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Cottages in Charles Town

Renovated WV Schoolhouse: History Buffs Heaven!
House (1 Bedroom) | 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!
Secluded Berkeley Springs Home w/ Fire Pit + Deck!
House (2 Bedrooms) | Interior

Secluded Berkeley Springs Home w/ Fire Pit + Deck!

3.0 star property
Secluded Berkeley Springs Home w/ Fire Pit + Deck!
Walk to Stores: Home in Historic Shepherdstown!
House (3 Bedrooms) | Interior

Walk to Stores: Home in Historic Shepherdstown!

3.0 star property
Walk to Stores: Home in Historic Shepherdstown!
Charming Home With Yard Near Shenandoah River!
House (3 Bedrooms) | Interior

Charming Home With Yard Near Shenandoah River!

3.0 star property
10.0 out of 10, Exceptional, (3)
"Cozy house nestled in the mountains of West Virginia. Well-maintained, clean, great yard for pets and/or kids! Lovely grilling and fire pit area. We throughly enjoyed our stay!"
Charming Home With Yard Near Shenandoah River!
Front Royal Hilltop Cabin w/ Panoramic Views!
Outdoor spa tub

Front Royal Hilltop Cabin w/ Panoramic Views!

3.0 star property
Front Royal Hilltop Cabin w/ Panoramic Views!
Spacious Virginia Retreat w/ Deck & Scenic Views!
House (4 Bedrooms) | Interior

Spacious Virginia Retreat w/ Deck & Scenic Views!

3.0 star property
10.0 out of 10, Exceptional, (1)
"So I had to book a place big enough for a large family last minute and found this property and let me tell you this property was spacious and breathtaking! Had a everything we needed for a home away from home! The fridge and stove were a dream! The plus was having washer/dryer access, hot tub and a massage chair! Oh and the tower!! The view from the deck was beautiful but from the tower was just amazing! Will definitely be coming back especially once the pool is built!"
Spacious Virginia Retreat w/ Deck & Scenic Views!
Spacious Virginia Vacation Rental w/ Yard & Sauna
House (4 Bedrooms) | Interior

Spacious Virginia Vacation Rental w/ Yard & Sauna

3.0 star property
Spacious Virginia Vacation Rental w/ Yard & Sauna
Harpers Ferry Cabin - Walk to Private Lake!
House (3 Bedrooms) | Interior

Harpers Ferry Cabin - Walk to Private Lake!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great property, and really excellent communication when we had questions."
Harpers Ferry Cabin - Walk to Private Lake!
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
Cottage (1 Bedroom) | Interior

Lovettsville Cottage in Heart of Wine Country

3.0 star property
Lovettsville Cottage in Heart of Wine Country
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
Historical Paris Cabin on Farm w/ Fire Pit!
House (3 Bedrooms) | Interior

Historical Paris Cabin on Farm w/ Fire Pit!

3.0 star property
Historical Paris Cabin on Farm w/ Fire Pit!
Private Mountain Home Near Shenandoah River!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Private Mountain Home Near Shenandoah River!

3.0 star property
Private Mountain Home Near Shenandoah River!
Hike, Sip & Explore: Charming Waterford Cottage!
Cottage (1 Bedroom) | Interior

Hike, Sip & Explore: Charming Waterford Cottage!

3.0 star property
Hike, Sip & Explore: Charming Waterford Cottage!
Linden Family Home w/ Yard < 5 Mi to Wineries!
House (3 Bedrooms) | Interior

Linden Family Home w/ Yard < 5 Mi to Wineries!

3.0 star property
Linden Family Home w/ Yard < 5 Mi to Wineries!
6 Mi to Appalachian Trail: Modern Front Royal Gem!
Interior

6 Mi to Appalachian Trail: Modern Front Royal Gem!

3.0 star property
6 Mi to Appalachian Trail: Modern Front Royal Gem!
Waterfront Cabin on 32 Acres in Leesburg!
Cottage (4 Bedrooms) | Front of property

Waterfront Cabin on 32 Acres in Leesburg!

3.0 star property
Waterfront Cabin on 32 Acres in Leesburg!
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!
'thomson Farm' Classic Home < 10 Mi to Vineyards!
House (Multiple Bedrooms) | Interior

'thomson Farm' Classic Home < 10 Mi to Vineyards!

3.0 star property
'thomson Farm' Classic Home < 10 Mi to Vineyards!
Pet-friendly Berryville Home: Walk to Main Street!
House (3 Bedrooms) | Interior

Pet-friendly Berryville Home: Walk to Main Street!

3.0 star property
Pet-friendly Berryville Home: Walk to Main Street!
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 Charles Town Hotel Reviews

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

10/10 Excellent
"easy to get to, close to where I needed to be."
richard 1-night trip
Posted 2 days ago
Microtel Inn & Suites by Wyndham Winchester

Frequently asked questions

How much do cottages in Charles Town cost?
Cottages in Charles Town range between and per night. These properties offer a chance to get reacquainted 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 Charles Town with Expedia?
Expedia has some terrific cottages in Charles Town, so get set for an unforgettable vacay on nature's doorstep. If you have a set budget, select how much you're willing to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your trip looks like.
How can I find cheap cottages in Charles Town?
With Expedia's filter tool, locating cheap cottages in Charles Town has never been simpler. To discover properties that'll make your bank balance smile, tailor your search results by budget, amenities and star rating.