Jamestown Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Jamestown vacation rentals

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.
The price is ￥15,827
￥55,123 total
includes taxes & fees
Feb 25 - Feb 26
NEW HOT TUB Cozy Cabin Cumberland River near Lake Cumberland~Firepit~New build
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, (8 reviews)
"Great location."
United States
Donald S.
The price is ￥7,918
￥20,662 total
includes taxes & fees
Feb 25 - Feb 26
Studio Cottage on the Square, entire rental unit in Jamestown, Kentucky
Smart TV, fireplace

B - New near Jamestown Dock

B - New near Jamestown Dock
Jamestown
9.6 out of 10, Exceptional, (18 reviews)
"This is a great place to stay and the location is perfect!"
United States
Crystal S.
The price is ￥11,134
￥28,469 total
includes taxes & fees
Feb 25 - Feb 26
B - New near Jamestown Dock
Beach

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, (196 reviews)
"Wonderful stay, great communication ans very peaceful. It had everything you could need for a relaxing get away, and plenty of space to do it. Will for sure stay again!!!!!"
United States
Lisa T.
The price is ￥21,650
￥54,553 total
includes taxes & fees
Feb 25 - Feb 26
Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.
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.
The price is ￥16,562
￥36,498 total
includes taxes & fees
Feb 25 - Feb 26
Guest Favorite! Super Clean! Close to Everything!
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.
The price is ￥17,445
￥62,020 total
includes taxes & fees
Mar 3 - Mar 4
Hot Tub & Firepit~Game Center~Lake Cumberland~Family Friendly~River Boat Ramp
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)
"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.
The price is ￥30,928
￥63,416 total
includes taxes & fees
Feb 25 - Feb 26
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Terrace/patio

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

Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
Jamestown
9.4 out of 10, Exceptional, (10 reviews)
"Great place "
United States
Melissa B.
The price is ￥17,606
￥57,256 total
includes taxes & fees
Feb 25 - Feb 26
Riverfront Cabin~Firepit~Private Boat Ramp w/ river access~Dog-Friendly!
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.
The price is ￥14,244
￥57,979 total
includes taxes & fees
Mar 3 - Mar 4
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)
"The host was very welcoming, check-in and out was super easy. This was the most stocked VRBO I have ever visited, taking into account even the small things in the bathroom. "
United States
Elyce E.
The price is ￥14,405
￥53,212 total
includes taxes & fees
Mar 3 - Mar 4
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.
The price is ￥15,045
￥58,862 total
includes taxes & fees
Mar 3 - Mar 4
Fishing~HotTub&Sauna~Pickleball~PingPong~Lake Cumberland~Playground~Firepit
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.
The price is ￥15,827
￥59,896 total
includes taxes & fees
Feb 25 - Feb 26
Cabin w/ Firepit~Pickleball~Arcade Games~River Boat Ramp~20 Min Lake Cumberland
Dining

New Near Jamestown Dock - A

New Near Jamestown Dock - A
Jamestown
9.8 out of 10, Exceptional, (22 reviews)
"Great stay"
United States
Rob W.
The price is ￥8,351
￥25,402 total
includes taxes & fees
Feb 25 - Feb 26
New Near Jamestown Dock - A
Terrace/patio

New Rustic Home Near State Dock

New Rustic Home Near State Dock
Jamestown
10.0 out of 10, Exceptional, (6 reviews)
"This property is absolutely amazing so clean and easy to get to! "
United States
Bailee J.
The price is ￥30,928
￥58,472 total
includes taxes & fees
Mar 2 - Mar 3
New Rustic Home Near State Dock
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)
The price is ￥15,045
￥58,862 total
includes taxes & fees
Mar 3 - Mar 4
Hot Tub~River Boat Ramp~Pickleball~Lake Cumberland~Family Friendly Cabin
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 reviews)
"Amazing stay! House is very clean with lovely decor! Will stay here again for sure!!"
United States
Jennifer L.
The price is ￥25,052
￥60,519 total
includes taxes & fees
Mar 9 - Mar 10
Remodeled House Near Jamestown Marina, Room to Park Your Boat in Driveway!
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.
The price is ￥8,907
￥21,753 total
includes taxes & fees
Feb 25 - Feb 26
The Lodge Lake Retreat – Family-Friendly with Private River Access
Interior

Great place to gather near Lake Cumberland

Great place to gather near Lake Cumberland
Jamestown
10.0 out of 10, Exceptional, (10 reviews)
"Great location, house is very nice, clean and spacious and close to the Jamestown boat ramp. Will definitely stay here again."
United States
Michael o.
The price is ￥23,815
￥57,451 total
includes taxes & fees
Feb 25 - Feb 26
Great place to gather near Lake Cumberland
Property grounds

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

Riverfront~Firepit~Fishing~20 Min Lake Cumberland~Game Table
Jamestown
The price is ￥15,827
￥55,123 total
includes taxes & fees
Feb 25 - Feb 26
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
The price is ￥15,827
￥55,123 total
includes taxes & fees
Feb 25 - Feb 26
Riverfront View~Boat Ramp~Foosball~Family Friendly Cabin~20 Min Lake Cumberland
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

Find out more about Jamestown

Search for holiday rentals in Jamestown on Expedia! You can easily find your home rentals, villas, holiday apartments in Jamestown using one of the methods below:

  • View our selection of featured holiday rentals in Jamestown
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  • Enter your travel dates to view the best deals on holiday rentals in Jamestown while they last

Look no further and take a look at our great range of rental properties in Jamestown!

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 Charming 5-bedroom/3-bath home with easy access to Lake Cumberland.

How many vacation rentals are there in Jamestown?

With 34 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.