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

[Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d6049360.Travel-Guide-Hotels)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d6049360.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d6049360.Destination-Travel-Guides)

![Always a beautiful bridge to pass.](https://images.trvl-media.com/place/6049360/96580dde-d730-47e8-957d-5fd6b0011e8e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Michelle Gonzalez

# Middletown Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6049360&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=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 three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6049360&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=6049360&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 Middletown vacation rentals

![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/b394fac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/35422c89.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 | Exterior](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752411/aba95ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Trolley Square

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

CA $156

CA $496 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![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/e9a680a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752403/b3602c11.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 in Trolley Square

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

6.0/10

(1)

"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 $121

CA $387 total

includes taxes & fees

Dec 28 - Dec 29

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

![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)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752415/c2ab2f6b.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 | Exterior](https://images.trvl-media.com/lodging/108000000/107760000/107752500/107752415/c8e911f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Trolley Square

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

6.0/10

(1)

CA $149

CA $421 total

includes taxes & fees

Jan 12 - Jan 13, 2026

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

![Fairfield Inn & Suites by Marriott Middletown](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/52c8cc19_y.jpg)

### Fairfield Inn & Suites by Marriott Middletown

10/10 Excellent

"Clean room, great staff, recommended. "

[](https://expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information)

![Great Wolf Lodge Perryville](https://images.trvl-media.com/lodging/104000000/103100000/103097900/103097849/f3cb543b_y.jpg)

### Great Wolf Lodge Perryville

10/10 Excellent

"Great place for enjoying your holidays"

[](https://expedia.ca/Perryville-Hotels-Great-Wolf-Lodge-Perryville.h103097849.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

"Room was quiet. Bed comfortable. Towels soft. Room clean."

[](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Hotel-Wilmington.h3787.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 hotel with friendly staff."

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

"Breakfast"

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

![Quality Inn Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/30000/25100/25008/e605848f_y.jpg)

### Quality Inn Newark - Wilmington

10/10 Excellent

"Everything was great "

[](https://expedia.ca/Wilmington-Hotels-Quality-Inn.h25008.Hotel-Information)

![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg)

### Sonesta Select Newark Christiana Mall

10/10 Excellent

"The staff was fantastic very helpful, rooms was very nice and clean. "

[](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information)

![Comfort Inn & Suites Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/ea219a4a_y.jpg)

### Comfort Inn & Suites Newark - Wilmington

10/10 Excellent

"Very Clean , convenient location, very good breakfast buffet "

[](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information)

![Best Western Plus Newark/Christiana Inn](https://images.trvl-media.com/lodging/1000000/910000/900500/900419/bb536b3a_y.jpg)

### Best Western Plus Newark/Christiana Inn

10/10 Excellent

"Very clean and a friendly staff."

[](https://expedia.ca/Wilmington-Hotels-Best-Western-Plus-NewarkChristiana-Inn.h900419.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.   

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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

### Can I find a vacation rental in Middletown?

### What are some of the best vacation rentals that Middletown has to offer?

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### What can I see and do in Middletown?

### What are vacation rentals like in Middletown?

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