Cherry Run Holiday Rentals

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Our top choices for Cherry Run holiday rentals

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

Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities
The Woods
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 AU$472
includes taxes & fees
22 Dec - 23 Dec
Hot Tub, Fire Pit, Grill, Deck w/Resort Amenities

Primitive Cozy Tiny Cabin with Starlink internet

Primitive Cozy Tiny Cabin with Starlink internet
Great Cacapon
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 AU$286
includes taxes & fees
23 Dec - 24 Dec
Primitive Cozy Tiny Cabin with Starlink internet

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

Bring Your Own Boat - Meticulously restored house on the Potomac River
Hedgesville
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 AU$247
includes taxes & fees
22 Dec - 23 Dec
Bring Your Own Boat - Meticulously restored house on the Potomac River

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D
2.0 star property
Hagerstown
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.
Luxurious large condo, no steps,amenities galore. Brand new, Secure, Parking,W/D

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED
Berkeley Springs
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 AU$463
includes taxes & fees
22 Dec - 23 Dec
Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED

The Saloon, cabin retreat.

The Saloon, cabin retreat.
2.0 star property
Hedgesville
The price is AU$195
includes taxes & fees
15 Jan - 16 Jan 2026
The Saloon, cabin retreat.

Backyard creek, screened porch

Backyard creek, screened porch
Needmore
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 AU$502
includes taxes & fees
22 Dec - 23 Dec
Backyard creek, screened porch

2-Bedroom cabin Hot tub Fireplace PS5

2-Bedroom cabin Hot tub Fireplace PS5
2.0 star property
The Woods
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 AU$422
includes taxes & fees
22 Dec - 23 Dec
2-Bedroom cabin Hot tub Fireplace PS5

Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck

Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck
The Woods
9.2 out of 10, Wonderful, (5)
"Great location for a family getaway to the great outdoors."
United States
Eric H.
The price is AU$611
includes taxes & fees
22 Dec - 23 Dec
Chalet Cabin w Hot Tub, WiFi, Firepit, Grill, Deck

Modern w/Fire Pit, Deck, Grill & Hot Tub

Modern w/Fire Pit, Deck, Grill & Hot Tub
Sleepy Hollow
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 AU$400
includes taxes & fees
8 Jan - 9 Jan 2026
Modern w/Fire Pit, Deck, Grill & Hot Tub

Tiny Cabin w Fire Pit Game Room and Dog Friendly

Tiny Cabin w Fire Pit Game Room and Dog Friendly
Great Cacapon
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 AU$361
includes taxes & fees
22 Dec - 23 Dec
Tiny Cabin w Fire Pit Game Room and Dog Friendly

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Secluded WV Retreat Hot Tub, Fire Pit & Kayaks
Sleepy Hollow
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 AU$473
includes taxes & fees
5 Jan - 6 Jan 2026
Secluded WV Retreat Hot Tub, Fire Pit & Kayaks

Perched in the Trees, Very Private, Screened in Porch with view

Perched in the Trees, Very Private, Screened in Porch with view
Needmore
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 AU$282
includes taxes & fees
8 Jan - 9 Jan 2026
Perched in the Trees, Very Private, Screened in Porch with view

Dog-Friendly w Hot Tub, Fire Pit & River Access

Dog-Friendly w Hot Tub, Fire Pit & River Access
Great Cacapon
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 AU$443
includes taxes & fees
6 Jan - 7 Jan 2026
Dog-Friendly w Hot Tub, Fire Pit & River Access

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill
Berkeley Springs
9.0 out of 10, Wonderful, (17)
"Hot tub was nice relaxing cozy cabin"
United States
kristin
The price is AU$329
includes taxes & fees
14 Jan - 15 Jan 2026
Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Secluded,Mountain,View,Chalet,Hot tub,Wifi,King beds,Firepit,Near Cacapon Resort

Secluded,Mountain,View,Chalet,Hot tub,Wifi,King beds,Firepit,Near Cacapon Resort
Berkeley Springs
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 AU$946
includes taxes & fees
22 Dec - 23 Dec
Secluded,Mountain,View,Chalet,Hot tub,Wifi,King beds,Firepit,Near Cacapon Resort

Fireplace, Fire Pit, Deck, WiFi & Pool Access

Fireplace, Fire Pit, Deck, WiFi & Pool Access
The Woods
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 AU$497
includes taxes & fees
4 Jan - 5 Jan 2026
Fireplace, Fire Pit, Deck, WiFi & Pool Access

1879 Updated Home on Frederick Street

1879 Updated Home on Frederick Street
Hagerstown
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.
The price is AU$558
includes taxes & fees
23 Dec - 24 Dec
1879 Updated Home on Frederick Street

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi
Sleepy Hollow
9.2 out of 10, Wonderful, (25)
"Isolated"
United States
sam
The price is AU$442
includes taxes & fees
20 Jan - 21 Jan 2026
Spacious w/Hot Tub, Fire Pit, Deck, Grill and WiFi

Stylish Retreat w Fireplace, Games & Pool Access

Stylish Retreat w Fireplace, Games & Pool Access
The Woods
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 AU$526
includes taxes & fees
29 Dec - 30 Dec
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

Find out more about Cherry Run

Everything you need to know about Cherry Run holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cherry Run holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cherry Run holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cherry Run holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cherry Run. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cherry Run holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cherry Run holiday rentals we have selected for you start as low as AU$282 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cherry Run rentals

At Expedia, we put the best Cherry Run holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Cherry Run rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cherry Run holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cherry Run. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Cherry Run?

Yes, there are holiday rentals close to the most popular sights in Cherry Run, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cherry Run has to offer?

Charming mountaintop cabin with hot tub, pool table, and breathtaking views: This holiday home rental outside of Cherry Run is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with an arcade/games room and 1 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 wider area, you’ll find Fort Frederick State Park and Whitetail Ski Resort.

What are holiday rentals like in Cherry Run?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cherry Run. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip.