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Our top choices for Upperville vacation homes

Mountain View Bungalow in Front Royal

Mountain View Bungalow in Front Royal
Front Royal
10.0 out of 10, Exceptional, (17 reviews)
"We enjoyed our stayed so much! This location is perfect. This property is so clean. "
United States
Nicole Z.
The price is AED 496
AED 805 total
includes taxes & fees
25 Mar - 26 Mar
Mountain View Bungalow in Front Royal

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.
Harpers Ferry
7.6 out of 10, Good, (27 reviews)
"The inside was well done and clean. Even though the neighbors are close, they were quiet. My husband and I were able to relax in a comfortable setting."
United States
Melissa H.
The price is AED 413
AED 971 total
includes taxes & fees
25 Mar - 26 Mar
Single Level, 3 Bedroom Home In Between Harper's Ferry & Casino.

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets
Harpers Ferry
10.0 out of 10, Exceptional, (22 reviews)
"We had a great stay! The house was clean, nicely decorated and had every amenity we needed! "
United States
Julie H.
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Riverview Retreat - Pool, Hot Tub, and Mtn Views!
Harpers Ferry
10.0 out of 10, Exceptional, (1 review)
"We had a great time at Riverview Retreat! The house was perfect for our group and offered beautiful views. We especially loved the fireplace and all of the amenities they had available. The hot tub code was missing from the manual so we weren't able to use it on our first night and the spiral staircase was pretty intimidating for the weather we had. Heed the warnings about needing four wheel drive in the winter for the driveway. I was thankful there wasn't snow as it would have been scary to...
United States
Stacy H.
The price is AED 367
AED 1,529 total
includes taxes & fees
26 Mar - 27 Mar
Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Shenandoah mountain cottage w/ hot tub & lake

Shenandoah mountain cottage w/ hot tub & lake
Front Royal
9.0 out of 10, Wonderful, (31 reviews)
"The house itself was clean, the beds are comfortable, and it is in a nice, quiet, and private location. The property manager was very pleasant and responsed to any questions or concerns quickly. "
United States
Elissa S.
The price is AED 628
AED 1,150 total
includes taxes & fees
30 Mar - 31 Mar
Shenandoah mountain cottage w/ hot tub & lake

Newly renovated Farm cottage with Mountain views

Newly renovated Farm cottage with Mountain views
Strasburg
10.0 out of 10, Exceptional, (38 reviews)
"Beautiful place; very friendly hosts. We enjoyed our stay very much! We will visit again! "
United States
Shannon H.
The price is AED 588
AED 1,167 total
includes taxes & fees
6 Apr - 7 Apr
Newly renovated Farm cottage with Mountain views

Dog-Friendly Cottage w Playground, Grill & Games

Dog-Friendly Cottage w Playground, Grill & Games
Middletown
9.6 out of 10, Exceptional, (17 reviews)
"Clean cute house, exactly as described. Close to Shenandoah national park and skyline drive. Hosts very communicative "
United States
Corrin D.
Dog-Friendly Cottage w Playground, Grill & Games

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
United States
Vinod B.
The price is AED 500
AED 1,339 total
includes taxes & fees
21 Apr - 22 Apr
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Spacious Modern Home on Middleburg Horse Farm

Spacious Modern Home on Middleburg Horse Farm
Middleburg
10.0 out of 10, Exceptional, (17 reviews)
"We loved the huge kitchen and family room, and the location in Virginia horse country was amazing!"
United States
STAN P.
The price is AED 801
AED 1,863 total
includes taxes & fees
26 Mar - 27 Mar
Spacious Modern Home on Middleburg Horse Farm

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Mountain Retreat w/2 Living Spaces, Hot Tub & Deck
Harpers Ferry
The price is AED 591
AED 1,200 total
includes taxes & fees
25 Mar - 26 Mar
Mountain Retreat w/2 Living Spaces, Hot Tub & Deck

Stone Cabin on Valley View: Fire Pit + Hot Tub

Stone Cabin on Valley View: Fire Pit + Hot Tub
Harpers Ferry
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful scenery! Beautiful home! Wonderful hosts!"
United States
Brian S.
The price is AED 687
AED 1,488 total
includes taxes & fees
25 Mar - 26 Mar
Stone Cabin on Valley View: Fire Pit + Hot Tub

Spring Haven Escape w/ Patio & Fireplace

Spring Haven Escape w/ Patio & Fireplace
Harpers Ferry
10.0 out of 10, Exceptional, (7 reviews)
"The house was perfect. Every detail was thought through and it was even decorated beautifully for Christmas. We were very comfortable and all amenities were available as advertised. Host were extremely responsive and thoughtful Appreciated the recommendations as well. Highly recommend and look forward to our next day there."
United States
Gina B.
The price is AED 550
AED 1,377 total
includes taxes & fees
25 Mar - 26 Mar
Spring Haven Escape w/ Patio & Fireplace

The Cottage on Royal - Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home
Leesburg's Old and Historic District
9.8 out of 10, Exceptional, (19 reviews)
"Delightful cottage, super convenient, and our host was extremely nice and attentive. "
United States
Mark M.
The price is AED 803
AED 1,764 total
includes taxes & fees
25 Mar - 26 Mar
The Cottage on Royal - Historic Leesburg Home

Indigo Blue modern open vibe on tree lined street

Indigo Blue modern open vibe on tree lined street
Winchester Historic District
10.0 out of 10, Exceptional, (13 reviews)
"Perfect for our needs for our daughter’s graduation!"
United States
Chris and Michelle P.
The price is AED 808
AED 1,477 total
includes taxes & fees
26 Mar - 27 Mar
Indigo Blue modern open vibe on tree lined street

The Apple Mountain House

The Apple Mountain House
Front Royal
9.8 out of 10, Exceptional, (11 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is AED 525
AED 1,482 total
includes taxes & fees
25 Mar - 26 Mar
The Apple Mountain House

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country
Marshall
9.8 out of 10, Exceptional, (29 reviews)
"Everything was great "
United States
James A.
The price is AED 1,759
AED 2,135 total
includes taxes & fees
25 Mar - 26 Mar
Escape the city to this Spacious and Clean 5BR / 3.5BA home with a Heated Pool and Spa on 8 Acres in Horse & Wine Country

A peaceful, forest retreat with stunning views near historic Harpers Ferry.

A peaceful, forest retreat with stunning views near historic Harpers Ferry.
Harpers Ferry
9.8 out of 10, Exceptional, (6 reviews)
"Great place to stay!! Very happy with the accommodations "
United States
Amanda E.
A peaceful, forest retreat with stunning views near historic Harpers Ferry.

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise
Harpers Ferry
10.0 out of 10, Exceptional, (10 reviews)
"The home was clean and beautifully decorated. "
United States
Preeti r.
Cozy Cottage - 6 Mins To River, Hiking & Trails - Work From Home Paradise

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Harpers Ferry
9.8 out of 10, Exceptional, (107 reviews)
"Booked this property for my entire extended family for a wedding. It was perfect for the 18 of us with plenty of room for everyone to have their own space to relax. The common areas were also big enough for us all to have a conversation. "
United States
Staci H.
The price is AED 1,182
AED 2,751 total
includes taxes & fees
27 Mar - 28 Mar
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex

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

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Linden
10.0 out of 10, Exceptional, (26 reviews)
"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "
United States
Katelyn E.
The price is AED 776
AED 1,540 total
includes taxes & fees
25 Mar - 26 Mar
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
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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