1. USA
  2. Virginia
  3. Caroline County
  4. Rentals by Owner

Discover Your Perfect Caroline County Rentals by Owner

Caroline County Rentals by Owner

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5.6 (203 Reviews)
Cabin
Econo Lodge Ruther Glen
  • Parking
  • Pet Friendly
  • Child Friendly
View Availability
More Top-Rated Rentals by Owner in Caroline County Area

Why Choose Rent By Owner for your Caroline County vacation rental?

What makes our Rentals by Owner 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 Caroline County

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation in Caroline County, Virginia allows you to enjoy the area's natural beauty and local events, ensuring a memorable stay when booking your rental by owner through Rent By Owner.

Peak Season Highlights

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Spring (March to May)

During spring, the region experiences mild temperatures and lush landscapes, making it an ideal time for outdoor activities and appreciating the area's natural beauty.

Average Temperature Daytime: 65°F (18°C) - Nighttime: 45°F (7°C)
autumn
Fall (September to November)

Autumn offers a comfortable climate with vibrant foliage, providing a picturesque setting for exploring the destination's scenic countryside.

Average Temperature Daytime: 70°F (21°C) - Nighttime: 50°F (10°C)

Off-Season Highlights

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Summer (June to August)

In summer, the region tends to be warmer and more humid, which is perfect for enjoying local outdoor amenities without the peak crowds.

Average Temperature Daytime: 85°F (29°C) - Nighttime: 65°F (18°C)
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Winter (December to February)

The winter months bring cooler weather and quieter surroundings, creating a peaceful atmosphere for a relaxed stay in this destination.

Average Temperature Daytime: 45°F (7°C) - Nighttime: 30°F (-1°C)

Weekly Weather Forecast for Caroline County

How to Book Your Caroline County vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Caroline County

More Top-Rated Rentals by Owner in Caroline County Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 outdoor dining areas perfect for al fresco meals amid scenic views.
  • Take advantage of spacious yards or gardens ideal for relaxing or playing outdoor games.
  • Make use of private decks or patios to unwind while soaking in the natural surroundings.
  • Benefit from access to swimming pools, whether standalone or community-based, for hot days.
  • Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Explore nearby hiking or walking trails conveniently accessible from your rental here.
  • Capitalize on boat docks or fishing equipment if your vacation spot is near water bodies in the region.

Top Attractions Around Caroline County

What attractions are nearby?

In this area, you can enjoy a variety of outdoor activities and local attractions that showcase the natural beauty and history of Caroline County, making it an ideal destination for your next getaway.

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Family Activities

  • Lake Land'Or: Enjoy a day of family-friendly boating, fishing, and picnicking at this scenic lake within the area, perfect for outdoor adventures.
  • Riverside Nature Trail: Explore this family-oriented trail that offers an engaging experience with lush scenery and opportunities for wildlife viewing in the region.
  • Caroline County Historical Museum: Discover local history through interactive exhibits, making it an educational stop for families interested in the area's heritage.
  • Historic Courthouse Tours: Step back in time with guided or self-led visits to the historic courthouses, providing a fascinating glimpse into the region's past.
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Adult Activities

  • Visit the Lake Caroline Community Park: Enjoy outdoor activities such as kayaking, paddleboarding, or relaxing along the scenic shoreline within this tranquil area.
  • Explore local wineries and tasting rooms: Discover the region’s celebrated vineyards and indulge in wine tastings that showcase the area's rich agricultural heritage.
  • Tour historic sites and museums: Delve into the area's history by exploring well-preserved landmarks and engaging exhibits that highlight the region’s cultural significance.
  • Enjoy scenic golf courses: Play a round at the area’s picturesque golf courses designed to offer both relaxation and a challenge for golf enthusiasts.

Other Places to Stay in Caroline County, VA

Port Royal
Explore 157 Properties
Ladysmith
Explore 146 Properties
Woodford
Explore 145 Properties
Meadow Event Park
Explore 129 Properties
Bowling Green
Explore 49 Properties
Golansville
Explore 25 Properties
Ruther Glen
Explore 24 Properties
Mattaponi Springs Golf Club
Explore 24 Properties
Milford
Explore 24 Properties
Virginia Sports Complex
Explore 24 Properties
Pendleton Golf Club
Explore 24 Properties
More Places to Stay Near Caroline County

Caroline County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor adventures: Take advantage of the area's scenic parks and nature trails to enjoy outdoor activities during your stay.
  • Connect with community events: Check the regional event calendar to immerse yourself in authentic local culture and festivities.
  • Choose accommodations thoughtfully: Opt for rentals by owner that are conveniently located near the region's key attractions for easy access and a comfortable experience.
  • Plan your visit seasonally: Consider visiting during the region’s best seasons to enjoy pleasant weather and seasonal events unique to this destination.

Transportation Options

  • Caroline County Transit: This local transit service offers convenient bus routes within the area, making it easy to explore without the need for a personal vehicle.
  • Rental Car Services: Major rental car companies operate nearby, providing flexible transportation options to suit your plans across the region.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available here, offering reliable on-demand transportation for visitors and residents alike.
  • Private Chauffeur Services: For a more personalized experience, private chauffeur services can be arranged, ensuring comfortable and direct travel throughout this destination.

Local Customs Options

  • Southern Hospitality: Expect warm welcomes and friendly interactions that reflect the area's genuine Southern charm when you visit here.
  • Local Festivals and Events: Participating in regional celebrations offers a glimpse into the community spirit and cultural traditions of the area.
  • Respect for Historical Sites: Maintaining a reverence for historic landmarks is a common custom, emphasizing preservation and appreciation of the region's heritage.
  • Farm-to-Table Cuisine: Embracing locally sourced food during your stay highlights the area's commitment to fresh, regional ingredients and culinary tradition.

Frequently Asked Questions About Caroline County Rentals by Owner

1. What are the top vacation rentals in Caroline County?

There are a lot of options in Caroline County. If you plan on staying in the Caroline County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Caroline County:

2. How many Rentbyowner vacation rentals are available in Caroline County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 19 in the Caroline County 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 Caroline County. 

3. What is the cancellation policy for a rental by owner in Caroline County, Virginia?

Cancellation policies vary depending on the individual owner and listing. To find specific details, please review the rental's cancellation terms listed on the booking page or contact the owner directly before confirming your reservation.

4. How do I communicate with the property owner in Caroline County during my stay?

You can typically reach out to the owner through the messaging system provided on the booking platform. For any urgent concerns or specific questions, contacting them via the contact details listed in the listing will ensure a smooth communication process.

5. Are there any special amenities or features available in rentals here that I should know about?

Each rental by owner offers different amenities and features. It's recommended to carefully read the listing description and check the property details section to understand what is included during your stay.

6. What should I do if I need to modify my reservation in this area?

Reservation modifications are usually handled directly through the booking platform or by contacting the owner. Review the specific policies outlined in your reservation details for guidance on changing dates or other adjustments.

7. Is there a cleaning fee or additional charges I should be aware of when booking a rental in this region?

Additional fees such as cleaning charges are often listed in the rental description. Be sure to review all costs before completing your booking, and reach out to the owner if you have questions about extra charges.

More Rentals You May Like Near Caroline County

More Top-Rated Rentals by Owner in Caroline County Area