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Tompkinsville Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Tompkinsville vacation rentals

A room with a bunk bed, a wooden table, and a potted plant.

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 CA $195
CA $367 total
includes taxes & fees
Oct 21 - Oct 22
Near Dale Hollow Lake! Updated 'cozy Corner' Home
A two-story building with a front porch and a small attached garage.

2. 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 CA $140
CA $378 total
includes taxes & fees
Oct 25 - Oct 26
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.

3. 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 CA $356
CA $715 total
includes taxes & fees
Oct 21 - Oct 22
Enjoy the River Breeze
A covered outdoor deck with wooden railings, a central heater, and seating areas.

4. Limestone Lakehouse At The Cove

Limestone Lakehouse At The Cove
Tompkinsville
10.0 out of 10, Exceptional, (8 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 CA $705
CA $1,155 total
includes taxes & fees
Oct 23 - Oct 24
Limestone Lakehouse At The Cove
A cabin with a large window, surrounded by trees.

5. 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, (47 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 CA $131
CA $211 total
includes taxes & fees
Nov 18 - Nov 19
Postcard Cabins Dale Hollow Lake, Outdoor Collection by Marriott Bonvoy
A covered outdoor seating area with wicker furniture and a wooden table.

6. 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 CA $106
CA $218 total
includes taxes & fees
Nov 15 - Nov 16
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.

7. The Barn Loft Studio Suite Barndominium

The Barn Loft Studio Suite Barndominium
red boiling springs
10.0 out of 10, Exceptional, (31 reviews)
"Great stay, loved the cows! "
United States
Alix R.
The price is CA $113
CA $195 total
includes taxes & fees
Oct 21 - Oct 22
The Barn Loft Studio Suite Barndominium
A modern kitchen with white cabinets, a stainless steel sink, and a dining area with a wooden table and green chairs.

8. 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 CA $148
CA $241 total
includes taxes & fees
Oct 21 - Oct 22
Newly renovated 1-bedroom apartment in pleasant Gamaliel
A bedroom with a wooden floor, a bed with white and blue bedding, a blue bench, a ceiling fan, and a window with curtains.

9. 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 CA $155
CA $323 total
includes taxes & fees
Oct 21 - Oct 22
The Gatehouse, 2-bedroom house in charming Gamaliel with WiFi, AC, pet friendly.
A campfire with logs arranged in a teepee shape, surrounded by outdoor furniture including a chair and a small table.

10. 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 CA $126
CA $292 total
includes taxes & fees
Oct 28 - Oct 29
Glamping in the She Shed
A cozy room with a loft bed, a desk, a ladder, and a window with a view of a house.

11. 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 CA $126
CA $288 total
includes taxes & fees
Oct 26 - Oct 27
Glamping at Peace In The Valley
A wooden deck with two Adirondack chairs and a lantern, surrounded by trees.

12. 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 CA $141
CA $202 total
includes taxes & fees
Oct 28 - Oct 29
The EH Frame with Tree Pod in the woods!
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 CA $126
CA $288 total
includes taxes & fees
Oct 21 - Oct 22
HOLY MOLY looking for small family to spend time. Sleeps 5
A campfire with a wooden table in the center, surrounded by seating and a building labeled "The Wood Shed".

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 CA $126
CA $292 total
includes taxes & fees
Oct 28 - Oct 29
Glamping in the Man cave
A cozy living area with a wicker sofa, two pillows with bee-themed designs, a small glass table, and a pet dog.

15. 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 CA $126
CA $295 total
includes taxes & fees
Oct 28 - Oct 29
The Lillypad
A picnic area with a table and benches, surrounded by trees and a lake.

16. 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 CA $120
CA $284 total
includes taxes & fees
Nov 6 - Nov 7
Quaint cottage by the Lake
Private kitchen

17. 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 CA $189
CA $208 total
includes taxes & fees
Oct 26 - Oct 27
Greer Room 1 Bedroom by Main Street Bed & Breakfast
A rustic cabin interior with a wooden staircase, a dining area, and a cozy seating space.

18. 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 CA $208
CA $442 total
includes taxes & fees
Oct 22 - Oct 23
Charming Cabin in the Woods
A covered outdoor area with a camper, a staircase, and outdoor seating.

19. 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 CA $81
CA $316 total
includes taxes & fees
Nov 3 - Nov 4
NEW listing!~Lady May~<4 miles lake/golf DHL state park. Glamping on Dale Hollow
A wooden deck with a small tree and a planter, a cornfield in the background, and a clear blue sky.

20. Cozy 12x24’ big charm small house on a quiet grain & cattle farm in the country!

Cozy 12x24’ big charm small house on a quiet grain & cattle farm in the country!
Horse Cave
9.0 out of 10, Wonderful, (7 reviews)
"Grass was cut house was clean and very little traffic our kinda place"
United States
john
The price is CA $114
CA $228 total
includes taxes & fees
Oct 21 - Oct 22
Cozy 12x24’ big charm small house on a quiet grain & cattle farm in the country!
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 Tompkinsville Hotel Reviews

Lakeside 3 bedroom chalet with hot tub!!

Lakeside 3 bedroom chalet with hot tub!!

10/10 Excellent
"One of the best things is how peaceful it is."
Regina H. 5-night trip
Posted 4 hours ago
Lakeside 3 bedroom chalet with hot tub!!

Find out more about Tompkinsville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Tompkinsville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Tompkinsville?

Yes, we have vacation rentals close to well known sights in Tompkinsville, or you can go with a more secluded option if you'd like a relaxing place to stay. Tompkinsville is known for its parks.

What are some of the best vacation rentals in Tompkinsville?

Custom Cabin w/ 12 Acres on Dale Hollow Lake!: You might want to consider this vacation home rental near Tompkinsville, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with an arcade game room and a hot tub.

How many vacation rentals will I find in Tompkinsville?

Choose from 7 Expedia vacation rentals in Tompkinsville for a memorable vacation.

What can I see and do in Tompkinsville?

Cumberland River and City Park Lake are a couple of lovely local spots to get outside and enjoy nature. While here, William B Harlan Memorial Library and Monroe County Historical Society Museum are other places worth a visit.

What are vacation rentals like in Tompkinsville?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Tompkinsville. Vacation rentals feature extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a small group gathering.