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Holiday Rentals in Monroe County

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Our top choices for Monroe County holiday rentals

A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and chairs.

1. Near Dale Hollow Lake! Updated 'cozy Corner' Home

Near Dale Hollow Lake! Updated 'cozy Corner' Home
3.0 star property
Tompkinsville
The price is €227
includes taxes & fees
27 Sept - 28 Sept
Near Dale Hollow Lake! Updated 'cozy Corner' Home
A wooden deck with two Adirondack chairs and a lantern, surrounded by trees.

2. The EH Frame with Tree Pod in the woods!

The EH Frame with Tree Pod in the woods!
Fountain Run
9.8 out of 10, Exceptional, (9 reviews)
"Had a great stay here. The place was clean, comfortable, and well maintained. Staff was friendly and helpful throughout my visit, and the overall atmosphere was relaxing and welcoming. Everything was smooth from check-in to check-out. Would definitely stay here again and recommend it to others."
United States
James V.
The price is €129
includes taxes & fees
30 Sept - 1 Oct
The EH Frame with Tree Pod in the woods!
A bedroom with a wooden floor, a bed with white and blue bedding, a blue bench, a ceiling fan, and a window with curtains.

3. The Gatehouse, 2-bedroom house in charming Gamaliel with WiFi, AC, pet friendly.

The Gatehouse, 2-bedroom house in charming Gamaliel with WiFi, AC, pet friendly.
Gamaliel
10.0 out of 10, Exceptional, (5 reviews)
"This was my second stay everything was as it should be clean and convertible. "
United States
Ed K.
The price is €201
includes taxes & fees
23 Oct - 24 Oct
The Gatehouse, 2-bedroom house in charming Gamaliel with WiFi, AC, pet friendly.
A rustic cabin interior with a wooden staircase, a dining area, and a cozy seating space.

4. Charming Cabin in the Woods

Charming Cabin in the Woods
Fountain Run
10.0 out of 10, Exceptional, (3 reviews)
"Great place, secluded country spot, nice upgrades inside, super clean, and exactly as described. Would definitely stay again!"
United States
David S.
The price is €264
includes taxes & fees
30 Sept - 1 Oct
Charming Cabin in the Woods
A modern kitchen with white cabinets, a stainless steel sink, and a dining area with a wooden table and green chairs.

5. Newly renovated 1-bedroom apartment in pleasant Gamaliel

Newly renovated 1-bedroom apartment in pleasant Gamaliel
Gamaliel
The price is €144
includes taxes & fees
1 Oct - 2 Oct
Newly renovated 1-bedroom apartment in pleasant Gamaliel
A compact kitchen with a microwave, oven, and a small dining area with chairs.

6. Near Dale Hollow Lake! Updated 'Cozy Corner' Home

Near Dale Hollow Lake! Updated 'Cozy Corner' Home
Tompkinsville
The price is €239
includes taxes & fees
27 Sept - 28 Sept
Near Dale Hollow Lake! Updated 'Cozy Corner' Home
A wooden interior with a central walkway, rustic decor, and a dining area with tables and chairs.

7. Enjoy the River Breeze

Enjoy the River Breeze
Tompkinsville
10.0 out of 10, Exceptional, (71 reviews)
"Beautiful property enjoyed our stay "
United States
Ashley Y.
The price is €442
includes taxes & fees
25 Sept - 26 Sept
Enjoy the River Breeze
A living room with two leather armchairs, a wooden side table with a lamp, a framed picture on the wall, and a wooden staircase in the background.

8. Spacious 4-bedroom and 2-bath house with HVAC and Wi-Fi in Tompkinsville, KY.

Spacious 4-bedroom and 2-bath house with HVAC and Wi-Fi in Tompkinsville, KY.
Tompkinsville
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay with a few friends. Great location and very spacious."
United States
Keenan B.
The price is €365
includes taxes & fees
30 Sept - 1 Oct
Spacious 4-bedroom and 2-bath house with HVAC and Wi-Fi in Tompkinsville, KY.
A covered outdoor deck with wooden railings, a central heater, and seating areas.

9. Limestone Lakehouse At The Cove

Limestone Lakehouse At The Cove
Tompkinsville
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful place to stay. We thoroughly enjoyed our stay. We came to stay because we had to attend a funeral and the owner was very gracious. We actually are planning to possibly come back again with our families. The pictures actually don't do it enough to justice. Very beautiful home and property! Thank you so much!"
United States
greg o.
The price is €713
includes taxes & fees
25 Sept - 26 Sept
Limestone Lakehouse At The Cove
A cabin with a large window, surrounded by trees.

10. Postcard Cabins Dale Hollow Lake, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Dale Hollow Lake, Outdoor Collection by Marriott Bonvoy
2.5 star property
Celina
9.6 out of 10, Exceptional, (41 reviews)
"Amazing 2nd time there and nice time with family and making memories"
United States
Josue
The price is €135
includes taxes & fees
8 Oct - 9 Oct
Postcard Cabins Dale Hollow Lake, Outdoor Collection by Marriott Bonvoy
A covered outdoor seating area with wicker furniture and a wooden table.

11. Private tiny cabin- 15 minutes from Dale Hollow Lake!

Private tiny cabin- 15 minutes from Dale Hollow Lake!
Celina
10.0 out of 10, Exceptional, (43 reviews)
"Cool , relaxing get away. Friendly animals and great host Very clean and quiet"
United States
scott
The price is €145
includes taxes & fees
28 Sept - 29 Sept
Private tiny cabin- 15 minutes from Dale Hollow Lake!
A dining area with a round table, white chairs, a buffet counter with glassware, and a ceiling fan.

12. The Barn Loft Studio Suite Barndominium

The Barn Loft Studio Suite Barndominium
red boiling springs
10.0 out of 10, Exceptional, (30 reviews)
"Great stay, loved the cows! "
United States
Alix R.
The price is €125
includes taxes & fees
25 Sept - 26 Sept
The Barn Loft Studio Suite Barndominium
A campfire with logs arranged in a teepee shape, surrounded by outdoor furniture including a chair and a small table.

13. Glamping in the She Shed

Glamping in the She Shed
Glasgow
9.8 out of 10, Exceptional, (17 reviews)
"The She Shed was great. Cozy little spot. Stayed for three nights and slept great. The hosts we're awesome: helpful and hospitable. The cabin was stocked well enough that we could cook a little breakfast in the morning and head off to Mammoth Cave for some hiking during the day. Really happy I found this spot. Glamping is where it's at."
United States
Andrew
The price is €183
includes taxes & fees
28 Sept - 29 Sept
Glamping in the She Shed

14. Greer Room 1 Bedroom by Main Street Bed & Breakfast

Greer Room 1 Bedroom by Main Street Bed & Breakfast
3.0 star property
Glasgow
10.0 out of 10, Exceptional, (2 reviews)
"2nd time we stayed there. Cherie is a great host! Lovely place!"
United States
Carol
The price is €133
includes taxes & fees
29 Sept - 30 Sept
Greer Room 1 Bedroom by Main Street Bed & Breakfast
A wooden structure with a blue door, a porch, and a small garden area.

15. HOLY MOLY looking for small family to spend time. Sleeps 5

HOLY MOLY looking for small family to spend time. Sleeps 5
Glasgow
10.0 out of 10, Exceptional, (1 review)
"It was perfect! The cabins are all really cute, i slept great. Peggy was awesome, i wish we could’ve stayed longer. The property around it was beautiful as well."
United States
Lisa H.
The price is €186
includes taxes & fees
28 Sept - 29 Sept
HOLY MOLY looking for small family to spend time. Sleeps 5
A cozy room with a loft bed, a desk, a ladder, and a window with a view of a house.

16. Glamping at Peace In The Valley

Glamping at Peace In The Valley
Glasgow
10.0 out of 10, Exceptional, (1 review)
The price is €183
includes taxes & fees
28 Sept - 29 Sept
Glamping at Peace In The Valley
A cozy living room with a wicker sofa, two pillows with 'Bee happy' text, a glass coffee table, and a small dog.

17. The Lillypad

The Lillypad
Glasgow
10.0 out of 10, Exceptional, (16 reviews)
"The host was super nice we were checking in really late and she made sure everything was good to go for us after our long trip."
United States
Chelcee S.
The price is €184
includes taxes & fees
28 Sept - 29 Sept
The Lillypad
A campfire with a wooden table in the center, surrounded by seating and a building labeled "The Wood Shed".

18. Glamping in the Man cave

Glamping in the Man cave
Glasgow
10.0 out of 10, Exceptional, (9 reviews)
"Peggy is a wonderful lady that has created a family friendly escape from the norm. We loved our visit and will be returning soon"
United States
Larissa H.
The price is €185
includes taxes & fees
28 Sept - 29 Sept
Glamping in the Man cave
A compact kitchen with a black stove, white cabinets, a refrigerator, and a coffee maker.

19. Newly renovated near Rowena, Grider and Wolf Creek Dam

Newly renovated near Rowena, Grider and Wolf Creek Dam
Albany
9.4 out of 10, Exceptional, (32 reviews)
"The place offered everything we needed for 3 days stay."
United States
Jasmin B.
The price is €179
includes taxes & fees
26 Sept - 27 Sept
Newly renovated near Rowena, Grider and Wolf Creek Dam
A covered outdoor area with a camper, a staircase, and outdoor seating.

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

NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow
Burkesville
10.0 out of 10, Exceptional, (1 review)
"Clean"
United States
Carson D.
The price is €200
includes taxes & fees
28 Sept - 29 Sept
NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monroe County Hotel Reviews

Dale Hollow Lake State Resort Park

Dale Hollow Lake State Resort Park

10/10 Excellent
"Beautiful view, good hot showers, comfortable beds, great food, and great hospitality"
April 3-night trip
Posted 3 days ago
Dale Hollow Lake State Resort Park

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Holiday Homes in Monroe County

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