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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Charles Town cottages

Exterior

Bring Your Own Boat - Meticulously restored house on the Potomac River

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
9.8 out of 10, Exceptional, (11 reviews)
"Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! "
United States
Kyndal B.
The price is AED 364
AED 691 total
includes taxes & fees
13 May - 14 May
Bring Your Own Boat - Meticulously restored house on the Potomac River
Exterior

Apple Mountain House • Hot Tub • Game Room

Apple Mountain House • Hot Tub • Game Room
Front Royal
9.8 out of 10, Exceptional, (12 reviews)
"The stay was amazing! Breathtaking views, clean home, and wonderful amenities!!"
United States
Katia R.
The price is AED 624
AED 1,506 total
includes taxes & fees
13 May - 14 May
Apple Mountain House • Hot Tub • Game Room
Terrace/patio

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

The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Hamilton
9.8 out of 10, Exceptional, (16 reviews)
"Property was beautiful, and the hot tub was amazing! We will definitely book again!"
United States
KasiLyn D.
The price is AED 826
AED 1,453 total
includes taxes & fees
13 May - 14 May
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Property grounds

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Harpers Ferry
10.0 out of 10, Exceptional, (25 reviews)
"The host was prompt with answering any inquiries. The house was well stocked. Great area to visit."
United States
Ellen B.
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Exterior

18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg
Middleburg
10.0 out of 10, Exceptional, (59 reviews)
"Loved out stay! "
United States
Emilee
The price is AED 1,010
AED 1,458 total
includes taxes & fees
19 May - 20 May
18th Century Stone Cottage minutes from historic Middleburg
Outdoor spa tub

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi

Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Boyce
10.0 out of 10, Exceptional, (35 reviews)
"A very spacious and well equipped home to get away from it all; but, also convenient to Winchester for a night out. The fenced in areas for dogs were lovely."
United States
David A.
The price is AED 1,192
AED 2,477 total
includes taxes & fees
7 Jun - 8 Jun
Pets? YES! 🐕 Hot Tub ✮ Fire Pit ✮ Fast Wi-Fi
Exterior

Lake View Retreat - Cottage Near a Peaceful Lake!

Lake View Retreat - Cottage Near a Peaceful Lake!
Harpers Ferry
9.6 out of 10, Exceptional, (22 reviews)
"The house had wonderful spaces to use for our weekend getaway!"
United States
Jessame P.
The price is AED 367
AED 1,282 total
includes taxes & fees
25 May - 26 May
Lake View Retreat - Cottage Near a Peaceful Lake!
Exterior

The VUE • Mountaintop 4BR • Hot Tub & Views

The VUE • Mountaintop 4BR • Hot Tub & Views
Front Royal
10.0 out of 10, Exceptional, (21 reviews)
"Good communication from the host, very beautiful home with amazing scenery! Our group had a great time!"
United States
Devin P.
The price is AED 1,241
AED 2,165 total
includes taxes & fees
11 Jun - 12 Jun
The VUE • Mountaintop 4BR • Hot Tub & Views
Outdoor spa tub

Cottage w/ Hot Tub and 100-Mile Valley Views!

Cottage w/ Hot Tub and 100-Mile Valley Views!
Harpers Ferry
9.8 out of 10, Exceptional, (22 reviews)
"Great view, very secluded"
United States
Matt s.
The price is AED 367
AED 1,398 total
includes taxes & fees
27 May - 28 May
Cottage w/ Hot Tub and 100-Mile Valley Views!
Exterior

Amazing dog-friendly cottage. Walk 2 Harpers Ferry

Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Very nice little house! Very clean and a good amount of space for the 3 of us. "
United States
Samantha D.
The price is AED 802
AED 1,356 total
includes taxes & fees
17 May - 18 May
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
1 bedroom, WiFi, bed sheets

The Carriage House at Carrot Top Cottage

The Carriage House at Carrot Top Cottage
Harpers Ferry
9.8 out of 10, Exceptional, (47 reviews)
"Lovely little spot right off the AT and easy walk into historic HF. "
United States
Michael
The price is AED 455
AED 736 total
includes taxes & fees
17 May - 18 May
The Carriage House at Carrot Top Cottage
Terrace/patio

Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!
Harpers Ferry
10.0 out of 10, Exceptional, (35 reviews)
"The house is lovely and clean, and has a great view of the lake. We reserved during the winter and couldn’t use the lake but would love to return in warmer weather to be able to use more of the outdoors. "
United States
Cathy W.
The price is AED 525
AED 1,586 total
includes taxes & fees
19 May - 20 May
Peaceful Lakefront Cottage with Mountain Views!
Terrace/patio

All-Inclusive 4BR • Mountain Views • Hot Tub

All-Inclusive 4BR • Mountain Views • Hot Tub
Front Royal
The price is AED 709
AED 1,632 total
includes taxes & fees
20 May - 21 May
All-Inclusive 4BR • Mountain Views • Hot Tub
Exterior

Woodsy Retreat with a Hot Tub and Seasonal Views!

Woodsy Retreat with a Hot Tub and Seasonal Views!
Harpers Ferry
9.8 out of 10, Exceptional, (26 reviews)
"Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. "
United States
Amy P.
The price is AED 367
AED 1,212 total
includes taxes & fees
25 May - 26 May
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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Top Charles Town Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

8/10 Good
"Breakfast needs a little more to match the rest of the quality of the stay Staff and property awesome Convenient to our travel route "
Emy 1-night trip
Posted 1 hour ago
Spark by Hilton Winchester

Frequently asked questions

How much do cottages in Charles Town cost?
Cottages in Charles Town range between AED 691 and AED 2,477 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.

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