Jamestown Vacation Rentals from ￥24,838: Search Short-Term Rentals

Q: 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.

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

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina : Visitors give good reviews to this Jamestown vacation home rental, which 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.

Q: How many vacation rentals are there in Jamestown?

With 41 Expedia vacation rentals, you're sure to find just the right place for your Jamestown stay.

Q: 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.

Q: 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.

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Our top choices for Jamestown vacation rentals

A modern kitchen with white cabinets, a dining table with chairs, and a living area with a sofa and a TV.

1. New Near Jamestown Dock - A

Jamestown

Jennifer

￥32,414 total

includes taxes & fees

Oct 27 - Oct 28

A bedroom with a bed, nightstands, a TV, and a wall-mounted shelf.

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

Jamestown

Jessica R.

￥27,745 total

includes taxes & fees

Oct 16 - Oct 17

A modern kitchen with white cabinets, a wooden countertop, and a dining area with a table and chairs.

3. Cozy Lake Time Retreat

Jamestown

Matthew G.

￥41,738 total

includes taxes & fees

Oct 16 - Oct 17

A covered deck with wooden chairs and a grill, overlooking a forested area and a body of water.

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

Jamestown

Colleen

￥70,314 total

includes taxes & fees

Oct 18 - Oct 19

A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and a large island with bar stools.

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

Jamestown

Jennifer L.

￥62,214 total

includes taxes & fees

Oct 16 - Oct 17

A porch with two wicker chairs, a wooden railing, and a patterned rug.

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

Jamestown

Emily W.

￥64,827 total

includes taxes & fees

Oct 16 - Oct 17

A living room with a television, leather sofa, and a ceiling fan.

7. B - New near Jamestown Dock

Jamestown

Trent N.

￥32,414 total

includes taxes & fees

Oct 20 - Oct 21

A spacious loft with a modern kitchen, a dining area, and a staircase leading to an upper level.

8. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

Jamestown

Shavona M.

￥66,115 total

includes taxes & fees

Oct 20 - Oct 21

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Top Jamestown Hotel Reviews

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

10/10 Excellent

"Jared was the best host. Property was clean and inviting with all the amenities"

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

10/10 Excellent

"We spent the weekend here for fall break and loved it. The house is very nice and in a great location, just minutes from Jamestown and Russell Springs or Lake Cumberland state park. There’s plenty to do if you plan to be out and about but the house is a great place to unplug and unwind and be away from it all. Kitchen is nicely equipped, two decks are great for relaxing in a quiet location, but also tv’s and games available. The whole house is incredibly nice and clean and all the beds are comfortable. The check-in and checkout were super easy and the owner was very helpful and responded to messages. The only downside is we had to leave! We will certainly be back!"

Timber Pointe Resort

8/10 Good

"We only stayed here overnight for a new place to stay so we came in the evening and left in the morning. We didn't get to experience the amenities like swimming but the place was very pretty. One thing I didn't like was check inside the pub so when I got there it was pretty loud and hard to hear. The room was across from the pool so it was loud until quiet time and it seemed like everyone then relaxed. I would definitely stay here again but maybe get there earlier to check out the pool, fitness center, and game room. Free wifi and the ac worked really well, bed was a little hard for me but my husband liked it. Coffee in the room was Folgers so better than most"

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

10/10 Excellent

"House was perfect for our stay. We had 5 couples and brought 4 trucks and trailers with boats, We had plenty of parking , everyone had a bed and the house was within minutes of Jamestown marina and some nice local dining. Would definitely stay again!"

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

10/10 Excellent

"This cabin IS NOT in Jamestown, unlike the pinned location shows in VRBO. It is about a 25 minute drive from the center of Jamestown. Apparently it’s a VRBO issue, no fault to the host. The host was very communicative; gave clear check-in & checkout instructions. The hot tub was a great relaxing piece, the game room had a lot of options for everyone. Plenty of space in the cabin for 6 adults, the beds were comfortable, although the pull out couch kept tipping back when those guests laid their heads down. Overall great stay"

Find out more about Jamestown

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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?

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina: Visitors give good reviews to this Jamestown vacation home rental, which 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.

How many vacation rentals are there in Jamestown?

With 41 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.

Room 1

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Check prices for these dates

Our top choices for Jamestown vacation rentals

1. New Near Jamestown Dock - A

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

3. Cozy Lake Time Retreat

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

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

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

7. B - New near Jamestown Dock

8. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

9. New Rustic Home Near State Dock

10. Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

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

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

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

14. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

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

16. Hot Tub~Firepit~Riverfront~Near Lake Cumberland

17. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

18. Restful Rustic Farmhouse on Lake Cumberland

19. Peaceful Russell Springs Home w/ Fire Pit & Pond!

20. Kozy Haven Log Cabin Rentals

Find vacation rentals that suit your style

Top Jamestown Hotel Reviews

Lake Cumberland Hideaway Cabin-2 miles above Jtown Marina-Boat Parking+Fire Pit!

NEW!The Overlook @ Harbor Springs-2 miles from Jtown Marina! Lake Views+Parking

Baymont by Wyndham Albany

Gorgeous 1-Bedroom Tiny Home 1/2 Mile from Marina and Boat Ramp #409!

Sunset Ridge·Sleeps 16·Panoramic Lake Cumberland Views·3 Decks·Jamestown Marina

Timber Pointe Resort

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

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

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Find out more about Jamestown

Frequently asked questions

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