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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sep - 14 Sep
In two months
10 Oct - 12 Oct

Cottages in Upperville

Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (45)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
Dining

Riverfront! Shenandoah River! Sleeps 4! New Hot Tub

9.8 out of 10, Exceptional, (12)
"We loved the property and the access to the river."
The price is SAR 933
SAR 1,418 total
includes taxes & fees
26 Aug - 27 Aug
Riverfront! Shenandoah River! Sleeps 4! New Hot Tub
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (46)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is SAR 1,032
SAR 1,498 total
includes taxes & fees
19 Aug - 20 Aug
18th Century Stone Cottage minutes from historic Middleburg
Wild Hare Cottage
2 bedrooms, WiFi

Wild Hare Cottage

10.0 out of 10, Exceptional, (7)
"We had just a quick overnight stay, the cottage is cozy, clean, and charming. Communication was easy and clear, we'd love to stay again!"
The price is SAR 525
SAR 890 total
includes taxes & fees
13 Aug - 14 Aug
Wild Hare Cottage
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
Terrace/patio

Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.

9.4 out of 10, Exceptional, (11)
"Convenient to where I needed to be. Nice property. Dogs loved the property"
Cozy cottage with a beautiful waterfront view. Pet friendly! 45 min from DC.
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (21)
"Loved this house for relaxing, enjoying nature and reconnecting with friends!"
The price is SAR 792
SAR 2,211 total
includes taxes & fees
28 Aug - 29 Aug
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Cozy Mountain Cottage - Perfect for Friends, Family
Exterior

Cozy Mountain Cottage - Perfect for Friends, Family

10.0 out of 10, Exceptional, (14)
"We had a great time over Thanksgiving. The house , yard and host were all great. I woood definitely stay here again. "
Cozy Mountain Cottage - Perfect for Friends, Family
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (18)
"Was really able to relax and enjoy during our brief stay. Would come again."
The price is SAR 375
SAR 1,365 total
includes taxes & fees
20 Aug - 21 Aug
Lake View Retreat - Cottage Near a Peaceful Lake!
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond
Fridge, microwave, oven, stovetop

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

9.8 out of 10, Exceptional, (7)
"This was a good place to stay for two guys day hiking in the AT. It is clean, quiet, comfortable, and in a very good location. It had everything we needed."
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond
Cozy Stone Cottage in Round Hill, VA
Fridge, microwave, oven, stovetop

Cozy Stone Cottage in Round Hill, VA

9.8 out of 10, Exceptional, (6)
"We had an excellent stay at cottage! It was perfect for a short weekend away with girlfriends. It was quaint and historic but didn't lack modern day comforts. Highly recommend for anyone looking for a few days away, with easy access to all Round Hill & Purcellville has to offer. "
Cozy Stone Cottage in Round Hill, VA
Historic Schoolhouse on Winery Row
Outdoor dining

Historic Schoolhouse on Winery Row

10.0 out of 10, Exceptional, (13)
"House and property are great. Just what we needed and had everything easily accessible. We enjoyed our stay."
Historic Schoolhouse on Winery Row
Weekend getaway short distance from DC/Northern Virginia
Exterior

Weekend getaway short distance from DC/Northern Virginia

10.0 out of 10, Exceptional, (86)
"This place was cozy and welcoming, exactly what we were looking for on a weekend away."
Weekend getaway short distance from DC/Northern Virginia
Modern Country Cottage in Wine Country
Fridge, microwave, oven, stovetop

Modern Country Cottage in Wine Country

8.8 out of 10, Excellent, (3)
"Description of property was accurate. It worked well for our purpose. Location was.close to Leesburg and easy to get to. Mice"
Modern Country Cottage in Wine Country
Peaceful Lakefront Cottage with Mountain Views!
Fridge, microwave, oven, stovetop

Peaceful Lakefront Cottage with Mountain Views!

9.8 out of 10, Exceptional, (27)
"Really enjoyed stay home was great "
The price is SAR 1,085
SAR 2,356 total
includes taxes & fees
27 Aug - 28 Aug
Peaceful Lakefront Cottage with Mountain Views!
Cottage w/ Hot Tub and 100-Mile Valley Views!
Outdoor spa tub

Cottage w/ Hot Tub and 100-Mile Valley Views!

10.0 out of 10, Exceptional, (18)
"Great tucked away location for a friends weekend. Some cute towns with good restaurants not too far. Beautiful views from the hot tub. House was very cute and beds were comfortable. Showers worked well and plenty of towels. Working fireplace was also nice."
The price is SAR 375
SAR 1,416 total
includes taxes & fees
13 Aug - 14 Aug
Cottage w/ Hot Tub and 100-Mile Valley Views!
Cottage at Gray Fox- Many Attraction- Pet Friendly
Fridge, microwave, oven, stovetop

Cottage at Gray Fox- Many Attraction- Pet Friendly

10.0 out of 10, Exceptional, (21)
"We had a great stay. The little added touches made the stay very enjoyable and we loved the hot tub time!"
Cottage at Gray Fox- Many Attraction- Pet Friendly
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Bar (on property)

Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi

9.8 out of 10, Exceptional, (28)
"So much to do in the area, cute little cottage, very clean and comfortable "
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Front Royal Retreat ~ 1 Mi to National Park!
House (3 Bedrooms) | Interior

Front Royal Retreat ~ 1 Mi to National Park!

3.0 star property
Front Royal Retreat ~ 1 Mi to National Park!
Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat
Exterior

Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat

10.0 out of 10, Exceptional, (45)
"Incredibly comfortable and peaceful. Surrounded by animals of all kinds and great hiking on the property."
Alpacas, Rolling Hills & Starry Nights – Peaceful 3-Bedroom Farm Retreat
Wild & Cozy | Harpers Ferry Mountain Escape
Outdoor dining

Wild & Cozy | Harpers Ferry Mountain Escape

9.6 out of 10, Exceptional, (4)
"We had a blast! Spacious place, tons to do locally. We ate in a few times and took advantage of the new appliances.Too much fun! Many local swimming spots. Dog friendly."
The price is SAR 329
SAR 1,356 total
includes taxes & fees
26 Aug - 27 Aug
Wild & Cozy | Harpers Ferry Mountain Escape
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

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA

10/10 Excellent
"The room was very clean and updated "
Teena 1-night trip
Posted 7 hours ago
Red Roof Inn Leesburg, VA

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