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Compare 184 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, (173)
"We had an extremely relaxing stay. The area is gorgeous…loved being close to the water. We brought our dog and it was great to let him run and play and just be a dog. Did have a few issues with a few appliances, but the host was super quick to bring a new remote and coffee pot. All in all we would stay again!"
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

9.8 out of 10, Exceptional, (28)
"We had a great time visiting with family and getting our much needed rest and relaxation at your beautiful house. Thanks!"
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (145)
"My daughter and I plus dog stayed for a long weekend of hiking. Loved the cabin! Very cute, warm and perfect for the weekend getaway."
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, (47)
"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!"
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, (214)
"We came down for the weekend for our anniversary. Rainy weekend, but such a nice and relaxing time. The kitchen was incredibly well-stocked! We will probably be back. Thank you for opening your property to us."
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)
"A home away from home! We had a fabulous stay - doing day hikes in the national park (Thornton Gap is an easy 30min drive) and spending family time cooking, playing games in the evenings. We appreciated all the nice details Diana arranged for our stay. So glad we chose this location! "
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, (176)
"Very nice cabin, loved the covered porch. Great place to get in touch with nature. Nice trail right behind house"
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)
"We had a wonderful stay at this house! The rooms were cozy and comfortable, perfect for relaxing after a day of activities. While the kitchen is a bit outdated, it still had everything we needed for preparing meals. The location was fantastic - close to everything we wanted to explore. My friends and family had a great time and we're definitely planning to return in the future. Highly Highly recommend "
Pets? YES! Hot Tub ★ Gym ★ Firepit ★ Game Room ★ Path to Winery

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

9.8 out of 10, Exceptional, (34)
"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!"
Fall Getaway 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, (23)
"location by the river was beautiful. House is roomy and great for our family of 12. "
The price is SAR 1,123
SAR 2,484 total
includes taxes & fees
1 Apr - 2 Apr
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

Riverfront Retreat

10.0 out of 10, Exceptional, (27)
"We made a great choice in choosing the Riverfront Retreat for our Thanksgiving celebration. The large dining table fit our group and its close proximity to the kitchen made serving and cleanup a breeze. One bedroom is set apart from the others which worked perfectly for one couple who ducked out at 5am to catch a flight out of Dulles (about an hours drive) without disturbing others in the group. We enjoyed hiking in Seven Bends State Park and even toured the Shenandoah Caverns (a short drive)....
Riverfront Retreat

Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

10.0 out of 10, Exceptional, (41)
"If you are looking for a mountain house with great views and privacy, this is a perfect fit. All around great experience and I’d like to visit again. "
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

Big Sunny Family House

10.0 out of 10, Exceptional, (28)
"The house was a beautiful, old farmhouse house. There were notes all around, giving clear guidance on where things were located. It was very clean and beautifully decorated. My favorite part was the large dining room table that allowed everyone to sit down and eat together. I would definitely stay there again."
Big Sunny Family House

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

10.0 out of 10, Exceptional, (83)
"Fantastic place to stay as home base for hiking in Shenandoah National Park. Quiet comfortable location, 20 minutes to Front Royal, 30 to Thornton Gap via Luray. Views from the porch were stunning. WiFi worked great for the half day of office work. The beds were comfy, the home luxurious after a day of winter hiking. Great owner who was very responsive. "
The price is SAR 1,366
SAR 2,518 total
includes taxes & fees
18 Apr - 19 Apr
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

Chic Front Royal Retreat Near Shenandoah River!

9.4 out of 10, Exceptional, (13)
"Fit all our needs. Enjoyed the area. "
Chic Front Royal Retreat Near Shenandoah River!

Cozy Lakeside Homestead

10.0 out of 10, Exceptional, (188)
"Everything in here seems to have been considered. There's a bit of everything for anyone and just when you think you've found everything there is to find you'll discover some new twist. The space is very unique and offers a lot of room to sprawl during the day. The bedroom space is a little 'cozy' so I wouldn't expect much intimate time if you bring others. Beyond that the surrounding are is very nice. There's a bit of traffic to contend with along the lake but is generally quite silent. The...
The price is SAR 788
SAR 1,091 total
includes taxes & fees
23 Apr - 24 Apr
Cozy Lakeside Homestead

Modern Mountain Retreat w/ Deck + Hot Tub!

10.0 out of 10, Exceptional, (66)
"The owner communicated well and was very responsive. The fireplace stove was great and we used the hot tub every day. Kitchen was well stocked. We cooked almost every meal and had everything we needed. The office space is a nice, private, comfortable space, as well. "
Modern Mountain Retreat w/ Deck + Hot Tub!

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (366)
"My boyfriend and I wanted to take a little trip to get away from the stresses of everyday life for the weekend. When we arrived at Deer Haven, not only was the view and the house beautiful, but it smelled so clean when we walked in the door.. and it was! The house was equipped with everything we needed- we just had to bring our own food, drinks, and toiletries. We loved sitting out on the deck taking in the beautiful view while drinking our coffee in the morning or having a glass of wine in the...
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, (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."
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

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

9.6 out of 10, Exceptional, (24)
"Had a great time loved the house and location "
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

Star view cabin-Riverfront

9.8 out of 10, Exceptional, (307)
"I recently stayed at this cabin over the weekend, and it was an unforgettable experience. The views were absolutely breathtaking — whether it was sunrise over the mountains or relaxing in the evening with a stunning sunset, the scenery was incredible from every angle.The cabin itself was just as impressive. It was beautifully designed, immaculately clean, and had all the comforts of home. From cozy furniture to thoughtful amenities, everything was perfect. The peaceful surroundings made it the...
Star view cabin-Riverfront

Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

9.6 out of 10, Exceptional, (343)
"Amazing view, and very quiet. Exactly what i was looking for. "
Authentic Mountain Log Cabin Perched On A Cliff Side Above The Shenandoah River

Falling Leaf Cabin With Winter River And Mountain View!

9.8 out of 10, Exceptional, (279)
"Beautiful cabin, great location. Would go back again."
Falling Leaf Cabin With Winter River And 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.