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Compare 70 Cottages in Charles Town with updated reviews, rates, and availability.

Lovettsville Cottage in Heart of Wine Country
Lovettville Vacation Rental | 1BR | 2BA | 2 Stories | 3 Steps Required
Lovettsville Cottage in Heart of Wine Country
10.0 out of 10, Exceptional, (28)
"Family reunion to get 3 sisters together. My Mother-in-Law is 90 and we drove to VA so she can visit with her 88 and 80 year old sisters. We did have an issue wtih the 2 statements below provided in an email on 9Sept2024, which is after the window for cancelation. The homeowner isn't just next door, they are adjoining, which isn't clear in the description. It is also not shown in the pictures. We expected quiet time for morning coffee outdoors, instead we were able to hear the homeowner on...
Lovettsville Cottage in Heart of Wine Country
Hunt Country cottage in Upperville!
Living area
Hunt Country cottage in Upperville!
9.8 out of 10, Exceptional, (10)
"Super cute place literally 5 minutes from the show grounds. "
Hunt Country cottage in Upperville!
The Carriage House at Carrot Top Cottage
Terrace/patio
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (28)
"My wife and I had a fantastic time. Very warm and cozy cottage. Walking distance to everything, but tucked away enough to enjoy your privacy. Would definitely stay with them again."
The price is SAR 368
SAR 635 total
includes taxes & fees
18 Nov - 19 Nov
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
10.0 out of 10, Exceptional, (6)
"The property was perfect for our needs. Pet friendly, fenced in yard, and clean. The grill was perfect, new and well kept. That allowed an evening in enjoying the property and a great steak. The host couple was very attentive, friendly and helpful. We would stay anytime we were in the area and we both hope that will be soon. Thank you for a great visit. Lewis Family"
The price is SAR 620
SAR 1,141 total
includes taxes & fees
12 Nov - 13 Nov
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
RIVERKEEPER INN, Waterfront Property on the Potomac River
Private Waterfront Deck with swing goes with rental
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (113)
"Enjoyed sitting on the deck above the river in the evenings, quiet and peaceful looking forward to staying there again."
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, (35)
"If I could give 10 stars, I would! This cabin in Paris, VA was everything I was looking for and more. Clean, spacious, quiet, and comfortable. The arboretum up the road was also a nice treat to enjoy. I can't wait to come back for another stay. "
The price is SAR 635
SAR 1,141 total
includes taxes & fees
10 Nov - 11 Nov
Historical cottage in the town of Paris
Lake View Retreat - Cottage Near a Peaceful Lake!
This home is just a short walk to Lake Shannondale, and has wintertime views of the lake! Spend your mornings on the front porch, or take a leisurely stroll around the lake.
Lake View Retreat - Cottage Near a Peaceful Lake!
9.6 out of 10, Exceptional, (14)
"This property was a perfect place to stay for our group. While it was a little out of the way, it suited our needs, was clean, and very comfortable. The owners made quick communication with them easy. Definitely recommend!"
The price is SAR 413
SAR 1,329 total
includes taxes & fees
7 Nov - 8 Nov
Lake View Retreat - Cottage Near a Peaceful Lake!
Bear Chase Cottage
Living area
Bear Chase Cottage
10.0 out of 10, Exceptional, (29)
"Wanted to stay near the Bleu Frog Vinyard for a USNA company/class reunion. Main purpose was to watch the Navy/Air Force and enjoy local wine & beer. Bear Chase Cottage was perfectly located. It was clean and well appointed. The local brewing offered excellent food and hiking trails we're very convenient. Navy won handily making for a most enjoyable weekend. Beat Army!"
Bear Chase Cottage
Peaceful Lakefront Cottage with Mountain Views!
Enjoy a soak in the hot tub!
Peaceful Lakefront Cottage with Mountain Views!
10.0 out of 10, Exceptional, (21)
"Really enjoyed stay home was great "
The price is SAR 841
SAR 2,017 total
includes taxes & fees
5 Dec - 6 Dec
Peaceful Lakefront Cottage with Mountain Views!
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
Exterior
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
10.0 out of 10, Exceptional, (13)
"The house was super cute and the location was perfect!"
The price is SAR 1,123
SAR 1,456 total
includes taxes & fees
7 Nov - 8 Nov
Bluemont Escape: Hot tub, Walk to Bears Den, AT Trail and Bear Chase Brewery
Bear Mountain Cottage
Exterior
Bear Mountain Cottage
10.0 out of 10, Exceptional, (6)
"We were in town for a wedding, Bear Mountain Cottage felt like home! Everyone was super helpful to booking/recommendations of things to do! Bonus points for the cottage being super clean/updated and even better pet friendly! We hope to be back! "
Bear Mountain Cottage
Royal Heritage Home @ Historic Leesburg
Living area
Royal Heritage Home @ Historic Leesburg
9.8 out of 10, Exceptional, (23)
"Great location"
The price is SAR 890
SAR 1,905 total
includes taxes & fees
11 Nov - 12 Nov
Royal Heritage Home @ Historic Leesburg
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Exterior
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Magical Treehouse in Woods, Close many Wineries & Breweries, Pet Friendly!
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
Powell's Studio
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
10.0 out of 10, Exceptional, (55)
"Lisa and Todd were very friendly and made staying at their cottage super easy. They have options for breakfast to be brought to your cottage, as well as chocolate fondue at night! We were able to bring our dog as well, that was a bonus. Many wineries and breweries around the location."
Historic Artist's Cottage on 5 Acre Property Near Blue Ridge Mts. and Wineries
Modern Country Cottage in Wine Country
Living area
Modern Country Cottage in Wine Country
8.8 out of 10, Excellent, (3)
"Our family was in the area for a wedding and chose this property because it had 3 bedrooms and bathrooms. It was quiet and comfortable. Basement area seems like it is a work in progress."
Modern Country Cottage in Wine Country
Charming 3-bedroom cottage in farm & wine country
Room
Charming 3-bedroom cottage in farm & wine country
2.0 star property
Charming 3-bedroom cottage in farm & wine country
18th Century Stone Cottage minutes from historic Middleburg
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (29)
"This cottage could not be more welcoming. The decor, cleanliness, and "farmhouse coziness" are unmatched. We lucked out because the trees surrounding the property were in full autumn mode, and it was absolutely gorgeous. We even brought our Rottweiler, and she loved playing catch in the spacious fields surrounding the property. If you have the need for a place to stay in this area, hurry up and book this cottage. I'll be honest in saying that I'm a very picky person, and this one checked...
The price is SAR 1,033
SAR 1,499 total
includes taxes & fees
14 Nov - 15 Nov
18th Century Stone Cottage minutes from historic Middleburg
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Property grounds
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. "
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Lock Keepers Cottage on C&O Canal/Potomac River
come sit a spell
Lock Keepers Cottage on C&O Canal/Potomac River
10.0 out of 10, Exceptional, (47)
"Peaceful, tranquil and so much to explore right outside the door. The front porch is the perfect location for meals and reading. I absolutely loved riding my bike on the C&O canal towpath. The cottage is beautiful and well decorated with lots of details. Can’t wait to come back! "
Lock Keepers Cottage on C&O Canal/Potomac River
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Fire pit w/custom Adirondack chairs, solar Tiki torches, grapevine arbor
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
9.8 out of 10, Exceptional, (20)
"We enjoyed our stay at the cottage. We were 15-20 minutes away from lots of breweries and outdoor dining places yet felt like we were staying in the country. Enjoyed the hot tub and basketball hoop and the fire pit was ready for us when we arrived. Our little dog was welcomed and enjoyed the yard too. Great communication with the owner. There is some noise from the train and road nearby but it did not bother us."
The price is SAR 1,335
SAR 2,716 total
includes taxes & fees
25 Nov - 26 Nov
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
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!
Soak in the tub while enjoying the beautiful view of the river below!
Terra Alta - Incredible River Views and Hot Tub!
9.8 out of 10, Exceptional, (52)
"Está bien hermosa la casa "
The price is SAR 548
SAR 1,753 total
includes taxes & fees
7 Nov - 8 Nov
Terra Alta - Incredible River Views and Hot Tub!
Modern Country House on the Shenandoah River
Living area
Modern Country House on the Shenandoah River
9.8 out of 10, Exceptional, (29)
"Birds chirping, nice breezes and stunning views! Adventures down to the river and room for us all in the great room! Would love to go back!"
Modern Country House on the Shenandoah River
Charles Town Home w/ Private Pool & Hot Tub
Charles Town Vacation Rental | 5BR | 3.5BA | Stairs Required | 5,600 Sq Ft
Charles Town Home w/ Private Pool & Hot Tub
10.0 out of 10, Exceptional, (38)
"Lots of space for everyone, excellent pool and hot tub"
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.

Frequently asked questions

How much do cottages in Charles Town cost?
Cottages in Charles Town range between SAR 368 and SAR 1,335 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.