Discover Your Perfect Jamestown Vacation Homes

Best Vacation Homes in Jamestown

See More Jamestown Vacation Rentals

Jamestown Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Jamestown on PetFriendly.io

Jamestown Large Vacation Homes

See More Family Vacation Rentals in Jamestown on FVR

Why Choose Rent By Owner for your Jamestown Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Jamestown Vacation Rentals

Where are the best neighborhoods to stay in Jamestown?

When planning your stay in Jamestown, Kentucky, exploring the different neighborhoods can help you find the perfect setting for your getaway. Whether you're looking for a peaceful retreat or a convenient location near local amenities, each neighborhood offers its own unique charm. By choosing the right area, you can enjoy easy access to the natural beauty and outdoor activities that define this scenic region. Trust in the dependable options available through Rent By Owner to secure your ideal vacation rental in Jamestown, Kentucky, and make the most of your visit.

Captain's Point

Located in this scenic area, Captain's Point offers a serene setting for your vacation with easy access to the region’s natural beauty. Here, you can find comfortable vacation rentals that provide a peaceful retreat close to outdoor activities and local attractions.

View 61+ Rentals in Captain's Point

Best Times to Visit Jamestown

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as the region offers different charms depending on the season, making it ideal to plan your stay based on weather preferences and local events in this destination.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During these months, the area experiences warm temperatures and a lively atmosphere, making it ideal for exploring outdoor activities and enjoying the scenic views.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Early Fall (September to October)

This period offers comfortable weather and vibrant fall foliage, perfect for outdoor adventures and experiencing the region's natural beauty at its best.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

image
Winter (December to February)

Cold winter months bring fewer crowds and lower prices, creating a peaceful setting for those seeking serenity and cozy accommodations.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
image
Late Fall (November)

As the foliage fades, the region quiets down, offering a tranquil environment for travelers looking to avoid peak season crowds while still enjoying mild weather.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Jamestown

How to Book Your Jamestown 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 Jamestown

More Top-Rated Vacation Rentals in Jamestown Area

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 outdoor dining with a spacious patio or picnic area to savor meals al fresco.
  • Take advantage of a private or shared dock access for boating, fishing, or simply relaxing by the water.
  • Relax in a hammock or lounge chair while soaking up the scenic views surrounding this lakeside destination.
  • Benefit from well-maintained walking or hiking trails nearby to explore the natural beauty of the region.
  • Make use of outdoor fire pits for cozy evenings with friends and family.
  • Spend sunny days by a refreshing swimming pool or hot tub available at select properties.
  • Engage in outdoor activities such as kayaking, paddleboarding, or wildlife watching right on the waterfront.

Top Attractions Around Jamestown

What attractions are nearby?

Nearby, you can enjoy a variety of outdoor activities and local attractions that showcase the natural beauty and charm of this region, making your stay in Jamestown even more memorable.

image
image

Family Activities

  • Lake Recreation and Boating: Spend quality time on the water with fishing, boating, or swimming, making the most of the scenic lakes in the area.
  • Hiking and Nature Trails: Explore extensive trails that wind through the region’s natural beauty, perfect for family hikes and outdoor adventures.
  • Local Heritage Museum: Discover the history of the region through engaging exhibits and artifacts at the local heritage museum, ideal for educational family outings.
  • Picnic at Central Park: Enjoy a relaxed day outdoors with picnicking, playground visits, and leisure activities at one of the community’s popular parks.
image

Adult Activities

  • Lake Activities: Dive into fishing, boating, or swimming at the nearby lake to enjoy the natural beauty and calm waters of this region.
  • Hiking and Nature Trails: Explore scenic hiking trails that wind through the area's lush landscapes, offering tranquil outdoor experiences for nature enthusiasts.
  • Historical Tours: Discover local history through guided tours and sites that highlight the area's rich cultural heritage and past.
  • Local Dining Experiences: Savor regional cuisine at charming dining spots, perfect for relaxing after a day spent exploring here.

Other Places to Stay in Jamestown, KY

Russell County
Russell County Vacation Rentals
Lake Cumberland Golf Club
Lake Cumberland Golf Club Vacation Rentals
Captain's Point
Captain's Point Vacation Rentals
Lake Cumberland State Resort Park
Lake Cumberland State Resort Park Vacation Rentals
Wolf Creek National Fish Hatchery
Wolf Creek National Fish Hatchery Vacation Rentals
More Places to Stay Near Jamestown

Jamestown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take advantage of the region's natural beauty and outdoor activities to make your stay memorable and engaging.
  • Plan Ahead for Peak Seasons: Book your vacation rentals early during popular travel times to ensure availability and better rates in this destination.
  • Discover Authentic Cuisine: Savor the flavors of the area by visiting local eateries and trying regional specialties near your rental property.
  • Connect with the Community: Engage with local events or markets to enrich your experience and gain a deeper understanding of the area's culture.

Transportation Options

  • Car Rentals: Renting a car here offers the flexibility to explore the region at your own pace, especially useful for visiting surrounding waterways and parks.
  • Taxi Services: Local taxi services provide convenient transportation within the area, ideal for quick trips or when you prefer not to drive.
  • Public Transit: Buses serve the region, offering an affordable option for getting around and accessing nearby attractions from your vacation rental.
  • Bike Rentals: For a more leisurely experience, bike rentals allow you to enjoy the scenic views of this destination at a relaxed pace.

Local Customs Options

  • Southern Hospitality: The locals here are known for their warm and welcoming attitude, making your stay in the region comfortable and friendly.
  • Community Events: Participating in local festivals and gatherings offers an authentic experience of the area's culture and traditions.
  • Traditional Cuisine: Enjoy dishes that reflect the region’s culinary heritage, often shared during community-centered events and gatherings.
  • Respect for Nature: The area values outdoor preservation, encouraging visitors to engage with the scenic landscape responsibly and mindfully.

Frequently Asked Questions About Jamestown?

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 vacation rentals have private pools in Jamestown?

There are 3 vacation rentals with private pools near Jamestown. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Jamestown are best for families?

If you are looking for a family-friendly vacation home in Jamestown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Jamestown:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 130 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. 

5. What is the cancellation policy for vacation rentals in this region?

The cancellation policy varies by listing, so you should review the specific terms outlined in the property details or contact the host directly to understand the refund options and any potential fees.

6. How do I secure my reservation at a vacation rental in the area?

Reservations are typically confirmed through an online booking and payment process. It’s recommended to read the listing carefully and communicate with the host if needed to ensure your booking is secured properly.

7. Are there any house rules I should be aware of before booking?

Each property has its own set of house rules listed on the property page. Be sure to review these rules thoroughly to ensure a smooth stay and to avoid any issues during your visit.

8. What amenities are usually included in vacation rentals here?

Most listings include essential amenities such as Wi-Fi, parking, and kitchen facilities. For additional features like pools or outdoor spaces, check the specific details provided in the listing description.

9. How can I find the best vacation rental suited to my needs in this destination?

Use the search filters and detailed descriptions available online to narrow down options that match your preferences, and reach out to hosts if you have specific questions about the property or area.

Jamestown Top Rated Vacation Rentals

See More Jamestown Vacation Rentals