Jamestown Vacation Rentals from $160: 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: How many vacation rentals are there in Jamestown?

With 43 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, Cumberland River and Jamestown Marina 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

In two weeks

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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

$186 nightly

Sep 26 - Sep 27

Total with taxes and fees

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

Donald S.

$170 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

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

Jamestown

Rachael B.

$623 nightly

Sep 21 - Sep 22

Total with taxes and fees

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

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

Jamestown

Joleen

$357 nightly

Sep 28 - Sep 29

Total with taxes and fees

A covered outdoor seating area with chairs and a table, surrounded by a forested landscape.

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

Jamestown

Lena R.

$456 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

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

Jamestown

Jennifer L.

$357 nightly

Sep 19 - Sep 20

Total with taxes and fees

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

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

Jamestown

Emily W.

$372 nightly

Sep 18 - Sep 19

Total with taxes and fees

A spacious living room with two armchairs, a dining area with a table and chairs, and a kitchen with cabinets and a window.

8. Great place to gather near Lake Cumberland

Jamestown

Melissa M.

$429 nightly

Sep 18 - Sep 19

Total with taxes and fees

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Top Jamestown Hotel Reviews

The Lodge @ Lake Cumberland Heated Pool - Lake View

10/10 Excellent

"Really nice cabin on the lake. Great view on the deck. Tons of amenities on the property. Nice and secluded but close enough to town and the marina that it’s not a haul."

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

10/10 Excellent

"The cottage is in a really nice neighborhood and was very clean. Boat parking was excellent and lake access was only a few minutes away. We used the Lilly Creek boat launch area. During the middle of the week, we had the area almost to ourselves. A new restaurant in the area called Timber Pointe Tavern served excellent food with good size portions at a fair price. If you are looking to eat out, this is one place that I would recommend. The available grill was much appreciated for cooking several of our evening meals. We also greatly enjoyed the fire pit area. If you sent a text to the host asking questions, you got a response very quickly, usually within 30 minutes."

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

10/10 Excellent

"What a wonderful place to stay for our group of 14 people. The home was spotless. Suzanne has provided so much attention to detail, providing information on every inch of the house and so many nearby activities. The balcony views were breathtaking . We rented a pontoon from State Dock Marina and had a wonderful time enjoying the lake in Hammond Creek cove. Reel Java is an absolute must. The coffee, bakery, cocktails and food were all excellent. I highly recommend staying at Sunset Ridge if you need a large home to vacation in."

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

10/10 Excellent

"Great place for a nice Lake Cumberland getaway. The home was well equipped and very comfortable. The host was quick to answer questions and very nice. The location was really close to Safe Harbor Marina. We are looking forward to a return trip!"

Cozy 3 Bed Log Cabin at Jamestown Marina, Tucked Away in a Wooded Area #301

8/10 Good

"The cabin was not very clean. Cob webs and the vent were caked with dirt. Beds could have had another blanket on them. There was just a sheet and comforter on them. The check in process was great and so was the check out. The trash was picked up daily and towels were provided in abundance when asked for them. Very prompt shuttle service."

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 $160 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.

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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 43 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.

Jamestown Vacation Rentals

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

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

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

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

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

8. Great place to gather near Lake Cumberland

9. New Rustic Home Near State Dock

10. 4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly

11. Restful Rustic Farmhouse on Lake Cumberland

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

13. Cozy Lake Time Retreat

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

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

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

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

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

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

20. Riverfront Cabin~Sleeps 18~Private River Boat Ramp~20 Min drive Lake Cumberland

Find vacation rentals that suit your style

Top Jamestown Hotel Reviews

The Lodge @ Lake Cumberland Heated Pool - Lake View

Find out more about Jamestown

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