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  3. Jamestown
  4. Rentals by Owner

Discover Your Perfect Jamestown Rentals by Owner

Jamestown Rentals by Owner

More Top-Rated Rentals by Owner in Jamestown Area

Why Choose Rent By Owner for your Jamestown 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.

Popular Areas for Jamestown Rentals by Owner

Where are the best neighborhoods to stay in Jamestown?

When planning your stay in Jamestown, Kentucky, exploring the different neighborhoods can enhance your experience and help you find the perfect rental by owner. The area offers a variety of charming and convenient communities that cater to a range of preferences, whether you're seeking tranquility or easy access to local amenities. By choosing the right neighborhood within Jamestown, you'll enjoy a seamless and comfortable visit, making your trip memorable and stress-free with Rent By Owner’s trusted rental options.

Captain's Point

Enjoy a peaceful retreat at this scenic neighborhood where you can find charming rental homes perfect for relaxing stays. Here, your booking experience is smooth and reliable, ensuring a comfortable visit to the region.

View 101+ Rentals in Captain's Point

Best Times to Visit Jamestown

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can greatly enhance your experience, as the best seasons for enjoying this destination often depend on your preferred climate and activities while exploring the area.

Peak Season Highlights

spring
Spring (March to May)

During springtime, you can enjoy pleasant weather and vibrant natural scenery, making it an ideal period for outdoor activities and exploring the region’s attractions.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
summer
Late Summer to Early Fall (August to October)

This period offers warm temperatures and is popular among visitors seeking outdoor recreation before the winter months settle in.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 60°F to 65°F

Off-Season Highlights

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Winter (December to February)

The colder months see fewer visitors, offering a quiet retreat with opportunities for cozy stays and enjoying the serene landscape.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Early Spring and Late Fall (March and November)

Shoulder seasons bring cooler weather and less crowded accommodations, providing a peaceful experience for those seeking tranquility in this area.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Jamestown

How to Book Your Jamestown 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 Jamestown

More Top-Rated Rentals by Owner in Jamestown 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 a spacious outdoor patio or deck for relaxing and entertaining.
  • Take advantage of a private backyard area perfect for outdoor dining or picnics.
  • Make the most of your stay with access to a shared or private swimming pool, ideal during warm seasons.
  • Benefit from outdoor fire pits or fireplaces for cozy gatherings after a day of exploring the region.
  • Use landscaped gardens or lawn areas for outdoor play or leisurely strolls through this destination’s natural beauty.
  • Relax on a hammock or outdoor lounge chairs, providing perfect spots to unwind while enjoying the fresh air.
  • Explore nearby walking trails or outdoor recreation spaces available within the community or close to your rental here in the region.

Top Attractions Around Jamestown

What attractions are nearby?

In this welcoming destination, you can enjoy a variety of outdoor activities such as boating, fishing, and hiking, all conveniently accessible from your rental by owner in the area, ensuring an engaging and relaxing experience during your stay.

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Family Activities

  • Lake Cumberland State Resort Park: Enjoy a day of family-friendly outdoor activities, including swimming, boating, and picnicking in this scenic area renowned for its beautiful lake views.
  • Jamestown Marina and Waterfront: Explore the marina with your family through boat rentals or take a relaxing stroll along the waterfront to appreciate the area's natural beauty.
  • Local Fishing Spots: Experience angling at popular fishing locations around the region, perfect for creating memorable family moments in the great outdoors.
  • Hiking and Nature Trails: Discover numerous trails suitable for all ages that wind through the area’s lush landscape, offering fantastic opportunities for family adventures and wildlife observation.
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Adult Activities

  • Fishing on Lake Cumberland: Experience the tranquility of fishing in this renowned area, perfect for unwinding and enjoying the natural beauty.
  • Boating and Water Sports: Rent a boat or jet ski to explore the expansive waters, offering exciting adventures just minutes from your rental property.
  • Hiking at State Parks: Discover scenic trails and outdoor serenity by exploring nearby state parks that showcase the region’s lush landscapes.
  • Dining at Local Restaurants: Savor regional flavors and fresh local cuisine at charming eateries scattered throughout here, making every meal memorable.

Other Places to Stay in Jamestown, KY

Russell County
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Lake Cumberland Golf Club
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Captain's Point
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Lake Cumberland State Resort Park
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Wolf Creek National Fish Hatchery
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Jamestown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region’s natural beauty by engaging in nearby hiking, fishing, or boating opportunities to make the most of your stay.
  • Discover authentic regional cuisine: Savor the flavors of the area by visiting local eateries or preparing meals in your rental to experience the region’s culinary charm.
  • Connect with community events: Check out seasonal festivals or local markets to immerse yourself in the area's vibrant culture and meet friendly residents.
  • Plan ahead for scenic excursions: Utilize your rental as a convenient base to explore picturesque sights and hidden gems throughout this welcoming destination.

Transportation Options

  • Personal Vehicles: Renting or driving your own car offers flexibility and convenience for exploring the scenic region surrounding Jamestown, making it an ideal choice for travelers staying in rental accommodations here.
  • Local Taxi Services: Accessible taxis provide quick, reliable transportation within the area, ensuring you can visit nearby attractions and amenities with ease during your stay.
  • Public Transportation: Buses operated by regional transit authorities connect this destination to other parts of Kentucky, offering an affordable way to navigate the region's charming towns.
  • Rental Car Agencies: Several rental agencies in the vicinity provide a variety of vehicles, giving visitors the freedom to explore the picturesque surroundings at their own pace.

Local Customs Options

  • Southern Hospitality:** Expect friendly greetings and warm welcomes as part of the area's welcoming spirit when you visit.
  • Local Festivals:** Participating in or observing traditional festivals provides a glimpse into the region's rich cultural heritage.
  • Community Gatherings:** Join community events that often serve as key social occasions in this destination, emphasizing neighborly bonds.
  • Food Traditions:** Savor regional cuisine and respect local dining customs that reflect the area's historical influences.

Frequently Asked Questions About Jamestown Rentals by Owner

1. What are the top vacation rentals in Jamestown?

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

2. How many Rentbyowner vacation rentals are available in Jamestown?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 107 in the Jamestown 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 Jamestown. 

3. What is the cancellation policy for rental properties in Jamestown, Kentucky?

Cancellation policies vary by owner and listing. You should carefully review the specific cancellation terms on the rental listing or contact the owner directly to understand the conditions and potential fees.

4. How do I ensure the rental by owner in Jamestown meets my needs before booking?

It's recommended to read the full listing details, including amenities, house rules, and reviews from previous guests. If you have questions, reach out to the owner for clarification to make sure it fits your needs.

5. Are there any additional fees when booking a rental by owner in Jamestown, Kentucky?

Additional fees such as cleaning charges, security deposits, or service fees may apply. These should be clearly listed in the rental details or discussed directly with the owner during booking.

6. What should I know about check-in and check-out procedures for rentals in this area?

Check-in and check-out times are specified in each listing. To ensure a smooth stay, confirm these details with the owner and follow any instructions provided for access and departure.

7. Is it possible to get special accommodations or requests when booking through Rent By Owner in Jamestown?

Many owners are willing to accommodate special requests, but it's best to discuss these directly with them before finalizing your booking to ensure availability and feasibility.

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More Top-Rated Rentals by Owner in Jamestown Area