Search Charles Town Cottage Rentals from CA $137

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Charles Town Cottages

Our top choices for Charles Town cottages

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, (15)
"Very nice property with convenient location! Within walking distance of down town. "
The price is CA $256
CA $453 total
includes taxes & fees
Aug 25 - Aug 26
Amazing dog-friendly cottage. Walk 2 Harpers Ferry
RIVERKEEPER INN, Waterfront Property on the Potomac River
Terrace/patio

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (125)
"We had a fabulous time here! This was a great location. Not only was it close to historic sites, downtown Harper’s Ferry, but we also thoroughly enjoyed the river (as did our dog!). While this is a back unit to the host's home, they were were hospitable, friendly, made an effort to give us privacy and allowed us full use of all the amenities. We were concerned about privacy, but had no issues and would absolutely recommend this place. It was also a great neighborhood for our dog to walk/run...
RIVERKEEPER INN, Waterfront Property on the Potomac River
The Vue - Mountain top hot tub overlooking the Shenandoah River
Property grounds

The Vue - Mountain top hot tub overlooking the Shenandoah River

2.0 star property
9.8 out of 10, Exceptional, (6)
"Love the view and beautiful appointed decor throughout the home…"
The price is CA $199
CA $505 total
includes taxes & fees
Aug 26 - Aug 27
The Vue - Mountain top hot tub overlooking the Shenandoah River
Historical cottage in the town of Paris
Exterior

Historical cottage in the town of Paris

9.8 out of 10, Exceptional, (46)
"This is a nice home near sky meadow park. A great place to see the stars... Very close to DC. "
Historical cottage in the town of Paris
Charming 1-bedroom cottage in Shepherdstown walking distance
Dining

Charming 1-bedroom cottage in Shepherdstown walking distance

8.0 out of 10, Very good, (3)
"Great, easy to find location. Nancy was a great communicator A wonderful option for us, as we were in the area for a wedding in Sharpsburg where overnight accommodations were a bit slim. Shepherdstown was a cute town with lots of cute local shops and places to eat. Would stay here again! "
Charming 1-bedroom cottage in Shepherdstown walking distance
Cottage w/ Hot Tub and 100-Mile Valley Views!
3 bedrooms, desk, iron/ironing board, free WiFi

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

10.0 out of 10, Exceptional, (18)
"We loved this place! It had everything we needed and everything was very comfortable. The sunset view from the hot tub was a highlight! We would stay here again."
The price is CA $138
CA $528 total
includes taxes & fees
Sep 4 - Sep 5
Cottage w/ Hot Tub and 100-Mile Valley Views!
Carrot Top Cottage surrounded by National Park
Exterior

Carrot Top Cottage surrounded by National Park

10.0 out of 10, Exceptional, (43)
"We had a great family trip here! Close to everything that Harper’s Ferry has to offer! Highly recommend this cute cabin for your trip!"
Carrot Top Cottage surrounded by National Park
Raspberry Retreat Cottage
Outdoor dining

Raspberry Retreat Cottage

10.0 out of 10, Exceptional, (1)
"The cutest cottage ever!! Totally loved this place. Clean, quiet, well decorated and cozy. Just what we were looking for. Don’t sleep on this home! Hosts are very responsive, too. "
Raspberry Retreat Cottage
Hunt Country cottage in Upperville!
Private kitchen

Hunt Country cottage in Upperville!

10.0 out of 10, Exceptional, (19)
"Beautiful cottage!! Incredibly comfortable! Loved it!!"
Hunt Country cottage in Upperville!
18th Century Stone Cottage minutes from historic Middleburg
Exterior

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (46)
"Very clean, Beautiful Property. Super peaceful. Will come back in the summer to enjoy town summer time activities. "
The price is CA $380
CA $552 total
includes taxes & fees
Aug 26 - Aug 27
18th Century Stone Cottage minutes from historic Middleburg
Wild Hare Cottage
2 bedrooms, WiFi

Wild Hare Cottage

10.0 out of 10, Exceptional, (7)
"We had just a quick overnight stay, the cottage is cozy, clean, and charming. Communication was easy and clear, we'd love to stay again!"
The price is CA $194
CA $331 total
includes taxes & fees
Aug 27 - Aug 28
Wild Hare 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, (34)
"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
Woodsy Retreat with a Hot Tub and Seasonal Views!
3 bedrooms, desk, free WiFi, bed sheets

Woodsy Retreat with a Hot Tub and Seasonal Views!

9.8 out of 10, Exceptional, (21)
"I highly recommend this cabin stay! It has absolutely everything you could need. Super clean and in a great area. Will definitely stay again if we get the chance."
The price is CA $138
CA $469 total
includes taxes & fees
Aug 27 - Aug 28
Woodsy Retreat with a Hot Tub and Seasonal Views!
Bring Your Own Boat - Meticulously restored house on the Potomac River
Game room

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

10.0 out of 10, Exceptional, (5)
"The property was charming, clean, and easy to access. It made my stay at Fort Fredrick State Park for the Market Fair very cost-effective, with clean, private accommodations to come home to at night. Well worth the price!"
The price is CA $137
CA $260 total
includes taxes & fees
Aug 25 - Aug 26
Bring Your Own Boat - Meticulously restored house on the Potomac River
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
4 bedrooms, desk, free WiFi, bed sheets

Art Docko - Lakefront Artist Retreat w/ Hot Tub!

10.0 out of 10, Exceptional, (22)
"Loved this house for relaxing, enjoying nature and reconnecting with friends!"
The price is CA $205
CA $694 total
includes taxes & fees
Aug 25 - Aug 26
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
C&O Canal Potomac River Cottage
Terrace/patio

C&O Canal Potomac River Cottage

10.0 out of 10, Exceptional, (53)
"Looking for something unique and historical -this is the place. Great home base to visit Harper’s Ferry and Antietam. Wish we could have stayed longer!!"
C&O Canal Potomac River Cottage
Hilltop @ Shiloh Summ
Property grounds

Hilltop @ Shiloh Summ

10.0 out of 10, Exceptional, (2)
"Love the location was very nice and quiet "
Hilltop @ Shiloh Summ
Cozy Mountain Cottage - Perfect for Friends, Family
Exterior

Cozy Mountain Cottage - Perfect for Friends, Family

10.0 out of 10, Exceptional, (14)
"We had a great time over Thanksgiving. The house , yard and host were all great. I woood definitely stay here again. "
Cozy Mountain Cottage - Perfect for Friends, Family
Cozy Stone Cottage in Round Hill, VA
Fridge, microwave, oven, stovetop

Cozy Stone Cottage in Round Hill, VA

9.8 out of 10, Exceptional, (7)
"We had an excellent stay at cottage! It was perfect for a short weekend away with girlfriends. It was quaint and historic but didn't lack modern day comforts. Highly recommend for anyone looking for a few days away, with easy access to all Round Hill & Purcellville has to offer. "
Cozy Stone Cottage in Round Hill, VA
Bear Mountain Cottage
Interior

Bear Mountain Cottage

10.0 out of 10, Exceptional, (11)
"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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charles Town Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"It was a great stay for what we needed! A comfortable place to stay while exploring Winchester each day. Pool was a great touch and the front desk lady was helpful and nice! Will be back again!"
Benjamin 2-night trip
Posted 2 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG