Lake Cumberland Vacation Rentals from ￥40,451: Search Short-Term Rentals

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Our top choices for Lake Cumberland vacation rentals

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

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

Jamestown

Joleen

￥56,628 total

includes taxes & fees

Sep 28 - Sep 29

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

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

Jamestown

Emily W.

￥60,858 total

includes taxes & fees

Sep 27 - Sep 28

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

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

Jamestown

Lena R.

￥74,210 total

includes taxes & fees

Sep 27 - Sep 28

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

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

Jamestown

Rachael B.

￥101,257 total

includes taxes & fees

Sep 28 - Sep 29

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.

￥58,431 total

includes taxes & fees

Sep 27 - Sep 28

A wooden deck with a railing overlooking a forested area.

6. New Rustic Home Near State Dock

Jamestown

Ashley D.

￥52,361 total

includes taxes & fees

Sep 27 - Sep 28

A marina with boats docked, a pier extending into the water, and a building with a blue roof in the background.

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

Jamestown

Amber R.

￥73,862 total

includes taxes & fees

Oct 4 - Oct 5

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island with bar stools.

8. Lakeside Escape - Charming home centrally located on Lake Cumberland

Monticello

michelle d.

￥40,451 total

includes taxes & fees

Sep 27 - Sep 28

A white house with a porch and a staircase.

9. Restful Rustic Farmhouse on Lake Cumberland

Jamestown

Grant A.

￥117,208 total

includes taxes & fees

Sep 28 - Sep 29

A kitchen with a stainless steel refrigerator, a coffee maker, and a trash bin.

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

Nancy

Joey A.

￥27,825 total

includes taxes & fees

Sep 29 - Sep 30

A serene landscape with a pond, trees, and a building in the background.

11. Lake Cumberland Pond View

Russell Springs

Kevin K.

￥60,946 total

includes taxes & fees

Sep 29 - Sep 30

A covered outdoor deck with a table and chairs, surrounded by a wooden railing, overlooking a grassy area with trees.

12. Lake Cumberland Cabin

Bronston

Trisha E.

￥42,878 total

includes taxes & fees

Sep 27 - Sep 28

A modern kitchen with white cabinets, a central island, and a view of the outdoors through large windows.

13. White Oak Cottage - Resort Pool, Boat Slip

Burnside

steve S.

￥68,000 total

includes taxes & fees

Oct 1 - Oct 2

A spacious living room with a fireplace, a large sofa, a coffee table, and a ceiling fan.

14. 5-bedroom vacation home with private slip, just 10 minutes from the marina

Somerset

Melissa W.

￥157,955 total

includes taxes & fees

Sep 27 - Sep 28

A spacious living room with a sofa, blue armchairs, and a coffee table. There is a kitchen area with wooden cabinets and a dining table.

15. Frank's Bird House

Pulaski County

"I can't say enough great things about Frank's Bird house!! It was perfect for my husband and I and a family gathering. Plenty of room, the place was immaculate clean and just stunning. Our nieces and nephew loved the downstairs area with the pool table and theater system for some movies with the family! Saw lightning bugs and deer. We have a disabled family member and the top floor worked perfect with a covered porch on the front and beautiful views from 2 back balconies with sliding glass...

brandy m.

￥74,378 total

includes taxes & fees

Oct 27 - Oct 28

A covered outdoor area with a camper, a staircase, and outdoor seating.

16. NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow

Burkesville

Carson D.

￥35,259 total

includes taxes & fees

Sep 28 - Sep 29

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

17. Kozy Haven Log Cabin Rentals

Columbia

Christine

￥23,266 total

includes taxes & fees

Sep 29 - Sep 30

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

18. New Near Jamestown Dock - A

Jamestown

Jennifer

￥32,077 total

includes taxes & fees

Sep 27 - Sep 28

A cozy living room with a sofa, coffee table, and a painting on the wall.

19. The Cozy Cabell Cottage

Monticello

tim w.

￥29,737 total

includes taxes & fees

Sep 27 - Sep 28

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

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

Jamestown

Donald S.

￥28,540 total

includes taxes & fees

Sep 27 - Sep 28

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Top Lake Cumberland Hotel Reviews

Little blue house on the lake

10/10 Excellent

"We loved our stay and will stay again"

Cumberland Falls State Resort Park

8/10 Good

"Air conditioning was great! Room had fridge/ microwave, full bathroom and TV. Room had plates, silverware and glasses. The grocery on site had very minimal items, no food. The Moonbow Cafe was more of a snack stand, again very limited for food items. Nearest place for food is 20 minutes away, so plan accordingly. Falls area has picnic tables and truck that sells funnel cakes. Visitors center is informative and gift shop has a lot of nice items."

4 Bedrooms, Heated Private pool, hot tub, Game room, and Water Front View!

10/10 Excellent

"My family of six spent 3 nights at this delightful house, 4 bedrooms (2 upstairs are very large), well stocked kitchen, comfortable sectional sofa made watching a movie easy. Very much enjoyed the lake view and the pool. Did S'mores in the firepit in spite of 90 temp!! we rented a tritoon at Burnside marina and had a great day on the lake swimming and tubing. Used the grill and took advantage of the deck. Games in the basement and hot tub were enjoyed too. House is large so we had plenty of room to spread out. Clean and nice bathroom towels. Easy communication with David. Highly recommend. I hope we return. We also loved the round dining room table, Made dinners fun!!"

6 Bedroom home, heated private pool, person Hot tub, Waterfront Views, and more

10/10 Excellent

"We had an absolutely wonderful stay! The house was beautiful, comfortable, and had the most gorgeous lakefront views. We especially loved relaxing by the fire pit and enjoying the pool. It was the perfect place to unwind and make memories. The host was incredibly communicative, helpful, and accommodating for our stay, which made everything so easy and enjoyable. We couldn’t have asked for a better experience and would absolutely love to stay here again!"

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

8/10 Good

"House was spacious and had plenty of room for everyone. Unfortunately, the weather was too hot to enjoy the balcony and it had just stormed so the chairs were a little dirty, but the view was excellent. Great communication with the host. Easy to find and it was close to several restaurants and stores if you forgot amenities. Not overly detailed requirements to check out, which was appreciated."

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"

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Check prices for these dates

Our top choices for Lake Cumberland vacation rentals

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

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

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

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

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

6. New Rustic Home Near State Dock

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

8. Lakeside Escape - Charming home centrally located on Lake Cumberland

9. Restful Rustic Farmhouse on Lake Cumberland

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

11. Lake Cumberland Pond View

12. Lake Cumberland Cabin

13. White Oak Cottage - Resort Pool, Boat Slip

14. 5-bedroom vacation home with private slip, just 10 minutes from the marina

15. Frank's Bird House

16. NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow

17. Kozy Haven Log Cabin Rentals

18. New Near Jamestown Dock - A

19. The Cozy Cabell Cottage

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

Find vacation rentals that suit your style

Top Lake Cumberland Hotel Reviews

Little blue house on the lake

Find out more about Lake Cumberland

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