Jamestown vacation rentals

We found 153 vacation rentals — enter your dates for availability

Discover a selection of 35 homes, 32 cabins, and other vacation rentals in Jamestown that are perfect for your trip. Whether you're staying in a vacation rental with friends, family, or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a fireplace. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Jamestown

Showing deals for:Aug 1 - Aug 8
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Find out more about Jamestown

Find out more about Jamestown

Why visit Jamestown

  1. Outdoor Adventures: Jamestown is perfect for outdoor enthusiasts, offering activities like hiking, fishing, and boating in beautiful natural settings.
  2. Scenic Lakes: Enjoy the picturesque lakes nearby, ideal for swimming, picnicking, and relaxing by the water.
  3. Historic Attractions: Explore the area's rich history, including charming college campuses and local landmarks.
  4. Cozy Accommodations: Stay in inviting cabins, private homes, or delightful cottages for a memorable lodging experience.
  5. Welcoming Community: Experience the warm hospitality of locals, making your visit feel even more special.

Popular types of accommodation in Jamestown

Planning a getaway to Jamestown? You're in for a treat! Discover the best accommodations, from cozy cabins to charming cottages and houses. Whether you're searching for the perfect spot at Safe Harbor Jamestown, exploring more USA cabins, or seeking out Kentucky resorts and Cumberland cabins, we’ve got you covered. Let us help you find the ideal vacation rental for your unforgettable stay in this picturesque destination!

  • Cabins: Offering a perfect blend of comfort and nature, cabins are the top choice for those seeking a rustic getaway in Jamestown.
  • Houses: Ideal for families or groups, these homes provide ample space and privacy for a relaxing stay.
  • Cottages: Quaint and cozy, cottages offer a charming atmosphere for a romantic retreat or peaceful escape.
  • Apartments: Conveniently located, apartments are a great option for travelers looking for a home-like experience.
  • Caravan Parks: For those who enjoy camping, caravan parks provide a fun and affordable way to explore the outdoors.**

Top attractions in Jamestown

Jamestown, Kentucky, is perfect for outdoor enthusiasts seeking adventure and scenic beauty. Popular attractions include the nearby national State Park, beautiful lakes, and historic college campuses. Visitors can enjoy various outdoor activities and beach experiences. Consider looking into Jamestown vacation rentals to enhance your stay while exploring the area's natural and cultural offerings.

  1. Lake Cumberland State Resort Park: Nestled in Jamestown, this state park offers breathtaking scenery and abundant outdoor adventures, including hiking, fishing, and boating. Enjoy the lush landscapes and tranquil lakeside views for a perfect nature escape.
  2. Lindsey Wilson College: Located 15 miles from Jamestown, this historic college showcases beautiful architecture and rich cultural heritage. Explore its campus and engage with local art and events that celebrate community and education.
  3. Wolf Creek National Fish Hatchery: Situated in Jamestown, this eco-friendly facility focuses on aquatic conservation. Visitors can learn about fish species and the hatchery's role in promoting sustainable fisheries while enjoying a scenic environment.

Things to do recommended for couples

If you're seeking a romantic getaway in Jamestown, don’t miss Lake Cumberland Winery, located 12 miles away. Enjoy the enchanting atmosphere with live entertainment and indulge in fine wines, perfect for creating lasting memories with your partner.

What do I need to keep in mind when booking a vacation in Jamestown

When planning your trip, whether you're traveling with a group, family, pets, or seeking extended stays, it's important to prioritize your preferences. Here are some helpful Vrbo booking tips to consider.

  • Traveling to Jamestown with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Jamestown with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you'll be to family-friendly attractions.
  • Taking your pets with you to Jamestown: For many families, a trip isn't truly fulfilling without their furry companion. If that resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jamestown: If you're in search of vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in Jamestown

Jamestown, Kentucky, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a relaxing vacation. Visitors can explore family-friendly attractions and enjoy the warm hospitality of the local community. Nearby, you'll find various amenities and excursion options that enhance your travel experience. Whether you're looking for thrilling outdoor activities or tranquil spots to unwind, Jamestown is a charming destination that caters to all kinds of travelers.

  • Russell Springs: Located a mere 5 miles from Jamestown, Russell Springs is a hidden gem for those who appreciate the great outdoors. This city is renowned for its stunning scenery and adventurous spirit, drawing visitors to its recreational areas and picturesque campgrounds. Enjoy hiking trails that wind through lush landscapes, or take a leisurely day at the nearby lake and national state park. With its inviting parks and opportunities for outdoor exploration, Russell Springs is an ideal spot for adventure seekers and nature lovers alike.
  • Eli: Just 7 miles from Jamestown, Eli is a charming city that promises an unforgettable outdoor experience. Surrounded by breathtaking natural beauty, travelers flock to this area for its recreational spaces, resorts, and scenic hiking trails. The nearby national state park and lake serve as prime attractions, offering a perfect setting for picnicking, fishing, or simply soaking in the tranquil atmosphere. Eli is an excellent destination for those looking to escape the hustle and bustle of city life and immerse themselves in nature.
  • Monticello: Situated 16 miles from Jamestown, Monticello is a delightful city known for its outdoor activities and beautiful scenery. Visitors can explore its numerous recreational areas, campgrounds, and hiking trails that showcase the region's natural beauty. The local landmark attractions, including a scenic lake and a national state park, provide ample opportunities for adventure and relaxation. Whether you're hiking through lush woods or enjoying a peaceful day by the water, Monticello offers a perfect blend of adventure and tranquility.

Best time to go to Jamestown

If you're planning a trip to Jamestown, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from May to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.2°F (1.8°C)Light RainMostly CloudyModerately LowSlightly Low
February39.6°F (4.2°C)Light RainMostly CloudyAverageSlightly Low
March47.7°F (8.7°C)Light RainMostly CloudyAverageAverage
April56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
May65.8°F (18.8°C)Light RainMostly SunnyModerately HighAverage
June73.6°F (23.1°C)Light RainMostly SunnyModerately HighSlightly High
July76.5°F (24.7°C)Light RainMostly SunnyModerately HighAverage
August75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
September69.3°F (20.7°C)Light RainMostly SunnyAverageSlightly High
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November47.1°F (8.4°C)Light RainMostly SunnyModerately LowSlightly High
December41.0°F (5.0°C)Light RainMostly CloudyModerately LowSlightly Low

Booking with Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate significantly. Also, extending your stay can result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and receive OneKeyCash™ on the full booking amount. Being the planner truly has its rewards! When you join our travel rewards program, One Key, you’ll gain access to exclusive discounts and earn OneKeyCash™ on eligible bookings. Sign up today and begin enjoying your savings!

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume your previous ones, and manage your travel itineraries. You'll be able to see the properties you've saved or booked, neatly organized into categories like Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Delight in the lakeside landscape of Jamestown

The lake and parks provide a pleasant backdrop to your vacation home in Jamestown. This welcoming city is known for its restaurants, fishing and hiking. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Jamestown

Do you want to discover attractions to visit in the area? Venture out of your cozy vacation rental and experience everything that makes Jamestown a one-of-a-kind vacation spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Lake Cumberland Winery (12.4 mi / 19.9 km)
  • Dale Hollow Lake State Resort Park Golf Course (25.8 mi / 41.6 km)
  • Up the Creek Winery (22.6 mi / 36.4 km)
  • The Links Resort Golf Course (1.3 mi / 2.1 km)

Exploring the natural features in Jamestown

Whether you're an adventurous traveler or just want to appreciate the scenery, Jamestown is a great place to get out in nature. Here are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Lake Cumberland State Resort Park (4 mi / 6.4 km)
  • Wolf Creek National Fish Hatchery (9 mi / 14.5 km)
  • Green River Lake (21.8 mi / 35.2 km)
  • Dale Hollow Reservoir (29.9 mi / 48.2 km)
  • Mountain View Park (19 mi / 30.6 km)
  • Lowgap Island (5.6 mi / 8.9 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Jamestown?
Cottages are the most popular kind of vacation rental in Jamestown, according to our data. Even if you’ve got something different in mind, Vrbo has vacation homes in loads of shapes and sizes. Take a look at our options to find your ideal match.
How much does it cost to rent a vacation rental in Jamestown?
A range of things can influence the price of a vacation rental in Jamestown, such as the type of property, season and length of stay. Still, all Vrbo homes have one thing in common — exceptional value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Jamestown?
The average price for a vacation rental by the beach in Jamestown depends on when you’re traveling and the type and size of property you’re searching for. Find prices quickly and easily on Vrbo by entering your destination and travel dates. Then use the filters to choose the number of bedrooms and amenities essential to you, like WiFi, a pool and air conditioning.
Are there pet-friendly vacation rentals in Jamestown?
There are, yes. Choose from 45 stays that allow pets in Jamestown on Vrbo. Our furry friends also deserve a getaway, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where Fido can be near his favorite humans.
Can I rent a house with a pool in Jamestown?
Check the “pool” box in our filter tool and you’ll find eight houses with private pools in Jamestown on Vrbo. Morning swim, afternoon splash or midnight soak? How you spend your free time is up to you when your vacation home boasts a swimming pool.
What are popular rental amenities in Jamestown?
When it comes to rental amenities that people are on the lookout for in Jamestown, ski-in/ski-out facilities, a water view and a fireplace are the most popular. With Vrbo vacation rentals, you’ll enjoy options to match your style and taste, whether you’re taking a trip with your partner, your friends or even pets.
Are there large group vacation rentals in Jamestown?
You can pick from 15 vacation homes in Jamestown that can accommodate 10 or more people. Whether you’re organizing a vacation with extended family or an event like a birthday party, there’s enough space to get your group together under the same roof.
Are there vacation rentals in Jamestown that welcome kids?
With 43 family-friendly vacation properties to select from in Jamestown, now is the perfect time to introduce your kids to the magic of travel. Simply check our “Properties good for families” filter to view stays that come with conveniences ideal for vacationing families, such as full kitchens, swimming pools, hot tubs and entertainment areas.
What are the top attractions for families in Jamestown?
If you’re craving some fun for all ages close to the center of Jamestown, head over to Lake Cumberland State Resort Park.
Are there one-bedroom vacation rentals in Jamestown?
Yes, you can pick from six one-bedroom rentals in Jamestown. Whether you want a secluded cottage or an upmarket condo, Vrbo’s one-bedroom properties are great if you don’t require loads of space. One of the best parts about having your own pad? You won’t have to share your vacation with strangers.
Can I find two-bedroom vacation rentals in Jamestown?
Jamestown has 12 two-bedroom vacation rentals to choose from. Discover a vacation home with all the space and privacy you want at a price you’ll love on Vrbo.
Are there vacation rentals with WiFi in Jamestown?
You can choose from 21 vacation rentals with WiFi in Jamestown. If you’d like to disconnect from daily life on your trip, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Jamestown?
Jamestown has 43 vacation rentals where you’ll be able to kick back in air-conditioned comfort. To find a property on Vrbo that has this amenity, enter your desired travel dates and use the filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Jamestown?
Age restrictions can differ between properties on Vrbo, so be sure to check the rules of the vacation home in Jamestown you want to book. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Jamestown for?
It’s up to the Jamestown property. To see a list of options offering extended stays, just enter your dates and number of guests into Vrbo’s search page. Enjoy having the entire place to yourself, along with the comforts of home like a kitchen, air conditioning and a yard where the kids can run and play. Keep your eyes open for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Jamestown?
Weekend adventure or extended vacation, Vrbo has some incredible bargains and discounts in Jamestown that’ll match your style and budget. Take a look at our weekly and monthly discounts on vacation rentals, or check out what’s recently been added with one of our newly listed homes. Whatever you’re after, you’ll find the ideal place to stay — without draining your wallet.

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