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Search Apartments in Middletown

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Check prices for these dates

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28 Nov - 30 Nov
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5 Dec - 7 Dec
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19 Dec - 21 Dec
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16 Jan - 18 Jan

Apartments in Middletown

Exterior detail
NEW! Historic Schoolhouse HotTub+FirePit+Wineries

Apartment in Fauquier County

8.0 out of 10, Very Good, (1)
"The listing indicated pets were welcome and we were able to bring our 13 year old dog, who loves traveling with my husband and I. There was some initial confusion after we booked the Schoolhouse, saying pets are prohibited. Through contact with the host, it was cleared up pretty quickly. All in all, the place was comfortable and we had what we needed to cook a couple of meals. I loved the area and enjoyed walking our dog on the state-maintained back roads. We would have liked to take advantage...
United States
Kathy S.
The price is AED 342
AED 1,044 total
includes taxes & fees
1 Dec - 2 Dec
NEW! Historic Schoolhouse HotTub+FirePit+Wineries
Exterior
Cozy English Basement Apt quiet but close to downtown

Apartment in Winchester

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. "
United States
Anonymous traveler
The price is AED 367
AED 645 total
includes taxes & fees
20 Nov - 21 Nov
Cozy English Basement Apt quiet but close to downtown
Living area
Morocco Loft 2BR overlooking city walking mall

Apartment in Old Town Winchester

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great property with all the comforts of home"
United States
Kristen R.
The price is AED 654
AED 1,190 total
includes taxes & fees
18 Dec - 19 Dec
Morocco Loft 2BR overlooking city walking mall
Exterior
Farm Suite at Valley View Farm

Apartment in Delaplane

2.0 star property
The price is AED 485
AED 1,062 total
includes taxes & fees
20 Nov - 21 Nov
Farm Suite at Valley View Farm
1 bedroom, WiFi, bed sheets
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath

Apartment in Augusta

1.0 star property
7.4 out of 10, Good, (3)
"Great Experience!"
United States
Kimberly B.
The price is AED 614
AED 1,050 total
includes taxes & fees
20 Nov - 21 Nov
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Interior
Rosamond nice downtown studio apt

Apartment in Winchester Historic District

8.0 out of 10, Very Good, (2)
"Small but appropriately priced."
United States
John M.
The price is AED 404
AED 707 total
includes taxes & fees
20 Nov - 21 Nov
Rosamond nice downtown studio apt
Fridge, microwave, oven, stovetop
Yellow Submarine trendy basement apt and courtyard

Apartment in Old Town Winchester

9.0 out of 10, Wonderful, (2)
"We loved the character and personality kf both Winchester and"
United States
Jenna N.
The price is AED 536
AED 945 total
includes taxes & fees
18 Dec - 19 Dec
Yellow Submarine trendy basement apt and courtyard
Fridge, microwave, oven, stovetop
Cameron Grace Brand New 1BR 1BA apt downtown Winchester

Apartment in 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."
United States
Liz L.
The price is AED 569
AED 941 total
includes taxes & fees
20 Nov - 21 Nov
Cameron Grace Brand New 1BR 1BA apt downtown Winchester
3 bedrooms, iron/ironing board, WiFi, bed sheets
Nostalgia Lane in the heart of the city

Apartment in Old Town Winchester

9.0 out of 10, Wonderful, (14)
"Great location in the heart of Winchester. Walking distance to everything. "
United States
Andrew N.
The price is AED 679
AED 1,223 total
includes taxes & fees
18 Dec - 19 Dec
Nostalgia Lane in the heart of the city
Terrace/patio
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

Apartment in Luray

9.8 out of 10, Exceptional, (14)
"It was an amazing place, will recommend to friends and hopefully will be back."
United States
Lucerito I.
The price is AED 541
AED 903 total
includes taxes & fees
2 Dec - 3 Dec
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor dining
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks

Apartment in Luray

10.0 out of 10, Exceptional, (8)
"Amazing little place on the Shenandoah. Fire pit and hot tub are amazing touches. Will stay here again. "
United States
Chris J.
The price is AED 553
AED 916 total
includes taxes & fees
8 Dec - 9 Dec
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
1 bedroom, WiFi, bed sheets
Luxe Dome w/ Hot Tub, Full Bath & Mountain View!

Apartment in Augusta

10.0 out of 10, Exceptional, (6)
"Fabulous, will visit again"
United States
H D S.
The price is AED 808
AED 1,259 total
includes taxes & fees
24 Nov - 25 Nov
Luxe Dome w/ Hot Tub, Full Bath & Mountain View!
Terrace/patio
Luxe Dome w Hot Tub, King Bed, Full Bath & FirePit

Apartment in Augusta

9.2 out of 10, Wonderful, (5)
"This property was really cool to stay at. Nice and cozy with everything needed for a comfortable stay. "
United States
Brandy B.
The price is AED 622
AED 1,153 total
includes taxes & fees
9 Dec - 10 Dec
Luxe Dome w Hot Tub, King Bed, Full Bath & FirePit
Dining
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library

Apartment in Old Town Winchester

9.0 out of 10, Wonderful, (6)
"Indigo Blue is in a beautiful neighborhood and we loved the house and location!"
United States
Tricia M.
The price is AED 753
AED 1,361 total
includes taxes & fees
20 Nov - 21 Nov
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Fridge, microwave, oven, stovetop
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Apartment in Winchester Historic District

2.0 star property
8.6 out of 10, Excellent, (4)
"Clean property. Convenient to Old Town Winchester. All and all good property. Needs new bedroom pillows. Best."
United States
matthew r.
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Terrace/patio
Scarborough Fair walk to downtown two story apt

Apartment in Old Town Winchester

9.6 out of 10, Exceptional, (5)
"Charming home! Lovely decor. Was perfect for our stay. Great location, walkable to the historical district. Host was very friendly and communicative. "
United States
Stephanie L.
The price is AED 815
AED 1,440 total
includes taxes & fees
30 Nov - 1 Dec
Scarborough Fair walk to downtown two story apt
Fridge, microwave, oven, stovetop
The Stock Exchange downtown 3rd floor studio apt

Apartment in Winchester Historic District

2.0 star property
6.0 out of 10, (1)
The price is AED 404
AED 728 total
includes taxes & fees
23 Nov - 24 Nov
The Stock Exchange downtown 3rd floor studio apt
Microwave, oven, stovetop, dishwasher
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown

Apartment in Old Town Winchester

The price is AED 808
AED 1,432 total
includes taxes & fees
23 Nov - 24 Nov
Magnolia Wind elegant 3 BR 1BA loft apartment park for free and walk downtown
Property grounds
Glamping Dome w/Fire Pit, WiFi, King Bed & Bath

Apartment in Wardensville

2.0 star property
The price is AED 727
AED 1,256 total
includes taxes & fees
2 Dec - 3 Dec
Glamping Dome w/Fire Pit, WiFi, King Bed & Bath
Private kitchen
Cameron Grace Charming loft 1-bedroom apt in downtown Winchester

Apartment in Winchester

2.0 star property
The price is AED 569
AED 953 total
includes taxes & fees
20 Nov - 21 Nov
Cameron Grace Charming loft 1-bedroom apt in downtown Winchester
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

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

10/10 Excellent
"The best hotel in Winchester! Had the most pleasant stay, everything was perfect. The room was super clean, as well as the other areas of the hotel. Had a delicious breakfast with lots of options. The front desk staff was very friendly and accommodating. Will stay again!"
Renee 2-night trip
Posted 11 hours ago
La Quinta Inn & Suites by Wyndham Winchester

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?
Here 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. Nostalgia Lane in the heart of the city: Located in Winchester, 12.4 mi/20 km away. Includes Smart TVs. Access to onsite laundry facilities is available on site. Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks: Located 16.4 mi/26.3 km away in Rileyville. Private balconies and sofa beds are included. Access to a hot 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.