Jamestown Holiday Rentals from €114: Search Short-Term Rentals

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Holiday Rentals in Jamestown

Relax on the deck with a clear view of the river and surrounding landscape, surrounded by wicker chairs and a table.

"Great Experience on the property and on the Lake!! "

"Absolutely loved our short time in this home! Very clean and well furnished! We hope to stay again soon!"

includes taxes & fees

14 Aug - 15 Aug

Relax in this airy living space with a comfortable seating area and dining table near a large window.

"Beautiful views of the lake, clean and comfortable beds. Overall perfect quiet retreat for me. Will be back again!"

Hike the scenic Baugh Branch Trail, a 1.6-mile path through the surrounding woods.

"Enjoyed our time relaxing and spending time together away from responsibilities. Quiet and comfy. "

includes taxes & fees

19 Aug - 20 Aug

Enjoy cooking in this well-equipped kitchen with a central island, sink, and large window offering a view of the outdoors.

"Jenn was super responsive and gave us plenty of info on fishing/boating access in the area. The house was a great size with a cute unique layout. Huge deck for plenty of outside hang time and close to a boat ramp to easily drop my canoe in. Just a few minutes from the State Park too! "

includes taxes & fees

18 Aug - 19 Aug

Cozy cabin-style home features a living area with a fireplace, comfortable sofa, and TV, plus a well-equipped kitchen with a refrigerator, microwave, and sink.

"The property surrounding this cabin is lovely and the cabin itself was clean and comfortable. We would definitely recommend it for a family vacation."

Relax in this cozy outdoor space with a stone fireplace, wicker furniture, and a patterned rug, surrounded by a wooden deck and large windows offering a view of the lush surroundings.

"Great place to hang out with family."

Enjoy meals in this kitchen with a window above the sink and a dining area with a bench.

Cozy living area with a dining table for four, comfortable sofa, and modern kitchen.

"This property was just what we needed! It was clean, comfortable and had more space and amenities available for our time at the lake than we needed. Great spot to get away. "

includes taxes & fees

10 Aug - 11 Aug

Relax on the covered porch with comfortable Adirondack chairs.

"Was beautiful, clean and quiet"

includes taxes & fees

17 Aug - 18 Aug

Enjoy a peaceful evening by the fire pit in this serene outdoor space.

"We had a really nice time at Brandon’s place! Everything we needed. He was wonderful to work with too. It’s perfect for a large family and so close to State park and the dam, for getting in the water."

Relax on the deck with a view of the lush forest, featuring a wooden panel wall and carpeted floor.

"We enjoyed the condo, it was clean and area was perfect for our needs. "

Situated in a wooded area, this cabin features a gabled roof and a cozy front porch with a bench.

"Great!"

includes taxes & fees

25 Aug - 26 Aug

Enjoy meals and casual gatherings in this well-equipped kitchen with a sink, table, and chairs.

"It rained a lot, but we still had a great time. The property was just as advertised with an amazing view!"

Relax in this inviting living room with a high ceiling, flat-screen TV, and comfortable seating area.

"This cabin was adorable ! Very clean and nice. We didn’t do much there due to spending time with family at another cabin. However , I loved the view and it did have a nice porch to sit on and the upstairs is super cute. Will definitely be coming back if we are ever up that way. "

Relax on the deck with a fire pit, Adirondack chairs, and a dining table.

"Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. "

includes taxes & fees

11 Aug - 12 Aug

Relax in a cozy seating area with a sofa and chair, featuring a mounted TV and ceiling fan.

"My large family enjoyed the stay at the “Cliffhanger” house. Beautiful view and had everything we needed."

Relax in the serene hot tub with a panoramic view of the tranquil lake and surrounding trees.

"First impression was wow. Very clean, beautiful location and a great game room. Very accommodation owners."

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, microwave, and sink.

"It was a wonderful stay. Beautiful view!"

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Jamestown Hotel Reviews

Days Inn by Wyndham Columbia Kentucky

10/10 Excellent

"Clean and friendly staff"

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

10/10 Excellent

"Check-in was very easy as our host was very good about texting the necessary information. The house is beautifully decorated and the owners have gone to great lengths to anticipate their guests needs and provide for them. We have rented vacation homes in the past but none of them were as well equipped as this one. The kitchen was fabulous! The kids had a great time in the game room and the two decks were great places to drink morning coffee, sip drinks in the evening and grill out. Our toddler loved the screened-in porch in the back and spent a fair amount of time playing there. The fireplace would make this porch a cosy retreat on a chilly, fall evening. There was plenty of room to accommodate our three cars. The only issue we had was that it was not very easy to reach the boat dock/lake from the house. I understand there are plans to construct easier access to the dock, so it sounds like that issue will be resolved. If we ever return to Lake Cumberland, we would certainly want to rent this house again. I highly recommend it."

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

10/10 Excellent

"Overall we had a nice stay here. The extra driveway made it easy to park our boat which was a big reason for picking this property. The road is a bit narrow, so go slow. "

Find out more about Jamestown

Everything you need to know about Jamestown holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jamestown holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jamestown holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jamestown holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jamestown holiday rentals we have selected for you start as low as €114 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Jamestown rentals

At Expedia, we put the best Jamestown holiday 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 holiday.

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.

Frequently asked questions

Can I find holiday rentals in Jamestown?

Yes, there are holiday rentals close to the most popular sights in Jamestown, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Jamestown has to offer?

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.: This highly rated holiday home rental in Jamestown is located on a lake, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. Make the most of games in this rental home to help you unwind. Some other top choices in Jamestown are Charming 5-bedroom/3-bath home with easy access to Lake Cumberland and Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!.

How many holiday rentals are there in Jamestown?

With 32 Expedia holiday rentals, you're guaranteed 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 holiday rental in Jamestown like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Jamestown. Holiday rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Jamestown

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Jamestown

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

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

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

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

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

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

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

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

B - New near Jamestown Dock

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

Cumberland Get-A-Way located at entrance of State Park

Lovely "Treehouse" 2-Bedroom Condo inside Lake Cumberland State Park

Kozy Haven Log Cabin Rentals

Lake Front Home with community boat ramp. Private, close to marinas and town.

Lake View Loft Cabin is only 2 miles from Wolf Creek Marina, Lake Cumberland KY

Cumberland Haven! One mile to Cumberland Point boat ramp and park.

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

Spacious Cabin on Dale Hollow Lake w/ Hot Tub!

Lake Bluff Paradise on Lake Cumberland. Newly added game room and hot tub!

Joy On The Lake · Cumberland Canvas: Lake View, Fire Pit & Game Room

Top Jamestown Hotel Reviews

Days Inn by Wyndham Columbia Kentucky

Lake Cumberland State Resort Park

Luxe Lake Cumberland Retreat w/ Decks on 1 Acre!

Riverfront Lodge

Above J’town Marina, LCKY. boat parking. 3 full baths. pool table. pet friendly.

Sleep Inn & Suites

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

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

Anchor Inn & Suites

Find out more about Jamestown

Frequently asked questions

Expedia's Latest Trends