Best Vacation Homes in Keswick
House
9.8(12 Reviews)
1 Bedroom
1 Bath
5 Guests
965 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
R3,484/Night
7 Nights - R24,380
Apartment
9.9(45 Reviews)
2 Bedrooms
2 Baths
4 Guests
1496.18 ft²
- Fireplace/Heating
View
Parking
Air Conditioner
R6,948/Night
7 Nights - R48,629
House
8.4(76 Reviews)
1 Bedroom
1 Bath
Spa- Fireplace/Heating
- Balcony/Terrace
Breakfast
R2,133/Night
7 Nights - R14,933
New
House
4 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R15,009/Night
7 Nights - R105,069
Apartment
9.9(31 Reviews)
1 Bedroom
1 Bath
2 Guests
624.31 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
R3,078/Night
7 Nights - R21,548
Apartment
10.0(76 Reviews)
1 Bedroom
1 Bath
2 Guests
700 ft²
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
R4,866/Night
7 Nights - R34,057
Apartment
10.0(40 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R5,802/Night
7 Nights - R40,606
House
10.0(35 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R5,743/Night
7 Nights - R40,197
Keswick Luxury Rentals
House
9.6(12 Reviews)
5 Bedrooms
5 Baths
10 Guests
5500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
R22,962/Night
7 Nights - R160,739
House
10.0(95 Reviews)
5 Bedrooms
4 Baths
10 Guests
5500 ft²
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R19,625/Night
7 Nights - R137,374
House
10.0(3 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R19,330/Night
7 Nights - R135,311
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
14 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R18,921/Night
7 Nights - R132,445
R17,924/Night
7 Nights - R125,470
House
9.8(8 Reviews)
5 Bedrooms
4 Baths
12 Guests
4000 ft²
- Fireplace/Heating
Ocean View- Balcony/Terrace
- View
R17,582/Night
7 Nights - R123,080
House
10.0(14 Reviews)
5 Bedrooms
2 Baths
14 Guests
37674 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R16,428/Night
7 Nights - R114,991
New
House
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
R15,534/Night
7 Nights - R108,737
Keswick Pet Friendly Vacation Rentals
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R8,515/Night
7 Nights - R59,600
House
1 Bedroom
2 Baths
5 Guests
968.75 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- View
R2,988/Night
7 Nights - R20,925
House
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
1593 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,588/Night
7 Nights - R53,116
Cottage
9.4(26 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R4,242/Night
7 Nights - R29,702
House
9.0(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R5,427/Night
7 Nights - R37,987
House
10.0(380 Reviews)
3 Bedrooms
3 Baths
8 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R7,717/Night
7 Nights - R54,016
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
8 Guests
1700 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R11,697/Night
7 Nights - R81,884
House
10.0(2 Reviews)
6 Bedrooms
3 Baths
12 Guests
2856 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R3,930/Night
7 Nights - R27,508
Keswick Large Vacation Homes
House
10.0(32 Reviews)
5 Bedrooms
3 Baths
12 Guests
2500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R13,611/Night
7 Nights - R95,277
House
9.8(38 Reviews)
5 Bedrooms
4 Baths
14 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R14,177/Night
7 Nights - R99,240
Cottage
9.8(28 Reviews)
3 Bedrooms
2 Baths
10 Guests
1600 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R15,005/Night
7 Nights - R105,036
House
4 Bedrooms
3 Baths
14 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
Internet
R3,481/Night
7 Nights - R24,364
House
9 Bedrooms
7 Baths
18 Guests
5700 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
R27,619/Night
7 Nights - R193,338
Villa
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
R951/Night
7 Nights - R6,664
House
9.8(9 Reviews)
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R9,613/Night
7 Nights - R67,295
House
10.0(3 Reviews)
5 Bedrooms
5 Baths
15 Guests
4600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R21,757/Night
7 Nights - R152,306
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.
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!
- 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
- Stonemont Farm Cabin with Hot Tub- in Keswick by Vineyards!
- Enderly - c1859 - English Basement Apartment
- Charming Charlottesville Apt w/Outdoor Space!
- 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
2. How many vacation rentals have private pools in Keswick?
There are 4 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 136 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
10.0(5 Reviews)
1 Bedroom
1 Bath
2 Guests
425 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
R4,211/Night
7 Nights - R29,472
House
10.0(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
R10,106/Night
7 Nights - R70,750
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Pool
- Kitchen
- Parking
- Air Conditioner
R11,752/Night
7 Nights - R82,261
House
9.6(65 Reviews)
1 Bedroom
1 Bath
2 Guests
544 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R4,094/Night
7 Nights - R28,654
Hotel
9.4(1012 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
R2,096/Night
7 Nights - R14,671
Cottage
9.4(96 Reviews)
1 Bedroom
1 Bath
2 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
R4,005/Night
7 Nights - R28,031
R14,177/Night
7 Nights - R99,240
Hotel
9.0(993 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
R2,434/Night
7 Nights - R17,045
