Discover Your Ideal Vacation Rentals in Keswick, Virginia for a Relaxing Getaway
Discover Your Perfect Keswick Vacation Homes
Best Vacation Homes in Keswick
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Balcony/Terrace
Keswick Luxury Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
Keswick Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly
Keswick Large Vacation Homes
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Child Friendly
- Air Conditioner
- Laundry
Why Choose Rent By Owner for your Keswick Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Keswick Vacation Rentals
Where are the best neighborhoods to stay in Keswick?
When visiting Keswick, Virginia, exploring the various neighborhoods allows you to discover the area's unique charm and local character. Each neighborhood offers a distinct atmosphere, from serene rural settings to vibrant community hubs, making it easy to find the perfect spot for your stay. Whether you're seeking peaceful surroundings or convenient access to nearby attractions, choosing the right neighborhood can enhance your vacation experience. With a wide selection of trustworthy vacation rentals in Keswick, you’ll have a comfortable and reliable base to enjoy all that this beautiful region has to offer.
Royal Acres
Located just outside the charming core of the region, Royal Acres offers a peaceful retreat with easy access to local attractions. Here, you can enjoy spacious surroundings and serene views that enhance your stay in this picturesque area.
View 234+ Rentals in Royal AcresGlenmore
Nestled within a welcoming community, Glenmore provides an ideal setting for relaxation and outdoor activities. The neighborhood’s proximity to scenic landscapes makes it perfect for experiencing the natural beauty of the region.
View 24+ Rentals in GlenmoreBest Times to Visit Keswick
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit here ensures you enjoy the region’s most appealing weather and vibrant local events, making your booking at the perfect season for relaxation and exploration in this destination.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this time, you can enjoy pleasant weather and vibrant natural scenery that make it ideal for outdoor activities here. The region experiences warm days perfect for exploration and relaxation.
Fall (September - October)
This season offers stunning foliage and mild temperatures, attracting visitors seeking scenic beauty and peaceful retreats. It’s an excellent time to experience the area's natural charm in comfortable conditions.
Off-Season Highlights
Winter (December - February)
You’ll find fewer crowds during these colder months, making it a quiet escape for those interested in a serene getaway. While the weather is cooler, it’s perfect for cozy accommodations and peaceful walks.
Early Spring (March - April)
This period sees fewer visitors before the peak seasons begin, offering a tranquil environment to enjoy the area's emerging springtime beauty. It's a great time for quiet reflection and early-season explorations.
Weekly Weather Forecast for Keswick
How to Book Your Keswick Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Keswick
Common Vacation Rentals Amenities
What amenities can you expect?
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 seating areas perfect for relaxing or entertaining amidst the scenic views of the region.
- Take advantage of private gardens or landscaped yards to immerse yourself in nature's tranquility.
- Make the most of outdoor dining spaces that allow you to savor meals while enjoying the fresh air and surrounding landscape.
- Utilize outdoor fire pits or fireplaces for cozy gatherings during cooler evenings in this picturesque area.
- Explore well-maintained patios or decks that provide ideal spots for sunrise or sunset viewing over the countryside.
- Benefit from access to expansive lawns or open fields, offering space for outdoor games and activities.
- Access designated outdoor parking areas designed for your convenience when staying here in this destination.
Top Attractions Around Keswick
What attractions are nearby?
While staying in this charming area, you can explore a variety of outdoor activities such as hiking, kayaking, and fishing, all conveniently located nearby to enhance your relaxing getaway.

Family Activities
- Keswick Vineyards Tour: Explore this renowned vineyard to enjoy family-friendly outdoor activities and learn about local wine production in the scenic surroundings of the area.
- Lake Access at Lake Jackson: Spend a relaxing day by the water with swimming, paddle boating, or picnicking, perfect for creating memorable family moments here.
- Local Nature Trails: Discover family-oriented hiking paths that wind through the region’s lush landscapes, offering opportunities for wildlife viewing and outdoor adventures.
- Nearby Horseback Riding: Experience equestrian activities suited for families, allowing you to appreciate the region’s rural charm on guided horseback tours.
Adult Activities
- Wine Tasting Tours: Indulge in the region's renowned vineyards with guided wine tasting experiences that showcase local varietals and scenic vineyard views.
- Golfing: Enjoy a round of golf at nearby courses that offer picturesque landscapes and challenging play, perfect for leisure and relaxation.
- Historical Site Visits: Explore the area's rich history by visiting preserved landmarks and museums that reveal its unique past and cultural heritage.
- Hiking Adventures: Discover scenic trails through the region’s natural beauty, providing excellent opportunities for outdoor activity and breathtaking vistas.
Other Places to Stay in Keswick, VA
Keswick Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Outdoor Activities: Take advantage of the region's scenic landscapes by engaging in outdoor pursuits like hiking or biking, which are perfect for experiencing the natural beauty surrounding your vacation rental.
- Discover Authentic Dining Options: Savor regional cuisine at local eateries to get a true taste of this destination’s culinary scene, making your stay more memorable.
- Plan Cultural and Historic Visits: Incorporate visits to nearby cultural sites or historic landmarks into your itinerary, enriching your understanding of the area's rich heritage.
- Choose the Right Vacation Rental Location: Select a property that offers easy access to key attractions and outdoor activities, ensuring a convenient and enjoyable stay here.
Transportation Options
- Car Rentals: Convenient car rental services in the region give you the flexibility to explore Keswick and its scenic surroundings at your own pace.
- Public Transit: Local bus services provide affordable and accessible transportation options for getting around here without the need for a personal vehicle.
- Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft offer quick, reliable transportation within the area for easy access to local attractions.
- Biking and Walking: The area's scenic trails and pedestrian-friendly streets make biking and walking excellent eco-friendly ways to experience the region intimately.
Local Customs Options
- Southern Hospitality: You’ll find that welcoming and friendly interactions are a cherished part of the local culture here.
- Horse Riding Traditions: The area has a long-standing equestrian heritage, making horseback riding a popular activity for visitors seeking an authentic experience.
- Farmers' Markets: Visiting local farmers' markets gives you the opportunity to enjoy fresh, regional produce and support community growers in this region.
- Historical Preservation: Respect for history is evident as locals maintain and celebrate their heritage through well-preserved sites and community events.
Frequently Asked Questions About Keswick?
1. What are the top vacation rentals in Keswick?
There are a lot of options in Keswick. If you plan on staying in the Keswick area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Keswick:
- Private Retreat on 10 Acres Minutes from Monticello, Wineries & Charlottesville!
- Quaint and Cozy, 2 Bed, I Bath, Full Kitchen Cottage with Off Street Parking
- Rockbrook Manor - Great Location, minutes from Downtown, University of Virginia
- HIDDEN GEM BARN STUDIO WITH A VIEW near Monticello, wineries, with pool
- Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
- Charming Charlottesville Apt w/Outdoor Space!
- Charming Cottage on beautiful Farm & Vineyard
- Keswick Hall
- Enderly - c1859 - English Basement Apartment
- Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
2. How many vacation rentals have private pools in Keswick?
There are 3 vacation rentals with private pools near Keswick. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Keswick are best for families?
If you are looking for a family-friendly vacation home in Keswick, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Keswick:
4. How many Rentbyowner vacation rentals are available in Keswick?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 116 in the Keswick 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 Keswick.
5. What is the cancellation policy for vacation rentals in Keswick, Virginia?
6. How do I ensure my reservation in this region is confirmed and secure?
7. Are there any additional fees or deposits required when booking vacation rentals here?
8. What amenities are usually included with vacation rentals in this area?
9. Is it possible to make special requests or accommodations for my stay in Keswick, Virginia?
Keswick Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool