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Apartments in Middletown for Rent

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Middletown apartments

WiFi

1. Downtown Apt 3 • 2BR • Near Park & River • Private

Downtown Apt 3 • 2BR • Near Park & River • Private
Front Royal
$264 nightly
The price is $268
Sep 17 - Sep 18
Total with taxes and fees
Downtown Apt 3 • 2BR • Near Park & River • Private
Interior

2. Downtown Apt.1 • 2BR/2BA• Near Park/River• Private

Downtown Apt.1 • 2BR/2BA• Near Park/River• Private
Front Royal
$282 nightly
The price is $309
Sep 17 - Sep 18
Total with taxes and fees
Downtown Apt.1 • 2BR/2BA• Near Park/River• Private
TV

3. Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!

Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Winchester Historic District
10.0 out of 10, Exceptional, (2 reviews)
"The unit is very nice, exactly as described, The bed are comfortable and everything was fine. The location is excellent very near to historical sights and downtown shopping district."
United States
Timothy B.
$229 nightly
The price is $259
Sep 13 - Sep 14
Total with taxes and fees
Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!
Interior

4. Pretty Little Apt by the Train II

Pretty Little Apt by the Train II
Old Town Winchester
9.6 out of 10, Exceptional, (9 reviews)
"Perfect location for walking around Old Town Winchester!"
United States
Clint B.
Pretty Little Apt by the Train II
Exterior detail

5. The Blue Door steps from Handley Library

The Blue Door steps from Handley Library
Old Town Winchester
5.4 out of 10, (3 reviews)
"Perfect. Met all expectations. Small but Great."
United States
derric3k
The Blue Door steps from Handley Library
Smart TV, books

6. Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall

Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Winchester Historic District
8.4 out of 10, Very Good, (6 reviews)
"Loved being so close to the old town; was able to walk to a lot of places. Great to have an assigned parking spot in a lot behind the building. Enjoyed staying here a lot!"
United States
Leslie L.
$203 nightly
The price is $230
Sep 13 - Sep 14
Total with taxes and fees
Dreamweaver — 1BR 1BA just two blocks from the downtown walking mall
Interior

7. Rosamond nice downtown studio apt

Rosamond nice downtown studio apt
Winchester Historic District
8.0 out of 10, Very Good, (2 reviews)
"Small but appropriately priced."
United States
John M.
$171 nightly
The price is $194
Sep 21 - Sep 22
Total with taxes and fees
Rosamond nice downtown studio apt
Exterior detail

8. The Stock Exchange downtown 3rd floor studio apt

The Stock Exchange downtown 3rd floor studio apt
Winchester Historic District
7.0 out of 10, Good, (2 reviews)
"Everything went smoothly. Easy stay. Clean. Small efficiency with futon for bed."
United States
Greg A.
$175 nightly
The price is $198
Oct 4 - Oct 5
Total with taxes and fees
The Stock Exchange downtown 3rd floor studio apt
Smart TV

9. Nostalgia Lane in the heart of the city

Nostalgia Lane in the heart of the city
Old Town Winchester
9.2 out of 10, Wonderful, (18 reviews)
"Easy access to nearby attractions. Convenient to all we hoped to see and do while we were here."
United States
Melissa J.
$295 nightly
The price is $334
Sep 15 - Sep 16
Total with taxes and fees
Nostalgia Lane in the heart of the city
Fridge, microwave, oven, stovetop

10. The Queen of Winchester Three Bedroom with Upper Level Deck

The Queen of Winchester Three Bedroom with Upper Level Deck
Winchester
7.6 out of 10, Good, (8 reviews)
"If you want to be in the town and have quick access to everything, this is the place for you."
United States
Chris C.
$249 nightly
The price is $260
Oct 5 - Oct 6
Total with taxes and fees
The Queen of Winchester Three Bedroom with Upper Level Deck
Living area

11. Morocco Loft 2BR overlooking city walking mall

Morocco Loft 2BR overlooking city walking mall
Old Town Winchester
10.0 out of 10, Exceptional, (3 reviews)
"Great property with all the comforts of home"
United States
Kristen R.
$288 nightly
The price is $326
Sep 22 - Sep 23
Total with taxes and fees
Morocco Loft 2BR overlooking city walking mall
Room

12. Downtown Apt 2 • 2BR • Near Park & River • Private

Downtown Apt 2 • 2BR • Near Park & River • Private
Front Royal
$266 nightly
The price is $270
Sep 17 - Sep 18
Total with taxes and fees
Downtown Apt 2 • 2BR • Near Park & River • Private
Private kitchen

13. Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC

Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
Old Town Winchester
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful space; helpful host."
United States
Sally C.
$223 nightly
The price is $253
Sep 13 - Sep 14
Total with taxes and fees
Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC
Dining

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

WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Old Town Winchester
9.0 out of 10, Wonderful, (10 reviews)
"Great location…"
United States
John P.
$330 nightly
The price is $374
Sep 20 - Sep 21
Total with taxes and fees
WonderClock House downtown vintage duplex w/ porches, steps to Handley Library
Smart TV, fireplace

15. Scarborough Fair walk to downtown two story apt

Scarborough Fair walk to downtown two story apt
Old Town Winchester
9.6 out of 10, Exceptional, (8 reviews)
"amazing location, felt like home, lots of space!"
United States
Brandi M.
$349 nightly
The price is $395
Sep 20 - Sep 21
Total with taxes and fees
Scarborough Fair walk to downtown two story apt
Terrace/patio

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

Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Luray
9.6 out of 10, Exceptional, (23 reviews)
"Great visit - really enjoyed the food at great restaurants in Luray. The river is beautiful. We have a wonderful trip! Hope to return in the fall!"
United States
Sandy N.
$242 nightly
The price is $266
Sep 20 - Sep 21
Total with taxes and fees
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks
Terrace/patio

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

Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Luray
10.0 out of 10, Exceptional, (11 reviews)
"We had a wonderful time, loved the location and space! "
United States
Jennifer C.
$301 nightly
The price is $333
Sep 20 - Sep 21
Total with taxes and fees
Riverside Tiny Cabin w Hot Tub, Fire Pit, & Kayaks
Outdoor dining

18. "The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country

"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
Markham
10.0 out of 10, Exceptional, (4 reviews)
"Such a lovely stay. The property was peaceful and relaxing, and the night sky was absolutely beautiful. We loved our time here and would happily return. Great communication (and snacks) too :)"
United States
Melissa B.
$245 nightly
The price is $263
Sep 13 - Sep 14
Total with taxes and fees
"The Love Nest" - Stunning Views overlooking the Shenandoah in Wine Country
Property grounds

19. Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath

Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Augusta
7.4 out of 10, Good, (3 reviews)
"Great Experience!"
United States
Kimberly B.
$260 nightly
The price is $279
Sep 22 - Sep 23
Total with taxes and fees
Luxe 2 Bed Dome w Hot Tub, Deck, Fire Pit & Bath
Outdoor spa tub

20. Glamping dome w/ hot tub & mountain views

Glamping dome w/ hot tub & mountain views
Augusta
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay!"
United States
Eli W.
$304 nightly
The price is $328
Sep 22 - Sep 23
Total with taxes and fees
Glamping dome w/ hot tub & mountain views
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"What a beautiful hotel!! The room was clean and the bathroom was enormous! Walking distance to the downtown shops and restaurants."
Dana 1-night trip
Posted 7 hours ago
The George Washington Hotel, A Wyndham Grand Hotel

Find out more about Middletown

Middletown Apartments information

Number of reviews
128
Accommodation
51 Apartments
Lowest Price
$194
Highest Price
$395

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: 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. Cleveland Park awesome Winchester 2 BR 1st fl apt. walk to everything!: Located 12.7 mi/20.5 km away in Winchester. Nostalgia Lane in the heart of the city: Located 12.4 mi/20 km away in Winchester. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Magnolia Winds 3-bedroom apartment in charming Winchester with cool AC: It's situated in Winchester, 12.6 mi/20.2 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. Shenandoah River and Cedar Creek and Belle Grove National Historical Park are a couple of lovely local spots to get outside and enjoy nature. While here, Belle Grove Plantation and Jackson's Chase Golf Course 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.

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