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Compare 185 Vacation Homes in Middletown with updated reviews, rates, and availability.

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

9.6 out of 10, Exceptional, (176)
"Beautiful location and property. The house is rustic and had trouble getting the heat to work. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (31)
"Fantastic weekend with my family...highly recommend 3 Penny Acres!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (147)
"Nice little cabin in the woods. Close to town if you need anything. Kids had a wonderful time. We would go again!"
Secluded River Cabin Getaway (Masten Cabin)

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (50)
"Wonderful house and grounds for a family wedding."
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

9.8 out of 10, Exceptional, (220)
"Highly recommend staying here. We even had a little snow! Family friendly and cozy. "
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

10.0 out of 10, Exceptional, (44)
"We have rented Shiloh Lodge several times for fishing and hunting. The guys love this lodge. Convenient to the river and hunting across the road."
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

9.8 out of 10, Exceptional, (180)
"The location was exactly what we needed and wanted. If you want to totally relax, get semi off the grid, this is your place. Take a hike and take it all in. Thank you to our hosts for making such a great property available."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

9.8 out of 10, Exceptional, (47)
"Great home for a family trip, very spacious for the family to spread out. "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

Waterfront on The.Shenandoah River near Luray, VA highspeed WiFi

9.8 out of 10, Exceptional, (36)
"Jennifer is excellent to communicate with and the home is exactly as described. Our family of 9 enjoyed the quiet, the time together, and yes, even time on the river during Thanksgiving week again. Thanks again!"
Waterfront on The.Shenandoah River near Luray, VA highspeed WiFi

Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

9.2 out of 10, Wonderful, (25)
"location by the river was beautiful. House is roomy and great for our family of 12. "
The price is AED 1,099
AED 2,432 total
includes taxes & fees
13 May - 14 May
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

Riverfront Retreat

10.0 out of 10, Exceptional, (29)
"It was a great weekend away! Loved the outdoor areas. "
Riverfront Retreat

Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

10.0 out of 10, Exceptional, (42)
"Amazing views and really wonderful modern cabin. The host was also extremely responsive and nice. Highly recommend."
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

Big Sunny Family House

10.0 out of 10, Exceptional, (30)
"Wonderful stay. "
The price is AED 551
AED 1,492 total
includes taxes & fees
13 May - 14 May
Big Sunny Family House

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

10.0 out of 10, Exceptional, (87)
"The house and its views of the mountain are beautiful. Very quiet and private location. The hot tub was great, especially with the cold and snowy weather. This is our second time here, will definitely be back again."
The price is AED 937
AED 1,944 total
includes taxes & fees
6 Jun - 7 Jun
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Chic Front Royal Retreat Near Shenandoah River!

9.6 out of 10, Exceptional, (16)
"Very great location (to both the quaint downtown of Front Royal to the Shenandoah national park. the house had everything we needed for our 4-night stay (and we did a lot of cooking in the house too). Also, a walk away from the river and trails. Great stay, correspondence, and value!"
Chic Front Royal Retreat Near Shenandoah River!

Cozy Lakeside Homestead

10.0 out of 10, Exceptional, (191)
"Had a great time with my wife and dog. 5/5 across the board!"
The price is AED 771
AED 1,079 total
includes taxes & fees
7 Jun - 8 Jun
Cozy Lakeside Homestead

Modern Mountain Retreat w/ Deck + Hot Tub!

10.0 out of 10, Exceptional, (69)
"This was a great place to stay! It had everything we needed after a long and fun day of activities from the fire pit to the hot tub. The property manager was fantastic and also gave us some great recommendations. Thanks so much for letting us stay in your home!"
Modern Mountain Retreat w/ Deck + Hot Tub!

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (370)
"The house was nice. There was everything that we needed for our stay. The view from the deck was beautiful. The bed was comfortable. The fireplace and hot tub were great"
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

10.0 out of 10, Exceptional, (25)
"We really enjoyed our stay in the house. It is exactly as pictured except even quieter and more peaceful. It's very remote but still only twenty minutes from shopping in Luray. House was well stocked with all of the essentials and made for a nice break in the country."
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

Shenandoah River-hiking, fishing, wineries, breweries & more

9.6 out of 10, Exceptional, (26)
"This is a very nice house with a lot of space and privacy. It was peaceful drinking coffee on the back porch while watching the deer graze. I would definitely recommend this place for anyone visiting the area"
Shenandoah River-hiking, fishing, wineries, breweries & more
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

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"The cabin is beautiful and tucked away in the trees. Amazing colors this time of year and was such a great little getaway. Highly recommend staying here!"
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (313)
"very cute little place, would definitely stay again"
Star view cabin-Riverfront

Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

9.6 out of 10, Exceptional, (312)
"Beautiful view, really nice wood burning fireplace, clean and cozy. Nice accommodations. Rustic in appearance and feel, with modern amenities."
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo
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.