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Browse Select Upperville Vacation Homes

Lakefront House w/ Modern Comforts!

8.8 out of 10, Excellent, (3)
"The house is lovely. Very much enjoyed the stay. Looking forward to going back!!"
The price is CA $138
CA $491 total
includes taxes & fees
Aug 21 - Aug 22
Lakefront House w/ Modern Comforts!

Quaint Royal Cottage @ Historic Leesburg

2.0 star property
10.0 out of 10, Exceptional, (8)
"Our stay was perfect for our family attending a Wedding in Leesburg. The Host was a great communicator and his guide about the area was wonderful."
The price is CA $268
CA $626 total
includes taxes & fees
Aug 27 - Aug 28
Quaint Royal Cottage @ Historic Leesburg

Kalia’s Mountain Momma Getaway

10.0 out of 10, Exceptional, (11)
"Location was nice"
The price is CA $150
CA $244 total
includes taxes & fees
Aug 21 - Aug 22
Kalia’s Mountain Momma Getaway

Newly renovated Farm cottage with Mountain views

10.0 out of 10, Exceptional, (34)
"Everything was perfect! Clean, comfy, and peaceful. The pictures really do not do this property justice. Lots of neat details inside and out. The hostess is easy to get in touch with and truly cares about your stay! We plan to return. "
The price is CA $221
CA $451 total
includes taxes & fees
Aug 21 - Aug 22
Newly renovated Farm cottage with Mountain views

Mountain View Bungalow in Front Royal

"Excelente propiedad "
The price is CA $207
CA $333 total
includes taxes & fees
Aug 21 - Aug 22
Mountain View Bungalow in Front Royal

Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

10.0 out of 10, Exceptional, (15)
"The house is well maintained and furnished, and the outdoor space is lovely. We had a great weekend in Leesburg and would come again. "
The price is CA $268
CA $589 total
includes taxes & fees
Aug 26 - Aug 27
Cozy home centrally located to historical old-town leesburg w/ HotTub & Firepit!

Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

10.0 out of 10, Exceptional, (4)
"Great and quiet location with all the amenities. Getting to the parking is a bit tricky but other than that great place to stay with family"
The price is CA $145
CA $465 total
includes taxes & fees
Aug 26 - Aug 27
Mountain Chic Retreat-Harpers Ferry, the AT, Wine country w/ Lake Beach passes!

Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

10.0 out of 10, Exceptional, (3)
"Clean, cute, hot water, cool inside. I would stay again!!!"
The price is CA $228
CA $367 total
includes taxes & fees
Aug 27 - Aug 28
Charming 1-bedroom apartment in Old Town Warrenton, walkable to Main Street

Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie

The price is CA $136
CA $387 total
includes taxes & fees
Sep 2 - Sep 3
Red Cherry Oasis - Charming 2 bedroom villa with AC, WiFi in serene Aldie

1939 4BR Rustic Escape by Casino, 1939 4BR Rustic Escape by Casino

10.0 out of 10, Exceptional, (2)
"Convenient location, close to casino & river tubing. The house was cozy & comfortable for all of us. "
The price is CA $230
CA $483 total
includes taxes & fees
Aug 25 - Aug 26
1939 4BR Rustic Escape by Casino, 1939 4BR Rustic Escape by Casino

Cameron Charmer pristine downtown apt with double master suites

9.4 out of 10, Exceptional, (3)
"Nice house in a good central location. "
The price is CA $273
CA $482 total
includes taxes & fees
Aug 21 - Aug 22
Cameron Charmer pristine downtown apt with double master suites

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (57)
"We had a great time! The house overlooks the river and we loved the hot tub and fire pit! "
The price is CA $138
CA $555 total
includes taxes & fees
Aug 28 - Aug 29
Terra Alta - Incredible River Views and Hot Tub!

Welcome to the Ladybug Retreat!

10.0 out of 10, Exceptional, (1)
"This home is lovely and the host has thought of everything. We will definitely stay here again. "
The price is CA $246
CA $563 total
includes taxes & fees
Sep 9 - Sep 10
Welcome to the Ladybug Retreat!

Historic Hideaway

10.0 out of 10, Exceptional, (24)
"Perfect location, great indoor and outdoor vibes! "
The price is CA $187
CA $416 total
includes taxes & fees
Sep 1 - Sep 2
Historic Hideaway

Cottage on King | Charming Historic Leesburg Home

9.6 out of 10, Exceptional, (54)
"Walkable to downtown historic Leesburg. Clean and super cute little house. Would stay again! "
The price is CA $186
CA $415 total
includes taxes & fees
Sep 9 - Sep 10
Cottage on King | Charming Historic Leesburg Home

The Cottage on Royal - Historic Leesburg Home

10.0 out of 10, Exceptional, (13)
"Thoroughly enjoyed our stay. The property was in a great location and was in excellent condition with all the amenities you needed to make your stay comfortable. I will definitely book this property again on my next visit!"
The price is CA $250
CA $601 total
includes taxes & fees
Aug 25 - Aug 26
The Cottage on Royal - Historic Leesburg Home

Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

10.0 out of 10, Exceptional, (14)
"We needed a place to stay for our golf foursome. Thisfour bedroom property met all of our needs."
The price is CA $196
CA $530 total
includes taxes & fees
Aug 27 - Aug 28
Spacious home steps from Main St and Shenandoah NP with firepit & large backyard

Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

10.0 out of 10, Exceptional, (13)
"We appreciate everything from the discrete location,hot tub and many accommodations. What a PERFECT home to stay away from home while we explored the trails and history of the surrounding area. Great eats and trails only minutes away! "
The price is CA $258
CA $645 total
includes taxes & fees
Aug 24 - Aug 25
Firepit•BBQ•Hot Tub•King•Full Kitchen•SmartTV•Pets

Cozy 2-bedroom condo in charming Stephens City

10.0 out of 10, Exceptional, (1)
"This was the perfect location for our little get away. We had Easter lunch, played games, and stayed in a very clean nice place!!"
The price is CA $254
CA $339 total
includes taxes & fees
Sep 8 - Sep 9
Cozy 2-bedroom condo in charming Stephens City

Retreat in Historic Downtown Leesburg - Walkable to Everything!

10.0 out of 10, Exceptional, (6)
"The house was immaculate, easy to use and walking distance to everything in downtown Leesburg. We would stay again!"
The price is CA $378
CA $765 total
includes taxes & fees
Aug 24 - Aug 25
Retreat in Historic Downtown Leesburg - Walkable to Everything!
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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