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Check prices for these dates

In two weeks
3 Oct - 5 Oct
In two months
14 Nov - 16 Nov
In three months
12 Dec - 14 Dec
In four months
9 Jan - 11 Jan

Vacation Homes in Middletown

Our top choices for Middletown vacation homes

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

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

10.0 out of 10, Exceptional, (98)
"Clean and nice place to stay to visit Shenandoah "
The price is SAR 638
SAR 1,535 total
includes taxes & fees
21 Sep - 22 Sep
Lone Bear Cabin: Lv2 EV, WiFi, River Access, Mountain Views, fireplace, hot tub
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Property grounds

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

9.6 out of 10, Exceptional, (196)
"We loved everything about our stay. The views were spectacular and the setting was so tranquil. "
Charming 1800s Farmhouse on 47 Acres — Riverfront w/Views, Hot Tub, Pet-Friendly
Gorgeous getaway: 10 private acres w/ Hot Tub in GW forest near Shenandoah River
Dining

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

9.8 out of 10, Exceptional, (31)
"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
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Outdoor dining

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

9.8 out of 10, Exceptional, (234)
"Wonderful location, beautiful as always. Looking forward to our next trip."
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Outdoor dining

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

9.8 out of 10, Exceptional, (194)
"We love our time there. Cabin was amazing "
Adorable Cabin at Trout-Stocked Paddy Run Surrounded by GWNF and Hiking Trails
Newly renovated Farm cottage with Mountain views
Outdoor dining

Newly renovated Farm cottage with Mountain views

10.0 out of 10, Exceptional, (35)
"The cottage is lovely, with modern kitchen and bath and charming furnishings throughout. Views are wonderful and the location is quiet, set well back from the road. The host is very prompt and courteous in communications. She went above and beyond the call of duty in helping us when I temporarily mislaid the key."
The price is SAR 600
SAR 1,216 total
includes taxes & fees
22 Sep - 23 Sep
Newly renovated Farm cottage with Mountain views
Secluded River Cabin Getaway (Masten Cabin)
Fridge, microwave, oven, stovetop

Secluded River Cabin Getaway (Masten Cabin)

9.8 out of 10, Exceptional, (163)
"A beautiful home and property. This is a wonderful weekend getaway home. Modern and comfortable, but especially quiet!"
Secluded River Cabin Getaway (Masten Cabin)
The Outpost: A Rustic Respite in the Shenandoah Valley 4 Bikes For Use Tesla Ch
Outdoor dining

The Outpost: A Rustic Respite in the Shenandoah Valley 4 Bikes For Use Tesla Ch

8.8 out of 10, Excellent, (42)
"Great environment, lots to do within the area. Check in process is very convenient. Every room feels like a new adventure."
The Outpost: A Rustic Respite in the Shenandoah Valley 4 Bikes For Use Tesla Ch
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, (55)
"A beautiful cabin far from the hustle and bustle. Great place to relax. "
River Woods Retreat:10min to River, L2 EV, Hikes, 2 Fireplaces, Hottub, SP 10mi
The Apple Mountain House
Interior

The Apple Mountain House

9.4 out of 10, Exceptional, (3)
"Amazing place to relax."
The price is SAR 788
SAR 1,820 total
includes taxes & fees
29 Sep - 30 Sep
The Apple Mountain House
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
Outdoor dining

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

10.0 out of 10, Exceptional, (52)
"Amaxing home beautifully decorated and just felt like home. Need a pmace just to relax and do nothing this is the place for you. Book your stay now i promise you wont be disappointed. Breathe taking river views and an awesome wrap around deck to enjoy that view "
Waterfront, Luxury Panoramic View, Fast Wi-Fi, Private River Access Steps Away!
Sunset Mountain Cabin
Terrace/patio

Sunset Mountain Cabin

9.8 out of 10, Exceptional, (35)
"We loved this little getaway spot! The view was gorgeous and the cabin was so clean and cozy!"
The price is SAR 666
SAR 1,322 total
includes taxes & fees
23 Sep - 24 Sep
Sunset Mountain Cabin
Luxury Cabin Getaway in the Blue Ridge Mountains
Exterior

Luxury Cabin Getaway in the Blue Ridge Mountains

Luxury Cabin Getaway in the Blue Ridge Mountains
Cozy Lakeside Homestead
Outdoor dining

Cozy Lakeside Homestead

10.0 out of 10, Exceptional, (197)
"We had a wonderful time! The kids loved the games available and the hot tub. My husband absolutely loved the fire pit and we had a great time at the lake. Will definitely be coming back. "
Cozy Lakeside Homestead
River Front Retreat
Dining

River Front Retreat

8.8 out of 10, Excellent, (41)
"We loved driving through the cow pasture to get to the house - helped us slow down and relax! We were in town for a graduation, so siblings (and their young children) were all there. There were enough beds for us all, and the kitchen/dining area was cozy for us all. The younger kids enjoyed the yard, while parents could sit on the deck by the river. We had lots of events to attend over the weekend, so hadn't planned on using the house as a "river getaway", so I can't comment on the...
River Front Retreat
Warm Welcoming Retreat in Shenandoah w/1 mile of River, Stunning Mountain View’s
Terrace/patio

Warm Welcoming Retreat in Shenandoah w/1 mile of River, Stunning Mountain View’s

10.0 out of 10, Exceptional, (130)
"Great property and nice house"
Warm Welcoming Retreat in Shenandoah w/1 mile of River, Stunning Mountain View’s
NEW! The Hilltop Station
Exterior

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."
The price is SAR 798
SAR 1,906 total
includes taxes & fees
22 Sep - 23 Sep
NEW! The Hilltop Station
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
Miscellaneous

Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub

10.0 out of 10, Exceptional, (383)
"What a wonderful property! Our stay was restful and quiet, and we were even treated to visiting deer! This lovely home made our visit to the area very special."
Secluded Mountain Home Features Breathtaking Valley Views and Hot Tub
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
Terrace/patio

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine

9.8 out of 10, Exceptional, (58)
"The home was the perfect size for our group of 10 women. We loved how close it was to Three Fox Vineyards which has wonderful staff and delicious pizza. The hot tub was a nice touch - the steps from the basement get quite slippery though and would benefit from mats to prevent misteps. "
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
Peaceful Retreat on Creekside
Fridge, microwave, oven, stovetop

Peaceful Retreat on Creekside

9.4 out of 10, Exceptional, (10)
"We liked being out in the country. Loved hearing the sounds of the woods and the farms. Lovely spot"
Peaceful Retreat on Creekside
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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Top Middletown Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"Close to route 81"
tomasz 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Winchester