Discover Your Perfect Ashby Vacation Homes

Best Vacation Homes in Ashby

Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests 9903 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $479/Night 7 Nights - US $3,352
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1323.96 ft²
  • Hot Tub
    Hot Tub
  • EV Charge Station
    EV Charge Station
More amenities
US $914/Night 7 Nights - US $6,396
star-icons-3
Hotel
Map-icon
like-icon9.6
Exceptional
(590 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $183/Night 7 Nights - US $1,280
Cottage
Map-icon
like-icon10.0
Exceptional
(210 Reviews)
3 Bedrooms 2 Baths 8 Guests 1800 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $628/Night 7 Nights - US $4,397
star-icons-4
House
Map-icon
like-icon9.8
Exceptional
(14 Reviews)
3 Bedrooms 2 Baths 5 Guests 2002.09 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $431/Night 7 Nights - US $3,019
Cabin
Map-icon
like-icon10.0
Exceptional
(167 Reviews)
1 Bedroom 1 Bath 4 Guests 650 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $504/Night 7 Nights - US $3,527
House
Map-icon
like-icon10.0
Exceptional
(125 Reviews)
3 Bedrooms 3 Baths 8 Guests 2300 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $629/Night 7 Nights - US $4,401
Cottage
Map-icon
like-icon10.0
Exceptional
(112 Reviews)
3 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $629/Night 7 Nights - US $4,401

Ashby Luxury Rentals

New
House
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1 Bedroom 1 Bath 6 Guests
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $999/Night 7 Nights - US $6,991
Ski Chalet
Map-icon
like-icon10.0
Exceptional
(58 Reviews)
4 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $784/Night 7 Nights - US $5,490
House
Map-icon
1 Bedroom 1 Bath 4 Guests 678.13 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $717/Night 7 Nights - US $5,016
Cottage
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
4 Bedrooms 3 Baths 8 Guests 2400 ft²
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $646/Night 7 Nights - US $4,525
Cabin
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 6 Guests 2200 ft²
  • Hot Tub
    Hot Tub
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $638/Night 7 Nights - US $4,463
Cottage
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
3 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $629/Night 7 Nights - US $4,401
House
Map-icon
like-icon10.0
Exceptional
(30 Reviews)
4 Bedrooms 4 Baths 8 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $618/Night 7 Nights - US $4,329
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 8 Guests 2400 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
US $580/Night 7 Nights - US $4,061

Ashby Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(61 Reviews)
4 Bedrooms 3 Baths 10 Guests 2400 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $335/Night 7 Nights - US $2,347
star-icons-3
House
Map-icon
like-icon7.8
Very Good
(10 Reviews)
2 Bedrooms 1 Bath 4 Guests 904.17 ft²
  • Parking
    Parking
  • View
    View
More amenities
US $169/Night 7 Nights - US $1,186
House
Map-icon
1 Bedroom 1 Bath 2 Guests 520 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $167/Night 7 Nights - US $1,169
House
Map-icon
like-icon10.0
Exceptional
(45 Reviews)
3 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $348/Night 7 Nights - US $2,436
star-icons-4
House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1377.78 ft²
  • Parking
    Parking
  • View
    View
More amenities
US $278/Night 7 Nights - US $1,944
Cabin
Map-icon
like-icon10.0
Exceptional
(39 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
US $239/Night 7 Nights - US $1,675
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
1 Bedroom 1 Bath 2 Guests 520 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $220/Night 7 Nights - US $1,543
Cabin
Map-icon
like-icon10.0
Exceptional
(24 Reviews)
2 Bedrooms 1 Bath 4 Guests 983 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $223/Night 7 Nights - US $1,560

Ashby Large Vacation Homes

Cabin
Map-icon
like-icon9.2
Exceptional
(27 Reviews)
5 Bedrooms 2 Baths 10 Guests 1800 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $386/Night 7 Nights - US $2,703
House
Map-icon
5 Bedrooms 3 Baths 9 Guests 2300 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $518/Night 7 Nights - US $3,624
House
Map-icon
like-icon8.8
Fabulous
(48 Reviews)
6 Bedrooms 3 Baths 10 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $347/Night 7 Nights - US $2,432
Cabin
Map-icon
like-icon10.0
Exceptional
(205 Reviews)
3 Bedrooms 3 Baths 10 Guests 1800 ft²
  • Spa
    Spa
  • Ocean View
    Ocean View
More amenities
US $539/Night 7 Nights - US $3,773
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
5 Bedrooms 3 Baths 10 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $699/Night 7 Nights - US $4,895
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 4 Baths 10 Guests 2600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $1,298/Night 7 Nights - US $9,086
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
5 Bedrooms 3 Baths 9 Guests 2300 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $362/Night 7 Nights - US $2,536
House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
6 Bedrooms 3 Baths 16 Guests 3300 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $478/Night 7 Nights - US $3,346

Discover & compare premier experiences around Winchester

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Ashby 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 Ashby

When should you plan your Vacation Rentals stay?

Timing your visit to this charming region can greatly enhance your experience, so consider the seasonal highlights and weather patterns when choosing the best time to book your vacation rentals here in Ashby, Front Royal, Virginia.

Peak Season Highlights

spring
Spring (March to May)

During the spring months, the region experiences mild weather, making it an ideal time for outdoor activities and enjoying scenic views.

Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and comfortable temperatures, providing a picturesque setting for exploring this destination's natural beauty.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Summer (June to August)

Summertime is popular here, yet the area can be less crowded during early or late summer, offering a peaceful retreat amidst warm weather.

Average Temperature Daytime: 80-85°F - Nighttime: 60-65°F
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Winter (December to February)

Winter months tend to be quieter, with colder temperatures perfect for those seeking a cozy stay away from peak tourist crowds.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F

Weekly Weather Forecast for Ashby

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.
Explore and book the perfect rental in Ashby

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 outdoor living with a private patio or deck, ideal for relaxing or entertaining in this scenic region.
  • Take advantage of spacious yards and gardens perfect for outdoor activities and family gatherings.
  • Make the most of outdoor grilling areas to savor delicious meals amid the natural beauty here.
  • Discover access to well-maintained hiking trails or walking paths nearby, allowing you to explore the area's picturesque landscapes.
  • Unwind by a pool or hot tub, offering a refreshing retreat after days spent exploring the region.
  • Benefit from outdoor fireplaces or fire pits, perfect for cozy evenings under the stars.
  • Utilize available outdoor sports facilities such as basketball courts or badminton setups for active fun during your stay.
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Family Activities

  • Blue Ridge Shadows Golf Club: Enjoy a family-friendly round of golf at the scenic Blue Ridge Shadows Golf Club, offering stunning views and well-maintained courses in this area.
  • Front Royal Visitor Center: Start your adventure with an informative visit to the Front Royal Visitor Center, where you can gather maps and tips for exploring local attractions with your family.
  • The Skyline Drive: Experience breathtaking views and outdoor exploration along the Skyline Drive, perfect for scenic drives and family outings through the region's natural beauty.
  • Wilderness Battlefield: Discover American history at Wilderness Battlefield, where educational trails and historical sites provide engaging activities for families interested in local heritage.
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Adult Activities

  • Hiking in Shenandoah National Park: Explore scenic trails and enjoy breathtaking views that showcase the natural beauty of this region near Ashby.
  • Wine Tasting at Local Vineyards: Visit nearby vineyards to sample regional wines and indulge in the area's rich viticultural heritage.
  • Historic Downtown Front Royal: Discover charming shops, local eateries, and historic landmarks that offer a glimpse into the area's storied past.
  • Paddleboarding on the South Fork of the Shenandoah River: Experience outdoor adventure by paddling along the serene waters, perfect for a relaxing day here.

Ashby Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Outdoor Activities: Take advantage of the area's natural scenery by engaging in outdoor pursuits such as hiking or kayaking to fully enjoy the region's stunning landscapes.
  • Plan Ahead for Peak Seasons: Book your vacation rentals early during popular times to secure the best accommodations and experience less stress upon arrival in this destination.
  • Discover Nearby Dining Options: Sample the local cuisine at nearby restaurants or markets to immerse yourself in the regional flavors and make your stay more memorable.
  • Utilize Concierge Services: Leverage available concierge services or property hosts to get insider tips and personalized recommendations for exploring here.

Transportation Options

  • Front Royal-Warren County Transit: This regional bus service offers convenient transportation within the area, making it easy for you to explore local attractions and amenities.
  • Personal Vehicles: Having a car provides the flexibility to enjoy this destination at your own pace, especially since many scenic spots and outdoor activities are best accessed by personal transportation.
  • Rideshare Services: Ridesharing options like Uber and Lyft operate here, offering a reliable way to get around without needing to rent a vehicle during your stay.
  • Taxi Services: Local taxi providers are available for quick and direct transportation, ensuring you can travel comfortably throughout the region when needed.

Local Customs Options

  • Front Royal's Heritage Festivals: Celebrating this area's rich history, you might enjoy participating in or observing local festivals that showcase traditional music, crafts, and cuisine.
  • Southern Hospitality Etiquette: Visitors often find the warm friendliness and courteous manners characteristic of Front Royal's community welcoming and reflective of regional customs.
  • Local Craftsmanship and Artisans: Discover how this destination values handmade crafts and artistic expressions, often highlighted through markets and local galleries.
  • Outdoor Cultural Practices: Engaging respectfully with the region’s outdoor traditions, such as nature walks and conservation efforts, can enrich your experience here in the area.

Ashby Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Ashby?

There are 1 vacation rentals with private pools near Ashby. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Ashby are best for families?

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

4. How many Rentbyowner vacation rentals are available in Ashby?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 118 in the Ashby 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 Ashby. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies can vary by property, so it’s best to review the specific listing details or contact the owner directly to understand the terms related to cancellations and potential refunds.

6. How do I secure my booking for a vacation rental here?

Bookings are typically confirmed through the listing platform; ensure you follow the reservation process outlined by the property owner, including any required deposits or payment methods, to secure your stay.

7. Are there any house rules I should be aware of before booking?

Yes, each property may have its own set of house rules regarding guests, pets, smoking, or noise levels. Check the listing description or communicate directly with the owner for detailed information.

8. What amenities are generally included in vacation rentals here?

Amenities vary by property, but most rentals offer essentials like Wi-Fi, kitchen facilities, linens, and parking. Review the individual listing for specific amenities provided at your chosen property.

9. Is it easy to find available vacation rentals during peak seasons in this region?

Availability can fluctuate during popular travel times, so it’s recommended to book well in advance. Checking the listing calendar regularly will help you find the perfect stay during busy periods.

Ashby Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(23 Reviews)
2 Bedrooms 1 Bath 5 Guests 1000 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $326/Night 7 Nights - US $2,282
Cabin
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 8 Guests 2200 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
US $450/Night 7 Nights - US $3,150
star-icons-4
Hotel
Map-icon
like-icon9.6
Exceptional
(179 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $275/Night 7 Nights - US $1,923
Hotel
Map-icon
like-icon9.2
Exceptional
(1001 Reviews)
1 Bath
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $145/Night 7 Nights - US $1,016
star-icons-4
Hotel
Map-icon
like-icon9.0
Exceptional
(1002 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
US $144/Night 7 Nights - US $1,007
star-icons-3
Hotel
Map-icon
like-icon8.9
Fabulous
(502 Reviews)
7 Baths 301.39 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $130/Night 7 Nights - US $913
star-icons-4
Hotel
Map-icon
like-icon8.9
Fabulous
(51 Reviews)
14 Baths 402.11 ft²
  • Oceanfront
    Oceanfront
  • Breakfast
    Breakfast
More amenities
US $309/Night 7 Nights - US $2,163
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(148 Reviews)
5 Baths 424.1 ft²
  • Oceanfront
    Oceanfront
  • EV Charge Station
    EV Charge Station
More amenities
US $146/Night 7 Nights - US $1,022