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Search Apartments in Middletown

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Compare 52 Apartments in Middletown with updated reviews, rates, and availability.

Nostalgia Lane in the heart of the city
Private kitchen

Nostalgia Lane in the heart of the city

9.4 out of 10, Exceptional, (3)
"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 AED 731
AED 1,286 total
includes taxes & fees
1 Jan - 2 January 2025
Nostalgia Lane in the heart of the city
The Queen of Winchester Three Bedroom with Upper Level Deck
6c8a48f4 0827 4bae a0cf 26fc61183405

The Queen of Winchester Three Bedroom with Upper Level Deck

10.0 out of 10, Exceptional, (1)
"If you want to be in the town and have quick access to everything, this is the place for you."
The price is AED 364
AED 823 total
includes taxes & fees
2 Jan - 3 January 2025
The Queen of Winchester Three Bedroom with Upper Level Deck
The Blue Door steps from Handley Library
Living area

The Blue Door steps from Handley Library

2.0 star property
The price is AED 422
AED 707 total
includes taxes & fees
31 Dec - 1 January 2025
The Blue Door steps from Handley Library
Morocco Loft 2BR overlooking city walking mall
Room

Morocco Loft 2BR overlooking city walking mall

2.0 star property
10.0 out of 10, Exceptional, (2)
"Love the location, availability of parking, and the loft was very comfortable and had everything we needed."
Morocco Loft 2BR overlooking city walking mall
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Room

Cameron Grace Brand New 1BR 1BA apt downtown Winchester

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very enjoyable stay right in historical Winchester. We enjoyed walking to a German restaurant for dinner and rested well. "
The price is AED 569
AED 941 total
includes taxes & fees
31 Dec - 1 January 2025
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
Lakeside Bliss - Lake, Hot Tub, Fire Pit
Room

Lakeside Bliss - Lake, Hot Tub, Fire Pit

Lakeside Bliss - Lake, Hot Tub, Fire Pit
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Rileyville Vacation Rental | Studio | 1BA | 650 Sq Ft | 1 Step to Access

Waterfront Virginia Retreat w/ Canoe, Pets Welcome

10.0 out of 10, Exceptional, (44)
"This was a quiet, scenic and well appointed property. Our host was even kind enough to offer assistance when my car needed a jump. Something she found was happening from the neighbor. Great sense of community, great hospitality. The cows on the adjacent property behind the creek would walk down and graze and drink from the creek. It was magic. Thank you again. "
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Modern Glass Retreat -All the modern amenities in a secluded forest setting
Exterior

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

8.6 out of 10, Excellent, (9)
"My husband and I stayed at this property for his birthday getaway for 1 night and loved it. I was pleasantly surprised that it was just as it appears in the picture. The place was clean and the bed was so comfortable! I would just be mindful that you’re in the middle of nowhere and the closest store like Walmart or the gas station is about 30 mins away, so just prepare in advance for that. I would also make sure you double check in advance with the host for your key code to enter the property...
The price is AED 900
AED 1,373 total
includes taxes & fees
1 Jan - 2 January 2025
Modern Glass Retreat -All the modern amenities in a secluded forest setting
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Comfy sleeper sofa surrounded by stunning views!

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 AED 541
AED 887 total
includes taxes & fees
14 Jan - 15 January 2025
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
The Outpost Suite 2- A Curated Farmhouse Suite
Outdoor dining

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
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
High-quality pullout queen sofa bed (it’s very comfortable and large)

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

10.0 out of 10, Exceptional, (4)
"Perfect place to unplug and meditate. Enjoy a dip in the hot hot tub and grill some tasty food. Bed was awesome! "
The price is AED 557
AED 909 total
includes taxes & fees
8 Jan - 9 January 2025
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Lofts for weekly rentals! 2 miles from historic downtown.
Living area

Lofts for weekly rentals! 2 miles from historic downtown.

Lofts for weekly rentals! 2 miles from historic downtown.
The Outpost Suite 3 - Whimsical Farmhouse Retreat
Room

The Outpost Suite 3 - Whimsical Farmhouse Retreat

8.0 out of 10, Very Good, (8)
"First we found it strange that you enter into this unit through the bathroom. It is up a laneway behind a house and backs onto a subdivision. The “kitchenette” was not very clean with some leftover packages of food in drawer from previous guests and no microwave. It was a warm day when we arrived and the heat was on full blast and was controlled from another unit. It continued to blast heat for our whole visit. We were to stay for 3 nights and the first night was fine as there were no guests in...
The Outpost Suite 3 - Whimsical Farmhouse Retreat
Trout's Loft 2 Bedroom, Historic Downtown Front Royal, VA
Living Room (1)

Trout's Loft 2 Bedroom, Historic Downtown Front Royal, VA

Trout's Loft 2 Bedroom, Historic Downtown Front Royal, VA
Scarborough Fair walk to downtown two story apt
Living area

Scarborough Fair walk to downtown two story apt

9.4 out of 10, Exceptional, (3)
"The location of this property is fabulous giving you lots of things to do. However this is an older home and as such it only has one bathroom. Michelle was great too communicate with. She also sent a long some information on things to do in the area."
Scarborough Fair walk to downtown two story apt
The Royal Loft, Modern 1 Bedroom, Front Royal, VA
Kitchen and Dining Area (1)

The Royal Loft, Modern 1 Bedroom, Front Royal, VA

The price is AED 459
AED 1,088 total
includes taxes & fees
31 Dec - 1 January 2025
The Royal Loft, Modern 1 Bedroom, Front Royal, VA
The Royal Loft, Modern 2 Bedroom, Front Royal, VA
Living Area (1)

The Royal Loft, Modern 2 Bedroom, Front Royal, VA

9.6 out of 10, Exceptional, (5)
"Everything was excellent Great location. Enjoyed every thing about our visit to front royal"
The price is AED 624
AED 1,397 total
includes taxes & fees
30 Jan - 31 January 2025
The Royal Loft, Modern 2 Bedroom, Front Royal, VA
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Living area

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

8.0 out of 10, Very Good, (2)
"This is a wonderful historic house in Old Town Winchester. The house is a duplex and is very room. It has the charm of a historic house, but modern amenities. It is very comfortable and check-in was extremely easy (we ended up arriving much later than we had planned, but had no problems accessing the house). The location is absolutely perfect, especially if you want to be in walking distance to all of the cute shops, cafes, and restaurants in the area. Our trip was very fast. We were in town...
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Waterfront Virginia Retreat w/ Canoe, Pets Welcome
Living area

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
Yellow Submarine trendy basement apt and courtyard
Room

Yellow Submarine trendy basement apt and courtyard

The price is AED 463
AED 849 total
includes taxes & fees
31 Dec - 1 January 2025
Yellow Submarine trendy basement apt and courtyard
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

Secluded, Cozy Cottage in the Shenandoah Valley
Quiet nights and so many stars.

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (163)
"It's the perfect cozy place for two for Thanksgiving. The indoor fireplace has plenty of firewood, and the outdoor firepit has a grill plate, perfect for making smores. We started our mornings having coffee in the hot tub. We will stay here again! "
Secluded, Cozy Cottage in the Shenandoah Valley
Mountain Views, River Frontage & HotTub + Country!
Angler hot tub in private pavilion

Mountain Views, River Frontage & HotTub + Country!

10.0 out of 10, Exceptional, (22)
"Stay was great. The cabin was clean and cozy. Communications w property management was great. The walk to the river was beautiful, and close The view of the mountains was awesome. 5/5 stay. "
Mountain Views, River Frontage & HotTub + Country!
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
Riverview from covered deck area

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.4 out of 10, Exceptional, (329)
"Amazing!!!"
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River
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: Waterfront Virginia Retreat w/ Canoe, Pets Welcome: Situated in Rileyville, 19.2 mi/30.9 km from the heart of Middletown. Includes private patios and fireplaces. Modern Glass Retreat -All the modern amenities in a secluded forest setting: Located 15.1 mi/24.4 km away in Fort Valley. Free WiFi, private patios, and fireplaces are included. Nostalgia Lane in the heart of the city: It’s located in Winchester, 12.4 mi/20 km away. The Queen of Winchester Three Bedroom with Upper Level Deck: 13.2 mi/21.2 km away in Winchester. Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks: Located in Rileyville, 16.4 mi/26.4 km from Middletown. Includes private balconies and sofa beds. Access to a spa tub 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, Cedar Creek Battlefield Foundation and Belle Grove Plantation 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.