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Apartments in Middletown

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

10.0 out of 10, Exceptional, (48)
"Awesome place if you enjoy the outdoors or just beautiful scenery"
Waterfront Virginia Retreat w/ Canoe, Pets Welcome

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

10.0 out of 10, Exceptional, (8)
"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 722
SAR 1,106 total
includes taxes & fees
28 Jul - 29 Jul
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

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

Apple Mountain Retreat

10.0 out of 10, Exceptional, (14)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is SAR 600
SAR 976 total
includes taxes & fees
20 Jul - 21 Jul
Apple Mountain Retreat

Charming Loft In Winchester Va, Furnished and all Inclusive

Charming Loft In Winchester Va, Furnished and all Inclusive

New - The Skyline Flat

10.0 out of 10, Exceptional, (1)
"We had an absolutely wonderful stay! The location was perfect as it was just minutes from the Appalachian Trail and close to downtown, which made exploring and dining out super convenient. The home itself was beautifully furnished, spotless, and incredibly comfortable. We slept so well and didn’t have any significant street noise. A special shoutout to our host, who went above and beyond to make sure we were well situated. They were incredibly responsive, kind, and even gave us an excellent...
New - The Skyline Flat

The Queen of Winchester Three Bedroom with Upper Level Deck

8.8 out of 10, Excellent, (6)
"If you want to be in the town and have quick access to everything, this is the place for you."
The Queen of Winchester Three Bedroom with Upper Level Deck

Front Royal Retreat on 3 Acres w/ Mtn Views!

2.0 star property
8.4 out of 10, Very Good, (7)
"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!

Cozy English Basement Apt quiet but close to downtown

9.6 out of 10, Exceptional, (7)
"Downtown Winchester is charming, and the property was an easy walk from downtown (though in a safe suburban neighborhood). The property itself was just as advertised. I was able to cook meals there; the bed was comfortable; it was much nicer and more varied than a hotel room."
The price is SAR 338
SAR 616 total
includes taxes & fees
13 Jul - 14 Jul
Cozy English Basement Apt quiet but close to downtown

The Blue Door steps from Handley Library

2.0 star property
7.0 out of 10, Good, (2)
"Perfect. Met all expectations. Small but Great."
The Blue Door steps from Handley Library

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

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

10.0 out of 10, Exceptional, (4)
"Perfect location and fit! Perfect balance of privacy and access"
The price is SAR 660
SAR 1,039 total
includes taxes & fees
14 Jul - 15 Jul
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks

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
8 Jul - 9 Jul
Rosamond nice downtown studio apt

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

9.0 out of 10, Wonderful, (6)
"Lots of stairs to the bedroom and the tub shower was hard to get into for someone with knee problems. The washer dryer was off premises around to the back to the back of the house. wish they had left written instructions about how to get there , had to text her. Location was great!"
WonderClock House downtown vintage duplex w/ porches, steps to 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

Cameron Grace Brand New 1BR 1BA apt downtown Winchester

2.0 star property
10.0 out of 10, Exceptional, (4)
"The apartment is beautiful, comfortable and private. We enjoyed our quick getaway to Winchester."
The price is SAR 581
SAR 960 total
includes taxes & fees
2 Jul - 3 Jul
Cameron Grace Brand New 1BR 1BA apt downtown Winchester

Berryville Bliss: Basement Apartment in welcoming Berryville

10.0 out of 10, Exceptional, (2)
"Clean, comfortable and close to Historic Rosemont! Pool was incredible!"
Berryville Bliss: Basement Apartment in welcoming Berryville

Nostalgia Lane in the heart of the city

8.8 out of 10, Excellent, (10)
"The apartment has an eclectic layout with great charm. Very clean and perfectly situated to Old Town. "
The price is SAR 746
SAR 1,279 total
includes taxes & fees
31 Jul - 1 Aug
Nostalgia Lane in the heart of the city

Front Royal Retreat on 3 Acres w/ Mtn Views!

3.0 star property
Front Royal Retreat on 3 Acres w/ Mtn Views!

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

3.0 star property
10.0 out of 10, Exceptional, (1)
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
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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Frequently asked questions

What's it like to stay at an apartment in Middletown?
You might not have many choices centrally in Middletown, but Expedia can help you find accommodations in the area similar to apartments. 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: Cozy studio close to Skyline Drive, Hiking, and Main Street.: Situated in Front Royal, 9.2 mi/14.8 km from the heart of Middletown. 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. Waterfront Virginia Retreat w/ Canoe, Pets Welcome: It's situated in Rileyville, 19.2 mi/30.9 km away. Includes private patios and fireplaces. Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks: Located 16.4 mi/26.4 km away in Rileyville. Private balconies and sofa beds are included. Access to a hot tub is available on site. Charming Loft In Winchester Va, Furnished and all Inclusive: It's situated in Winchester, 9.5 mi/15.3 km from Middletown.
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. Cedar Creek and Belle Grove National Historical Park and Shenandoah River 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.