Discover Your Perfect Berryville Vacation Homes

Best Vacation Homes in Berryville

Cabin
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like-icon9.2
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£113/Night 7 Nights - £792
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House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 6 Guests 4380.91 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£289/Night 7 Nights - £2,023
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Bed & Breakfast
Map-icon
like-icon9.4
Exceptional
(92 Reviews)
1 Bedroom 1 Bath
  • Balcony/Terrace
    Balcony/Terrace
  • Breakfast
    Breakfast
More amenities
£213/Night 7 Nights - £1,488
House
Map-icon
like-icon8.0
Excellent
(4 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
£130/Night 7 Nights - £912
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House
Map-icon
like-icon8.0
Excellent
(1 Review)
4 Bedrooms 2 Baths 8 Guests 2034.38 ft²
  • View
    View
  • Parking
    Parking
More amenities
£360/Night 7 Nights - £2,522
Apartment
Map-icon
like-icon7.4
Very Good
(9 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Air Conditioner
    Air Conditioner
More amenities
£147/Night 7 Nights - £1,032
Apartment
Map-icon
like-icon7.2
Very Good
(10 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£157/Night 7 Nights - £1,097
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£247/Night 7 Nights - £1,726

Berryville Luxury Rentals

Cabin
Map-icon
like-icon9.8
Exceptional
(19 Reviews)
16 Bedrooms 14 Baths 30 Guests 14951 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,381/Night 7 Nights - £9,668
Hotel
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like-icon7.8
Very Good
(7 Reviews)
6 Baths
  • Balcony/Terrace
    Balcony/Terrace
  • Kitchen
    Kitchen
More amenities
£894/Night 7 Nights - £6,260
House
Map-icon
like-icon7.6
Very Good
(5 Reviews)
4 Bedrooms 4 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£538/Night 7 Nights - £3,764
House
Map-icon
like-icon8.6
Fabulous
(43 Reviews)
3 Bedrooms 2 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£423/Night 7 Nights - £2,960
House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
4 Bedrooms 3 Baths 6 Guests 4384 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£343/Night 7 Nights - £2,403
House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
4 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£299/Night 7 Nights - £2,092
Other
Map-icon
like-icon9.0
Exceptional
(12 Reviews)
3 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£242/Night 7 Nights - £1,696
Cottage
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£241/Night 7 Nights - £1,689

Berryville Pet Friendly Vacation Rentals

New
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests 750 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£136/Night 7 Nights - £949
Cottage
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3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£196/Night 7 Nights - £1,371
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 6 Guests 900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£211/Night 7 Nights - £1,478
Cottage
Map-icon
2 Bedrooms 1 Bath 4 Guests 1800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£228/Night 7 Nights - £1,599
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 3 Baths 10 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£515/Night 7 Nights - £3,603
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£383/Night 7 Nights - £2,680
House
Map-icon
like-icon9.6
Exceptional
(22 Reviews)
3 Bedrooms 1 Bath 4 Guests 1324 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£145/Night 7 Nights - £1,013
Villa
Map-icon
like-icon9.6
Exceptional
(12 Reviews)
8 Bedrooms 5 Baths 20 Guests 7078 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£1,144/Night 7 Nights - £8,011

Berryville Large Vacation Homes

star-icons-4
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
8 Bedrooms 7 Baths 20 Guests 7078 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£2,094/Night 7 Nights - £14,659

Why Choose Rent By Owner for your Berryville Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Berryville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience here, as the region offers distinct charms throughout the year, making it essential to plan your stay around seasonal weather and local events for a truly memorable vacation.

Peak Season Highlights

spring
Spring (March to May)

During springtime, the area comes alive with blooming flowers and mild weather, making it an ideal time for outdoor activities and exploring this destination's natural beauty.

Average Temperature Daytime: 65°F - Nighttime: 45°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and comfortable temperatures, creating a picturesque setting perfect for enjoying the region’s scenic landscapes and outdoor pursuits.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

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Summer (June to August)

In summer, the area experiences warmer days, attracting visitors who wish to enjoy longer daylight hours and various outdoor activities in this destination.

Average Temperature Daytime: 85°F - Nighttime: 65°F
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Winter (December to February)

Winter tends to be quieter here with cooler temperatures, offering a peaceful retreat for those seeking tranquility and cozy accommodations during the colder months.

Average Temperature Daytime: 40°F - Nighttime: 25°F

Weekly Weather Forecast for Berryville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy spacious outdoor patios or decks perfect for relaxing and dining al fresco.
  • Take advantage of private gardens or landscaped yards to unwind amidst nature.
  • Make use of outdoor grilling areas to enhance your culinary experiences during your stay.
  • Benefit from access to scenic walking trails or paths nearby to explore the local landscape.
  • Relax in tranquil ponds or water features that add to the peaceful ambiance of the area.
  • Utilize spacious lawns for outdoor activities, such as playing lawn games or picnicking.
  • Leverage the availability of outdoor fireplaces or fire pits for cozy evenings under the stars.
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Family Activities

  • Berryville Family Farm Tours: Explore local family-friendly farms where you can enjoy interactive activities and learn about sustainable farming practices in this charming part of Virginia.
  • Clarke County Historical Museum: Discover the rich history of the area through engaging exhibits and hands-on displays that are perfect for curious young minds and history enthusiasts alike.
  • Charlestown Races & Recreation: Experience outdoor family fun at nearby recreational centers offering activities like mini-golf, playgrounds, and scenic walking trails amidst the region’s natural beauty.
  • Southwestern Community Park: Spend a relaxing day outdoors at this popular park featuring picnic areas, playground equipment, and open fields to enjoy quality family time in a tranquil setting.
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Adult Activities

  • Wine Tasting Tours: Explore the region’s renowned wineries to enjoy tasting local wines and learn about viticulture in this scenic area.
  • Historic Civil War Sites: Visit key Civil War landmarks that offer insightful tours, giving you a glimpse into the area's rich history.
  • Outdoor Recreation at Shenandoah River: Engage in kayaking, fishing, or leisurely boating along the Shenandoah River for a relaxing day in nature.
  • Trail Hiking Adventures: Discover numerous hiking trails through the countryside, providing picturesque views and outdoor exercise for active visitors.

Berryville Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take full advantage of the region’s natural beauty by engaging in nearby hiking, biking, or outdoor excursions to create memorable experiences.
  • Plan your visit around seasonal events: Check the local calendar for seasonal festivals and markets that showcase the area's unique culture and charm during your stay.
  • Discover authentic dining options: Savor regional flavors at local eateries, which offer a taste of the area's culinary heritage, enhancing your overall experience.
  • Choose centrally located accommodations: Select vacation rentals close to key attractions and amenities to maximize your time exploring here and enjoy seamless convenience during your trip.

Transportation Options

  • Car Rentals: You can easily rent a vehicle here to explore the scenic region at your own pace, making it convenient to visit local attractions from your vacation rental.
  • Public Transit: The area offers reliable bus services that connect you to nearby towns and essential amenities, providing an affordable transportation option.
  • Taxi Services and Rideshares: For quick and effortless travel around this destination, local taxi companies and rideshare apps are readily available for your convenience.
  • Airport Access: Nearby airports offer flights with connections for travelers coming from afar, making your journey to this region seamless and straightforward.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm welcome and friendly interactions that reflect the region's renowned Southern hospitality in this part of Virginia.
  • The area still honors its farming roots, often celebrating local harvest festivals and farmer's markets that showcase Virginia's rich agricultural history.
  • Historic Courteousness: Respect for tradition and history is evident here, where polite manners and reverence for heritage are an integral part of community life.
  • Local Craftsmanship: Embrace the handmade craftsmanship prevalent in local shops, reflecting the area's dedication to preserving traditional Virginia artisanship.

Frequently Asked Questions About Berryville?

2. Which vacation homes in Berryville are best for families?

If you are looking for a family-friendly vacation home in Berryville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Berryville:

3. How many Rentbyowner vacation rentals are available in Berryville?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 37 in the Berryville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Berryville. 

4. What is the cancellation policy for vacation rentals in Berryville, Virginia?

Cancellation policies vary by property. To find specific details, please review the listing's cancellation terms or contact the property owner directly to ensure you understand the refund options and any applicable fees.

5. How do I confirm my reservation at a vacation rental in this area?

Reservation confirmation typically occurs after completing the booking process on the listing platform. Be sure to review all details carefully and reach out to the property owner if you have any questions before finalizing your reservation.

6. Are there any additional fees associated with booking vacation rentals in Berryville, Virginia?

Additional fees such as cleaning, service charges, or taxes may apply depending on the property. Details about extra costs are usually listed during the booking process or can be clarified by contacting the owner directly.

7. What amenities can I expect at vacation rentals in this destination?

Amenities vary among properties, but common features include Wi-Fi, parking, and fully equipped kitchens. For specific amenities offered, refer to the individual listing or contact the owner to ensure it meets your needs.

8. Is there a minimum stay requirement for vacation rentals around Berryville?

Minimum stay requirements differ depending on the property and season. Details are provided in each listing, so review these carefully or contact the owner if you need further clarification.

Berryville Top Rated Vacation Rentals

House
Map-icon
like-icon2.0
Average
(1 Review)
4 Bedrooms 5 Baths 8 Guests
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£283/Night 7 Nights - £1,983