Cherry Run Vacation Rentals

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Check prices for these dates

Tonight
Dec 19 - Dec 20
Tomorrow
Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Cherry Run vacation rentals

Outdoor dining
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

Cabin in The Woods

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
10.0 out of 10, Exceptional, (2)
"Weston was very welcoming and was prompt to answer any questions leading up to the trip. The home was clean and cozy. Although we didn’t use them due to weather, we enjoyed having the option to use the hot tub and fire pit. "
United States
Jaclyn K.
The price is ￥11,343
￥45,360 total
includes taxes & fees
Dec 21 - Dec 22
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
2 bedrooms, free WiFi, bed sheets
Primitive Cozy Tiny Cabin with Starlink internet

Cabin in Great Cacapon

Primitive Cozy Tiny Cabin with Starlink internet
10.0 out of 10, Exceptional, (11)
"Super peaceful and relaxing! We had a great time! Will stay again! Thanks Austin!"
United States
Jason M.
The price is ￥11,343
￥29,072 total
includes taxes & fees
Dec 24 - Dec 25
Primitive Cozy Tiny Cabin with Starlink internet
Interior
Bring Your Own Boat - Meticulously restored house on the Potomac River

Cottage in Hedgesville

Bring Your Own Boat - Meticulously restored house on the Potomac River
10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
The price is ￥11,670
￥25,083 total
includes taxes & fees
Dec 21 - Dec 22
Bring Your Own Boat - Meticulously restored house on the Potomac River
Exterior
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Condo in Hagerstown

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
2.0 star property
10.0 out of 10, Exceptional, (1)
"The host is very responsive and helpful. The amenities were fantastic. The condo is super clean, well maintained and even has super soft towels and a little snack bar with coffee, tea, and chips. Very impressed with the host and the amenities. Location to dining and nightlife is great fir a family. Free parking also a great bonus. Wonderful place to stay! "
United States
Paul F.
The price is ￥22,562
￥38,100 total
includes taxes & fees
Dec 21 - Dec 22
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
Exterior
Romantic Woodland Retreat with Hot Tub & Private Forest Views

Cabin in Berkeley Springs

Romantic Woodland Retreat with Hot Tub & Private Forest Views
9.8 out of 10, Exceptional, (296)
"We especially enjoyed the hot tub and the privacy of the cabin. Was what we expected and was very clean. Had a nice relaxing couple of days that we were there!"
United States
Ann W.
The price is ￥13,693
￥47,085 total
includes taxes & fees
Dec 22 - Dec 23
Romantic Woodland Retreat with Hot Tub & Private Forest Views
WiFi
The Saloon, cabin retreat.

Cabin in Hedgesville

The Saloon, cabin retreat.
2.0 star property
The price is ￥8,480
￥19,767 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Saloon, cabin retreat.
Interior
Backyard creek, screened porch

Cabin in Needmore

Backyard creek, screened porch
9.6 out of 10, Exceptional, (26)
"Great place to stay if you are looking for a quiet place. Host was very helpful and responsive. "
United States
Jason V.
The price is ￥13,864
￥48,206 total
includes taxes & fees
Dec 21 - Dec 22
Backyard creek, screened porch
Interior
2-Bedroom cabin Hot tub Fireplace PS5

Cabin in The Woods

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is ￥24,807
￥43,412 total
includes taxes & fees
Dec 21 - Dec 22
2-Bedroom cabin Hot tub Fireplace PS5
TV, fireplace, books, stereo
Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck

Chalet in The Woods

Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck
9.2 out of 10, Wonderful, (5)
"Great location for a family getaway to the great outdoors."
United States
Eric H.
The price is ￥42,774
￥63,491 total
includes taxes & fees
Dec 22 - Dec 23
Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck
Terrace/patio
Modern w/Fire Pit, Deck, Grill & Hot Tub

Cabin in Sleepy Hollow

Modern w/Fire Pit, Deck, Grill & Hot Tub
9.2 out of 10, Wonderful, (13)
"Great little spot. Location is secluded but there are homes very close by. "
United States
stacey f.
The price is ￥21,037
￥40,394 total
includes taxes & fees
Dec 22 - Dec 23
Modern w/Fire Pit, Deck, Grill & Hot Tub
2 bedrooms, iron/ironing board, WiFi, bed sheets
Tiny Cabin w Fire Pit Game Room and Dog Friendly

Apartment in Great Cacapon

Tiny Cabin w Fire Pit Game Room and Dog Friendly
10.0 out of 10, Exceptional, (3)
"Lovely little cabin, everything we needed for a short weekend stay. Very cozy and comfortable. "
United States
Abigail G.
The price is ￥22,920
￥36,759 total
includes taxes & fees
Dec 21 - Dec 22
Tiny Cabin w Fire Pit Game Room and Dog Friendly
Terrace/patio
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Cabin in Sleepy Hollow

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
9.8 out of 10, Exceptional, (10)
"Had an amazing stay! The VRBO was cozy, comfortable and clean in an amazing area. We loved the amenities, relaxing on the deck, by the fire pit, and in the hot tub were perfect! The host, Emily, was amazing and gave lots of great info about the area and was very responsive. Would love to stay here again!"
United States
Sarah H.
The price is ￥16,637
￥48,146 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Property grounds
Perched in the Trees, Very Private, Screened in Porch with view

Chalet in Needmore

Perched in the Trees, Very Private, Screened in Porch with view
10.0 out of 10, Exceptional, (171)
"The cabin was just as cozy as expected. Property manager was great and very attentive to everything. Great stay, ."
United States
Cindi H.
The price is ￥14,782
￥28,671 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Perched in the Trees, Very Private, Screened in Porch with view
Terrace/patio
Dog-Friendly w Hot Tub, Fire Pit & River Access

Chalet in Great Cacapon

Dog-Friendly w Hot Tub, Fire Pit & River Access
9.4 out of 10, Exceptional, (3)
"Very fun stay, very clean. Beautiful weather for walking around the place. Would definitely come back!!"
United States
Deepan R.
The price is ￥22,920
￥45,049 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Dog-Friendly w Hot Tub, Fire Pit & River Access
Property grounds
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Cabin in Berkeley Springs

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
9.0 out of 10, Wonderful, (17)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is ￥14,545
￥33,531 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Exterior
Secluded,Mountain,View,Chalet,Hot tub,Wifi,King beds,Firepit,Near Cacapon Resort

Chalet in Berkeley Springs

Secluded,Mountain,View,Chalet,Hot tub,Wifi,King beds,Firepit,Near Cacapon Resort
10.0 out of 10, Exceptional, (278)
"It was a very nice place very cozy and comfortable."
United States
Peter J B.
The price is ￥27,764
￥97,572 total
includes taxes & fees
Dec 22 - Dec 23
Secluded,Mountain,View,Chalet,Hot tub,Wifi,King beds,Firepit,Near Cacapon Resort
TV, fireplace, stereo, offices
Fireplace, Fire Pit, Deck, WiFi & Pool Access

Cabin in The Woods

Fireplace, Fire Pit, Deck, WiFi & Pool Access
8.0 out of 10, Very Good, (2)
"Our family had a lovely time! The house was very clean, super comfortable, and well furnished. Everything felt very new, thoughtful and well selected. The kitchen was well appointed with plenty of pots and pans, cutting boards, cooking utensils, etc. The only thing lacking was a can opener.The screened in porch and hot tub were both incredible additions!We even journeyed down to the creek and found lots of fun mushrooms and crawfish.Would definitely recommend!"
United States
Sue S.
The price is ￥24,631
￥50,598 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fireplace, Fire Pit, Deck, WiFi & Pool Access
Interior
1879 Updated Home on Frederick Street

Vacation Home in Hagerstown

1879 Updated Home on Frederick Street
9.0 out of 10, Wonderful, (4)
"We enjoyed our stay at this house. It is clean and the beds were very nice. The set up was perfect for us."
United States
Kyle C.
1879 Updated Home on Frederick Street
Terrace/patio
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Cabin in Sleepy Hollow

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
9.2 out of 10, Wonderful, (25)
"Isolated"
United States
sam
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Terrace/patio
Stylish Retreat w Fireplace, Games & Pool Access

Cabin in The Woods

Stylish Retreat w Fireplace, Games & Pool Access
9.8 out of 10, Exceptional, (14)
"Perfect accommodations a weekend family reunion at The Woods. We will be back!"
United States
Kim P.
The price is ￥30,109
￥53,517 total
includes taxes & fees
Dec 21 - Dec 22
Stylish Retreat w Fireplace, Games & Pool Access
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 Cherry Run Hotel Reviews

Hampton Inn Martinsburg

Hampton Inn Martinsburg

10/10 Excellent
"Pleasant stay. Very nice front desk staff on night and day! "
LAURA 1-night trip
Posted 2 days ago
Hampton Inn Martinsburg

Find out more about Cherry Run

Search for holiday rentals in Cherry Run on Expedia! You can easily find your home rentals, villas, holiday apartments in Cherry Run using one of the methods below:

  • View our selection of featured holiday rentals in Cherry Run
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Look no further and take a look at our great range of rental properties in Cherry Run!

Frequently asked questions

Can I find a vacation rental in Cherry Run?

Yes, there are vacation rentals near top points of interest in Cherry Run, or you can go with a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation rentals in Cherry Run?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: This vacation home rental outside of Cherry Run is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with an arcade game room and a hot tub.

What can I see and do in Cherry Run?

While exploring the area, visit family-friendly sights like Berkeley Springs Antique Mall, or get outside and enjoy nature at Potomac River. In the larger area, you’ll find Fort Frederick State Park and Whitetail Ski Resort.

What are vacation rentals like in Cherry Run?

Vacation rentals are privately owned accommodations you can reserve for a short or long stay in Cherry Run. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for a family getaway.