Jamestown Vacation Rentals from $157: 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.

Check prices for these dates

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Our top choices for Jamestown vacation rentals

A building with a sign reading "NEIGHBORHOOD" and a covered outdoor seating area.

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

Jamestown

Jessica R.

$149 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor patio area with a wooden fence, tables, chairs, and a covered seating area.

2. New Near Jamestown Dock - A

Jamestown

Jennifer

$178 nightly

Nov 13 - Nov 14

Total with taxes and fees

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

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

Jamestown

Colleen

$388 nightly

Nov 15 - Nov 16

Total with taxes and fees

A staircase with wooden steps and black railings, leading to a room with a kitchen and a dining area.

4. Cozy Lake Time Retreat

Jamestown

Matthew G.

$222 nightly

Nov 16 - Nov 17

Total with taxes and fees

A spacious living area with a wooden ceiling, a dining table with chairs, a black leather sofa, and a kitchen area with a refrigerator, stove, and microwave.

5. B - New near Jamestown Dock

Jamestown

Matthew H.

$177 nightly

Nov 13 - Nov 14

Total with taxes and fees

A clear river with rocks, surrounded by trees and a grassy area.

6. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Jamestown

Jennifer S.

$377 nightly

Dec 1 - Dec 2

Total with taxes and fees

A wooden deck with a metal railing leading to a fire pit area surrounded by trees.

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

Jamestown

Josh S.

$301 nightly

Nov 15 - Nov 16

Total with taxes and fees

A lodge with a covered deck, outdoor seating, and a fire pit.

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

Jamestown

Austin B.

$301 nightly

Nov 15 - Nov 16

Total with taxes and fees

A circular seating area with two Adirondack chairs and a fire pit in the center, surrounded by a gravel path and lush greenery.

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

Jamestown

Dillon R.

$244 nightly

Dec 9 - Dec 10

Total with taxes and fees

A view from a wooden deck overlooking a forested area with a grassy field and a few scattered trees.

10. New Rustic Home Near State Dock

Jamestown

Ashley D.

$304 nightly

Nov 21 - Nov 22

Total with taxes and fees

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

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

Jamestown

Emily W.

$353 nightly

Nov 13 - Nov 14

Total with taxes and fees

A circular fire pit surrounded by four Adirondack chairs in a forest setting.

12. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

Jamestown

Shavona M.

$419 nightly

Nov 17 - Nov 18

Total with taxes and fees

A wooden deck with two white chairs overlooking a river and forested hills.

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

Jamestown

Gina T.

$621 nightly

Nov 15 - Nov 16

Total with taxes and fees

A cabin with a porch, outdoor seating, and a fire pit.

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

Jamestown

Leslie T.

$347 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden deck with a railing, a green Adirondack chair, and a grill.

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

Jamestown

Christine V.

$330 nightly

Nov 15 - Nov 16

Total with taxes and fees

A circular fire pit with a person sitting inside, surrounded by trees and string lights.

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

Jamestown

Lena R.

$433 nightly

Nov 15 - Nov 16

Total with taxes and fees

An outdoor patio with a glass table and chairs, a barbecue grill, and a fenced yard with trees.

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

Jamestown

ashley k.

$433 nightly

Nov 15 - Nov 16

Total with taxes and fees

An aerial view of a house surrounded by dense forest with a river in the background.

18. Restful Rustic Farmhouse on Lake Cumberland

Jamestown

Grant A.

$662 nightly

Nov 16 - Nov 17

Total with taxes and fees

A bathroom with a black faucet, a marble countertop, a towel dispenser, and a mobile phone charging station.

19. Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

Nancy

Joey A.

$174 nightly

Dec 10 - Dec 11

Total with taxes and fees

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

Russell Springs

$249 nightly

Nov 13 - Nov 14

Total with taxes and fees

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Top Jamestown Hotel Reviews

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

8/10 Good

"Clean. Quiet. Private. Cute"

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

10/10 Excellent

"We all absolutely LOVED this home! The views are spectacular, beds are super comfy, all the comforts of home. The host has pictures for where all the dishes go so there was no confusion as to what went where after cooking all day. Absolutely perfect! Our host gave us recommendations for everything. We will DEFINITELY be back for our annual cousin trip. Thank you for being so amazing!"

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

10/10 Excellent

"My family absolutely loved the place.It was everything it says and more. Boardgames,pool table,outdoors and snuggled in a place of privacy.Suzanne and family were very welcoming and kept in contact… classy place to live country style in a beautiful setting..we will be back for more"

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!"

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

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 $157 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?

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

Check prices for these dates

Our top choices for Jamestown vacation rentals

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

2. New Near Jamestown Dock - A

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

4. Cozy Lake Time Retreat

5. B - New near Jamestown Dock

6. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

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

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

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

10. New Rustic Home Near State Dock

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

12. 4BR Charming Cabin Retreat | Hot Tub, Fire Pit

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

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

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

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

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

18. Restful Rustic Farmhouse on Lake Cumberland

19. Timy Home near Wolf Creek Marina & multiple boat ramps with a full kitchen

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

Find vacation rentals that suit your style

Top Jamestown Hotel Reviews

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

The Lodge @ Lake Cumberland Fall/Winter Cabin

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

4BR Charming Cabin Retreat | Hot Tub, Fire Pit

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Cozy Lake Time Retreat

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

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

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