Jamestown Holiday Rentals, Kentucky: Private House Rentals

An aerial view of a coastal area with a lighthouse, a parking lot, and a rocky shoreline.

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Cottage

Waterpark

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Our top choices for Jamestown hotels

A marina with multiple docks and covered boat slips, surrounded by dense forest.

A neatly made bed with a dark blue quilt and white linens, a wooden headboard, a wall-mounted light fixture, and a mirror with a towel rack.

A covered outdoor area with a wooden deck, wicker furniture, and a view of a forested landscape.

A kitchen with wooden cabinets, a granite countertop, a stainless steel sink, a coffee maker, a microwave, a refrigerator, and an oven.

1. Timber Pointe Resort

Jamestown

Monica

Rp2.061.846

Rp2.272.979 total

includes taxes & fees

1 Oct - 2 Oct

A hotel lobby with a sofa, armchairs, a coffee table, and a reception desk.

A hotel room with a bed, a desk, a sofa, and a window with curtains.

A building entrance with a stone facade, a black door with a leaf design, and potted plants on either side.

An indoor swimming pool with clear blue water, surrounded by chairs and a sunlit room with large windows.

2. Sleep Inn & Suites Columbia

Columbia

Dinarte

Rp1.783.929

Rp2.023.331 total

includes taxes & fees

11 Oct - 12 Oct

A building with a covered entrance, large windows, and a parking sign.

A living room with a sectional sofa, ottoman, and two armchairs. A flat-screen TV is mounted above a fireplace with decorative items.

A hotel room with a sofa, a small table, a lamp, a picture frame, and a window with curtains.

A reception desk with a modern design, a flat-screen TV, and a potted plant.

3. Best Western Lake Cumberland Inn

Monticello

Mark

Rp2.324.741

Rp2.562.794 total

includes taxes & fees

27 Sept - 28 Sept

A hotel room with a large bed, two bedside lamps, a nightstand, and a wall-mounted painting of a landscape.

A hotel room with a seating area featuring two armchairs and a round table, a lamp, and a view of the city through large windows.

A hotel lobby with a reception desk, seating area with sofas and a coffee table, large windows with sheer curtains, and a 'Days Inn' mat on the floor.

A modern kitchen with a dining area, equipped with a coffee machine, microwave, and a flat-screen TV.

4. Days Inn by Wyndham Columbia Kentucky

Columbia

tonja

Rp1.413.730

Rp1.603.453 total

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with clear water, surrounded by lounge chairs and a mural depicting a beach scene.

A sauna with wooden walls and a control panel, a treadmill, and red punching bags in a gym area.

A spacious lobby with a tiled floor, a reception desk, a sofa, and a chandelier.

A hotel dining area with wooden tables and chairs, a buffet counter with various food items, and a kitchen area with cabinets and appliances.

5. Baymont by Wyndham Albany

Albany

Christina

Rp2.485.876

Rp2.740.430 total

includes taxes & fees

27 Sept - 28 Sept

A concrete pathway leading to a body of water, surrounded by lush green trees and grass.

A rustic picnic table surrounded by lush greenery and a calm body of water.

A hotel room with two beds, a desk, a TV, and a bathroom visible through an open door.

A reception desk with a clock, framed photos, a calendar, and a welcome sign.

6. Riverfront Lodge

Burkesville

Joe

Rp1.287.648

Rp1.419.453 total

includes taxes & fees

24 Sept - 25 Sept

A log cabin interior with a dining table, two sofas, a TV, and wooden cabinets.

A wooden staircase leading to a lofted area with a view of the sky.

A cozy cabin with a wooden interior, a bed, a desk, a television, and a small kitchen area.

A log cabin with a stone foundation, a wooden porch, and a number '3' sign.

7. Kozy Haven Log Cabin Rentals

Columbia

Christine

Rp1.722.229

Rp2.645.578 total

includes taxes & fees

24 Sept - 25 Sept

A large, two-story house with a prominent front porch, multiple chimneys, and a well-lit exterior.

A spacious kitchen with a brick fireplace, wooden beams, and a dining area with a floral chair.

A wooden deck with a white railing overlooking a river.

A cozy living room with a patterned sofa, a coffee table with flowers, a piano, and a staircase.

8. The Concetta De Bed & Breakfast

Burkesville

Michelle

Rp2.458.513

Rp2.710.141 total

includes taxes & fees

27 Sept - 28 Sept

A kitchen with wooden cabinets, a stainless steel refrigerator, a stone fireplace, and a leather sofa.

A two-story house with a front porch, a garage, and a metal roof.

A kitchen with wooden cabinets, a granite countertop, and a built-in island with seating.

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

Russell Springs

Rp2.038.776

Rp4.900.574 total

includes taxes & fees

24 Sept - 25 Sept

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Stay near popular Jamestown attractions

Lake Cumberland State Resort Park

9.2/10 (195 reviews)

Nestled along a 52,000-acre lake, this park offers premier fishing and boating in the Eastern US Relax at Lure Lodge after a day exploring scenic trails or enjoying the park's disc golf course.

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Lowgap Island

This serene island in Lake Cumberland offers four sheltered coves ideal for tent camping along its southern shore. Boaters appreciate the relatively flat banks for overnight stays. Bring all supplies.

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The Park at Jamestown Square

The Park at Jamestown Square offers a peaceful green space for locals seeking outdoor relaxation. Enjoy the well-maintained grounds and community atmosphere away from typical tourist crowds.

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Judicial Center Fountain Park

This small urban park features a fountain adjacent to Louisville's judicial buildings. A peaceful spot to take a break while exploring downtown's legal district.

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The Links Resort Golf Course

This championship golf course once featured 80 sand bunkers and four waterfalls across its challenging layout. The signature par-3 6th hole required a dramatic tee shot over a cascading waterfall to a two-tiered green.

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Learn more about Jamestown

Lake Cumberland's crystal waters invite boating and fishing just minutes from Jamestown's charming town square. Rent a pontoon at Jamestown Marina or explore nearby Wolf Creek Dam, where rangers offer tours of the massive hydroelectric project.

See all hotels in Jamestown

A sunset over a calm body of water with a bridge silhouetted against the sky.

Top Jamestown Hotel Reviews

Best Western Lake Cumberland Inn

8/10 Good

"Room was clean, breakfast was offered, location is close to things you would need for your stay."

Dale Hollow Lake State Resort Park

10/10 Excellent

"Beautiful view, good hot showers, comfortable beds, great food, and great hospitality"

Days Inn by Wyndham Columbia Kentucky

10/10 Excellent

"It’s good"

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"

Kozy Haven Log Cabin Rentals

10/10 Excellent

"Will 10/10 choose to stay here again. We absolutely loved the cabin. Loved the peacefulness and surroundings. We had the best stay here. Easy to make contact with owners if we had a question, and they responded immediately."

More cheap stays in Jamestown

Riverfront Lodge

305 Keen St Burkesville KY

Rp1.287.648

Rp1.419.453 total

24 Sept - 25 Sept

includes taxes & fees

7.2/10 Good! (280 reviews)

Days Inn by Wyndham Columbia Kentucky

710 Bomar Hts Columbia KY

Rp1.413.730

Rp1.603.453 total

11 Oct - 12 Oct

includes taxes & fees

8.2/10 Very good! (612 reviews)

Sleep Inn & Suites Columbia

350 Dohoney Trace Columbia KY

Rp1.783.929

Rp2.023.331 total

11 Oct - 12 Oct

includes taxes & fees

Timber Pointe Resort

2671 Kentucky 92 Jamestown KY

Rp2.061.846

Rp2.272.979 total

1 Oct - 2 Oct

includes taxes & fees

9.2/10 Wonderful! (50 reviews)

Best Western Lake Cumberland Inn

2030 E Highway 90 Monticello KY

Rp2.324.741

Rp2.562.794 total

27 Sept - 28 Sept

includes taxes & fees

8.8/10 Excellent! (400 reviews)

Baymont by Wyndham Albany

79 Soma Ln Albany KY

Rp2.485.876

Rp2.740.430 total

27 Sept - 28 Sept

includes taxes & fees

7.6/10 Good! (261 reviews)

Frequently asked questions

What's the best place for a stay in Jamestown?

Based on our traveller data, Timber Pointe Resort is one of the top choices for your stay. This hotel offers free parking and private balconies. Other good options for your visit to the area are Days Inn by Wyndham Columbia Kentucky and Dale Hollow Lake State Resort Park. See all available top hotels, or vacation rentals in Jamestown.

If I need to cancel my hotel reservation in Jamestown, will I receive a refund?

Yes! You'll find that most hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Jamestown.

What's the best dog-friendly accommodation option in Jamestown?

Lake Cumberland State Resort Park is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Jamestown.

What are some accommodation options with pools in Jamestown?

Timber Pointe Resort: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. View all hotels with pools in Jamestown.

What's it like to stay in Jamestown?

Visitors to Jamestown will definitely enjoy the lakeside setting and restaurants. Tourists can also enjoy the city's parks and golf courses. In Jamestown, there are 120 hotels and other accommodation options to choose from. Find out more about Jamestown.

What should I do while I'm visiting Jamestown?

Natural beauty is on display at Lake Cumberland State Resort Park, Wolf Creek National Fish Hatchery and Cumberland River. A couple of additional sights to add to your itinerary are Jamestown City Hall and Jamestown Marina. Take a look at what more there is to see and do in Expedia's Jamestown guide.

What's the weather like in Jamestown?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Jamestown is 1619 mm.

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Book Hotels in Jamestown on Expedia.com

Find hotels in Jamestown, KY from Rp1.419.453

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Jamestown

Check prices for these dates

Filter by

Star rating

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Our top choices for Jamestown hotels

1. Timber Pointe Resort

2. Sleep Inn & Suites Columbia

3. Best Western Lake Cumberland Inn

4. Days Inn by Wyndham Columbia Kentucky

5. Baymont by Wyndham Albany

6. Riverfront Lodge

7. Kozy Haven Log Cabin Rentals

8. The Concetta De Bed & Breakfast

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

Stay near popular Jamestown attractions

Lake Cumberland State Resort Park

Lowgap Island

The Park at Jamestown Square

Judicial Center Fountain Park

The Links Resort Golf Course

Learn more about Jamestown

Top Jamestown Hotel Reviews

Best Western Lake Cumberland Inn

Dale Hollow Lake State Resort Park

Days Inn by Wyndham Columbia Kentucky

Timber Pointe Resort

Kozy Haven Log Cabin Rentals

More cheap stays in Jamestown

Riverfront Lodge

Days Inn by Wyndham Columbia Kentucky

Sleep Inn & Suites Columbia

Timber Pointe Resort

Best Western Lake Cumberland Inn

Baymont by Wyndham Albany

Frequently asked questions

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