Holiday Homes in Upperville
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Featured Holiday Homes in Upperville

Kalia’s Mountain Momma Getaway
Kalia’s Mountain Momma Getaway
10.0 out of 10, Exceptional, (11)
The price is AU$276
includes taxes & fees
27 Oct - 28 Oct

Terra Alta - Incredible River Views and Hot Tub!
Terra Alta - Incredible River Views and Hot Tub!
9.6 out of 10, Exceptional, (63)
The price is AU$627
includes taxes & fees
28 Oct - 29 Oct

🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
🔥 Hottub + 🐕 friendly + 🏔️ view + Skyline Dr + Wineries
10.0 out of 10, Exceptional, (18)
The price is AU$413
includes taxes & fees
28 Oct - 29 Oct

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!
10.0 out of 10, Exceptional, (5)
The price is AU$561
includes taxes & fees
10 Nov - 11 Nov

Lakefront House w/ Modern Comforts!
Lakefront House w/ Modern Comforts!
8.8 out of 10, Excellent, (3)
The price is AU$549
includes taxes & fees
26 Oct - 27 Oct

Mountain View Bungalow in Front Royal
Mountain View Bungalow in Front Royal
10.0 out of 10, Exceptional, (4)
The price is AU$345
includes taxes & fees
28 Oct - 29 Oct

Historic Hideaway
Historic Hideaway
10.0 out of 10, Exceptional, (27)
The price is AU$478
includes taxes & fees
27 Oct - 28 Oct

Cottage on King | Charming Historic Leesburg Home
Cottage on King | Charming Historic Leesburg Home
9.6 out of 10, Exceptional, (59)
The price is AU$477
includes taxes & fees
27 Oct - 28 Oct
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Upperville Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
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 |