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Holiday Rentals in Monroe County

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Top cities in Monroe County

A river winding through a dense forest with misty mountains in the background.
Vacation Rentals

Tompkinsville

Tompkinsville

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Monroe County holiday rentals

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a sliding door.

1. Newly renovated 1-bedroom apartment in pleasant Gamaliel

Newly renovated 1-bedroom apartment in pleasant Gamaliel
Gamaliel
10.0 out of 10, Exceptional, (1 review)
"Very clean and tastefully decorated property in a quiet little town with local antique shops, BBQs and the best food around @The Eating Table. The kitchen is stocked with all the necessary cooking and eating utensils if you want to remain inside or are on a budget. The bed and linens were comfortable and clean as well as the rest of the furniture. There was Wi-Fi and Tv in the room as well. The host was wonderful! The best nights rest I have ever had away from home!"
United States
Gary G.
The price is €148
includes taxes & fees
10 Nov - 11 Nov
Newly renovated 1-bedroom apartment in pleasant Gamaliel
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)
"A beautiful property. Very Serene a wonderful glamping experience!"
United States
Shannon D.
The price is €123
includes taxes & fees
15 Nov - 16 Nov
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 €197
includes taxes & fees
21 Nov - 22 Nov
The Gatehouse, 2-bedroom house in charming Gamaliel with WiFi, AC, pet friendly.
A modern living room with a grey leather sofa, a wooden coffee table, and a TV on a white cabinet.

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

Near Dale Hollow Lake! Updated 'cozy Corner' Home
3.0 star property
Tompkinsville
The price is €233
includes taxes & fees
10 Nov - 11 Nov
Near Dale Hollow Lake! Updated 'cozy Corner' Home
A rustic cabin interior with a wooden staircase, a dining area, and a cozy seating space.

5. Charming Cabin in the Woods

Charming Cabin in the Woods
Fountain Run
10.0 out of 10, Exceptional, (5 reviews)
"Great stay but no tvs"
United States
Brandilee C.
The price is €226
includes taxes & fees
11 Nov - 12 Nov
Charming Cabin in the Woods
A living room with a sectional sofa, a chair, a small table, and a lamp. There are windows with blinds, a door with a curtain, and a ceiling light.

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

Near Dale Hollow Lake! Updated 'Cozy Corner' Home
Tompkinsville
10.0 out of 10, Exceptional, (1 review)
The price is €225
includes taxes & fees
22 Nov - 23 Nov
Near Dale Hollow Lake! Updated 'Cozy Corner' Home
A covered outdoor deck with wooden railings, a central heater, and seating areas.

7. Limestone Lakehouse At The Cove

Limestone Lakehouse At The Cove
Tompkinsville
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful home! Very spacious and beautifully decorated. There were lots of spaces to sleep & hang out. Owners are so kind & were so ready to help make our stay perfect. And it was!"
United States
Erin M.
The price is €710
includes taxes & fees
9 Dec - 10 Dec
Limestone Lakehouse At The Cove
A patio with outdoor furniture, a lamp, and a view of a grassy field and trees.

8. Charming 5-bedroom farmhouse with WiFi, AC in serene Fountain Run

Charming 5-bedroom farmhouse with WiFi, AC in serene Fountain Run
Fountain Run
10.0 out of 10, Exceptional, (8 reviews)
"Great location, amazing host. Definitely would recommend"
United States
Fabrizio G.
The price is €332
includes taxes & fees
16 Nov - 17 Nov
Charming 5-bedroom farmhouse with WiFi, AC in serene Fountain Run
A cabin with a large window, surrounded by trees.

9. 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, (50 reviews)
"Staying at Postcard Cabins @Dale Hollow was the Absolute best place to stay. Everything was perfect peaceful,clean and a great place to Regroup from everyday life. Definitely will be returning."
United States
Nesha
The price is €125
includes taxes & fees
8 Dec - 9 Dec
Postcard Cabins Dale Hollow Lake, Outdoor Collection by Marriott Bonvoy
A covered outdoor seating area with wicker furniture and a wooden table.

10. 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, (46 reviews)
"Nice and cozy. Had some basic essentials and was a great place to stay on our yard sale trip"
United States
Laura
The price is €121
includes taxes & fees
10 Nov - 11 Nov
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.

11. The Barn Loft Studio Suite Barndominium

The Barn Loft Studio Suite Barndominium
red boiling springs
10.0 out of 10, Exceptional, (33 reviews)
"Great stay, loved the cows! "
United States
Alix R.
The price is €119
includes taxes & fees
11 Nov - 12 Nov
The Barn Loft Studio Suite Barndominium
A cozy attic bedroom with a bunk bed, a desk, a chair, and a large stuffed toy.

12. 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 €179
includes taxes & fees
10 Nov - 11 Nov
Glamping in the She Shed
A wooden structure with a blue door, a porch, and a small garden area.

13. 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 €177
includes taxes & fees
7 Dec - 8 Dec
HOLY MOLY looking for small family to spend time. Sleeps 5
A rustic log cabin with a metal table and chairs, a welcome sign, and a "Stay a While" sign.

14. 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 €177
includes taxes & fees
8 Dec - 9 Dec
Glamping in the Man cave
A cozy room with a loft bed, a desk, a ladder, and a window with a view of a house.

15. Glamping at Peace In The Valley

Glamping at Peace In The Valley
Glasgow
10.0 out of 10, Exceptional, (1 review)
"Peggy was very gracious and kind. The SheShed was charming as could be, and my kids loved the ammenities on the property."
United States
Ruth F.
The price is €179
includes taxes & fees
10 Nov - 11 Nov
Glamping at Peace In The Valley
A cozy living area with a wicker sofa, two pillows with bee-themed designs, a small glass table, and a pet dog.

16. 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 €179
includes taxes & fees
7 Dec - 8 Dec
The Lillypad
A covered porch with white columns, outdoor seating, and potted plants.

17. Quaint cottage by the Lake

Quaint cottage by the Lake
Celina
9.8 out of 10, Exceptional, (174 reviews)
"Very enjoyable stay"
United States
John D.
The price is €189
includes taxes & fees
18 Nov - 19 Nov
Quaint cottage by the Lake
Private kitchen

18. 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 €136
includes taxes & fees
10 Nov - 11 Nov
Greer Room 1 Bedroom by Main Street Bed & Breakfast
A cabin interior with a dining area, a sofa, and a ceiling fan.

19. Cozy Cabin steps from Horse Creek Marina — Dale Hollow Boater’s Escape.

Cozy Cabin steps from Horse Creek Marina — Dale Hollow Boater’s Escape.
Celina
9.4 out of 10, Exceptional, (3 reviews)
"Pet-centric cabin in a beautiful location! The lake and marina were wonderful! We were there for the State Park, which was also phenomenal, but the lake was a bonus!"
United States
Thaylen L.
The price is €223
includes taxes & fees
10 Nov - 11 Nov
Cozy Cabin steps from Horse Creek Marina — Dale Hollow Boater’s Escape.
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, (2 reviews)
"Clean"
United States
Carson D.
The price is €206
includes taxes & fees
11 Nov - 12 Nov
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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Find holiday rentals that suit your style

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Find out more about Monroe County

Everything you need to know about Monroe County 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 Monroe County 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 Monroe County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Monroe County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monroe County. 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 Monroe County 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 Monroe County holiday rentals we have selected for you start as low as €119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Monroe County rentals

At Expedia, we put the best Monroe County 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 Monroe County 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 Monroe County 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 Monroe County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.