Search Charles Town Cottage Rentals from CA $149

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Browse Select Charles Town Cottages

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
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, (21)
"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."
Pets? YES! 🐕 Hot Tub ★ Fire Pit ★ Fast Wi-Fi
Quiet tiny home. Dog-friendly. Private fenced yard
Terrace/patio

Quiet tiny home. Dog-friendly. Private fenced yard

9.6 out of 10, Exceptional, (5)
"I stayed for a few nights over Thanksgiving and this was the perfect place for my dog and I! She loved the backyard and it was walking distance to Jefferson Rock and other trails snd things to see in Harpers Ferry. It was clean and in a very safe and quiet neighborhood. Would definitely come back!"
Quiet tiny home. Dog-friendly. Private fenced yard
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (34)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is CA $395
CA $565 total
includes taxes & fees
Jan 2 - Jan 3
18th Century Stone Cottage minutes from historic Middleburg
Bear Chase Cottage
Property grounds

Bear Chase Cottage

10.0 out of 10, Exceptional, (32)
"The cabin was perfect! Clean and cozy. We wish we could have extended our stay! We will definitely come back! "
Bear Chase Cottage
Lovettsville Cottage in Heart of Wine Country
TV, Netflix, streaming services

Lovettsville Cottage in Heart of Wine Country

9.8 out of 10, Exceptional, (31)
"We stayed here for a few days over the Thanksgiving holiday. It was cozy, comfortable, and had all the great comforts of a home away from home. "
Lovettsville Cottage in Heart of Wine Country
Carrot Top Cottage surrounded by National Park
Exterior

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (30)
"Wonderful "
Carrot Top Cottage surrounded by National Park
Hunt Country cottage in Upperville!
Private kitchen

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (14)
"This adorable home was the perfect stay during our visit to Middleburg which was a quick drive from upperville. We'll be back!"
Hunt Country cottage in Upperville!
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
Interior

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

The price is CA $359
CA $609 total
includes taxes & fees
Jan 5 - Jan 6
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!
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, (8)
"Place was clean ..had all the necessary bath and kitchen items. Very convenient to historic part of Harpers Ferry.. Large fenced backyard for our dog… Would give it 5 stars but winding , circular metal stairway was very tight.Fortunately both of us are slim so was manageable. Plan on staying here again if visiting Harper’s Ferry/Charles Town area.."
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
Close to Hiking | Hot Tub | Fire Pit | Pets OK
Outdoor spa tub

Close to Hiking | Hot Tub | Fire Pit | Pets OK

8.0 out of 10, Very good, (1)
Close to Hiking | Hot Tub | Fire Pit | Pets OK
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, (115)
"Went to Harper’s Ferry for our 25th wedding anniversary and wanted to stay near the water since we usually stay in town. Found this property and it was perfect. Sits on property with owners who we met and their dog Chloe who was an absolute sweetheart. If you are looking for a piece of serenity you will find it at the Riverkeeper Inn. Very nice and quiet neighborhood. The property was tidy and clean and you get to use the gazebo or decks near the water to chill and if it wasn’t too chilly would...
RIVERKEEPER INN, Waterfront Property on the Potomac River
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. "
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
Lock Keepers Cottage on C&O Canal/Potomac River

Lock Keepers Cottage on C&O Canal/Potomac River

10.0 out of 10, Exceptional, (48)
"We had a great time. Very comfortable like home. "
Lock Keepers Cottage on C&O Canal/Potomac River
Peaceful Lakefront Cottage with Mountain Views!
Fridge, microwave, oven, stovetop

Peaceful Lakefront Cottage with Mountain Views!

10.0 out of 10, Exceptional, (22)
"Although short, we had a wonderful stay. Beautiful house with amazing views. Great communication with property host. Cant wait to come back! Thank you for hosting us last minute! "
The price is CA $349
CA $815 total
includes taxes & fees
Jan 26 - Jan 27
Peaceful Lakefront Cottage with Mountain Views!
Lake View Retreat - Cottage Near a Peaceful Lake!
Property grounds

Lake View Retreat - Cottage Near a Peaceful Lake!

9.4 out of 10, Exceptional, (16)
"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 $149
CA $518 total
includes taxes & fees
Jan 20 - Jan 21
Lake View Retreat - Cottage Near a Peaceful Lake!
Cottage at Gray Fox- Many Attraction- Pet Friendly
Aerial view

Cottage at Gray Fox- Many Attraction- Pet Friendly

10.0 out of 10, Exceptional, (20)
"Our family of four enjoyed the weekend away"
Cottage at Gray Fox- Many Attraction- Pet Friendly
The Carriage House at Carrot Top Cottage
Aerial view

The Carriage House at Carrot Top Cottage

9.8 out of 10, Exceptional, (29)
"My wife gave me this trip as a birthday gift (birthday November 7) for my 80th birthday. We walked from the cottage to the town each day which truly proves I am still in shape (lol). We enjoyed our walks, the cleanliness and comfort of the cottage, and the food."
The Carriage House at Carrot Top 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, (14)
"The view of this house is amazing! Absolutely beautiful!"
The price is CA $380
CA $866 total
includes taxes & fees
Jan 2 - Jan 3
Cottage w/ Hot Tub and 100-Mile Valley Views!
Historic Schoolhouse on Winery Row
Outdoor dining

Historic Schoolhouse on Winery Row

10.0 out of 10, Exceptional, (12)
"This VRBO home could not have been any better! It was clean, cozy, comfortable, and well stocked with everything you can possibly need. The owner, Lynn, answered all of our questions and responded to our text messages quickly. She could not have been more helpful. Location is ideal close to wineries and great restaurants. we enjoyed the grill on the back deck as well as the relaxing creek and chairs around the fire pit We enjoyed our stay here so much. We are looking forward to going back...
Historic Schoolhouse on Winery Row
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, (52)
"Está bien hermosa la casa "
Terra Alta - Incredible River Views and Hot Tub!
Charles Town Home w/ Private Pool & Hot Tub
Pool

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (40)
"Lots of space for everyone, excellent pool and hot tub"
Charles Town Home w/ Private Pool & Hot Tub
Modern Country House on the Shenandoah River
Property grounds

Modern Country House on the Shenandoah River

9.8 out of 10, Exceptional, (30)
"Overall was beautiful. Very easy to communicate with the owner. The view was breathtaking. I’d definitely recommend this to my other families and friends. Thanks again for making our stay so pleasant. "
Modern Country House on the Shenandoah River
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 $149 and CA $395 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.