Tompkinsville Holiday Rentals

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Our top choices for Tompkinsville holiday rentals

10.0 out of 10, Exceptional, (3 reviews)
"Perfect stay! Great communication. Will stay here again when in the area. "
United States
Amy C.
The price is AU$570
includes taxes & fees
26 Jan - 27 Jan
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 reviews)
"Beautiful property enjoyed our stay "
United States
Ashley Y.
The price is AU$746
includes taxes & fees
22 Jan - 23 Jan
Enjoy the River Breeze

Holiday Home in Tompkinsville

Limestone Lakehouse At The Cove
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for a family. We rented this for family Christmas. Enough room for all to be comfortable. Every room was Decorated beautifully for Christmas. Each and everyone of us enjoyed this beautiful secluded home. Had a nice fire pit. The grandchildren went on the lake in a paddle boat. Life jackets were supplied. Host came by and checked on us to make sure we didn’t need anything else. Again I’ll say a perfect place and we will definitely do this again for our Christmas since the family...
United States
Connie O.
The price is AU$1,175
includes taxes & fees
23 Jan - 24 Jan
Limestone Lakehouse At The Cove
6.8 out of 10, (5 reviews)
"Done with ease, nice peaceful stay. Owner was absolutely awesome to work with! Amazing night "
United States
Megan
The price is AU$142
includes taxes & fees
22 Jan - 23 Jan
Campers Travelers Nurses.
The price is AU$298
includes taxes & fees
26 Jan - 27 Jan
The Cumberland Collective~Lady May~<4 miles lake/golf. Glamping on Dale Hollow
9.4 out of 10, Exceptional, (21 reviews)
"Excellent, super clean, the cabin was perfectly organized, a unique experience. I will visit again."
United States
Emma
The price is AU$215
includes taxes & fees
22 Jan - 23 Jan
Postcard Cabins Dale Hollow, Outdoor Collection by Marriott Bonvoy

Cabin in Glasgow

Glamping in the She Shed
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 AU$292
includes taxes & fees
22 Jan - 23 Jan
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 reviews)
"Amazing host…rooms are clean and comfortable… quiet road…nice little kitchenette…comfortable living room area…the privacy is unbelievable…thank you so much for a nice place to stay…we will be back…"
United States
Frances B.
The price is AU$224
includes taxes & fees
24 Jan - 25 Jan
2 Bedroom Scott Hollow Retreat
10.0 out of 10, Exceptional, (87 reviews)
"Great place to stay. Very clean and David was quick to respond with any questions we had. Will stay again. "
United States
Doug O.
The price is AU$305
includes taxes & fees
2 Feb - 3 Feb
Boating Mecca: Near Dale Hollow Lake & Golf!
10.0 out of 10, Exceptional, (1 review)
"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 AU$201
includes taxes & fees
22 Jan - 23 Jan
The Lodge Lake Retreat – Family-Friendly with Private River Access

Holiday Home in red boiling springs

The Barn Loft Studio Suite Barndominium
10.0 out of 10, Exceptional, (22 reviews)
"A great place to stay in an area with few options. This property is clean and is perfect for a quiet get away. With relatives in the area, it's a great choice to have a little quiet time. Also, loved the cows!"
United States
Tracey
The price is AU$208
includes taxes & fees
22 Jan - 23 Jan
The Barn Loft Studio Suite Barndominium
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 AU$292
includes taxes & fees
22 Jan - 23 Jan
HOLY MOLY looking for small family to spend time. Sleeps 5
9.8 out of 10, Exceptional, (29 reviews)
"Clean and such kind hosts! Peaceful place to visit."
United States
Gary &amp; Kim C.
The price is AU$221
includes taxes & fees
9 Feb - 10 Feb
Private tiny cabin- 10 minutes from Dale Hollow Lake!
10.0 out of 10, Exceptional, (15 reviews)
"Perfect getaway near Lake Cumberland"
United States
ANDREW G.
The price is AU$318
includes taxes & fees
27 Jan - 28 Jan
Newly renovated near Rowena, Grider and Wolf Creek Dam

Cabin in Glasgow

The Lillypad
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 AU$302
includes taxes & fees
22 Jan - 23 Jan
The Lillypad
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 AU$302
includes taxes & fees
22 Jan - 23 Jan
Glamping at Peace In The Valley
9.4 out of 10, Exceptional, (11 reviews)
"Perfect escape. I will definitely be back! "
United States
Alexander W.
The price is AU$257
includes taxes & fees
2 Feb - 3 Feb
Country Cottage on the farm, peaceful, stars and fireflies! Sleeps 4!

Holiday Home in Glasgow

Glamping in the Man cave
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 AU$292
includes taxes & fees
2 Feb - 3 Feb
Glamping in the Man cave
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"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 AU$328
includes taxes & fees
23 Jan - 24 Jan
2-bedroom house with putting green in Celina
10.0 out of 10, Exceptional, (1 review)
"Beautiful,, clean, accomadating and friendly. Great place to relax after hours of driving. They have a very sweet dog and we are looking forward to breakfast before we get on our way."
United States
Mahina P.
The price is AU$268
includes taxes & fees
25 Jan - 26 Jan
NEW LISTING! Dickinson Room by Main Street Bed & Breakfast
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, 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 favourite 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 depend 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 AU$215 per night. Entering your travel dates in the search wizard might find you 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?

Luxury Lake House w/ DOCK. DIRECT LAKE ACCESS/Tennis/PICKLEBALL/Basketball Court: This holiday home rental outside of Tompkinsville is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Tompkinsville?

Choose from 5 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.