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Middletown Vacation Rentals

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Check prices for these dates

Tonight
Jun 25 - Jun 26
Tomorrow
Jun 26 - Jun 27
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

Vacation Rentals in Middletown

Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Fridge, microwave, oven, stovetop

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!"
The price is ￥25,017
￥44,527 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
LUX Mountain View - Hot tub, WiFi, AC
Interior

LUX Mountain View - Hot tub, WiFi, AC

The price is ￥54,787
￥101,197 total
includes taxes & fees
Jul 13 - Jul 14
LUX Mountain View - Hot tub, WiFi, AC
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Fridge, microwave, oven, stovetop

🔥 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! "
The price is ￥29,350
￥53,477 total
includes taxes & fees
Jul 8 - Jul 9
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Charming Private Suite in Historic Colonial House – right beside from The Inn!
Exterior

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
Fridge, microwave, oven, stovetop

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
Terrace/patio

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"
The price is ￥56,385
￥69,066 total
includes taxes & fees
Jul 7 - Jul 8
Mint Cottage at Little Washington - a modern, spacious retreat with a view
Pirate's Cove River Front Oasis, Group Adventure
Terrace/patio

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!!!"
The price is ￥130,446
￥208,445 total
includes taxes & fees
Jun 26 - Jun 27
Pirate's Cove River Front Oasis, Group Adventure
Windy Knoll Adventure!
Property grounds

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."
The price is ￥28,525
￥62,687 total
includes taxes & fees
Jul 20 - Jul 21
Windy Knoll Adventure!
Juliana Spa Suite - Luxury Main Floor
Exterior detail

Juliana Spa Suite - Luxury Main Floor

9.0 out of 10, Wonderful, (2)
"Very clean.. Great location! "
The price is ￥7,004
￥22,543 total
includes taxes & fees
Jun 30 - Jul 1
Juliana Spa Suite - Luxury Main Floor
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (13)
"Great proximity to Shenandoah N P ! Comfortable beds! Appreciated the host let us check in early."
The price is ￥24,513
￥59,600 total
includes taxes & fees
Jul 15 - Jul 16
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard
Big Sunny Family House
Fridge, microwave, oven, stovetop

Big Sunny Family House

10.0 out of 10, Exceptional, (34)
"Wonderful stay. "
The price is ￥29,220
￥68,819 total
includes taxes & fees
Jul 7 - Jul 8
Big Sunny Family House
Cameron Charmer pristine downtown apt with double master suites
Fridge, microwave, oven, stovetop

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."
The price is ￥28,698
￥49,265 total
includes taxes & fees
Jul 25 - Jul 26
Cameron Charmer pristine downtown apt with double master suites
Cozy 2-bedroom condo in charming Stephens City
Property grounds

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!!"
The price is ￥27,249
￥37,059 total
includes taxes & fees
Jun 30 - Jul 1
Cozy 2-bedroom condo in charming Stephens City
Sunset Haven - 10 min from Skyline Drive. Hot Tub
Property grounds

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!"
The price is ￥73,050
￥114,817 total
includes taxes & fees
Jul 23 - Jul 24
Sunset Haven - 10 min from Skyline Drive. Hot Tub
Newly renovated Farm cottage with Mountain views
Outdoor dining

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."
The price is ￥23,190
￥46,841 total
includes taxes & fees
Jun 27 - Jun 28
Newly renovated Farm cottage with Mountain views
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi
Smart TV, fireplace, DVD player

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. "
The price is ￥31,887
￥62,669 total
includes taxes & fees
Jul 2 - Jul 3
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi
Ridgeview Mountain Cabin
Fireplace

Ridgeview Mountain Cabin

9.4 out of 10, Exceptional, (41)
"Very well maintained, clean, gorgeous views. We'll be back next year."
The price is ￥27,241
￥52,055 total
includes taxes & fees
Jun 29 - Jun 30
Ridgeview Mountain Cabin
Overlook Mountain Cabin
Outdoor dining

Overlook Mountain Cabin

9.8 out of 10, Exceptional, (159)
"Beautiful mountain view! The trip was nice and beautiful! I love a good cozy vibe in the mountains! Communication with property manger was very excellent customer service! "
The price is ￥28,763
￥54,155 total
includes taxes & fees
Jun 26 - Jun 27
Overlook Mountain Cabin
Shenandoah Mountain Cabin
Outdoor spa tub

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. "
The price is ￥28,763
￥52,484 total
includes taxes & fees
Jul 9 - Jul 10
Shenandoah Mountain Cabin
Hideaway Mountain Cabin
Outdoor spa tub

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! "
The price is ￥28,763
￥54,155 total
includes taxes & fees
Jun 26 - Jun 27
Hideaway 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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Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, you can find vacation rentals near well known sights in Middletown, or you can go with a secluded option if you're looking for relaxation. Our travelers say Middletown has a good selection of bars and the restaurants. Make sure you have time to check out the entertainment choices and churches during your trip.

What are some of the best vacation home rentals that Middletown has to offer?

Secluded River Cabin Getaway (Masten Cabin): This vacation home rental near Middletown is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Middletown?

Choose from 3 Expedia vacation rentals in Middletown for a memorable vacation.

What’s there to see and do in Middletown?

Cedar Creek and Belle Grove National Historical Park and Shenandoah River are a couple of scenic spots to enjoy the outdoors, whereas Wayside Theater is one of the cultural attractions. While here, Belle Grove Plantation and Cedar Creek Battlefield Foundation are other places worth a visit.

What’s a vacation rental in Middletown like?

Vacation rentals are private properties where you can stay for a couple of days or more in Middletown. Vacation rentals provide amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for small groups.