Search Upperville Cottages
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Cottages in Upperville
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Leesburg
$1,623 nightly
The price is $1,850
Nov 12 - Nov 13
Total with taxes and fees
Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (21)
"Was really able to relax and enjoy during our brief stay. Would come again."
Emily B.
$323 nightly
The price is $360
Nov 12 - Nov 13
Total with taxes and fees
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (23)
"Loved this house for relaxing, enjoying nature and reconnecting with friends!"
Ellen P.
$403 nightly
The price is $449
Nov 13 - Nov 14
Total with taxes and fees
Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
9.8 out of 10, Exceptional, (29)
"Really enjoyed stay home was great "
zachary b.
$332 nightly
The price is $369
Nov 20 - Nov 21
Total with taxes and fees
Wild Hare Cottage
Purcellville
10.0 out of 10, Exceptional, (10)
"Perfect spot to relax for a long weekend. Easy drive to Middleburg, VA, wineries, breweries, and hiking. Would stay again. "
Jennifer K.
$195 nightly
The price is $222
Nov 19 - Nov 20
Total with taxes and fees
"Prima BnB" a Superb 4-bedroom cottage on the mountain near Front Royal
Front Royal
10.0 out of 10, Exceptional, (2)
"My family and I had a wonderful stay! The property and surrounding views are beautiful. The house was very clean and the host was very responsive when I had a question or two to ask. I highly recommend staying here!"
Jay L.
$356 nightly
The price is $393
Nov 19 - Nov 20
Total with taxes and fees
Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (23)
"This property was everything we hoped for in a weekend getaway home! So clean, beautifully decorated, and decked out with everything we wanted and more. We will definitely be booking with Mountain Mama again. "
Carly H.
$305 nightly
The price is $340
Nov 13 - Nov 14
Total with taxes and fees
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.6 out of 10, Exceptional, (7)
"It was a great place to starve whole experience was perfect. "
Jaime B.
$344 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees
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
Holiday Inn Express Charles Town by IHG
10/10 Excellent
Find out more about Upperville
Upperville Cottages information
Number of reviews | 260 |
|---|---|
Accommodation | 89 Cottages |
Lowest Price | $222 |
Highest Price | $1,850 |
Frequently asked questions
Explore a world of travel with Expedia
- B&B in Paris
- Cabin Rentals in Paris
- Hotels near Paris Barns
- Paris Hotels
- Luxury Hotels in Paris
- Winery Hotels in Paris
- Hotels with Free Breakfast in Paris
- Hotel Wedding Venues Hotels in Paris
- Hotels & Resorts for Couples in Paris
- Hotels near Sky Meadows State Park
- Hotels near Delaplane Cellars
- Hotels near RdV Vineyards
- Cottages in Rectortown
- Villas in Rectortown
- Rectortown Hotels
- B&B in Delaplane
- Cabin Rentals in Delaplane
- Cottages in Delaplane
- Vacation Homes in Delaplane
- Delaplane Hotels
- Hilton Hotels in Delaplane
- 4 Star Hotels in Delaplane
- 5 Star Hotels in Delaplane
- Hotels near Glenwood Park
- Hotels near Aspen Dale Winery at the Barn
- Hotels near Barrel Oak Winery
- Hotels near Naked Mountain Winery & Vineyards
- Hotels near Bluemont Vineyard
- Hotels near Watermelon Park Campground
- Resorts in Middleburg
- B&B in Middleburg
- Cabin Rentals in Middleburg
- Cottages in Middleburg
- Vacation Homes in Middleburg
- Guest Houses in Middleburg
- Motels in Middleburg
- RV Parks in Middleburg
- Condo Rentals in Middleburg
- Middleburg Hotels
- Hotels near The Boxwood Winery
- Hotels near National Sporting Library & Museum
- B&B in Bluemont
- Cottages in Bluemont
- Cabin Rentals in Bluemont
- Hotels near Tudor Day Spa
- Resorts in Bluemont
- Condo Rentals in Bluemont
- Farmstay in Bluemont
- Villas in Bluemont
- Lodges in Bluemont
- Motels in Bluemont
- Marriott Hotels & Resorts in Middleburg
- Hotels near The Byrne Gallery
- Winery Hotels in Middleburg
- Pet-friendly Hotels in Middleburg
- Resorts & Hotels with Spas in Middleburg
- 4 Star Hotels in Middleburg
- Hotels with Restaurants in Middleburg
- Luxury Hotels in Middleburg
- Hotel Wedding Venues Hotels in Middleburg
- 5 Star Hotels in Middleburg
- Gay friendly Hotels in Middleburg
- Romantic Hotels in Middleburg
- Hotels with Tennis Courts in Middleburg
- Paris Barns
- Visit Paris
- Sky Meadows State Park
- Delaplane Cellars
- RdV Vineyards
- Visit Rectortown
- Visit Delaplane
- Glenwood Park
- Aspen Dale Winery at the Barn
- Barrel Oak Winery
- Naked Mountain Winery & Vineyards
- Bluemont Vineyard
- Watermelon Park Campground
- The Boxwood Winery
- National Sporting Library & Museum
- Tudor Day Spa
- The Byrne Gallery
- Visit Middleburg
- Red Fox Fine Art