Holiday Homes in Upperville

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Featured Holiday Homes in Upperville

Kalia’s Mountain Momma Getaway
10.0 out of 10, Exceptional, (11)
"Location was nice"
United States
michael
The price is AU$276
includes taxes & fees
27 Oct - 28 Oct
Kalia’s Mountain Momma Getaway
Terra Alta - Incredible River Views and Hot Tub!
9.6 out of 10, Exceptional, (63)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
United States
Cherilyn M.
The price is AU$627
includes taxes & fees
28 Oct - 29 Oct
Terra Alta - Incredible River Views and Hot Tub!
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
10.0 out of 10, Exceptional, (18)
"View was great, was pretty isolated from other houses in the area, and cute decor. Very comfortable stay. "
United States
Andrew G.
The price is AU$413
includes taxes & fees
28 Oct - 29 Oct
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
10.0 out of 10, Exceptional, (5)
"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 AU$561
includes taxes & fees
10 Nov - 11 Nov
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!
Lakefront House w/ Modern Comforts!
8.8 out of 10, Excellent, (3)
"The house is lovely. Very much enjoyed the stay. Looking forward to going back!!"
United States
robert s.
The price is AU$549
includes taxes & fees
26 Oct - 27 Oct
Lakefront House w/ Modern Comforts!
Mountain View Bungalow in Front Royal
10.0 out of 10, Exceptional, (4)
"Property was just what we were looking for "
United States
Tim C.
The price is AU$345
includes taxes & fees
28 Oct - 29 Oct
Mountain View Bungalow in Front Royal
Historic Hideaway
10.0 out of 10, Exceptional, (27)
"Perfect location and amazing property especially when traveling with pets. Nice fenced yard, quiet neighborhood, location was close to event I was attending and easy access to restaurants and local sites. Host communicated quickly. When traveling to area in future would love to stay again."
United States
Susan N.
The price is AU$478
includes taxes & fees
27 Oct - 28 Oct
Historic Hideaway
Cottage on King | Charming Historic Leesburg Home
9.6 out of 10, Exceptional, (59)
"Charming cottage within walking distance of great restaurants in Leesburg. Enjoyed a quiet weekend away and evening strolls through the neighborhood. "
United States
Kevin E.
The price is AU$477
includes taxes & fees
27 Oct - 28 Oct
Cottage on King | Charming Historic Leesburg Home
1939 4BR Rustic Escape by Casino, 1939 4BR Rustic Escape by Casino
10.0 out of 10, Exceptional, (2)
"Convenient location, close to casino & river tubing. The house was cozy & comfortable for all of us. "
United States
Melissa H.
The price is AU$476
includes taxes & fees
27 Oct - 28 Oct
1939 4BR Rustic Escape by Casino, 1939 4BR Rustic Escape by Casino
The Apple Mountain House
9.8 out of 10, Exceptional, (6)
"Amazing place to relax."
United States
Edna K.
The price is AU$767
includes taxes & fees
4 Nov - 5 Nov
The Apple Mountain House
Quaint Royal Cottage @ Historic Leesburg
2.0 star property
10.0 out of 10, Exceptional, (9)
"Our stay was perfect for our family attending a Wedding in Leesburg. The Host was a great communicator and his guide about the area was wonderful."
United States
Mary D.
The price is AU$667
includes taxes & fees
27 Oct - 28 Oct
Quaint Royal Cottage @ Historic Leesburg
Historic Bluemont Village Home
10.0 out of 10, Exceptional, (36)
"No need to look any further! Beautiful, clean,historic home in a perfect location. Close to wineries, breweries, Shenandoah River, hiking and only 45 minutes from DC. The host was very accommodating and friendly as well. We would highly recommend this home for you and your family. "
United States
Brian and Allison W.
The price is AU$729
includes taxes & fees
26 Oct - 27 Oct
Historic Bluemont Village Home
Newly renovated Farm cottage with Mountain views
10.0 out of 10, Exceptional, (37)
"Very clean cottage with well-stocked kitchen with a great outdoors area for grilling and hanging out. Quiet relaxing location way up off the road. The hosts were unobtrusive but available. We have already recommended this cottage to our immediate family for future stays. "
United States
Becky C.
The price is AU$509
includes taxes & fees
27 Oct - 28 Oct
Newly renovated Farm cottage with Mountain views
Private outdoor Spa! Close to Casino, Cozy Pool & Hot Tub Retreat by Casino
9.0 out of 10, Wonderful, (2)
"Quaint home for a weekend getaway! Exactly as advertised, great communication with host, and the pool & hot tub were clean and in stellar shape. Will definitely schedule another stay in the future!!"
United States
Stephanie W.
The price is AU$481
includes taxes & fees
11 Nov - 12 Nov
Private outdoor Spa! Close to Casino, Cozy Pool & Hot Tub Retreat by Casino
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
9.0 out of 10, Wonderful, (26)
"Everything was as described. We had a lovely weekend relaxing under the stars in the hot tub and spending time with family in the Shenandoah Valley. We can't wait to come back to this oasis!"
United States
Shugie B.
The price is AU$471
includes taxes & fees
5 Nov - 6 Nov
Cozy Cottage w Hot Tub, Fire Pit, WiFi & Sunroom!
Stone Cabin on Valley View: Fire Pit + Hot Tub
10.0 out of 10, Exceptional, (10)
"Had a lovely weekend away at this private and beautiful stay. Had everything we needed for a cozy weekend with indoor/outdoor living. 10 out of 10 would stay again. "
United States
Amy R.
The price is AU$621
includes taxes & fees
11 Nov - 12 Nov
Stone Cabin on Valley View: Fire Pit + Hot Tub
Welcome to the Ladybug Retreat!
10.0 out of 10, Exceptional, (1)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
United States
Catherine A.
The price is AU$644
includes taxes & fees
29 Oct - 30 Oct
Welcome to the Ladybug Retreat!
Cameron Charmer pristine downtown apt with double master suites
9.6 out of 10, Exceptional, (4)
"The home was exactly as advertised! It was also located in a great spot whichbwas within walking distance to many of the Historic District of Downtown Winchester. We will definitely be staying here again!"
United States
David K.
The price is AU$549
includes taxes & fees
27 Oct - 28 Oct
Cameron Charmer pristine downtown apt with double master suites
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
10.0 out of 10, Exceptional, (17)
"Great location! Host very responsive and accommodating. Private yard. House is well maintained. Will stay again if the availability is there. "
United States
Melinda R.
The price is AU$590
includes taxes & fees
2 Nov - 3 Nov
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!
The Cottage on Royal - Historic Leesburg Home
10.0 out of 10, Exceptional, (16)
"Within walking distance to everything important."
United States
Morgan C.
The price is AU$671
includes taxes & fees
29 Oct - 30 Oct
The Cottage on Royal - Historic Leesburg Home
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 Holiday Homes information

Number of reviews
340
Accommodation
236 Holiday Homes
Lowest Price
AU$276
Highest Price
AU$767