Compare Charles Town Cottage Rentals

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Featured Charles Town Cottages

Hunt Country cottage in Upperville!

Hunt Country cottage in Upperville!

Upperville VA
At this cottage, guests have access to features like laundry facilities.
Washer
Dryer
The Vue - Mountain top hot tub overlooking the Shenandoah River

The Vue - Mountain top hot tub overlooking the Shenandoah River

2 out of 5
Front Royal VA
$300 nightly
The price is $331 total per night
$331 total
Dec 9 - Dec 10
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance

Shepherdstown WV
At this cottage, guests have access to barbecue grills.
Kitchen
Air conditioning
Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond

Purcellville VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
CEDAR LANE - Private Cottage, Sophisticated Country Charm

CEDAR LANE - Private Cottage, Sophisticated Country Charm

Middleburg VA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Carrot Top Cottage surrounded by National Park

Carrot Top Cottage surrounded by National Park

Harpers Ferry WV
At this cottage, guests have access to features like laundry facilities.
Kitchen
Air conditioning
18th Century Stone Cottage minutes from historic Middleburg

18th Century Stone Cottage minutes from historic Middleburg

Middleburg VA
$367 nightly
The price is $394 total per night
$394 total
Dec 8 - Dec 9
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Peaceful Lakefront Cottage with Mountain Views!

Peaceful Lakefront Cottage with Mountain Views!

Harpers Ferry WV
$314 nightly
The price is $350 total per night
$350 total
Dec 11 - Dec 12
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
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

Purcellville VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
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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.

Hotel Options in Charles Town

    Hampton Inn & Suites Charles Town

    Hampton Inn & Suites Charles Town

    157 Pimlico Dr Charles Town WV
    $102 nightly
    The price is $115 total per night from Jan 4 to Jan 5
    $115 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    9.4/10 Exceptional! (1,000 reviews)
    Days Inn by Wyndham Charles Town/Harpers Ferry

    Days Inn by Wyndham Charles Town/Harpers Ferry

    642 E Washington Street Charles Town WV
    $66 nightly
    The price is $74 total per night from Dec 14 to Dec 15
    $74 total
    Dec 14 - Dec 15
    Total with taxes and fees
    7.8/10 Good! (1,001 reviews)
    Holiday Inn Express Charles Town by IHG

    Holiday Inn Express Charles Town by IHG

    681 Flowing Springs Rd Charles Town WV
    $99 nightly
    The price is $112 total per night from Dec 14 to Dec 15
    $112 total
    Dec 14 - Dec 15
    Total with taxes and fees
    9.2/10 Wonderful! (1,000 reviews)

Cottages

Book a cottage in Charles Town
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Charles Town. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Charles Town better.

Cottage apartments in Charles Town range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Charles Town
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Charles Town and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Charles Town cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Charles Town. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Charles Town Cottages essential information

Accommodation
102 Cottages
Lowest Price
$74
Highest Price
$394
Popular accommodation
Hunt Country cottage in Upperville!, The Vue - Mountain top hot tub overlooking the Shenandoah River, Quaint Mini Cottage in Shepherdstown - Walking Distance, Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond, CEDAR LANE - Private Cottage, Sophisticated Country Charm, Carrot Top Cottage surrounded by National Park, 18th Century Stone Cottage minutes from historic Middleburg, Peaceful Lakefront Cottage with Mountain Views!, Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond

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