Search Charles Town Cottage Rentals from CA $139

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Check prices for these dates

Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9
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Mar 21 - Mar 23
In two months
Apr 18 - Apr 20

Browse Select Charles Town Cottages

Carrot Top Cottage surrounded by National Park
Exterior

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (33)
"Absolutely a great place and location. Our plans completely changed after getting 6” of snow and then a deep freeze, but we were comfortable and were able to prepare all our meals with the equipment and utensils provided. Communication was great, check in easy and no extravagant check out demands. Can’t wait to come back "
Carrot Top Cottage surrounded by National Park
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (36)
"Adorable cottage. Well appointef"
The price is CA $390
CA $556 total
includes taxes & fees
Feb 24 - Feb 25
18th Century Stone Cottage minutes from historic Middleburg
Bear Chase Cottage
Property grounds

Bear Chase Cottage

10.0 out of 10, Exceptional, (33)
"The staff and property were wonderful. Everyone was so helpful; it was nice to be able to walk up to the restaurant and see the amazing mountain views with fire pits and lookouts. It was an added surprise to see the home decorated for the holidays! "
Bear Chase Cottage
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Interior

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

10.0 out of 10, Exceptional, (1)
"We had a a great experience at this cabin getaway. The property was immaculate, cozy and well-equipped. The host was incredibly responsive and thoughtful. We can't wait to come back!"
The price is CA $355
CA $599 total
includes taxes & fees
Feb 23 - Feb 24
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond
Exterior

Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond

Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond
The Carriage House at Carrot Top Cottage
Aerial view

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (31)
"We enjoyed the stay and it was an easy walk to the places we wanted to go!"
The price is CA $139
CA $242 total
includes taxes & fees
Feb 24 - Feb 25
The Carriage House at Carrot Top Cottage
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

2.0 star property
9.8 out of 10, Exceptional, (9)
"What a lovely, cozy, clean property! The location was in the heart of Harper’s Ferry. Everything advertised was exactly as described, even nicer, inside and out! Cathy, our property manager was communicative and helpful. We will be back!!"
The price is CA $234
CA $425 total
includes taxes & fees
Feb 25 - Feb 26
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Royal Heritage Home @ Historic Leesburg
Fridge, microwave, oven, stovetop

Royal Heritage Home @ Historic Leesburg

9.8 out of 10, Exceptional, (24)
"We stayed at this property during our annual visit to Leesburg. We enjoy the downtown area (easy to walk) and catching an Uber to the local vineyards! House was perfect for our group of 5. Majority of our time at the house was spent sleeping, but we all felt comfortable and had enough space. Three bathrooms were great! "
The price is CA $299
CA $663 total
includes taxes & fees
Feb 24 - Feb 25
Royal Heritage Home @ Historic Leesburg
Lovettsville Cottage in Heart of Wine Country
TV, Netflix, streaming services

Lovettsville Cottage in Heart of Wine Country

9.8 out of 10, Exceptional, (32)
"Perfect for the weekend getaway we were looking for! Beautiful guest home that was very clean and was well stocked with anything we might need. Only one issue was there were lots of stink bugs in the house but I imagine in the winter that would be more of a problem then in the warmer months. "
Lovettsville Cottage in Heart of Wine Country
RIVERKEEPER INN, Waterfront Property on the Potomac River
View from property

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (116)
"The hosts are wonderful. I had a great time in their cozy, clean and beautiful place. Highly recommend for a visit to beautiful and historic WV.I particularly appreciated their fondness for dogs. Mine had a great time too!"
RIVERKEEPER INN, Waterfront Property on the Potomac River
Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (38)
"What a lovely and comfortable cottage! "
Historical cottage in the town of Paris
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Outdoor dining

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (16)
"Check in was seamless. The place was perfect for three couples with all the master suites. "
The price is CA $180
CA $667 total
includes taxes & fees
Feb 27 - Feb 28
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds

Lake View Retreat - Cottage Near a Peaceful Lake!

9.6 out of 10, Exceptional, (17)
"Beautiful location to relax and enjoy friends. This house was huge. Plenty of room for the 3 of us...could have been 8, lol. "
The price is CA $142
CA $498 total
includes taxes & fees
Feb 23 - Feb 24
Lake View Retreat - Cottage Near a Peaceful Lake!
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, (23)
"Our hosts were so wonderful!! The cottage is so cute and has everything one could need. We will definitely be repeat guests and recommend this place HIGHLY!!!"
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Peaceful Lakefront Cottage with Mountain Views!
Fridge, microwave, oven, stovetop

Peaceful Lakefront Cottage with Mountain Views!

10.0 out of 10, Exceptional, (23)
"Wintertime visit. Very peaceful. "
The price is CA $167
CA $550 total
includes taxes & fees
Feb 25 - Feb 26
Peaceful Lakefront Cottage with Mountain Views!
Cottage at Gray Fox- Many Attraction- Pet Friendly
Aerial view

Cottage at Gray Fox- Many Attraction- Pet Friendly

10.0 out of 10, Exceptional, (21)
"Wonderful property for a girls' getaway! The owners are very responsive to messages and communicated well with us. Clean, comfy beds, had everything we needed. The hot tub was a plus on a snowy weekend."
Cottage at Gray Fox- Many Attraction- Pet Friendly
Bear Mountain Cottage
Interior

Bear Mountain Cottage

10.0 out of 10, Exceptional, (8)
"This place is beautiful, the owners are awesome, we were allowed to come up a night early due to an incoming winter storm. The owners were so helpful, i cant say enough about them."
Bear Mountain Cottage
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, (15)
"The view of this house is amazing! Absolutely beautiful!"
The price is CA $142
CA $532 total
includes taxes & fees
Feb 23 - Feb 24
Cottage w/ Hot Tub and 100-Mile Valley Views!
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Property grounds

Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!

10.0 out of 10, Exceptional, (1)
"This treehouse was so dreamy and private! I hope we get to stay here again some time soon!"
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Woodsy Retreat with a Hot Tub and Seasonal Views!
Terrace/patio

Woodsy Retreat with a Hot Tub and Seasonal Views!

9.8 out of 10, Exceptional, (17)
"We love it! everything was perfect 🤗 we definitely coming back ❤️"
The price is CA $142
CA $479 total
includes taxes & fees
Feb 23 - Feb 24
Woodsy Retreat with a Hot Tub and Seasonal Views!
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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Other property types in Charles Town

Terra Alta - Incredible River Views and Hot Tub!
Outdoor spa tub

Terra Alta - Incredible River Views and Hot Tub!

9.8 out of 10, Exceptional, (54)
"Multiple generations enjoyed this lovely house with plenty of space, well stocked kitchen, and great location for winery visits. Highlights include extra sleeping space, local coffee provided by the host, and the hottub! Gorgeous views and responsive hosy! "
The price is CA $142
CA $567 total
includes taxes & fees
Feb 23 - Feb 24
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (31)
"This was a perfect long weekend stay for two families (4 adults, 4 kids). Comfortable, spacious, and well-equipped house on a beautiful property. Very responsive and helpful host. Would give 6 stars if I could. We hope to be back soon!"
Modern Country House on the Shenandoah River
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
Fridge, microwave, oven, stovetop

Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!

10.0 out of 10, Exceptional, (10)
"First time using a rental service and Karen and Todd made it super easy. They were communicative before, during, and even after our stay. The house easily accommodated the 8 people in my party. "
Stunning Views, Riverfront Privacy, 18-Acre Estate - Near Hikes, Wine/Breweries!
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.

Frequently asked questions

How much do cottages in Charles Town cost?
Cottages in Charles Town range between CA $139 and CA $390 per night. These stays offer a chance to soak up nature’s beauty — 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?
Booking a cottage in Charles Town is as easy as entering your travel dates and picking an ideal place for a vacation in the outdoors. From high-end retreats to affordable stays and cottages that offer amenities like a kitchenette, Expedia has something for all styles and tastes. As for awesome deals? We have them too!
How can I find cheap cottages in Charles Town?
With Expedia’s convenient filter tool, locating cheap cottages in Charles Town is easy. To view accommodations that’ll make your wallet smile, narrow your search by amenities, star rating and budget.
What is there to do in Charles Town near my cottage?
Charles Town has enough activities and experiences to keep you on the hop for weeks (or months!), starting with Old Opera House. Hollywood Casino at Charles Town Races, Locust Hill Golf Course and Sleepy Hollow Country Club are other well-known attractions. If you’re in town a while, Jefferson County Courthouse and Charles Town Library will round off your itinerary nicely.