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Jamestown Vacation Rentals

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Vacation Rentals in Jamestown

Exterior detail
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky

Jamestown
8.8 out of 10, Excellent, (5)
"It was great!"
United States
Jennifer W.
$124 nightly
The price is $137
Dec 1 - Dec 2
Total with taxes and fees
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Fridge, microwave, oven, stovetop
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build

2.0 star property
Jamestown
9.4 out of 10, Exceptional, (13)
"This is a beautiful place to stay with tons of amenities. We loved the cabin I do wish it was a different location though but they really can’t help that! We had a great experience and I hope to return one day."
United States
Olivia L.
$322 nightly
The price is $354
Dec 1 - Dec 2
Total with taxes and fees
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Dining
New Near Jamestown Dock - A

New Near Jamestown Dock - A

Jamestown
9.8 out of 10, Exceptional, (22)
"Great stay"
United States
Rob W.
$199 nightly
The price is $219
Nov 30 - Dec 1
Total with taxes and fees
New Near Jamestown Dock - A
Fridge, microwave, oven, stovetop
Historic Union Chapel Elementary School near Cumberland River & Lake

Historic Union Chapel Elementary School near Cumberland River & Lake

Jamestown
10.0 out of 10, Exceptional, (43)
"Great place to stay"
United States
Joseph G.
$120 nightly
The price is $132
Dec 15 - Dec 16
Total with taxes and fees
Historic Union Chapel Elementary School near Cumberland River & Lake
Property grounds
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Jamestown
10.0 out of 10, Exceptional, (192)
"Great property, clean and as advertised! Would definitely stay here again. Had an issue with the grill one night, fluke thing, owner took care of next day! Great place to stay!"
United States
DOUGLAS M.
$301 nightly
The price is $332
Nov 30 - Dec 1
Total with taxes and fees
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Terrace/patio
Guest Favorite! Super Clean! Close to Everything!

Guest Favorite! Super Clean! Close to Everything!

Jamestown
10.0 out of 10, Exceptional, (9)
"Very clean and all amenities set up perfectly for our stay. Made a perfect middle ground for visiting mammoth caves and cumberland falls."
United States
Brice L.
$214 nightly
The price is $236
Dec 2 - Dec 3
Total with taxes and fees
Guest Favorite! Super Clean! Close to Everything!
Exterior
River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground

River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground

Jamestown
10.0 out of 10, Exceptional, (2)
"Very nice place. Lots of things for everyone. "
United States
Dona R.
$305 nightly
The price is $336
Dec 7 - Dec 8
Total with taxes and fees
River Boat Ramp~Private HotTub~Lake Cumberland~Firepit~Pickleball~Playground
Exterior
Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit

Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit

Jamestown
10.0 out of 10, Exceptional, (1)
"Great little neighborhood of cabins. Very clean and comfortable. The owners thought of the little details, extra toothbrushes, q tips etc, even hair ties! Nice quality shampoo and conditioner plus body wash available. Plenty of paper products, cleaning supplies, laundry products, even aluminum foil and ziplock baggies!Our grandkids enjoyed the playground after a day on the lake. The hot tub was very relaxing. The cabin is tastefully decorated and has updated furnishings and appliances plus...
United States
Jami D.
$310 nightly
The price is $342
Dec 7 - Dec 8
Total with taxes and fees
Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit
Outdoor dining
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam

Jamestown
10.0 out of 10, Exceptional, (3)
"We had the best stay.. will definitely try to just them again next year for our family reunion "
United States
Lisa B.
$170 nightly
The price is $187
Dec 4 - Dec 5
Total with taxes and fees
Cozy 2-bedroom, 1.5 bath RV with outdoor kitchen, 3.5 miles from Wolf Creek Dam
Outdoor spa tub
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

Jamestown
10.0 out of 10, Exceptional, (2)
"5 stars!"
United States
Lisa W.
$310 nightly
The price is $342
Dec 8 - Dec 9
Total with taxes and fees
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
Exterior
Lake house. Less than 3 miles from beautiful Lake Cumberland.

Lake house. Less than 3 miles from beautiful Lake Cumberland.

Jamestown
9.4 out of 10, Exceptional, (26)
"Great little place, close to town. Very clean place and host was amazing and very accommodating "
United States
mike v.
$226 nightly
The price is $249
Nov 30 - Dec 1
Total with taxes and fees
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Exterior
Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Jamestown
10.0 out of 10, Exceptional, (3)
"Nice place with boat ramp."
United States
Josh S.
$319 nightly
The price is $352
Dec 1 - Dec 2
Total with taxes and fees
Cabin with Firepit~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Fridge, microwave, oven, stovetop
The Lodge Lake Retreat – Family-Friendly with Private River Access

The Lodge Lake Retreat – Family-Friendly with Private River Access

2.0 star property
Jamestown
$165 nightly
The price is $182
Dec 1 - Dec 2
Total with taxes and fees
The Lodge Lake Retreat – Family-Friendly with Private River Access
Outdoor spa tub
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin

Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin

Jamestown
9.0 out of 10, Wonderful, (2)
$310 nightly
The price is $342
Dec 7 - Dec 8
Total with taxes and fees
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin
Outdoor spa tub
Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp

Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp

Jamestown
10.0 out of 10, Exceptional, (5)
"This cabin has to be the most beautiful VRBO we have ever stayed in. From the large and inviting front porch to the stunning inside. This cabin has it all. The kitchen is fully equipped with everything you need. Just do your grocery shopping before you get to the cabin. The nearest grocery store is 35-40 minutes away. Both bedrooms are amazing with their own personal cooling/heating units in the rooms for your own personal comfort. The main floor is the same. All units are remotely controlled...
United States
Kari W.
$327 nightly
The price is $360
Dec 7 - Dec 8
Total with taxes and fees
Hot Tub & Firepit~20 Min Lake Cumberland~Family Friendly~River Boat Ramp
Exterior
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!

Jamestown
10.0 out of 10, Exceptional, (9)
"Was beautiful, clean and quiet"
United States
Beverly W.
$347 nightly
The price is $383
Dec 2 - Dec 3
Total with taxes and fees
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
Property grounds
Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table

Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table

Jamestown
$319 nightly
The price is $352
Dec 1 - Dec 2
Total with taxes and fees
Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
Dining
Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland

Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland

Jamestown
$319 nightly
The price is $352
Dec 1 - Dec 2
Total with taxes and fees
Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland
Fridge, microwave, oven, stovetop
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!

Jamestown
10.0 out of 10, Exceptional, (19)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
$357 nightly
The price is $394
Nov 29 - Nov 30
Total with taxes and fees
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
Smart TV
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Jamestown
9.4 out of 10, Exceptional, (30)
"Great one night get away. Home was very clean and set up for all our needs. Tucked in the woods and very private. Little trick on getting the boat in and out but it all worked out. "
United States
Bobby E.
$372 nightly
The price is $410
Nov 29 - Nov 30
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jamestown Hotel Reviews

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

10/10 Excellent
"The host was very welcoming and provided lots of details prior to our stay. She made sure that everything was ready. We had a wonderful time and will definitely be booking this place again when we travel down to Kentucky again."
Katie V. 2-night trip
Posted 9 days ago
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

Find out more about Jamestown

Everything you need to know about Jamestown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jamestown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jamestown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jamestown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jamestown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jamestown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jamestown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jamestown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Jamestown?

Yes, we offer vacation rentals close to the most popular local attractions in Jamestown, or you can go with a more secluded option if you're looking for relaxation. Visitors to Jamestown speak positively about the lakeside and restaurants in this destination. Make sure you have time to check out the waterfront and parks during your trip.

How many vacation rentals are there in Jamestown?

With 37 Expedia vacation rentals, you're sure to find just the right place for your Jamestown stay.

What’s there to see and do in Jamestown?

Lake Cumberland State Resort Park and Wolf Creek National Fish Hatchery are a couple of lovely local spots to get outside and enjoy nature. While here, Cumberland River and Jamestown Marina are other places worth a visit.

What’s a vacation rental in Jamestown like?

A vacation rental is a private property you can book for a couple of days or more in Jamestown. Vacation rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for families.