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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, (29)
"Easy to book and communicate with PM. Greatly appreciate being pet friendly as we travel with our aging mini doxie. You are in the woods, so there are bugs folks. Plenty of bedrooms to choose from on two levels for those who want to channel their inner Goldilocks. Kitchen is stocked so that it is easy to cook meals and for the coffee/tea drinkers you don’t have to leave the floor you are on for another cup if you don’t want to. Plenty of parking as well if you are traveling as a group. Trail and...
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (146)
"We had a wonderful stay! Cabin was clean and welcoming, beautiful views, and overall a charming, relaxing cabin in the woods!"
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, (216)
"Beautiful home"
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, (177)
"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

Waterfront 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!"
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)
"We stayed with 9 friends for a long weekend of board games and hiking. The cabin was beautiful with a table plenty big enough for everyone to eat at or play games. The property is gorgeous and it's close enough to Shenandoah to go hike in the park. A great place to stay!"
The price is SAR 1,123
SAR 2,484 total
includes taxes & fees
6 Apr - 7 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, (84)
"We had a great time at Mark's cabin in the wood of VA. Location we quiet and tranquill. Hot tub, five pit, and pool table made out time at the cabin enjoyable. Away from the cabin it was close to the National Park, Luray Caverns, and some cute small towns."
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, (15)
"We had a wonderful stay at this property! The house was very clean, and the listing was completely accurate, which we really appreciated. Street parking was easy, making arrival and departure hassle-free. The home is perfect for a couple or even two couples, with a comfortable layout and plenty of space.One of the highlights was the great front and backyard, which our dog absolutely loved! It was a perfect setup for a pet-friendly getaway.The only minor issue was that the stairs felt slightly...
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 1,102 total
includes taxes & fees
13 Apr - 14 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, (25)
"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, (308)
"We thoroughly enjoyed our stay here. From the moment you walk into the cabin, the views are spectacular and the surroundings are relaxing. We had a wonderful time and can’t wait to come back in the warmer weather to enjoy the outdoors more within a quick drive of lots of parks and scenic views Very clean and well appointed top-notch. "
Star view cabin-Riverfront

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"Loved it "
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

Falling Leaf Cabin With Winter River And Mountain View!

9.8 out of 10, Exceptional, (281)
"Fourth time here and it never gets old!!! absolutely gorgeous!"
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.