Photo by Stephanie Sutton

Search Vacation Homes in Middletown

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Middletown

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (157)
"Beautiful and convenient location for a short getaway!"
Secluded River Cabin Getaway (Masten Cabin)

Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

9.6 out of 10, Exceptional, (188)
"The highlight of the rental for us was definitely the property. We loved the view and our kids enjoyed wading in the river. Hot tub was great after days spent hiking in Shenandoah! "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly

Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

10.0 out of 10, Exceptional, (2)
"Easy check-in, excellent communication. Home was very clean with quality furnishings and bedding. Lots of thoughtful touches and extras. Located along Shenandoah River makes it picturesque."
Rivers Edge Retreat with spectacular water views, Full kitchen, Games, Fishing

Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

10.0 out of 10, Exceptional, (49)
"We had a wonderful weekend, just what we needed. Relaxing and beautiful house and scenery. Diana was very communicative and responsive and gave great recommendations for things to do in the area. Hope to go back again."
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!

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

10.0 out of 10, Exceptional, (94)
"Clean and nice place to stay to visit Shenandoah "
$375 nightly
The price is $432
Aug 11 - Aug 12
Total includes taxes and fees
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub

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

9.8 out of 10, Exceptional, (32)
"Loved the property and having space for the kids to run and play. Perfect location for visiting Luray and Shenandoah. Hosts were great and super responsive. Would stay again!"
Secluded Mountain Retreat with Stunning Views, Hot Tub, Wifi and more

On the river ~ hot tub ~ serene river views ~ fire pit

10.0 out of 10, Exceptional, (19)
"We enjoyed our stay!"
On the river ~ hot tub ~ serene river views ~ fire pit

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

9.8 out of 10, Exceptional, (231)
"Beautiful home"
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails

Home w/ Hot Tub Near Shenandoah Nat'l Park!

9.8 out of 10, Exceptional, (30)
"Our family of 6 adults enjoyed the weekend at this lovely home. It was a perfect location to access Shenandoah National Park. We enjoyed the views and hot tub after our hike. We also used the gas grill to make dinner together one night."
Home w/ Hot Tub Near Shenandoah Nat'l Park!

Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

10.0 out of 10, Exceptional, (45)
"Amazing views and really wonderful modern cabin. The host was also extremely responsive and nice. Highly recommend."
Secluded Mountain Cabin with Spectacular Views- Hiker's Dream

⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

9.8 out of 10, Exceptional, (6)
"The property is beautiful and just outside of Front Royal. We visited local vineyards and hit the skyline drive on the way home. We loved relaxing in the GeoDome home!"
⭐️Lunar Lookout ⭐️ Geodesic Dome on 8 acres with HOT TUB!

Serene Mountain Retreat on 17 acres by National Park, EV Charger

2.0 star property
10.0 out of 10, Exceptional, (4)
"This home was very secluded and had beautiful views. The interior was a perfect mix of historic and modern touches. Hosts were very responsive and we would stay here again!"
$337 nightly
The price is $372
Aug 7 - Aug 8
Total includes taxes and fees
Serene Mountain Retreat on 17 acres by National Park, EV Charger

Linden Family Home w/ Yard < 5 Mi to Wineries!

2.0 star property
8.6 out of 10, Excellent, (12)
"Great place to stay on a nice mountain my family and dogs loved itMike was great and answered any questions we had will definitely book again in the future"
Linden Family Home w/ Yard < 5 Mi to Wineries!

Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

8.6 out of 10, Excellent, (30)
"location by the river was beautiful. House is roomy and great for our family of 12. "
$877 nightly
The price is $958
Aug 9 - Aug 10
Total includes taxes and fees
Waterfront Log Home Hot Tub Flat yard w/ Volleyball Fire Pit & Tubes for Floating

Shenandoah River Getaway < 9 Mi to Downtown Luray!

8.6 out of 10, Excellent, (36)
"We had a great stay- the air conditioning works great, and the property is lovely! There was plenty for our teens to do, and even a high chair to use with our toddler!! We emailed a question to the owner and it was answered promptly. We would definitely consider staying here again!"
Shenandoah River Getaway < 9 Mi to Downtown Luray!

Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River

9.8 out of 10, Exceptional, (26)
"The Chateau was fabulous! As described, private, zen-like, very comfortable with a great deck, views and large outback hot tub. "
Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River

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

10.0 out of 10, Exceptional, (14)
"We needed a place to stay for our golf foursome. Thisfour bedroom property met all of our needs."
$341 nightly
The price is $380
Aug 26 - Aug 27
Total includes taxes and fees
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

NEW! The Hilltop Station

6.0 out of 10, (1)
"A train came past the house at 7am in the morning. There is no mention of early morning train activity in the description. The mattresses were extremely soft and the blankets were very thin…so we were chilly. The house is beautiful…just these details are something to consider."
$630 nightly
The price is $726
Sep 2 - Sep 3
Total includes taxes and fees
NEW! The Hilltop Station

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

10.0 out of 10, Exceptional, (36)
"You might have thought you stayed at a place where the owner put a lot of thought into taking care of you, but you’ve never stayed here, I travel for work I book through vrbo three out of the four weeks of a month by far the best treatment and presentation by a host I’ve ever had my hats off to this host for the tremendous thought and effort he has put into you!!! I’m a forever customer I will be back!!"
$367 nightly
The price is $409
Aug 6 - Aug 7
Total includes taxes and fees
River Perch on the Cacapon: private home on 27 acres and 1200 ft of riverfront

Overlook Mountain Cabin

9.8 out of 10, Exceptional, (160)
"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! "
$331 nightly
The price is $367
Aug 12 - Aug 13
Total includes taxes and fees
Overlook 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middletown Hotel Reviews