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Aug 29 - Aug 31
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Featured Cottages in Boonsboro

Peaceful Home w/ Patio < 2 Mi to Nat'l Park!
Interior

Peaceful Home w/ Patio < 2 Mi to Nat'l Park!

3.0 star property
Peaceful Home w/ Patio < 2 Mi to Nat'l Park!
Charming Hedgesville Retreat w/ Deck + Fireplace!
Property grounds

Charming Hedgesville Retreat w/ Deck + Fireplace!

3.0 star property
10.0 out of 10, Exceptional, (3)
Charming Hedgesville Retreat w/ Deck + Fireplace!
Historical Thurmont Escape w/ Furnished Deck!
Interior

Historical Thurmont Escape w/ Furnished Deck!

3.0 star property
Historical Thurmont Escape w/ Furnished Deck!
Walk to Stores: Home in Historic Shepherdstown!
Interior

Walk to Stores: Home in Historic Shepherdstown!

3.0 star property
Walk to Stores: Home in Historic Shepherdstown!
Spacious Mercersburg Home at Whitetail Resort
Exterior

Spacious Mercersburg Home at Whitetail Resort

3.0 star property
Spacious Mercersburg Home at Whitetail Resort
Walk to Liberty Mountain: Lake-view Ski Retreat!
Interior

Walk to Liberty Mountain: Lake-view Ski Retreat!

3.0 star property
Walk to Liberty Mountain: Lake-view Ski Retreat!
Renovated WV Schoolhouse: History Buffs Heaven!
Interior

Renovated WV Schoolhouse: History Buffs Heaven!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The school house is amazing. Clean, comfortable, quiet. I would definitely stay there again if I am in the area"
Renovated WV Schoolhouse: History Buffs Heaven!
Spacious Virginia Vacation Rental w/ Yard & Sauna
Interior

Spacious Virginia Vacation Rental w/ Yard & Sauna

3.0 star property
Spacious Virginia Vacation Rental w/ Yard & Sauna
Historic Boonsboro Vacation Rental w/ Grill
Interior

Historic Boonsboro Vacation Rental w/ Grill

3.0 star property
Historic Boonsboro Vacation Rental w/ Grill
Lovettsville Cottage in Heart of Wine Country
Interior

Lovettsville Cottage in Heart of Wine Country

3.0 star property
Lovettsville Cottage in Heart of Wine Country
West Virginia Home w/ Deck on Golf Course
Exterior

West Virginia Home w/ Deck on Golf Course

3.0 star property
West Virginia Home w/ Deck on Golf Course
Peaceful & Secluded Knoxville Retreat w/ Deck
Terrace/patio

Peaceful & Secluded Knoxville Retreat w/ Deck

3.0 star property
10.0 out of 10, Exceptional, (1)
"loved this property, secluded, quiet. Had everything we needed, coffee makers, utensils, washer/dryer, outdoor fire pit, to name a few. a couple of miles of the main road, but very scenic. Only negative, (and wasn't really a negative), the road to Harpers Ferry was out, had to use detour, and extra 20 minute drive, but was a beautiful detour drive!"
Peaceful & Secluded Knoxville Retreat w/ Deck
Private Mountain Home Near Shenandoah River!
Exterior

Private Mountain Home Near Shenandoah River!

3.0 star property
Private Mountain Home Near Shenandoah River!
Large Family Home: 5 Mi to Dtwn Hagerstown!
Interior

Large Family Home: 5 Mi to Dtwn Hagerstown!

3.0 star property
Large Family Home: 5 Mi to Dtwn Hagerstown!
'wild Creek Cabin' in Hedgesville: Dogs Welcome!
Interior

'wild Creek Cabin' in Hedgesville: Dogs Welcome!

3.0 star property
'wild Creek Cabin' in Hedgesville: Dogs Welcome!
Huge Hagerstown Home w/ Deck ~ 4 Mi to Downtown!
Interior

Huge Hagerstown Home w/ Deck ~ 4 Mi to Downtown!

3.0 star property
Huge Hagerstown Home w/ Deck ~ 4 Mi to Downtown!
Historic Jefferson Farmhouse - Hike, Bike & Raft!
Interior

Historic Jefferson Farmhouse - Hike, Bike & Raft!

3.0 star property
Historic Jefferson Farmhouse - Hike, Bike & Raft!
Morrisonville Manor w/ Fire Pit & Hot Tub!
Interior

Morrisonville Manor w/ Fire Pit & Hot Tub!

3.0 star property
Morrisonville Manor w/ Fire Pit & Hot Tub!
Elegant Charles Town Home: Grill, Walk Dtwn!
Outdoor dining

Elegant Charles Town Home: Grill, Walk Dtwn!

3.0 star property
Elegant Charles Town Home: Grill, Walk Dtwn!
Charles Town Home w/ Private Pool & Hot Tub
Interior

Charles Town Home w/ Private Pool & Hot Tub

3.0 star property
Charles Town Home w/ Private Pool & Hot Tub
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 Boonsboro Hotel Reviews

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry

10/10 Excellent
"Clean and rooms are well equiped. Breakfast is great. Staff is very friendly and welcoming. "
Ronen 2-night trip
Posted 19 hours ago
Days Inn by Wyndham Charles Town/Harpers Ferry

Frequently asked questions

How much do cottages in Boonsboro cost?
Cottages in Boonsboro range between and per night. These stays offer a chance to touch base with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Boonsboro with Expedia?
Reserving a cottage in Boonsboro is as easy as clicking on your travel dates and picking an ideal place for a getaway in the outdoors. From upscale retreats to inexpensive properties and cottages that offer perks like a pool, Expedia has something for all tastes and styles. As for unbeatable deals? We've have them as well!
How can I find cheap cottages in Boonsboro?
The best way to compare cheap cottages in Boonsboro is with Expedia's user-friendly filter tool. Refine your search results by budget, amenities and star rating to land unbeatable rates in a couple of clicks.