Photo by KM Moore

Berryville Holiday Rentals

Holiday Rentals in Berryville

13 BR Boutique in Berryville

7.4 out of 10, Good, (6)
"This house is a gem in progress. It was very spacious and naturally divided into separate areas so it worked well to group families with small children away from older couples without children. Several issues did develop during our stay which were immediately addressed. The dish washer was repaired and worked fine for us. The large common area had very minimal lighting but we moved lamps into the area to remedy that. There was ample refrigerator space but no freezer so we improvised with ice...
13 BR Boutique in Berryville

Stunning Former Winery w/ Pool & Mtn Views!

9.4 out of 10, Exceptional, (9)
"This place was perfect for our family and wedding party to all stay together. There was plenty of room, everyone was comfortable, and the scenery was fabulous!"
Stunning Former Winery w/ Pool & Mtn Views!

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (47)
"My husband and I stayed here to celebrate our second anniversary. We wanted just a quiet getaway and it was the perfect place. Definitely will have to come back again."
The price is AU$172
includes taxes & fees
3 Dec - 4 Dec
❤️ Secluded 1940s Romantic Tiny House on the River

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (110)
"This property could not have been more quaint and peaceful. My husband, two dogs and I enjoyed the long weekend, walking the trails and taking in the history of Harper’s Ferry. I would highly recommend this property to anyone looking for a quiet getaway. The location could not be better for seeing the town on foot. The property was clean and so neatly appointed. Breathtaking views! "
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (86)
"We were looking to unplug for a night, and this cottage was the perfect spot! Clean and well kept, calm and quiet surroundings. One note is that the WiFi was not working. We didn’t need it for our trip, but something to keep in mind!"
The price is AU$346
includes taxes & fees
30 Nov - 1 Dec
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (240)
"Great place to relax & enjoy! We loved the pool & hot tub as well abundant indoor/outdoor space. There was a musty smell that lingered on all my clothes and I stayed in the very top floor master & put my clothes in dresser and closet. You may need a dehumidifier in that closet…."
Breathtaking views with an indoor private pool, come escape with us

Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

10.0 out of 10, Exceptional, (51)
"Comfy cabin with everything topline. Loved the sunroom and the steam shower. Daily watching deer feed and stroll through the yard below. Gus wasn’t happy about it but he still watched through floor to ceiling windows."
The price is AU$467
includes taxes & fees
2 Dec - 3 Dec
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!

The Oculus - Huge Cabin with a Hot Tub!

9.8 out of 10, Exceptional, (15)
"Rustic."
The Oculus - Huge Cabin with a Hot Tub!

Best location! The Pullman Apt @ historic 1799 Inn

9.4 out of 10, Exceptional, (25)
"When I booked this stay, I didn’t realize how much history we would be surrounded by! Museums, shops and great restaurants within walking distance. Plenty of hiking all around with access to the Appalachian trail. Access to e-bikes. Breweries and groceries just a short drive away"
The price is AU$294
includes taxes & fees
12 Dec - 13 Dec
Best location! The Pullman Apt @ historic 1799 Inn

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

9.8 out of 10, Exceptional, (46)
"The location is not convenient for access, and the master bedroom cannot take a shower"
The price is AU$590
includes taxes & fees
12 Dec - 13 Dec
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

10.0 out of 10, Exceptional, (76)
"Whisky Hill is an amazing cabin. My husband and I enjoyed our stay. Everything was clean, and had everything we needed. It was not difficult at all to find. We thoroughly enjoyed our time and can’t wait to be back. It was a great find!! Highly recommend if coming to the Linden area. "
Whiskey Hill Cabin in Virginia Wine country. Close to Fox Meadow & Capstone!

Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

9.8 out of 10, Exceptional, (19)
"My friends and I always choose a new cabin for our annual fall getaway. We've not had a bad experience yet. Mountain Mama's Woodpecker Woods did not disappoint, either! Comfortable, warm, clean, spacious log cabin. It had everything we needed. In fact, it was so relaxing, we never made it to the hot tub. We did visit Harper's Ferry Park and enjoyed walking the hiking trail to the downtown area. :-) We especially loved the close proximity to the Washington, DC Metro area. If there was anything...
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!

Rustic Log Cabin with Private Dock on the Lake!

9.8 out of 10, Exceptional, (11)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
Rustic Log Cabin with Private Dock on the Lake!

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (32)
"Nice place! Clean, beautiful, and located just two miles from town. "
The price is AU$621
includes taxes & fees
8 Dec - 9 Dec
18th Century Stone Cottage minutes from historic Middleburg

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.4 out of 10, Exceptional, (113)
"Enjoyed sitting on the deck above the river in the evenings, quiet and peaceful looking forward to staying there again."
RIVERKEEPER INN, Waterfront Property on the Potomac River

Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

9.8 out of 10, Exceptional, (25)
"Hiking, playing in the creek, S'mores by the fire pit, enjoying meals on the porch all add up to fun memories. We enjoyed our stay. "
Beautiful historic 1916 Farmhouse and Country Home in the Blue Ridge Mountains

Waterfront property in Harpers Ferry - Private River Access

10.0 out of 10, Exceptional, (21)
"Our stay at this vacation home was very enjoyable! The house was clean, well maintained and comfortable. It is located on a nice piece of property with a beautiful view of the Shenandoah River. The owner provided a lot of necessities like bed sheets, bath towels, soap, shampoo and even coffee supplies. The house is up to date and has a nice basement entertainment area. The fire pit area near the river was probably our favorite amenity. We enjoyed it on a couple evenings while enjoying the...
Waterfront property in Harpers Ferry - Private River Access

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (87)
"This was our third time staying at this beautiful property for our strategic planning session, and once again, it was a fantastic experience. The house is always spotless, spacious, and beautifully decorated, making it feel like a true home away from home. The host provided delicious meals throughout our stay, which added an extra level of convenience and enjoyment. Each meal was thoughtfully prepared and absolutely delicious—perfect for keeping our team energized and focused. The peaceful...
Gruner Bungalow at Otium Cellars

Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit

9.2 out of 10, Wonderful, (10)
"Week with elderly family members and this home was a good spot to rest and relax. Upon arrival, house was neat and clean. Well stocked with cooking items. Nice layout. Good central locations for day trip options. Overall I would recommend this home. "
Quiet Retreat in the Woods- HOT TUB, Arcade, Fire Pit

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (25)
"Perfect property for 5 adult women who love to have their own room! Plus each of us could have our own bathroom! Lots of good gathering space but plenty of places for solitude. Great hiking. Awesome stay"
White House Inn - Historic Home in Harpers Ferry!
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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Other types of properties in Berryville you may be interested in

13 BR Boutique in Berryville

7.4 out of 10, Good, (6)
"This house is a gem in progress. It was very spacious and naturally divided into separate areas so it worked well to group families with small children away from older couples without children. Several issues did develop during our stay which were immediately addressed. The dish washer was repaired and worked fine for us. The large common area had very minimal lighting but we moved lamps into the area to remedy that. There was ample refrigerator space but no freezer so we improvised with ice...
13 BR Boutique in Berryville

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1728)
"Clean and safe feeling. Excellence workers, prompt, courteous and knowledgeable. "
The price is AU$178
includes taxes & fees
1 Dec - 2 Dec
La Quinta Inn & Suites by Wyndham Winchester

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (322)
"Fantastic property and top tier customer service. Everything was 5 star from the accommodations to the exquisite cuisine and wine"
The price is AU$1,044
includes taxes & fees
26 Nov - 27 Nov
Salamander Resort And Spa
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Berryville?

Yes, there are holiday rentals close to the most popular sights in Berryville, or you can select a more secluded option if you're looking for a relaxing stay. Berryville is known for its wineries and restaurants. Make sure you have time to check out the parks and art during your trip.

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

13 BR Boutique in Berryville: This highly rated holiday home rental in Berryville is located in a rural location, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. It has 13 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Berryville?

Choose from 6 Expedia holiday rentals in Berryville for a memorable holiday.

What can I see and do in Berryville?

Shenandoah River and Mackintosh Fruit Farm are a couple of scenic spots to enjoy the outdoors, whereas The Fire House Gallery is one of the cultural attractions. Barns of Rose Hill and 612 Vineyard are other places to visit while you're in town.

What are holiday rentals like in Berryville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Berryville. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family getaway.