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Search Apartments in Middletown

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Compare 61 Apartments in Middletown with updated reviews, rates, and availability.

The Queen of Winchester Three Bedroom with Upper Level Deck

9.4 out of 10, Exceptional, (3)
"Enjoyed our stay. 5 minute drive to historic downtown. Property owner was accommodating and easy to communicate with. Very nice stay while working in Winchester. "
The price is SAR 251
SAR 661 total
includes taxes & fees
8 May - 9 May
The Queen of Winchester Three Bedroom with Upper Level Deck

Front Royal Retreat on 3 Acres w/ Mtn Views!

2.0 star property
8.8 out of 10, Excellent, (3)
"House and overall property was very clean and we really enjoyed it and the spring water was amazing"
Front Royal Retreat on 3 Acres w/ Mtn Views!

Nostalgia Lane in the heart of the city

9.4 out of 10, Exceptional, (8)
"We enjoyed the small town feel of Winchester. Our stay here was the cherry on top. Such a beautiful place with so much personality, we will definitely be back!!!!"
The price is SAR 746
SAR 1,300 total
includes taxes & fees
14 May - 15 May
Nostalgia Lane in the heart of the city

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

10.0 out of 10, Exceptional, (47)
"Awesome place if you enjoy the outdoors or just beautiful scenery"
Waterfront Virginia Retreat w/ Canoe, Pets Welcome

Cozy English Basement Apt quiet but close to downtown

9.6 out of 10, Exceptional, (7)
"This property was the perfect stop for our overnight stay in Winchester. The perfect, quiet neighborhood very close to the walking mall. Just what we needed. "
The price is SAR 338
SAR 616 total
includes taxes & fees
14 May - 15 May
Cozy English Basement Apt quiet but close to downtown

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

9.0 out of 10, Wonderful, (4)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
The price is SAR 769
SAR 1,373 total
includes taxes & fees
14 May - 15 May
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Charming Front Royal Retreat ~ 1 Mi to River!

10.0 out of 10, Exceptional, (1)
"We arrived in the afternoon before a festival. Main street was closed, but we were still able to access the parking. Everything was clean, and we had a comfortable stay. There were restaurants and entertainment right outside. The only thing not in easy walking distance was a drugstore/CVS. I highly recommend staying at this location."
Charming Front Royal Retreat ~ 1 Mi to River!

Morocco Loft 2BR overlooking city walking mall

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
Morocco Loft 2BR overlooking city walking mall

Apple Mountain Retreat

10.0 out of 10, Exceptional, (13)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is SAR 600
SAR 993 total
includes taxes & fees
11 May - 12 May
Apple Mountain Retreat

Modern Glass Retreat -All the modern amenities in a secluded forest setting

9.0 out of 10, Wonderful, (13)
"Had an amazing stay! Beautiful unit in pristine location. Hope we can go back. Host very accommodating. Memorable stay. "
The price is SAR 919
SAR 1,386 total
includes taxes & fees
26 May - 27 May
Modern Glass Retreat -All the modern amenities in a secluded forest setting

Cozy studio close to Skyline Drive, Hiking, and Main Street.

9.0 out of 10, Wonderful, (2)
"Spent the day in the park , very convenient "
The price is SAR 638
SAR 810 total
includes taxes & fees
9 May - 10 May
Cozy studio close to Skyline Drive, Hiking, and Main Street.

The Blue Door steps from Handley Library

2.0 star property
6.0 out of 10, (1)
"While the owner could not have been nicer, VRBO dropped the ball. We did not get check in information, though the host provided it directly on hour after check-in time.The host needs to check in with the cleaners and visit the property. I say this as a landlord. We had one washcloth for two guests, no coffee or tea service, no tissues, no dish rag. The place looks a little run down and needs a refresh. Doors were broken, bathroom racks about to fall off the wall, and one soap dispenser was...
The price is SAR 431
SAR 722 total
includes taxes & fees
14 May - 15 May
The Blue Door steps from Handley Library

Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly

2.0 out of 10, (1)
"For a new listing to VRBO, the property did not meet our expectations. Check in time on app was incorrect delaying our activities. Communication with owner was delay and resulted in conversation with VRBO. Pictures of apartment were not accurate to the unit. The property is in a "Corporate Apartment" complex but apartment is nowhere near the standards of a corporate apartment. The cable remote didn't work. TV in bedroom was plugged in but no cable hook up. Windowsill and door frame damaged by...
Charming 1-bedroom apartment with AC, WiFi in pleasant Winchester pet-friendly

Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (4)
"Amazing little place on the Shenandoah. Fire pit and hot tub are amazing touches. Will stay here again. "
The price is SAR 850
SAR 1,308 total
includes taxes & fees
12 May - 13 May
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

10.0 out of 10, Exceptional, (6)
"2 night stay celebrating our 21 year anniversary! Host was attentive & communicated through text daily to check how our stay was going! Unique property grounds & highly enjoyable!"
The price is SAR 664
SAR 1,070 total
includes taxes & fees
12 May - 13 May
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

The Stock Exchange downtown 3rd floor studio apt

2.0 star property
6.0 out of 10, (1)
The price is SAR 371
SAR 697 total
includes taxes & fees
3 Jun - 4 Jun
The Stock Exchange downtown 3rd floor studio apt

The Outpost Suite 2- A Curated Farmhouse Suite

6.6 out of 10, (7)
"The property is a bit off its prime... the deck in the back is not like it appears in the picture. Not a terrible property, but a bit run down. I did appreciate that we were the only ones there and quietness was good for a great nights sleep. Great areas to walk the dog. The property manager was very nice and helpful. Greeted us when we arrived and made sure we got in okay."
The Outpost Suite 2- A Curated Farmhouse Suite

Lofts for weekly rentals! 2 miles from historic downtown.

Lofts for weekly rentals! 2 miles from historic downtown.

Rosamond nice downtown studio apt

8.0 out of 10, Very Good, (2)
"Small but appropriately priced."
The price is SAR 413
SAR 722 total
includes taxes & fees
29 May - 30 May
Rosamond nice downtown studio apt

The Outpost Suite 3 - Whimsical Farmhouse Retreat

7.2 out of 10, Good, (10)
"This is an attractive, comfortable accomodation with an authentic country feel, although it is only 5 minutes from Berryville's main street shopping. Prospective guests should know that there is no TV (probably intentional). That was fine with us. The only deficiencies were minor: no creamer or real sugar provided with the coffee service and ridiculously weak lightbulbs in the lamps (again, maybe intentional). Otherwise, we thoroughly enjoyed it."
The Outpost Suite 3 - Whimsical Farmhouse Retreat
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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Other property types in Middletown

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"The cabin is beautiful and tucked away in the trees. Amazing colors this time of year and was such a great little getaway. Highly recommend staying here!"
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (313)
"very cute little place, would definitely stay again"
Star view cabin-Riverfront

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (310)
"The cabin is a very cozy getaway location, with a great view just out the window."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
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.

Frequently asked questions

What's it like to stay at an apartment in Middletown?
You’ll find 5 hotels and other accommodations in Middletown. Though there aren’t many apartments, we can help you locate accommodations with similar amenities. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages. While exploring the local area, you might want to visit the bars and restaurants.
Are you thinking about apartments over traditional hotel rooms?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples looking for something with a more local feel.
What's a favorite apartment I should consider for a stay in Middletown?
Listed below are some of the more popular apartments in the area: Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks: Located in Rileyville, 16.4 mi/26.4 km from the heart of Middletown. Includes private balconies and sofa beds. Access to a hot tub is available on site. Cozy studio close to Skyline Drive, Hiking, and Main Street.: Located 9.2 mi/14.8 km away in Front Royal. WonderClock House downtown vintage duplex w/ porches, steps to Handley Library: It’s located in Winchester, 12.6 mi/20.2 km away. Apple Mountain Retreat: Located 11.6 mi/18.7 km away in Linden. Free WiFi, private patios, and Smart TVs are included. Access to onsite laundry facilities is available on site. The Queen of Winchester Three Bedroom with Upper Level Deck: Located in Winchester, 13.2 mi/21.2 km from Middletown. Includes private patios. Access to onsite laundry facilities is available on site.
What can I expect from the weather when I travel to Middletown?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Middletown. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Middletown is 43 inches.
What are the must-see places to visit in Middletown?
Middletown is known for its bars and restaurants. Shenandoah River and Cedar Creek and Belle Grove National Historical Park are a couple of scenic spots to enjoy the outdoors, whereas Wayside Theater is one of the cultural attractions. While here, Belle Grove Plantation and Cedar Creek Battlefield Foundation are other places worth a visit.
What's the best way to get to and around Middletown?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 30.4 mi (48.9 km) from the heart of the city. If you’d like to venture out around the area, you may want to rent a car for your trip.