Upperville Vacation Rentals
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Our top choices for Upperville vacation homes
1. 1910 Farmhouse on 6 Acres • VA Wine Country
1910 Farmhouse on 6 Acres • VA Wine CountryMarshall
9.6 out of 10, Exceptional, (5 reviews)
"If we managed to do everything, sing, dance, play, we loved the comfortable place for us"
Erick U.
The price is CA $242
CA $546 total
includes taxes & fees
Nov 17 - Nov 18
2. super cosy cottage with high speed internet!
super cosy cottage with high speed internet!Middleburg
9.6 out of 10, Exceptional, (19 reviews)
"The area was surrounded by horses, Horse farms all around, which was lovely. Very quite and peaceful. Enjoyed my time there."
Lynette
The price is CA $231
CA $439 total
includes taxes & fees
Oct 29 - Oct 30
3. Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6
Mountain Escape | Hot Tub, Fire Pit + Fireplace, Pet Friendly | 3BR, Sleeps 6Front Royal
The price is CA $207
CA $570 total
includes taxes & fees
Oct 26 - Oct 27
4. Mountain home w/ hot tub & sunroom
Mountain home w/ hot tub & sunroomFront Royal
9.0 out of 10, Wonderful, (32 reviews)
"The cottage was amazing!! The hot tub was great and check in was super easy :) Internet and phone service were very good, and the cottage was stocked with all the kitchen utensils and linens we could have needed!"
Mollie S.
The price is CA $225
CA $429 total
includes taxes & fees
Nov 4 - Nov 5
5. Spacious Modern Home on Middleburg Horse Farm
Spacious Modern Home on Middleburg Horse FarmMiddleburg
10.0 out of 10, Exceptional, (22 reviews)
"Perfect for a mother and daughter get away. Peaceful and quiet. Short distance to Middleburg. Looking forward to staying here again. Already planning another trip with the whole family at Thanksgiving!"
Denise B.
The price is CA $444
CA $848 total
includes taxes & fees
Oct 26 - Oct 27
6. Mountain Views w/Hot Tub, 95” TV & Trail Access
Mountain Views w/Hot Tub, 95” TV & Trail AccessShenandoah Farms
9.0 out of 10, Wonderful, (2 reviews)
"Just as described."
Matt F.
The price is CA $357
CA $650 total
includes taxes & fees
Nov 3 - Nov 4
7. Hunters Retreat with High Speed Internet
Hunters Retreat with High Speed InternetMiddleburg
10.0 out of 10, Exceptional, (6 reviews)
"We had the best fall weekend and the property is amazing "
Kelly T.
The price is CA $560
CA $1,271 total
includes taxes & fees
Oct 27 - Oct 28
8. Cozy 3BR Retreat | Perfect for Families & Groups
Cozy 3BR Retreat | Perfect for Families & GroupsApple Mountain Lake
The price is CA $217
CA $424 total
includes taxes & fees
Oct 26 - Oct 27
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
La Quinta Inn & Suites by Wyndham Winchester
10/10 Excellent
Find out more about Upperville
Upperville Vacation Homes information
Number of reviews | 223 |
|---|---|
Accommodation | 253 Vacation Homes |
Lowest Price | CA $313 |
Highest Price | CA $1,856 |
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