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Our top choices for Upperville holiday homes

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 HK$1,497
HK$3,446 total
includes taxes & fees
3 Feb - 4 Feb
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
2.0 star property
10.0 out of 10, Exceptional, (6 reviews)
The price is HK$1,245
HK$2,688 total
includes taxes & fees
27 Jan - 28 Jan
NEW! Ferrystone Lodge: Mountain Retreat w/ Patio & Fireplace
10.0 out of 10, Exceptional, (12 reviews)
"We loved our stay at this beautiful tranquil farmhouse. Our two Golden’s enjoyed the outdoor space. Hiking close by, a beautiful drive to visit Middleburg is a must. We highly recommend this charming getaway."
United States
AnneMarie M.
The price is HK$561
HK$1,627 total
includes taxes & fees
21 Jan - 22 Jan
Lamontagne Farmhouse a Rural Pristine Setting
10.0 out of 10, Exceptional, (2 reviews)
"Amazing stay! Absolutely loved this BnB. It is a perfect secluded getaway especially for pets. No WiFi, and limited cellular service was a great way to disconnect/unplug for our stay. Plenty of great board games and cute dog treats/snacks. Definitely recommended."
United States
Nathan R.
The price is HK$1,123
HK$1,372 total
includes taxes & fees
21 Jan - 22 Jan
Secluded stonehouse in Marshall with walking trails and creek. Pet-friendly!

Holiday Home in Front Royal

Mountain View Bungalow in Front Royal
10.0 out of 10, Exceptional, (13 reviews)
"Property was just what we were looking for "
United States
Tim C.
The price is HK$1,053
HK$1,710 total
includes taxes & fees
21 Jan - 22 Jan
Mountain View Bungalow in Front Royal

Holiday Home in Bluemont

Historic Bluemont Village Home
10.0 out of 10, Exceptional, (39 reviews)
"This was one of the best VRBO experiences I’ve had! Communication with the host was exceptional, and the home itself was gorgeous. It’s clear they have put a lot of thought into make this house a perfect getaway — it is beautifully decorated and has all the comforts of home. We will definitely stay here again!"
United States
Mary S.
The price is HK$1,228
HK$3,338 total
includes taxes & fees
21 Jan - 22 Jan
Historic Bluemont Village Home
10.0 out of 10, Exceptional, (31 reviews)
"Lovely property, really nicely furnished and clean. Brilliant location for lots of places locally and close enough to walk into Leesburg itself to get ice cream!"
United Kingdom
Rachael B.
The price is HK$1,053
HK$2,376 total
includes taxes & fees
22 Jan - 23 Jan
Leesburg Hideaway- King Bed + Private Backyard
10.0 out of 10, Exceptional, (21 reviews)
"Very nice stay! A peaceful, quiet little place. Cozy beds! We enjoyed our time. "
United States
Katelyn E.
The price is HK$988
HK$2,431 total
includes taxes & fees
26 Jan - 27 Jan
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
9.6 out of 10, Exceptional, (66 reviews)
"Nice quiet view, able to sit on deck for hours and talk. Close to restaurants, and stores. Had a great stay."
United States
Paul M.
The price is HK$780
HK$3,084 total
includes taxes & fees
1 Feb - 2 Feb
Terra Alta - Incredible River Views and Hot Tub!

Holiday Home in Harpers Ferry

New 3 Bedroom 3 Bath Mountain Retreat
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Everything in the listing is true to the home. Description is spot on and the pictures are exactly how we found everything. It is truly a Mountain Retreat. Secluded enough to feel like a true isolated getaway, but also close enough to everything as to not have drive forever to get supplies or sightsee. We had a wonderful time and will definitely stay again if we return. "
United States
Drew W.
The price is HK$1,645
HK$3,144 total
includes taxes & fees
25 Jan - 26 Jan
New 3 Bedroom 3 Bath Mountain Retreat
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 HK$1,247
HK$2,460 total
includes taxes & fees
22 Jan - 23 Jan
Newly renovated Farm cottage with Mountain views

Holiday Home in Boyce

Welcome to the Ladybug Retreat!
10.0 out of 10, Exceptional, (1 review)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
United States
Catherine A.
The price is HK$1,364
HK$3,156 total
includes taxes & fees
21 Jan - 22 Jan
Welcome to the Ladybug Retreat!
The price is HK$1,254
HK$2,316 total
includes taxes & fees
21 Jan - 22 Jan
Mountain Retreat w 2 Living Spaces & Scenic Deck
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 HK$780
HK$2,940 total
includes taxes & fees
21 Jan - 22 Jan
Riverview Retreat - Pool, Hot Tub, and Mtn Views!

Holiday Home in Front Royal

Big Sunny Family House
10.0 out of 10, Exceptional, (42 reviews)
"Wonderful house and town! Loved every minute of our trip! "
United States
MaryAnn G.
The price is HK$1,081
HK$3,095 total
includes taxes & fees
27 Jan - 28 Jan
Big Sunny Family House
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"The home was beautiful. The hosts were very responsive to my questions. Overall it was an excellent stay. "
United States
Melissa M.
The price is HK$2,359
HK$4,408 total
includes taxes & fees
27 Jan - 28 Jan
Iconic Chalet: Sauna • Hot Tub • Fire Pit • Plunge
10.0 out of 10, Exceptional, (12 reviews)
"Very nice accommodations and the little details were all met. Thank you Deb and Alex. We would highly recommend your place to others."
United States
Curt D.
The price is HK$1,491
HK$3,212 total
includes taxes & fees
26 Jan - 27 Jan
Stone Cabin on Valley View: Fire Pit + Hot Tub
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 HK$1,700
HK$3,937 total
includes taxes & fees
21 Jan - 22 Jan
Spacious Modern Home on Middleburg Horse Farm
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The entire house was AMAZING!!! The hosts were fantastic. They sent us activities to do in the area, stocked the house with everything we could possibly need, baked us cookies, and left us refreshments. The house was very clean and had plenty of space and things to do even if you don’t want to go anywhere. Every room has a lake view and each bathroom feels as clean as a hotel!"
United States
Rosalie G.
The price is HK$9,793
HK$11,272 total
includes taxes & fees
8 Feb - 9 Feb
LUX Lakefront King Suites w/Dock, HotTub, Kayaks
2.0 star property
The price is HK$667
HK$2,567 total
includes taxes & fees
25 Jan - 26 Jan
Shenandoah River Retreat: Pool Table and Fireplace
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 Upperville Hotel Reviews

Find out more about Upperville

Upperville Vacation Homes information

Number of reviews
283
Accommodation
231 Vacation Homes
Lowest Price
HK$1,372
Highest Price
HK$11,272

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