Search Vacation Homes in Upperville
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare Vacation Homes in Upperville with updated reviews, rates, and availability.

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains
9.8 out of 10, Exceptional, (28)

Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
Hot Tub, Campfire Ring, Convenient Location, Large Groups!!
9.6 out of 10, Exceptional, (91)

Modern Country House on the Shenandoah River
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (31)

5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
5-bedroom Farmhouse In Heart Of Virginia Horse Country- Private Trail To Wine
9.8 out of 10, Exceptional, (47)

Cottage on King | Charming Historic Leesburg Home
Cottage on King | Charming Historic Leesburg Home
9.4 out of 10, Exceptional, (49)
The price is SAR 698
SAR 1,268 total
includes taxes & fees
31 Mar - 1 Apr

Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
Large Groups, Hot Tub, Near Attractions, Wooded/Country Setting w/Aparment/Annex
9.8 out of 10, Exceptional, (93)

The Lodge at Bear Rock
The Lodge at Bear Rock

Charles Town Home w/ Private Pool & Hot Tub
Charles Town Home w/ Private Pool & Hot Tub
10.0 out of 10, Exceptional, (41)
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
Other property types in Upperville

Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
Cozy Mountain Cabin w/ Steam Shower! Great for Couples.
10.0 out of 10, Exceptional, (59)
The price is SAR 581
SAR 1,274 total
includes taxes & fees
31 Mar - 1 Apr

Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
Whiskey Hill Cabin a Mountain escape in Virginia Wine country.
10.0 out of 10, Exceptional, (83)

Hot Tub, Game Room, River Access, Fire Pit & Grill
Hot Tub, Game Room, River Access, Fire Pit & Grill
9.6 out of 10, Exceptional, (22)
The price is SAR 837
SAR 1,472 total
includes taxes & fees
1 Apr - 2 Apr
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.
Recent reviews of Upperville hotels
Recent reviews of Upperville hotels

Lansdowne Resort and Spa
5/5 Excellent
"My stay at Lansdowne Resort was wonderful from start to finish. The staff was incredibly friendly and accommodating, making sure we had everything we needed throughout our visit. Our room was clean, spacious, and comfortable, providing a perfect place to relax. Room service was a highlight—quick, efficient, and absolutely delicious. The overall experience was excellent, and I would highly recommend Lansdowne Resort to anyone looking for a relaxing and enjoyable stay.
"
A verified traveler stayed at Lansdowne Resort and Spa
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Vacation Homes in Other Destinations
More Accommodation Types in Upperville
- Cabin Rentals in Upperville
- Cottages in Upperville
- Apartments in Upperville
- Farmstay in Upperville
- B&B in Upperville
- Motels in Upperville
- Guest Houses in Upperville
- Chalets in Upperville
- Villas in Upperville
- Condo Rentals in Upperville
- Resorts in Upperville
- RV Parks in Upperville
- Inns in Upperville
- Hotels