Photo by KM Moore

Berryville Holiday Rentals

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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, (49)
"Had a wonderful weekend at the tiny house! The host was communicative and the cabin was adorable. My boyfriend and I got to explore the local area and felt immersed in nature with all the comforts you’d hope for :)"
The price is AU$180
includes taxes & fees
3 Feb - 4 Feb
❤️ Secluded 1940s Romantic Tiny House on the River

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

9.8 out of 10, Exceptional, (89)
"Great year round location. Owners are nearby if issues occur. HIGHLY RECOMMENDED. "
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (27)
"Great location in a very safe neighborhood! House was very roomy with very comfy beds. Would definitely stay here again!! "
The price is AU$711
includes taxes & fees
21 Jan - 22 Jan
White House Inn - Historic Home in Harpers Ferry!

Walk to Potomac River and downtown Harpers Ferry

10.0 out of 10, Exceptional, (111)
"The house was a perfect size for my group of 10. We stayed for my birthday weekend and the house was very stocked with cleaning supplies, sheets, pillows, towels, etc. Michael was very responsive and even sent a huge list of recommendations in the area. If I'm ever in the area again, I will definitely be staying here!!!"
Walk to Potomac River and downtown Harpers Ferry

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

10.0 out of 10, Exceptional, (111)
"Great communication with host. Cosy house, well equipped kitchen in a great location."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

18th Century Stone Cottage minutes from historic Middleburg

10.0 out of 10, Exceptional, (34)
"Lovely cottage in ideal local. Host was super accommodating and generous with provisions and answers to multiple questions. "
The price is AU$643
includes taxes & fees
15 Jan - 16 Jan
18th Century Stone Cottage minutes from historic Middleburg

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (40)
"Lots of space for everyone, excellent pool and hot tub"
Charles Town Home w/ Private Pool & Hot Tub

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

9.8 out of 10, Exceptional, (244)
"Our group had an amazing stay at the Bear Chase Manor! The house has great common space areas and the pool was a huge hit with everyone. We also loved the convenience of being next to the brewery along with the incredible views of nature. Can't wait to have the opportunity to stay here again!"
Breathtaking views with an indoor private pool, come escape with us

Rustic Log Cabin with Private Dock on the Lake!

9.6 out of 10, Exceptional, (12)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
The price is AU$672
includes taxes & fees
16 Jan - 17 Jan
Rustic Log Cabin with Private Dock on the Lake!

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (116)
"The hosts are wonderful. I had a great time in their cozy, clean and beautiful place. Highly recommend for a visit to beautiful and historic WV.I particularly appreciated their fondness for dogs. Mine had a great time too!"
RIVERKEEPER INN, Waterfront Property on the Potomac River

Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (53)
"The cabin was very nice and quaint. We had a nice stay. The view from the sunroom is great amazing. The place is very cozy and made for a great night away. "
The price is AU$493
includes taxes & fees
16 Jan - 17 Jan
Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (93)
"It's was great. We visited family in the area. And had our family Christmas together at this place. We played ping pong and pool when we where there. Great location for dogs. Plenty of space to run and play. The house was great as well. Plenty of space for everyone."
Gruner Bungalow at Otium Cellars

Bear Chase Cottage

10.0 out of 10, Exceptional, (33)
"The staff and property were wonderful. Everyone was so helpful; it was nice to be able to walk up to the restaurant and see the amazing mountain views with fire pits and lookouts. It was an added surprise to see the home decorated for the holidays! "
Bear Chase Cottage

Rural Home, Hot Tub, Campfire, Hardwood Floors

9.4 out of 10, Exceptional, (71)
"Lovely house. A couple of rooms were cold but not unbearably cold. The large table in the sun room was awesome for Thanksgiving dinner. We would definitely stay again if we wanted a house in the area."
The price is AU$706
includes taxes & fees
20 Jan - 21 Jan
Rural Home, Hot Tub, Campfire, Hardwood Floors

1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

10.0 out of 10, Exceptional, (46)
"With grandparents and 2 families with children, not only was the house perfect but the fenced yard was huge and spectacular. We didn’t use the hot tub, but there was plenty of good space for adults, too. We gathered for a family wedding, but the space enabled us to spend a few wonderful relaxing days with family we rarely see. Communication with Leora was prompt and accommodating. 5 stars all around! Thank you!"
1800s Family Farmhouse with Huge Yard- PRIVATE TRAIL WALK TO WINE!

Secluded Cabin a Stone's Throw From the A.T.!

9.8 out of 10, Exceptional, (18)
"We were charmed by the house and pleased with all the amenities. We would definitely stay there again. "
The price is AU$783
includes taxes & fees
26 Jan - 27 Jan
Secluded Cabin a Stone's Throw From the A.T.!

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

9.6 out of 10, Exceptional, (50)
"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...
The price is AU$486
includes taxes & fees
15 Jan - 16 Jan
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry

9.8 out of 10, Exceptional, (16)
"We had a gathering with friends with kids and found everything we needed in that house!"
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to 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, (1788)
"The hotel was great. The room was very clean and they bed comfortable "
The price is AU$178
includes taxes & fees
21 Jan - 22 Jan
La Quinta Inn & Suites by Wyndham Winchester

Salamander Resort And Spa

5.0 star property
9.2 out of 10, Wonderful, (334)
"Highly recommend this resort"
The price is AU$1,105
includes taxes & fees
11 Feb - 12 Feb
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.

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?

Mackintosh Fruit Farm and Shenandoah River are a couple of scenic spots to enjoy the outdoors, whereas The Fire House Gallery is one of the cultural attractions. 612 Vineyard and Watermelon Park Campground 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.