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Middletown Vacation Rentals

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Vacation Rentals in Middletown

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

10.0 out of 10, Exceptional, (98)
"Clean and nice place to stay to visit Shenandoah "
The price is ¥25,094
¥60,420 total
includes taxes & fees
Sep 28 - Sep 29
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Falling Leaf Cabin - Rustic Charm With Modern Decor!

9.8 out of 10, Exceptional, (297)
"Well kept cabin in a secluded part of Shenandoah. Would book again!"
Falling Leaf Cabin - Rustic Charm With Modern Decor!

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

9.6 out of 10, Exceptional, (62)
"We had a great stay! The place was very clean, the back deck was such a great added bonus.. had a good selection of movies and games. 4 wheel drive is advisable. Very comfy!!"
The price is ¥20,924
¥48,558 total
includes taxes & fees
Oct 1 - Oct 2
Dog Friendly Cabin near River on Nearly 5 acres w/Strong WiFi + Robust Amenities

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (331)
"Great location, great views, "
Star view cabin-Riverfront

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

10.0 out of 10, Exceptional, (11)
"It was an amazing place, will recommend to friends and hopefully will be back."
The price is ¥22,068
¥35,961 total
includes taxes & fees
Oct 8 - Oct 9
Cute Riverside Cabin w Hot Tub, Fire Pit, & Kayaks

"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

10.0 out of 10, Exceptional, (337)
"we were looking for a quiet get away, loved having our 16YO boy more interested in fishing and hiking then sitting on his Xbox! We all really loved how quiet and calm it was, definitely plan on going back"
The price is ¥25,241
¥42,207 total
includes taxes & fees
Oct 14 - Oct 15
"Walden" Modern Cabin on 54 Riverfront Acres along Shenandoah River w/Hot Tub

Endless Skies & Spectacular Views!!!

10.0 out of 10, Exceptional, (76)
"Gorgeous property, very peaceful, highly recommended!"
Endless Skies & Spectacular Views!!!

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (185)
"Great place to get away for the weekend! Very private and quiet! "
Secluded, Cozy Cottage in the Shenandoah Valley

Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

9.4 out of 10, Exceptional, (144)
"We had a very nice stay. Magnificent view from deck, sunrise and sunset. Pool was great for the 100 degree days we had, very refreshing. To hot for the hot tub this time. Definitely need 4wd/awd vehicle. Had a good time Thanks"
Spectacular Views, Swimming Pool, Hot Tub, Real Log Fires, Mountain Getaway

Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

10.0 out of 10, Exceptional, (6)
"This was a perfect weekend get away! Super clean. The host provided all the necessities that you might need like shampoo, soap, tissues, etc. The host was very prompt with responding to questions. Would definitely recommend! "
The price is ¥44,504
¥64,394 total
includes taxes & fees
Sep 25 - Sep 26
Modern Glass Retreat in Fort Valley with WiFi, AC, EV charger

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (93)
"Very nice relaxing getaway, quite how do you spell quiet and serene location. "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Adorable river front cabin ,with hot tub on the River

8.8 out of 10, Excellent, (8)
"Nice, clean little cabins with lots of amenities. Just a heads up, there's no cell service, so make sure you write down the code for the lockbox before you arrive. "
Adorable river front cabin ,with hot tub on the River

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

10.0 out of 10, Exceptional, (327)
"Place was beautiful and lived up to the name Solitude. Spent our honeymoon in perfect bliss. Great location to get away. "
The price is ¥23,839
¥39,570 total
includes taxes & fees
Sep 30 - Oct 1
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.

Newly renovated Farm cottage with Mountain views

10.0 out of 10, Exceptional, (36)
"The cottage is lovely, with modern kitchen and bath and charming furnishings throughout. Views are wonderful and the location is quiet, set well back from the road. The host is very prompt and courteous in communications. She went above and beyond the call of duty in helping us when I temporarily mislaid the key."
The price is ¥23,618
¥48,194 total
includes taxes & fees
Sep 28 - Sep 29
Newly renovated Farm cottage with Mountain views

Apple Mountain Retreat

10.0 out of 10, Exceptional, (17)
"Very nice place to stay within convenient distance to Front Royal and Shenandoah Natl Park. "
The price is ¥19,927
¥34,192 total
includes taxes & fees
Sep 25 - Sep 26
Apple Mountain Retreat

Bear Timbers log cabin on the Shenandoah River

9.8 out of 10, Exceptional, (65)
"We had a fantastic time! All messages were promptly answered and the property was clean and as advertised!"
Bear Timbers log cabin on the Shenandoah River

Beautiful Private Cabin, adjacent to the National Forest

9.8 out of 10, Exceptional, (132)
"What a fantastic stay. The place is beautiful and extremely clean. It has that fantastic wood smell, is comfortable, has WiFi, a great TV, and is 20mins from anything you could need. We will be back for sure. "
Beautiful Private Cabin, adjacent to the National Forest

Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

9.8 out of 10, Exceptional, (40)
"Very nice location, would stay here again. Had everything we needed."
Cabin near River, Firepit, Family-friendly, WiFi, Great Location, Veteran owned!

Mountain Views, River Frontage & HotTub + Country!

9.8 out of 10, Exceptional, (31)
"Great location and beautiful property. "
Mountain Views, River Frontage & HotTub + Country!

Cozy Shenandoah Cabin Mountian Escape w/ Private Hottub, Loft, & Fireplace

9.2 out of 10, Wonderful, (9)
"The photos don’t do justice! The cabin is lovely, spacious, quiet, and clean. We had an excellent overnight stay before a hike the next day. "
Cozy Shenandoah Cabin Mountian Escape w/ Private Hottub, Loft, & Fireplace
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

Find out more about Middletown

Find out more about Middletown

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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?

Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub: This vacation home rental near Middletown is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What’s there to see and do in Middletown?

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, Cedar Creek Battlefield Foundation and Belle Grove Plantation 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.