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Compare 145 Vacation Homes in Middletown with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (206)
"Loved it!"
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Cozy Lakeside Homestead

10.0 out of 10, Exceptional, (180)
"Our family wanted a weekend away before the hustle and bustle of the Christmas Holiday. This getaway was perfect. I was nervous our kids would be bored but they really enjoyed it and want to come back every year. We brought our dog with us which was a first for our family. She lived her very best life. We played cards, darts, made a fire in the fireplace, enjoyed the hot tub, watched the birds at the birdfeeder, went to the lake and local pizza joint and played outside with our dog. We never...
The price is AED 536
AED 785 total
includes taxes & fees
7 Jan - 8 January 2025
Cozy Lakeside Homestead

Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

10.0 out of 10, Exceptional, (38)
"The perfect Thanksgiving family venue! This place has amazing views, the backyard is a hiking trail, it has a huge fireplace that we kept going our entire stay, plenty of games, plenty of space for your own fun or relaxation and a huge deck with swings to enjoy the views!! Would highly recommend this to anyone with AWD or 4WD!!"
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

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

9.8 out of 10, Exceptional, (170)
"Beautiful location if you like alone time in the mountains."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI

9.6 out of 10, Exceptional, (168)
"Our family of four enjoyed a last minute weekend here. The property is in the most amazing location - just secluded enough. The check in process and everything about our stay was seamless. We’d love to come again. "
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (361)
"This property was absolutely wonderful in every way--views, furnishings, hot tub, deck, porches. We were able to start relaxing immediately as we soaked in the mountaintop vistas, hot tub, and mountain trail. Well stocked and very comfortable! John our host was very responsive to any questions we had."
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

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)

Cozy Country Getaway in the Heart of Upperville

10.0 out of 10, Exceptional, (7)
"Highly recommend this place."
Cozy Country Getaway in the Heart of Upperville

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

9.8 out of 10, Exceptional, (25)
"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

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
8 Jan - 9 January 2025
Overlook Mountain Cabin

Luxury Panoramic Views, Private Riverfront Access, Fast Starlink WiFi, & more

10.0 out of 10, Exceptional, (42)
"Beautiful river front spot. Kids and adults jumped into the canoes and kayaks and had a blast while we stoked a fire. Great spot and Luray is our favorite town in the country low hills in VA."
Luxury Panoramic Views, Private Riverfront Access, Fast Starlink WiFi, & more

River Front Retreat

8.8 out of 10, Excellent, (35)
"The home is in a very cool location. We loved the drive to the house. There were great views of the river. The home had everything needed to enjoy the river, but our stay was too cold to enjoy the river. Overall, the home was just what we were looking for!"
River Front Retreat

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

10.0 out of 10, Exceptional, (45)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

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

10.0 out of 10, Exceptional, (22)
"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."
The price is AED 588
AED 1,436 total
includes taxes & fees
12 Jan - 13 January 2025
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

Beautiful Mountain Villa Resort

9.2 out of 10, Wonderful, (5)
"Awesome place for a mountain getaway! Well inventoried kitchen for a large group. Fire pit area was awesome! Kelly was a pleasure to deal with!"
Beautiful Mountain Villa Resort

River Perch on the Cacapon: private home on 27 acres and 1200 ft of riverfront

10.0 out of 10, Exceptional, (27)
"River Perch was amazing! We had a wonderful family long weekend in November with our two labs. Even in November, the kids and dogs had a fantastic time in the water- tubing, fishing and wading. The river was relatively shallow- no deeper than thigh high on my 12 year old. My husband tried to fish, but after 3 days gave up. Super quiet, clean, remote and has everything you need. The Wi-Fi was strong and reliable and the TV was fully equipped with all streaming apps. The fire pit was stocked...
River Perch on the Cacapon: private home on 27 acres and 1200 ft of riverfront

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

This house is a 3 bedroom(s), 2 bathrooms, located in Winchester, VA.

6.8 out of 10, (6)
"It was perfect for us. 3 adults and 4 kids. Sleeping arrangements were adequate. Place was super clean. Liked being in the country, with great view of the mountains."
This house is a 3 bedroom(s), 2 bathrooms, located in Winchester, VA.

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 652
AED 1,234 total
includes taxes & fees
6 Jan - 7 January 2025
Hideaway Mountain Cabin

Idyllic Mtn Retreat w/ Hot Tub Near Shenandoah NP!

9.8 out of 10, Exceptional, (37)
"Great place for a large group."
Idyllic Mtn Retreat w/ Hot Tub Near Shenandoah NP!
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

Secluded, Cozy Cottage in the Shenandoah Valley

10.0 out of 10, Exceptional, (162)
"It's the perfect cozy place for two for Thanksgiving. The indoor fireplace has plenty of firewood, and the outdoor firepit has a grill plate, perfect for making smores. We started our mornings having coffee in the hot tub. We will stay here again! "
Secluded, Cozy Cottage in the Shenandoah Valley

Mountain Views, River Frontage & HotTub + Country!

10.0 out of 10, Exceptional, (22)
"Stay was great. The cabin was clean and cozy. Communications w property management was great. The walk to the river was beautiful, and close The view of the mountains was awesome. 5/5 stay. "
Mountain Views, River Frontage & HotTub + Country!

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

9.6 out of 10, Exceptional, (293)
"The cabin is a very cozy getaway location, with a great view just out the window."
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.