Holiday Rentals in Tompkinsville

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Our top choices for Tompkinsville holiday rentals

10.0 out of 10, Exceptional, (3)
"Perfect stay! Great communication. Will stay here again when in the area. "
United States
Amy C.
Spacious 4-bedroom and 2-bath house with HVAC and Wi-Fi in Tompkinsville, KY.

Holiday Home in Tompkinsville

Enjoy the River Breeze
10.0 out of 10, Exceptional, (66)
"Overall enjoyed the experience, was very clean and cozy and if I had any issues was very quick with helping! "
United States
Kali M.
Enjoy the River Breeze
6.8 out of 10, (5)
"Done with ease, nice peaceful stay. Owner was absolutely awesome to work with! Amazing night "
United States
Megan
Campers Travelers Nurses.
2.0 star property
The price is €165
includes taxes & fees
5 Jan - 6 Jan 2026
~Lady May~Glamping on DaleHollow<4 miles lake/golf
10.0 out of 10, Exceptional, (15)
"Perfect getaway near Lake Cumberland"
United States
ANDREW G.
The price is €184
includes taxes & fees
28 Dec - 29 Dec
Newly renovated near Rowena, Grider and Wolf Creek Dam
9.4 out of 10, Exceptional, (18)
"Great stay "
United States
Angelina
The price is €123
includes taxes & fees
28 Dec - 29 Dec
Postcard Cabins Dale Hollow, Outdoor Collection by Marriott Bonvoy
10.0 out of 10, Exceptional, (1)
"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 €177
includes taxes & fees
29 Dec - 30 Dec
Glamping at Peace In The Valley
9.8 out of 10, Exceptional, (29)
"Clean and such kind hosts! Peaceful place to visit."
United States
Gary &amp; Kim C.
Private tiny cabin- 10 minutes from Dale Hollow Lake!

Holiday Home in red boiling springs

The Barn Loft Studio Suite Barndominium
10.0 out of 10, Exceptional, (20)
"Great stay. Great accommodations."
United States
Courtney D.
The price is €129
includes taxes & fees
26 Jan - 27 Jan 2026
The Barn Loft Studio Suite Barndominium
10.0 out of 10, Exceptional, (1)
"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 €172
includes taxes & fees
29 Dec - 30 Dec
HOLY MOLY looking for small family to spend time. Sleeps 5
8.0 out of 10, Very good, (4)
"Great affordable place to stay. Would recommend. "
United States
Megan A.
The price is €141
includes taxes & fees
28 Dec - 29 Dec
Cozy 12x24’ big charm small house on 350 acre grain beef farm near Mammoth Cave!
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay and are very grateful to Mattie for how accommodating and thoughtful she was. She responded quickly anytime we had a question, and when I asked about accessibility for my handicapped friend, she kindly checked the door widths and made sure the space would work for us. She truly went above and beyond to help make our stay comfortable and smooth.The home worked very well for my friend who uses a wheelchair, which made our stay stress-free. Everything we needed was provided,...
United States
Melissa W.
The price is €164
includes taxes & fees
9 Jan - 10 Jan 2026
2-bedroom house with putting green in Celina

Cabin in Glasgow

The Lillypad
10.0 out of 10, Exceptional, (16)
"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 €177
includes taxes & fees
29 Dec - 30 Dec
The Lillypad
10.0 out of 10, Exceptional, (117)
"Beautiful place to stay. Very private and quiet. "
United States
Sandy H.
The price is €204
includes taxes & fees
28 Dec - 29 Dec
Talley's Cabins By Dale Hollow Lake.. Right Where You Want To Be!

Cabin in Glasgow

Glamping in the She Shed
9.8 out of 10, Exceptional, (17)
"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 €173
includes taxes & fees
1 Jan - 2 Jan 2026
Glamping in the She Shed

Holiday Home in Celina

2 Bedroom Scott Hollow Retreat
2.0 star property
10.0 out of 10, Exceptional, (9)
" Very clean and communication with manager was excellent."
United States
Roger
The price is €131
includes taxes & fees
27 Jan - 28 Jan 2026
2 Bedroom Scott Hollow Retreat
10.0 out of 10, Exceptional, (6)
"Cute and cozy little place! The bathhouse was a different experience "
United States
Caitlin L.
The EH Frame with Tree Pod in the woods!
10.0 out of 10, Exceptional, (87)
"It’s so nice and clean and convenient that we will be back! "
United States
Kim M.
The price is €152
includes taxes & fees
4 Jan - 5 Jan 2026
Boating Mecca: Near Dale Hollow Lake & Golf!

Holiday Home in Celina

Quaint cottage by the Lake
9.8 out of 10, Exceptional, (149)
"Cute little cottage perfect for a family vacation. "
United States
Marta M.
The price is €222
includes taxes & fees
28 Dec - 29 Dec
Quaint cottage by the Lake
10.0 out of 10, Exceptional, (1)
"Th place was extremely clean, check in was simple and easy, the listing was exactly as described. The sheets on the bed were amazing and the beds were comfortable "
United States
Dillon R.
The price is €158
includes taxes & fees
30 Dec - 31 Dec
The Lodge Lake Retreat – Family-Friendly with Private River Access
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

Find out more about Tompkinsville

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

Tompkinsville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Tompkinsville. 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 Tompkinsville 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 Tompkinsville holiday rentals we have selected for you start as low as €123 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Tompkinsville rentals

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

Frequently asked questions

Are there holiday rentals in Tompkinsville?

Yes, there are holiday rentals close to the most popular sights in Tompkinsville, or you can select a more secluded option if you're looking for a relaxing stay. Tompkinsville is known for its parks.

What are some of the best holiday rentals that Tompkinsville has to offer?

Quaint cottage by the Lake: This holiday home rental outside of Tompkinsville is located on a lake, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Tompkinsville?

Choose from 4 Expedia holiday rentals in Tompkinsville for a memorable holiday.

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 holiday rentals like in Tompkinsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Tompkinsville. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for a family getaway.