Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Middletown vacation rentals

Outdoor spa tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Linden
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay to catch the northern entrance to Shenandoah. Comfortable beds, great furniture, and easy drive to Front Royal for dining. "
United States
Scott M.
The price is ￥21,661
￥56,568 total
includes taxes & fees
May 5 - May 6
A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub
Smart TV, stereo

Cozy Retreat - Hot tub + Mountain Views + Pets

Cozy Retreat - Hot tub + Mountain Views + Pets
Fort Valley
9.8 out of 10, Exceptional, (62 reviews)
"We enjoyed the hot tub, the views, and the easy check in/check out."
United States
Dakota B.
The price is ￥13,944
￥42,611 total
includes taxes & fees
May 6 - May 7
Cozy Retreat - Hot tub + Mountain Views + Pets
Outdoor spa tub

Stargaze from Hot Tub Pet-Friendly Mtn Cabin

Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Page County
9.6 out of 10, Exceptional, (15 reviews)
"King size bed, fenced yard for our dog, and good mid-week price are what made us choose this place for a short get away. It really suited our needs and we'll be back! Bed was comfortable. House was clean, nicely decorated, and felt welcoming. Could not get WiFi to work, but our cell phone reception was fine."
United States
Joyce F.
The price is ￥15,553
￥42,909 total
includes taxes & fees
Apr 13 - Apr 14
Stargaze from Hot Tub Pet-Friendly Mtn Cabin
Interior

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Luray
9.6 out of 10, Exceptional, (74 reviews)
"Very nice place and very well set up and welcoming."
United States
Adam Y.
The price is ￥20,904
￥48,117 total
includes taxes & fees
Apr 13 - Apr 14
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities
Property grounds

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA

"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Rileyville
9.8 out of 10, Exceptional, (320 reviews)
"Cabin had rustic vibes but is very well taken care of and clean."
United States
Heidi
The price is ￥24,846
￥43,888 total
includes taxes & fees
Apr 14 - Apr 15
"The Chalet" Shenandoah Valley Getaway w/ Hot Tub near Luray, VA
Terrace/patio

Luxury tiny home farm stay on historic property with hot tub in Stephens City

Luxury tiny home farm stay on historic property with hot tub in Stephens City
Stephens City
10.0 out of 10, Exceptional, (4 reviews)
"Fresh bread, farm eggs, an amazing host! What a perfect place to stay. "
United States
Chris F.
The price is ￥23,094
￥28,594 total
includes taxes & fees
Apr 14 - Apr 15
Luxury tiny home farm stay on historic property with hot tub in Stephens City
Pool

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Rileyville
10.0 out of 10, Exceptional, (351 reviews)
"Wonderful getaway!"
United States
Samantha T.
The price is ￥24,846
￥43,522 total
includes taxes & fees
Apr 14 - Apr 15
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
Property grounds

Private Cabin in the woods w/ firepit right next to Shenandoah River

Private Cabin in the woods w/ firepit right next to Shenandoah River
Bentonville
10.0 out of 10, Exceptional, (35 reviews)
"Awesome spot…clean, cozy, private. Hosts were very responsive- can’t ask for anything more "
United States
Asim K.
The price is ￥23,731
￥52,879 total
includes taxes & fees
Apr 13 - Apr 14
Private Cabin in the woods w/ firepit right next to Shenandoah River
Terrace/patio

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!

Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
Luray
10.0 out of 10, Exceptional, (21 reviews)
"Great location. Amenities were great and place was nice."
United States
YOUNESS B.
The price is ￥25,085
￥70,977 total
includes taxes & fees
Apr 14 - Apr 15
Remote Riverfront Cabin: Hot Tub * Fast Wi-Fi * Disc Golf * Pool Table * Games!
Property grounds

Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road
Front Royal
10.0 out of 10, Exceptional, (31 reviews)
"Great stay! The place was clean, comfortable, and exactly as described. Host was responsive and helpful. Would definitely stay again."
United States
Wafaa L.
The price is ￥30,261
￥36,891 total
includes taxes & fees
Apr 13 - Apr 14
Blue Mountain Cabin, secluded, perfect for couples, near main road
Property grounds

Peaceful Retreat on Creekside

Peaceful Retreat on Creekside
Edinburg
9.2 out of 10, Wonderful, (17 reviews)
"Amazing location that was perfect for a weekend getaway! The creek was so peaceful and water views from the deck were amazing! "
United States
Richard D.
The price is ￥14,892
￥33,820 total
includes taxes & fees
Apr 13 - Apr 14
Peaceful Retreat on Creekside
Terrace/patio

The Apple Mountain House

The Apple Mountain House
Front Royal
9.8 out of 10, Exceptional, (11 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is ￥17,940
￥58,084 total
includes taxes & fees
Apr 14 - Apr 15
The Apple Mountain House
Terrace/patio

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed our stayed so much! This location is perfect. This property is so clean. "
United States
Nicole Z.
The price is ￥21,501
￥34,568 total
includes taxes & fees
Apr 15 - Apr 16
Mountain View Bungalow in Front Royal
Outdoor spa tub

Lookout Cabin in the mountains, Amazing Views!

Lookout Cabin in the mountains, Amazing Views!
Page County
9.8 out of 10, Exceptional, (37 reviews)
"Nice cabin for Holliday getaway. great views"
United States
Raymond F.
The price is ￥30,954
￥63,663 total
includes taxes & fees
Apr 19 - Apr 20
Lookout Cabin in the mountains, Amazing Views!
Interior

Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (27 reviews)
"Great place. Very clean, lots of comfortable rooms. Nice outside area for dogs. "
United States
Lisa W.
The price is ￥31,854
￥72,289 total
includes taxes & fees
Apr 13 - Apr 14
Hidden Gem on Hidden Valley Lane
Outdoor spa tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub

The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Linden
10.0 out of 10, Exceptional, (22 reviews)
"We had a fantastic time staying at this property for the weekend."
United States
Colin N.
The price is ￥22,298
￥61,486 total
includes taxes & fees
Apr 20 - Apr 21
The Juniper Cabin • Cozy Hideaway w/ Hot Tub
Exterior

Cozy A frame cabin in quaint Front Royal. Dog friendly

Cozy A frame cabin in quaint Front Royal. Dog friendly
Front Royal
10.0 out of 10, Exceptional, (5 reviews)
The price is ￥15,736
￥34,046 total
includes taxes & fees
Apr 13 - Apr 14
Cozy A frame cabin in quaint Front Royal. Dog friendly
Outdoor spa tub

Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.

Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.
Rileyville
9.8 out of 10, Exceptional, (36 reviews)
"Had a great time."
United States
Reus Jr S.
The price is ￥28,669
￥55,460 total
includes taxes & fees
Apr 13 - Apr 14
Charming 3-bedroom cabin with Moutain Views, Hottub, Barrel Sauna in Shenandoah.
Interior

Mountain cabin near national park & wineries

Mountain cabin near national park & wineries
Linden
10.0 out of 10, Exceptional, (30 reviews)
"The house and location were perfect for a little getaway with friends. It was very clean, and the location was great! We were very pleased with the entire experience."
United States
Jennifer d.
The price is ￥30,102
￥67,284 total
includes taxes & fees
Apr 13 - Apr 14
Mountain cabin near national park & wineries
TV

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View

Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
Front Royal
9.6 out of 10, Exceptional, (17 reviews)
"Nice place, comfortable bed. Close to hiking in the area."
United States
Jake M.
The price is ￥23,652
￥34,874 total
includes taxes & fees
Apr 13 - Apr 14
Country cottage beside stocked pond on 40 acres and Blue ridge Mountain View
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

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

8/10 Good
"It was a short stay- probably 15 min. Because we were not where we thought we should be- the receptionist was very nice and shared she’d need to speak to a me aged to clear it up since we’d taken possession of the keys. Which is fine- hoping to find some resolution with that sometimes soon"
Morgan 1-night trip
Posted 1 hour ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, you can find vacation rentals near well known sights in Middletown, or you can go with a secluded option if you're looking for relaxation. Our travelers say Middletown has a good selection of bars and the restaurants. Make sure you have time to check out the entertainment choices and churches during your trip.

What are some of the best vacation home rentals that Middletown has to offer?

Secluded River Cabin Getaway (Masten Cabin): This vacation home rental near Middletown is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

What’s there to see and do in Middletown?

Cedar Creek and Belle Grove National Historical Park and Shenandoah River are a couple of lovely local spots to get outside and enjoy nature. While here, Belle Grove Plantation and Cedar Creek Battlefield Foundation are other places worth a visit.

What’s a vacation rental in Middletown like?

Vacation rentals are private properties where you can stay for a couple of days or more in Middletown. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.