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Featured Shepherdstown Cottages

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers

$371 nightly
The price is $413 total per night
$413 total
Oct 12 - Oct 13
Total with taxes and fees
At this cottage, guests have access to an arcade/game room, laundry facilities, and barbecue grills.
Kitchen
Washer
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

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Quaint Mini Cottage in Shepherdstown - Walking Distance

Quaint Mini Cottage in Shepherdstown - Walking Distance

At this vacation home, guests have access to barbecue grills.
Kitchen
Air conditioning
Cottage w/ Hot Tub and 100-Mile Valley Views!

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

$339 nightly
The price is $377 total per night
$377 total
Oct 28 - Oct 29
Total with taxes and fees
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills. Limited parking is available.
Hot Tub
Kitchen
The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!

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

$341 nightly
The price is $389 total per night
$389 total
Oct 15 - Oct 16
Total with taxes and fees
Guests of this cottage have access to a hot tub.
Pool
Hot Tub
Carrot Top Cottage surrounded by National Park

Carrot Top Cottage surrounded by National Park

At this cottage, guests have access to features like laundry facilities.
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

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Raspberry Retreat Cottage

Raspberry Retreat Cottage

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)

$242 nightly
The price is $257 total per night
$257 total
Oct 20 - Oct 21
Total with taxes and fees
At this cottage, guests have access to a garden.
Kitchen
Pet friendly
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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 Shepherdstown

    Quality Inn Shepherdstown

    Quality Inn Shepherdstown

    70 Maddex Square Dr, Shepherdstown, WV
    $91 nightly
    The price is $102 total per night from Nov 2 to Nov 3
    $102 total
    Nov 2 - Nov 3
    Total with taxes and fees
    7.6/10 Good! (179 reviews)
    Country Inn & Suites by Radisson, Frederick, MD

    Country Inn & Suites by Radisson, Frederick, MD

    5579 Spectrum Dr, Frederick, MD
    $86 nightly
    The price is $95 total per night from Oct 26 to Oct 27
    $95 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.2/10 Very Good! (1,139 reviews)
    Clarion Inn Harpers Ferry - Charles Town

    Clarion Inn Harpers Ferry - Charles Town

    4328 William L Wilson Fwy, Harpers Ferry, WV
    $92 nightly
    The price is $103 total per night from Nov 3 to Nov 4
    $103 total
    Nov 3 - Nov 4
    Total with taxes and fees
    7.8/10 Good! (1,007 reviews)

Cottages

Book a cottage in Shepherdstown
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Shepherdstown. 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 Shepherdstown better.

Cottage apartments in Shepherdstown 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 Shepherdstown
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 Shepherdstown 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 Shepherdstown 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 Shepherdstown. 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.

Shepherdstown Cottages essential information

Accommodation
83 Cottages
Lowest Price
$95
Highest Price
$413
Popular accommodation
Quiet Cottage on Five+ Acres of Woods Close to All That Berkeley Springs Offers, Charming Cottage in Purcellville on 12 Gorgeous Acres with 2 Acre Stocked Pond, Quaint Mini Cottage in Shepherdstown - Walking Distance, Cottage w/ Hot Tub and 100-Mile Valley Views!, The Cottage at Firefly Cellars, cozy getaway in Loudoun wine country!, Carrot Top Cottage surrounded by National Park, Charming 2-Bedroom Cottage in Loudoun Co, VA on 12 Gorgeous Acres w/ 2-Acre Pond, Raspberry Retreat Cottage, Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly)