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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 10 Chalets in Upperville with updated reviews, rates, and availability.

Hot Tub, Game Room, River Access, Fire Pit & Grill
Interior

Hot Tub, Game Room, River Access, Fire Pit & Grill

9.6 out of 10, Exceptional, (24)
"This was a perfect place for our group. Bedroom for everyone, up and down tvs for movie and sports watching, table for gaming, and hrs in the hot tub. Dining table was big enough for everyone to eat together, and the kitchen had what we needed to manage all our meals"
The price is AED 1,058
AED 1,740 total
includes taxes & fees
4 May - 5 May
Hot Tub, Game Room, River Access, Fire Pit & Grill
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Property grounds

Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>

10.0 out of 10, Exceptional, (38)
"Great and communicative host. Very accommodating. Spent a few hours in the hot tub enjoying the stars. Great kitchen to cook a lovely meal. Would stay again!"
Bear Mountain Lodge Shenandoah Mountains Skyline Drive / Front Royal (hottub)<br>
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Fridge, microwave, oven, stovetop

Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI

9.4 out of 10, Exceptional, (22)
"Tony’s cabin was exactly what we needed for few days of remote work in West Virginia. The check in process was easy and the house was stocked with the standard necessities for a short term rental. We definitely recommend and we will try to return in the near future"
The price is AED 743
AED 1,242 total
includes taxes & fees
5 May - 6 May
Harpers Ferry Cabin: Hot Tub, Deck, Fire Pit, WiFI
Whitetail Summit - Shenandoah/hot tub/wineries
Outdoor spa tub

Whitetail Summit - Shenandoah/hot tub/wineries

10.0 out of 10, Exceptional, (39)
"Our group selected this house for its layout and proximity to wineries. We really enjoyed our stay and the natural beauty of the area."
Whitetail Summit - Shenandoah/hot tub/wineries
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Fridge, microwave, oven, stovetop

Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!

10.0 out of 10, Exceptional, (5)
"My group of friends enjoyed our stay at the cabin after a day of light hiking and visiting nearby Harper's Ferry. The property manager/owner was great with communicating to make sure we were checked in and very quick at answering a question we had. I would stay again when visiting the area. "
The price is AED 1,272
AED 1,987 total
includes taxes & fees
14 May - 15 May
Modern Harpers Ferry Cabin w Hot Tub, Deck, WiFi!
Timber frame chalet with incredible views minutes from Shenandoah National Park.
Interior

Timber frame chalet with incredible views minutes from Shenandoah National Park.

9.6 out of 10, Exceptional, (4)
"Beautiful overlook, very spacious, comfort beds."
Timber frame chalet with incredible views minutes from Shenandoah National Park.
Cozy w Fire Pit, Grill, Deck, Screened Porch, WiFi
Property grounds

Cozy w Fire Pit, Grill, Deck, Screened Porch, WiFi

10.0 out of 10, Exceptional, (1)
"Our family had a cozy weekend at the cabin. Tony was super helpful and a great host. Thank you for sharing your lovely property with us!"
The price is AED 691
AED 1,249 total
includes taxes & fees
28 May - 29 May
Cozy w Fire Pit, Grill, Deck, Screened Porch, WiFi
"Charming 3-Bedroom Chalet in Harpers Ferry, WV: Perfect Escape"
Fridge, microwave, oven, stovetop

"Charming 3-Bedroom Chalet in Harpers Ferry, WV: Perfect Escape"

10.0 out of 10, Exceptional, (33)
"Cozy and quiet cabin in the woods with all the amenities of home."
"Charming 3-Bedroom Chalet in Harpers Ferry, WV: Perfect Escape"
River Retreat-modern luxury 5 min to Skyline Drive
TV, fireplace, table tennis, streaming services

River Retreat-modern luxury 5 min to Skyline Drive

9.6 out of 10, Exceptional, (15)
"This house was new, clean, well stocked in the kitchen and bathrooms with essentials which was very nice. . Quick responses with the owner when I had questions. Enjoyed our stay!!"
River Retreat-modern luxury 5 min to Skyline Drive
The Cuckoo Chalet, Get-Away Cabin near Historic Harpers Ferry, West Virginia
Fridge, microwave, oven, stovetop

The Cuckoo Chalet, Get-Away Cabin near Historic Harpers Ferry, West Virginia

The Cuckoo Chalet, Get-Away Cabin near Historic Harpers Ferry, West Virginia
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 Upperville

18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (40)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is AED 1,010
AED 1,439 total
includes taxes & fees
8 May - 9 May
18th Century Stone Cottage minutes from historic Middleburg
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Outdoor dining

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.

10.0 out of 10, Exceptional, (83)
"The cabin is beautiful and tucked away in the trees. Amazing colors this time of year and was such a great little getaway. Highly recommend staying here!"
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
Outdoor dining

Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people

9.2 out of 10, Wonderful, (13)
"Week with elderly family members and this home was a good spot to rest and relax. Upon arrival, house was neat and clean. Well stocked with cooking items. Nice layout. Good central locations for day trip options. Overall I would recommend this home. "
Cozy Cabin w/ Hot Tub, Arcade & Fire Pit perfect for up to 8 people
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.