Title: Middletown Vacation Rentals from $135: Search Short-Term Rentals | Expedia.com

[Middletown Travel Guide](https://expedia.com/Middletown.dx6351200)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d6351200.Travel-Guide-Hotels)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d6351200.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d6351200.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d6351200.Destination-Travel-Guides)

![Washington Monument](https://images.trvl-media.com/place/6351200/c824f6fe-887c-4c10-9f1a-99abbb2720b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6351200&startDate=2026-07-03&endDate=2026-07-05&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

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/9ff4f81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/f5599665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/41892796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/0c5ef604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Keymar

[](https://www.expedia.com/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125356376.Hotel-Information)

$407 nightly

$432 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125356376.Hotel-Information)

![Apartment (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/115000000/114210000/114205100/114205006/85d4cc9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/115000000/114210000/114205100/114205006/a4ff275b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/115000000/114210000/114205100/114205006/40b9c406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/115000000/114210000/114205100/114205006/dc2d52b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Frederick

[](https://www.expedia.com/Frederick-Hotels-2-Mi-To-Dtwn-Frederick-Updated-Townhome.h114205006.Hotel-Information)

$468 nightly

$496 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-2-Mi-To-Dtwn-Frederick-Updated-Townhome.h114205006.Hotel-Information)

![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106920000/106917500/106917417/420cf70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106920000/106917500/106917417/0cfbb6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106920000/106917500/106917417/52d969c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106920000/106917500/106917417/201161df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Frederick

[](https://www.expedia.com/Frederick-Hotels-Frederick-Townhome-W-Balcony.h106917417.Hotel-Information)

$627 nightly

$665 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Frederick-Hotels-Frederick-Townhome-W-Balcony.h106917417.Hotel-Information)

![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/bee6d7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/1bc8e0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Multiple Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/06cf4e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/51da24ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Leesburg

[](https://www.expedia.com/Leesburg-Hotels-Thomson-Farm-Classic-Home-10-Mi-To-Vineyards.h94956322.Hotel-Information)

$1,603 nightly

$1,827 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Leesburg-Hotels-Thomson-Farm-Classic-Home-10-Mi-To-Vineyards.h94956322.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.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27&regionId=6351200&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America&regionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America&regionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America&regionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America&regionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America&regionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America&regionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America&regionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-10&d1=2026-06-10&endDate=2026-06-13&d2=2026-06-13&lodging=CHALET)

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## Top Middletown Hotel Reviews

![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/1aff68d6_y.jpg)

### Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"Driving through the area and needed to stay overnight to take the Amtrak Auro train the next day. I wanted to see the property in person and the area prior to booking. Location was safe, located by a lot Of food options. Now don’t expect the Ritz Carlton, this hotel serves its purpose clean, comfy bed, safe, nice people working there. I have to say you can tell they pay attention when cleaning rooms extremely clean but of course normal wear and tear. The noise of doors shutting and loud people yes you will hear but for the price, location, cleanliness and safe that’s all that matters. "

[](https://expedia.com/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information)

![Best Western Historic Frederick](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/b50eba38_y.jpg)

### Best Western Historic Frederick

8/10 Good

" Nice hotel for a stay close to downtown. The staff are friendly and caring and the breakfast is above average. "

[](https://expedia.com/Frederick-Hotels-Best-Western-Historic-Frederick.h23097.Hotel-Information)

![Holiday Inn Express & Suites Leesburg - Historic District by IHG](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/c6a38a54_y.jpg)

### Holiday Inn Express & Suites Leesburg - Historic District by IHG

10/10 Excellent

"The room was clean and spacious. I was very happy with the quick and easy check-in/check-out process too. Would totally recommend. 5 stars!"

[](https://expedia.com/Leesburg-Hotels-Holiday-Inn-Express-And-Suites-Leesburg-Historic-District.h596430.Hotel-Information)

![SpringHill Suites by Marriott Frederick](https://images.trvl-media.com/lodging/62000000/61640000/61631900/61631879/e35ce686_y.jpg)

### SpringHill Suites by Marriott Frederick

10/10 Excellent

"Only a short drive to historic downtown Frederick."

[](https://expedia.com/Frederick-Hotels-SpringHill-Suites-By-Marriott-Frederick.h61631879.Hotel-Information)

![Hilton Garden Inn Frederick](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6e2ddf4e_y.jpg)

### Hilton Garden Inn Frederick

2/10 Terrible

"Clogged bathtub, no toilet paper, no TV signal"

[](https://expedia.com/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information)

![Hampton Inn Hagerstown](https://images.trvl-media.com/lodging/1000000/60000/59800/59778/w3840h2557x0y3-59fd052e_y.jpg)

### Hampton Inn Hagerstown

10/10 Excellent

"Good breakfast, good parking, convenient to the interstate."

[](https://expedia.com/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information)

![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/d75699e6_y.jpg)

### Holiday Inn Express Charles Town by IHG

10/10 Excellent

"The shuttle to anywhere in a 2 mile radius was a real bonus! Best yet, the shuttle was "on demand" and we walked right on it once and had a very short wait for the return trip. The breakfast buffet was plentiful for a good start to the morning! We enjoyed our short stay and likely will be back!"

[](https://expedia.com/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information)

![Hillside Inn & Suite](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/92bdcb24_y.jpg)

### Hillside Inn & Suite

10/10 Excellent

"Everything worked, staff friendly and helpful. Quiet location."

[](https://expedia.com/Martinsburg-Hotels-Hillside-Inn-And-Suite.h116906499.Hotel-Information)

![Quality Inn & Suites Hagerstown](https://images.trvl-media.com/lodging/1000000/30000/21200/21153/68f00919_y.jpg)

### Quality Inn & Suites Hagerstown

8/10 Good

"Clean room,comfortable beds"

[](https://expedia.com/Hagerstown-Hotels-Quality-Inn-Suites.h21153.Hotel-Information)

## Find out more about Middletown

**Everything you need to know about Middletown vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Middletown vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $135 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Middletown rentals**

At Expedia, we put the best Middletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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- [Vacation Homes in Middletown ](https://expedia.com/Middletown-Private-Vacation-Homes.d6351200-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Middletown ](https://expedia.com/Middletown-Apartments.d6351200-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Middletown ](https://expedia.com/Middletown-Cottages.d6351200-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Middletown ](https://expedia.com/Middletown-Cabins.d6351200-aaCabins.Travel-Guide-Accommodation)
- [Farmstay in Middletown ](https://expedia.com/Middletown-Agritourism.d6351200-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in Middletown ](https://expedia.com/Middletown-Bed-And-Breakfast.d6351200-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Middletown ](https://expedia.com/Middletown-Motels.d6351200-aaMotels.Travel-Guide-Accommodation)
- [Guest Houses in Middletown ](https://expedia.com/Middletown-Guest-Houses.d6351200-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Middletown ](https://expedia.com/Middletown-Condos.d6351200-aaCondos.Travel-Guide-Accommodation)
- [Chalets in Middletown ](https://expedia.com/Middletown-Chalets.d6351200-aaChalets.Travel-Guide-Accommodation)
- [Villas in Middletown ](https://expedia.com/Middletown-Villas.d6351200-aaVillas.Travel-Guide-Accommodation)
- [Inns in Middletown ](https://expedia.com/Middletown-Inns.d6351200-aaInns.Travel-Guide-Accommodation)
- [Lodges in Middletown ](https://expedia.com/Middletown-Lodges.d6351200-aaLodges.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Top Hotels in Aberdeen](https://expedia.com/Aberdeen-Hotels.d6044.Travel-Guide-Hotels)
- [Top Hotels in Annapolis](https://expedia.com/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)
- [Top Hotels in St. Michaels](https://expedia.com/St-Michaels-Hotels.d5940.Travel-Guide-Hotels)
- [Top Hotels in Cumberland](https://expedia.com/Cumberland-Hotels.d6057474.Travel-Guide-Hotels)
- [Top Hotels in College Park](https://expedia.com/College-Park-Hotels.d6057494.Travel-Guide-Hotels)
- [Top Hotels in Frederick](https://expedia.com/Frederick-Hotels.d6057476.Travel-Guide-Hotels)
- [Annapolis Oceanfront Hotels](https://expedia.com/Annapolis-Hotels-Oceanfront-Hotels.0-0-d6034082-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Top Hotels in Bel Air](https://expedia.com/Bel-Air-Hotels.d6023736.Travel-Guide-Hotels)
- [Ocean City Luxury Hotels](https://expedia.com/Ocean-City-Hotels-Luxury-Hotel.0-0-d9151-tLuxuryHotel.Travel-Guide-Filter-Hotels)
- [Top Hotels in Gaithersburg](https://expedia.com/Gaithersburg-Hotels.d7427.Travel-Guide-Hotels)

Flights

- [Flights to SBY](https://expedia.com/Cheap-Flights-To-Ocean-City.d9151.Travel-Guide-Flights)

Cars

- [Car rentals in Rockville](https://expedia.com/Car-Rentals-In-Rockville.d6353.Car-Rental-Guide)
- [Car rentals in Silver Spring](https://expedia.com/Car-Rentals-In-Silver-Spring.d6891.Car-Rental-Guide)
- [Car rentals in Frederick](https://expedia.com/Car-Rentals-In-Frederick.d6057476.Car-Rental-Guide)

Activities

- [Things to do in Annapolis](https://expedia.com/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)
- [Things to do in Ocean City](https://expedia.com/Things-To-Do-In-Ocean-City.d9151.Travel-Guide-Activities)

Packages

- [Holiday in Ocean City](https://expedia.com/Ocean-City.d9151.Destination-Travel-Guides)

Vacation Rentals

- [Ocean City Short Term Rentals](https://expedia.com/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals)

General

- [Visit Ocean City](https://expedia.com/Ocean-City.dx9151)
- [Visit Chesapeake City](https://expedia.com/Chesapeake-City.dx177517)

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