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Search Vacation Homes in Middletown

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Vacation Homes in Middletown

Riverbend Retreat

Riverbend Retreat

Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!

9.0 out of 10, Wonderful, (24)
"Everything was as described. We had a lovely weekend relaxing under the stars in the hot tub and spending time with family in the Shenandoah Valley. We can't wait to come back to this oasis!"
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!

LUX Mountain View - Hot tub, WiFi, AC

LUX Mountain View - Hot tub, WiFi, AC

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

10.0 out of 10, Exceptional, (13)
"Our family stayed one night on the way home from vacation. The cabin was a great place to access the National Park and caves! It was well furnished and had everything we needed! "
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries

Charming Private Suite in Historic Colonial House – right beside from The Inn!

10.0 out of 10, Exceptional, (14)
"an excellent option if dining at the INN"
Charming Private Suite in Historic Colonial House – right beside from The Inn!

Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi

10.0 out of 10, Exceptional, (119)
"We had a wonderful stay, very clean and comfortable. Right in town, can walk to everything."
Colonial 3BR Home • Walk to The Inn • Great Location • Fast Wi-Fi

Mint Cottage at Little Washington - a modern, spacious retreat with a view

10.0 out of 10, Exceptional, (6)
"Mint Cottage is a gem. Its spacious, beautifully furnished, and a great place to stay to explore Shenandoah National Park and its environs"
Mint Cottage at Little Washington - a modern, spacious retreat with a view

Pirate's Cove River Front Oasis, Group Adventure

10.0 out of 10, Exceptional, (4)
"The place is amazing and the host was quick with the response! Me and my family had a great time and will be returning guests!!!"
Pirate's Cove River Front Oasis, Group Adventure

Windy Knoll Adventure!

8.8 out of 10, Excellent, (3)
"Great stay and very accommodating for outings/get together with friends. We loved the fire pit area. Great views of the Shenandoah river as well."
Windy Knoll Adventure!

Juliana Spa Suite - Luxury Main Floor

9.0 out of 10, Wonderful, (2)
"Very clean.. Great location! "
Juliana Spa Suite - Luxury Main Floor

Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

10.0 out of 10, Exceptional, (12)
"Great proximity to Shenandoah N P ! Comfortable beds! Appreciated the host let us check in early."
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

Big Sunny Family House

10.0 out of 10, Exceptional, (34)
"Wonderful stay. "
Big Sunny Family House

Cameron Charmer pristine downtown apt with double master suites

9.0 out of 10, Wonderful, (2)
"Property is freshly renovated, very clean, nicely appointed. There was a pervasive musty/mildewy smell throughout the unit, i expect there is a leak somewhere from the renovation. Also, while well appointed, there were no hospitality items...usually there is at least coffee/tea, especially at this price point. We enjoyed our stay and the location was convenient to the theater and the downtown area."
Cameron Charmer pristine downtown apt with double master suites

Cozy 2-bedroom condo in charming Stephens City

10.0 out of 10, Exceptional, (1)
"This was the perfect location for our little get away. We had Easter lunch, played games, and stayed in a very clean nice place!!"
Cozy 2-bedroom condo in charming Stephens City

Sunset Haven - 10 min from Skyline Drive. Hot Tub

9.8 out of 10, Exceptional, (7)
"Really enjoyed our stay. The house was lovely with amazing views. The bar and game room were fun. Lots of detail and thought were put into making this house feel like home. We will definitely be back!"
Sunset Haven - 10 min from Skyline Drive. Hot Tub

Newly renovated Farm cottage with Mountain views

9.8 out of 10, Exceptional, (29)
"The cottage was very charming and outfitted for maximum relaxation. We would definitely stay there again."
Newly renovated Farm cottage with Mountain views

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

10.0 out of 10, Exceptional, (50)
"Very well maintained property. "
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi

Shenandoah Mountain Cabin

10.0 out of 10, Exceptional, (14)
"This place is amazing! So clean and comfortable. Drive up to the cabin is very bumpy but so very worth it. "
Shenandoah Mountain Cabin

Hideaway Mountain Cabin

10.0 out of 10, Exceptional, (11)
"Hideaway cabin was the perfect mountain getaway. My husband and I stayed here with our two dogs and it was so cozy and had everything we needed. The cabin was clean, and had all the essentials for cooking. The views are amazing and we loved using the wood fire stove. We took our dogs to the waterfall hike and they had a blast. Definitely recommend staying here! "
Hideaway Mountain Cabin

Sunset Mountain Cabin

10.0 out of 10, Exceptional, (32)
"We loved this little getaway spot! The view was gorgeous and the cabin was so clean and cozy!"
Sunset Mountain Cabin
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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