletown ](https://expedia.ca/Middletown-Agritourism.d6049360-aaAgritourism.Travel-Guide-Accommodation)
- [Cabin Rentals in Middletown ](https://expedia.ca/Middletown-Cabins.d6049360-aaCabins.Travel-Guide-Accommodation)
- [Villas in Middletown ](https://expedia.ca/Middletown-Villas.d6049360-aaVillas.Travel-Guide-Accommodation)
- [Houseboats in Middletown ](https://expedia.ca/Middletown-Houseboats.d6049360-aaHouseboats.Travel-Guide-Accommodation)
- [Inns in Middletown ](https://expedia.ca/Middletown-Inns.d6049360-aaInns.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Visit Smyrna](https://expedia.ca/Smyrna.dx159243)
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- [Visit Dewey Beach](https://expedia.ca/Dewey-Beach.dx6784)

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