Best Vacation Homes in Keswick
New
Cottage
9.8(44 Reviews)
2 Bedrooms
1 Bath
4 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $233/Night
7 Nights - US $1,632
Apartment
9.9(45 Reviews)
2 Bedrooms
2 Baths
4 Guests
1496.18 ft²
- Parking
View- Air Conditioner
Internet
US $424/Night
7 Nights - US $2,970
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
US $145/Night
7 Nights - US $1,016
House
9.6(122 Reviews)
4 Bedrooms
4 Baths
8 Guests
4400 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $728/Night
7 Nights - US $5,093
Apartment
9.9(31 Reviews)
1 Bedroom
1 Bath
2 Guests
624.31 ft²
- Parking
- View
- Air Conditioner
- Internet
US $188/Night
7 Nights - US $1,316
House
9.6(104 Reviews)
1 Bedroom
1 Bath
3 Guests
1000 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $200/Night
7 Nights - US $1,399
House
9.6(54 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $325/Night
7 Nights - US $2,278
New
House
9.6(13 Reviews)
5 Bedrooms
5 Baths
10 Guests
5500 ft²
Private Pool
Pool- Balcony/Terrace
- Kitchen
US $1,497/Night
7 Nights - US $10,476
Keswick Luxury Rentals
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
14 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $1,334/Night
7 Nights - US $9,337
House
9.8(10 Reviews)
5 Bedrooms
4 Baths
1 Guest
4000 ft²
- Parking
Ocean View- Balcony/Terrace
- View
US $1,324/Night
7 Nights - US $9,269
House
9.8(43 Reviews)
5 Bedrooms
4 Baths
14 Guests
3200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $924/Night
7 Nights - US $6,465
House
10.0(16 Reviews)
5 Bedrooms
2 Baths
14 Guests
37674 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $917/Night
7 Nights - US $6,421
House
10.0(34 Reviews)
5 Bedrooms
3 Baths
12 Guests
2500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $905/Night
7 Nights - US $6,333
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
1700 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $834/Night
7 Nights - US $5,841
House
4 Bedrooms
3 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $782/Night
7 Nights - US $5,475
Keswick Pet Friendly Vacation Rentals
House
10.0(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $594/Night
7 Nights - US $4,161
House
1 Bedroom
2 Baths
5 Guests
968.75 ft²
Oceanfront- Parking
- Ocean View
- View
US $183/Night
7 Nights - US $1,278
Cottage
9.4(30 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $291/Night
7 Nights - US $2,040
House
9.0(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
2200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $431/Night
7 Nights - US $3,016
House
10.0(393 Reviews)
3 Bedrooms
3 Baths
8 Guests
2800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $506/Night
7 Nights - US $3,540
House
10.0(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
1292 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $308/Night
7 Nights - US $2,154
Cabin
10.0(43 Reviews)
1 Bedroom
1 Bath
4 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $331/Night
7 Nights - US $2,318
House
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
1593 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $432/Night
7 Nights - US $3,023
Keswick Large Vacation Homes
Cottage
9.8(30 Reviews)
3 Bedrooms
2 Baths
10 Guests
1600 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $544/Night
7 Nights - US $3,808
House
9 Bedrooms
7 Baths
18 Guests
5700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,687/Night
7 Nights - US $11,808
Villa
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $58/Night
7 Nights - US $407
House
10.0(2 Reviews)
6 Bedrooms
3 Baths
12 Guests
2856 ft²
Child Friendly
US $693/Night
7 Nights - US $4,848
House
9.8(9 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $587/Night
7 Nights - US $4,110
House
10.0(3 Reviews)
5 Bedrooms
5 Baths
15 Guests
4600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,329/Night
7 Nights - US $9,302
House
10.0(3 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,181/Night
7 Nights - US $8,264
House
5.0(2 Reviews)
6 Bedrooms
6 Baths
12 Guests
7800 ft²
- Child Friendly
US $1,583/Night
7 Nights - US $11,081
Why Choose Rent By Owner for your Keswick Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
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 305+ 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 25+ 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.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
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.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
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.
Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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.
Average Temperature Daytime: 55°F to 65°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Keswick
How to Book Your Keswick Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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 Keswick
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Royal Acres
Castle Hill Cider
Cedar Ridge
Keswick Vineyards and Winery
Glenmore
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.
Keswick Vacation Rental Frequently Asked Questions
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!
- Farmhouse On 14 Acres. Close to Monticello & Ash Lawn Highland
- Enderly - c1859 - English Basement Apartment
- Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
- Long Street Cottage - 5 bdrm/3.5 bath - North Downtown
- Unit 5 - Cozy Lower Level Studio Suite
- Unit 3 - Luxury King Suite with Private Balcony
- Unit 1 Expansive Luxury Suite for up to 4 Persons
- The Pop Inn - Your Ultimate Getaway
- Unit 4 - Luxury King Suite with Private Balcony
2. How many vacation rentals have private pools in Keswick?
There are 5 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 2026 is over 137 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?
The cancellation policy varies depending on the individual listing. You should review the specific property’s cancellation terms listed on the booking page or contact the owner directly to understand any refund policies or restrictions.
6. How do I ensure my reservation in this region is confirmed and secure?
To confirm your reservation, complete the booking process and verify that you receive a confirmation email. If you have questions about availability or need assistance, reaching out to the property owner can help ensure your stay is secured.
7. Are there any additional fees or deposits required when booking vacation rentals here?
Additional fees or deposits, such as cleaning fees or security deposits, are typically outlined in the property listing. Make sure to review all charges before confirming your reservation or contact the host for clarification.
8. What amenities are usually included with vacation rentals in this area?
Most vacation rentals offer essential amenities like Wi-Fi, heating, and kitchen facilities. Specific features vary between properties, so check the listing details or contact the owner to confirm what’s available during your stay.
9. Is it possible to make special requests or accommodations for my stay in Keswick, Virginia?
Yes, many hosts are willing to accommodate special requests such as early check-in, late check-out, or specific amenities. It’s best to communicate your needs directly with the property owner before finalizing your booking.
Keswick Top Rated Vacation Rentals
Apartment
9.8(9 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $323/Night
7 Nights - US $2,260
House
9.6(65 Reviews)
1 Bedroom
1 Bath
2 Guests
544 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
US $291/Night
7 Nights - US $2,040
Hotel
9.4(1005 Reviews)
1 Bath
Breakfast- Parking
- Pool
- Kitchen
US $130/Night
7 Nights - US $912
Cottage
9.4(107 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $291/Night
7 Nights - US $2,040
US $750/Night
7 Nights - US $5,250
Hotel
9.0(1001 Reviews)
1 Bath
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $135/Night
7 Nights - US $945
Hotel
8.8(586 Reviews)
12 Baths
412.62 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
US $292/Night
7 Nights - US $2,044
US $86/Night
7 Nights - US $600
