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Compare 149 Vacation Homes in Middletown with updated reviews, rates, and availability.

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (358)
"We had a wonderful stay at Deer Haven. The house was clean and very comfortable. The views were amazing, and the hot tub was perfect after long days of hiking. Nice outside deck seating and interior seats to allow for maximum views enjoyment! Would definitely rent this house again if we return to the area."
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

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

9.8 out of 10, Exceptional, (204)
"This is three fifth time we’ve stayed here. It’s a gorgeous secluded area, so quiet and peaceful with no one around. Walk out the front door for hours on end of hiking. Great beds, great tv, fun pool table and three best porch! Will continue to return! Pet friendly too!"
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

10.0 out of 10, Exceptional, (36)
"This was the most perfect place to stay. The entire home was incredibly clean and had everything we needed. The view is stunning, and the outlook was a perfect place to watch the sunrise. The host was very responsive and helpful. I would not have changed a single thing about this trip and we will definitely be back. "
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

Pet-Friendly Berryville Home: Walk to Main Street!

9.2 out of 10, Wonderful, (12)
"The house was lovely and we wanted for nothing. I only want to report that the sink in the bathroom did not drain very well. Other suggestions, the bath tub should have better anti- slip coverage or a different product. Please include instructions on how to regulate the heat / air conditioner. "
Pet-Friendly Berryville Home: Walk to Main Street!

Overlook Mountain Cabin

9.8 out of 10, Exceptional, (154)
"We enjoyed our time at the cabin and the views are unbeatable"
The price is AED 652
AED 1,234 total
includes taxes & fees
5 Dec - 6 Dec
Overlook Mountain Cabin

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

9.2 out of 10, Wonderful, (22)
"Great spot for a group to explore Shenandoah and the Skyline/Blue ridge!"
The price is AED 1,157
AED 2,510 total
includes taxes & fees
25 Nov - 26 Nov
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit Kayaks & Tubes for Floating

‘Mountain Town Adventures’ Home w/ Fire Pit!

9.2 out of 10, Wonderful, (21)
"Quiet, relaxing and interesting roads to town. Each day was an adventure."
‘Mountain Town Adventures’ Home w/ Fire Pit!

Luxury secluded house by forest and river; hot tub; fast internet; kayak; tubes

10.0 out of 10, Exceptional, (21)
"We loved our weekend at this house! It’s quiet, pretty remote, and the view is incredible. I could have spent the entire weekend on the deck looking out over the mountains. Ashok was very kind and communicative, and their house is a great place for a getaway."
Luxury secluded house by forest and river; hot tub; fast internet; kayak; tubes

Big Sunny Family House

10.0 out of 10, Exceptional, (24)
"Clean house with lots of space! Well stocked with all the necessities and little added extras that made for a wonderful stay for girls weekend! There were 4 of us and we had more house than we needed but loved it because we all had our own bedroom. Owners are very responsive. We had no issues and will definitely be back! Walking distance to town with shopping, restaurants, and wineries.short drive to hiking trails and more wineries! "
Big Sunny Family House

This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.

9.2 out of 10, Wonderful, (5)
"This cabin was much larger than expected. It was clean and comfortable with two big bedrooms and two full (big!) bathrooms. Easy access to Winchester and cute cows!"
This house is a 2 bedroom(s), 2 bathrooms, located in Winchester, VA.

Shenandoah Mountain Cabin

10.0 out of 10, Exceptional, (10)
"This place is amazing! So clean and comfortable. Drive up to the cabin is very bumpy but so very worth it. "
The price is AED 690
AED 1,289 total
includes taxes & fees
1 Dec - 2 Dec
Shenandoah Mountain Cabin

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

9.8 out of 10, Exceptional, (169)
"this was a great first experience. The cabin was fantastic and the kitchen was exceptional. The downstairs was well stocked with different games and I really enjoyed all the different trails that nested up against this great cabin."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (139)
"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)

River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi

10.0 out of 10, Exceptional, (43)
"Beautiful cabin in a secluded area perfect for an escape from the hustle. Loved relaxing in the hot tub and sitting by the fire place. I would definitely recommend for a relaxing and recharging cabin experience. "
The price is AED 735
AED 1,507 total
includes taxes & fees
5 Dec - 6 Dec
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi

Sunset Mountain Cabin

10.0 out of 10, Exceptional, (30)
"we had a wonderful time so peaceful. Every time we heard the train we had to kiss. Great accomadations with great views. We loved it! The road going to cabin was quite an experience very rocky and steep. would recommend this place to anyone that wants to relax we enjoyed our hike to the waterfall as well so close "
The price is AED 575
AED 1,144 total
includes taxes & fees
1 Dec - 2 Dec
Sunset Mountain Cabin

Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

10.0 out of 10, Exceptional, (29)
"Beautiful cozy home with a fantast view. Fenced in deck (our dog loved it as well as the fenced in yard)! Great location for day hikes! "
Tranquil mountainhouse w/hot tub, super close to trails & wineries- pet friendly

Hideaway Mountain Cabin

10.0 out of 10, Exceptional, (8)
"It felt like we were hundreds of miles from civilization. Fresh air, sounds of nature, and the most beautiful views of the mountains. The drive alone to Hideaway Cabin was amazing and fun. The cabin is small but just right to call home for awhile."
The price is AED 575
AED 1,133 total
includes taxes & fees
5 Dec - 6 Dec
Hideaway Mountain Cabin

Sunny Front Royal Vacation Rental w/ Hot Tub!

9.8 out of 10, Exceptional, (7)
"A great property, beautifully decorated and furnished, located in a bucolic setting with a magnificent view of the mountains and skyline. Can't say enough how nice!"
Sunny Front Royal Vacation Rental w/ Hot Tub!

Fall Getaway on the Shenandoah River near Luray, VA highspeed WiFi

9.8 out of 10, Exceptional, (33)
"Certainly, here’s a review that captures all of your points: We had a wonderful time at this property! The drive in was scenic and added to the adventure; there are a few signs suggesting a turnaround, but as a guest, this is the only way in, so don’t be deterred. The property is well-equipped for a river retreat. Plenty of canoes, kayaks, and tubes were available, all in serviceable condition, allowing us to make the most of the nearby river. The firepit area is spacious, with plenty of...
Fall Getaway on the Shenandoah River near Luray, VA highspeed WiFi

Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River

10.0 out of 10, Exceptional, (13)
"We had such a wonderful stay. The most comfortable beds ever and the place was perfect for our small group. (would accommodate many more). Our dogs loved playing in the fully fenced yards (yes there are 2) and exploring along the grounds. We came at the perfect time to see all the leaves changing colors. We didn't go out much but it was nice having the piece of mind that if we needed anything stores were not far away. "
Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River
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

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

9.6 out of 10, Exceptional, (289)
"We had a wonderful time in this cabin. It is very peaceful and quiet. The view is amazing and we loved watching all the wildlife. Perfect location to front royal and many wineries but staying in and enjoying the beautiful cabin and scenery was our favorite ! "
Log Cabin with a spectacular view of the Shenandoah River and the Massanutten Mo

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

9.8 out of 10, Exceptional, (169)
"this was a great first experience. The cabin was fantastic and the kitchen was exceptional. The downstairs was well stocked with different games and I really enjoyed all the different trails that nested up against this great cabin."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

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

10.0 out of 10, Exceptional, (299)
"Beautiful!! So very peaceful. We will go back 💯 "
"Solitude" Secluded 1 BR Cabin Nestled in the Woods w/ Hot Tub near Luray, VA.
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.