Jamestown Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Jamestown vacation rentals

2 bedrooms, free WiFi

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

Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Jamestown
9.0 out of 10, Wonderful, (9 reviews)
"Nice location- property manager was bery nice and responsive"
United States
Stephen
$130 nightly
The price is $143
Apr 13 - Apr 14
Total with taxes and fees
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Dining

New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.8 out of 10, Exceptional, (23 reviews)
"Great stay"
United States
Rob W.
$185 nightly
The price is $204
Apr 13 - Apr 14
Total with taxes and fees
New Near Jamestown Dock - A
Outdoor dining

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, (28 reviews)
"This home was nice. "
United States
Brenna G.
$255 nightly
The price is $281
Apr 13 - Apr 14
Total with taxes and fees
Lake house. Less than 3 miles from beautiful Lake Cumberland.
Property grounds

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

Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
Jamestown
$334 nightly
The price is $368
May 4 - May 5
Total with taxes and fees
Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
Exterior

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
$327 nightly
The price is $360
May 4 - May 5
Total with taxes and fees
Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland
Interior

Cozy Lake Time Retreat

Cozy Lake Time Retreat
Jamestown
$242 nightly
The price is $266
Apr 18 - Apr 19
Total with taxes and fees
Cozy Lake Time Retreat
Fridge, microwave, oven, stovetop

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

The Lodge Lake Retreat – Family-Friendly with Private River Access
Jamestown
10.0 out of 10, Exceptional, (1 review)
"Th place was extremely clean, check in was simple and easy, the listing was exactly as described. The sheets on the bed were amazing and the beds were comfortable "
United States
Dillon R.
$191 nightly
The price is $210
Apr 14 - Apr 15
Total with taxes and fees
The Lodge Lake Retreat – Family-Friendly with Private River Access
Smart TV, fireplace

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
Jamestown
9.2 out of 10, Wonderful, (14 reviews)
"Such a lovely property. Very cozy and inviting. We will definitely stay again."
United States
Jennifer S.
$351 nightly
The price is $386
May 3 - May 4
Total with taxes and fees
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
Exterior

Cabin w/ River Boat Ramp~Private HotTub~Sauna~Lake Cumberland~Firepit~Pickleball

Cabin w/ River Boat Ramp~Private HotTub~Sauna~Lake Cumberland~Firepit~Pickleball
Jamestown
10.0 out of 10, Exceptional, (4 reviews)
"Yes the hot tub was great and very pet friendly. We loved the amenities! What a great stay. We will be back!! "
United States
Marina W.
$362 nightly
The price is $399
May 4 - May 5
Total with taxes and fees
Cabin w/ River Boat Ramp~Private HotTub~Sauna~Lake Cumberland~Firepit~Pickleball
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, (4 reviews)
"Wanted a place close to the river and a boat ramp Great place highly recommend"
United States
doug c.
$341 nightly
The price is $376
May 4 - May 5
Total with taxes and fees
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
Exterior

Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit

Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit
Jamestown
10.0 out of 10, Exceptional, (2 reviews)
"Was perfect! Would absolutely stay again !"
United States
marsha w.
$368 nightly
The price is $406
May 4 - May 5
Total with taxes and fees
Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit
Marina

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, (199 reviews)
"The firepit was awesome and the pool table was wonderful. We enjoyed our stay and will rent again of availability."
United States
april m.
$324 nightly
The price is $357
Apr 26 - Apr 27
Total with taxes and fees
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
Exterior

Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland

Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (3 reviews)
"Nice place with boat ramp."
United States
Josh S.
$362 nightly
The price is $399
May 4 - May 5
Total with taxes and fees
Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Sauna

Guest Favorite! Super Clean! Close to Everything!

Guest Favorite! Super Clean! Close to Everything!
Jamestown
10.0 out of 10, Exceptional, (9 reviews)
"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.
$225 nightly
The price is $248
Apr 26 - Apr 27
Total with taxes and fees
Guest Favorite! Super Clean! Close to Everything!
Exterior

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 reviews)
$362 nightly
The price is $399
May 4 - May 5
Total with taxes and fees
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin
Terrace/patio

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 reviews)
"The owners were great the whole process"
United States
Brandon B.
$372 nightly
The price is $410
Apr 13 - Apr 14
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Exterior

Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp

Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp
Jamestown
10.0 out of 10, Exceptional, (5 reviews)
"The stay was very nice and peaceful "
United States
earl c.
$377 nightly
The price is $416
May 3 - May 4
Total with taxes and fees
Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp
Property grounds

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

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Jamestown
10.0 out of 10, Exceptional, (165 reviews)
"The balcony view was spectacular each and every level I was very hesitant on doing a review cause more people may find this gem but overall this place was heaven, very quiet and super peacefully. "
United States
Rneecia P.
$594 nightly
The price is $655
Apr 20 - Apr 21
Total with taxes and fees
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Property grounds

Charming A-frame with Lake Cumberland Views

Charming A-frame with Lake Cumberland Views
Jamestown
$336 nightly
The price is $370
Apr 13 - Apr 14
Total with taxes and fees
Charming A-frame with Lake Cumberland Views
Interior

Walking distance to bar & restaurants, cool laid-back vibe with pool table!

Walking distance to bar & restaurants, cool laid-back vibe with pool table!
Jamestown
$457 nightly
The price is $504
Apr 13 - Apr 14
Total with taxes and fees
Walking distance to bar & restaurants, cool laid-back vibe with pool table!
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

Days Inn by Wyndham Columbia Kentucky

Days Inn by Wyndham Columbia Kentucky

10/10 Excellent
"Breakfast was ok sausage little dry "
Ernie 1-night trip
Posted 22 hours ago
Days Inn by Wyndham Columbia Kentucky

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 $149 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.

What are some of the best vacation rentals that Jamestown has to offer?

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.: This highly rated vacation home rental in Jamestown is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Another good choice for your trip to Jamestown is Cumberland Get-A-Way located at entrance of State Park.

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, Jamestown Marina and Cumberland River 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.