Photo by KM Moore

Berryville Holiday Rentals

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Holiday Rentals in Berryville

Dining
13 BR Boutique in Berryville
8.0 out of 10, Very good, (5)
"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
Exterior
Stunning Former Winery w/ Pool & Mtn Views!
9.2 out of 10, Wonderful, (5)
"-Convenient market <1 mile away where we could pick up last-minute essentials (i.e. ibuprofen)."
Stunning Former Winery w/ Pool & Mtn Views!
Smart TV, DVD player, books, video library
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
10.0 out of 10, Exceptional, (28)
"This little cabin was great!! Comfortable beds. Very clean. Brigid the host was so responsive. Instructions were very clear. She even answered our questions about recommendations for a goos hiking trail! Highly recommend! I hope we will be back."
The price is NZ$535
per night
4 Jun - 5 Jun
Cozy Mountain Cabin w/ Steam Shower. Family Friendly!
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Beach
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (41)
"The tiny house is exactly as described. Its small, clean, cozy and comfortable. The location right on the river is fantastic. Being able to have a fire right by the water each night was such a plus. In better weather would be a great put in for canoeing, kataking. Very close many historic sights, unique shops, and outdoor activities. The hosts are very thoughtful, kind and responsive. We will be staying again!!"
The price is NZ$235
per night
9 Jun - 10 Jun
❤️ Secluded 1940s Romantic Tiny House on the River
Exterior
Breathtaking views with an indoor private pool, come escape with us
9.8 out of 10, Exceptional, (227)
"Fantastic spot to spend a few days. Incredible house, fantastic amenities, and a beautiful location."
Breathtaking views with an indoor private pool, come escape with us
View from property
RIVERKEEPER INN, Waterfront Property on the Potomac River
9.4 out of 10, Exceptional, (104)
"We had a wonderful time, even in the rain! Easy river access and beautiful views of both the water and green spaces."
RIVERKEEPER INN, Waterfront Property on the Potomac River
Interior
Escape to Shenandoah River, Hot Tub after a Hike!
10.0 out of 10, Exceptional, (38)
"Super clean. Super easy check in & check out. Quiet and beautiful setting. The windows bring the outdoors in. Fabulous to watch the electric storm through those big beautiful windows from the comfort of the couch."
The price is NZ$594
per night
29 May - 30 May
Escape to Shenandoah River, Hot Tub after a Hike!
Property grounds
Riverside cottage, minutes from historic Harpers Ferry; private river access!
9.8 out of 10, Exceptional, (56)
"Not much to say other than it was a great stay. Scott was super responsive for the few questions we had and everything was clean and comfortable."
The price is NZ$360
per night
2 Jun - 3 Jun
Riverside cottage, minutes from historic Harpers Ferry; private river access!
Property grounds
Rustic Log Cabin with Private Dock on the Lake!
9.6 out of 10, Exceptional, (9)
"The location tucked away on the lake with a dock and kayaks and gravity lounge chairs, fireplace, large dock and gas grill were fabulous."
Rustic Log Cabin with Private Dock on the Lake!
Fridge, microwave, stovetop, dishwasher
Charming Home with Yard Near Shenandoah River!
9.6 out of 10, Exceptional, (8)
"We had a good time at the place. The big kitchen table is perfect for gathering when the weather keeps you from the fabulous fire pit. We would go back if we had an occasion to."
Charming Home with Yard Near Shenandoah River!
Exterior
18th Century Stone Cottage minutes from historic Middleburg
10.0 out of 10, Exceptional, (16)
"We had a nice stay in a lovely rural location with nice outdoor terrace and quiet street for a long walk. Communication with the host was simple and straight forward."
The price is NZ$638
per night
9 Jun - 10 Jun
18th Century Stone Cottage minutes from historic Middleburg
Exterior
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
10.0 out of 10, Exceptional, (93)
"We had a lovely stay in this beautiful Harpers Ferry home. It was so amazing to stay in the historical area and be close and able to walk to all the National Park sites. We were most attracted to that lovely porch and enjoyed our coffee there in the early morning, watching the town come to life. We also liked afternoons reading and napping there and an evening glass of wine after dinner. The kitchen was well stocked with everything we needed, the furniture and beds were very comfortable. We will...
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!
Property grounds
The Oculus - Huge Cabin with a Hot Tub!
10.0 out of 10, Exceptional, (11)
"This property is so wonderful. Great location. Wonderfully comfortable beds! And very clean! We look forward to coming back!"
The Oculus - Huge Cabin with a Hot Tub!
Terrace/patio
White House Inn - Historic Home in Harpers Ferry!
10.0 out of 10, Exceptional, (15)
"The house was so much more beautiful and bigger in person than I realized from photos! The location is such an easy walk down into town. The host checked in with me several times to make sure I was doing okay and didn't need anything. Would book again!"
The price is NZ$1,216
per night
13 Jun - 14 Jun
White House Inn - Historic Home in Harpers Ferry!
Property grounds
Historic and Updated Farmhouse Built in 1808
10.0 out of 10, Exceptional, (114)
"Neat little home built in the 1800’s. Home was neat and clean with everything we needed for our stay in the Leesburg area. A bit out of town, but it was only 15 minutes from our daughter’s house."
Historic and Updated Farmhouse Built in 1808
Exterior
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
9.8 out of 10, Exceptional, (7)
"Great location, beautifully appointed - wish we’d had more time to enjoy the property."
The price is NZ$845
per night
29 May - 30 May
New Wine Horse Country 10 Acre Lux Retreat amid historic sites. Stunning Views!
Property grounds
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
9.6 out of 10, Exceptional, (10)
"Great"
Woodpecker Woods - Cozy Log Cabin w/ Hot Tub!
Fridge, microwave, oven, stovetop
Cozy home near Casino, Breweries, Historical attractions, National Park & more
10.0 out of 10, Exceptional, (12)
"The home is beautiful! The owners did an amazing job to make us feel welcomed and at home. They provided us we unexpected amenities like coffee creamer, bottle water and even a bottle of wine. We greatly appreciated the free Netflix especially since ti rained during part of our stay. The location is ideal for our weekend adventures."
The price is NZ$467
per night
26 Jun - 27 Jun
Cozy home near Casino, Breweries, Historical attractions, National Park & more
Smart TV, ping pong, books, offices
Gruner Bungalow at Otium Cellars
9.8 out of 10, Exceptional, (83)
"This was a beautiful home for a 30 something Bachelorette Weekend. The proximity to the tasting room was convenient and the grounds were beautiful. Our groups had an excellent time and hope to be back!"
Gruner Bungalow at Otium Cellars
Exterior
Dome Of Your Dreams!
8.4 out of 10, Very good, (42)
"We chose the Dome for our week long stay due to it's proximity to the state parks in northern Virginia, AND we'd choose to stay her again. We visited several new establishments, breweries, distilleries, and restaurants that have popped up or have missed since moving to central Virginia. We were out of the house everyday and then most nights came back and turned in for the evening. We couldn't zone out in front of the TV on the main living area because there isn't one. There is one downstairs...
Dome Of Your Dreams!
Don't see what you're looking for?
See all available properties in Berryville
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.

Other types of properties in Berryville you may be interested in

Dining
13 BR Boutique in Berryville
8.0 out of 10, Very good, (5)
"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
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1352)
"Great front desk staff. Very friendly and professional Room was clean and perfect for our needs "
The price is NZ$206
per night
2 Jun - 3 Jun
La Quinta Inn & Suites by Wyndham Winchester
Lobby
Microtel Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (784)
"Our room up on the 4th floor is nice and clean. But the bathroom exhaust fan is so loud we just turn off the lights and kept door open. It was just so annoying and loud. Highway noise also can be heard all times although the drape when closed helped to reduce the noise. Ask for room away from highway if you stay here. Other wise, this hotel is recommended. "
The price is NZ$150
per night
2 Jun - 3 Jun
Microtel Inn & Suites by Wyndham Winchester
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Berryville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Berryville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Berryville. Seeing all the best attractions is bound to make you fall in love with Berryville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Berryville short-term rentals, that won’t be hard to do.

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 8 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. Watermelon Park Campground and Barns of Rose Hill 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.

Recent reviews of Berryville properties
Expedia verified reviews