Tompkinsville Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Tompkinsville Vacation Homes

Our top choices for Tompkinsville vacation homes

Spacious 4-bedroom and 2-bath house with HVAC and Wi-Fi in Tompkinsville, KY.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (3)
"Perfect stay! Great communication. Will stay here again when in the area. "
The price is CA $243
CA $524 total
includes taxes & fees
Aug 27 - Aug 28
Spacious 4-bedroom and 2-bath house with HVAC and Wi-Fi in Tompkinsville, KY.
Enjoy the River Breeze
Dining

Enjoy the River Breeze

10.0 out of 10, Exceptional, (63)
"Fabulous family vacation! "
The price is CA $348
CA $657 total
includes taxes & fees
Aug 26 - Aug 27
Enjoy the River Breeze
Limestone Lakehouse At The Cove
Interior

Limestone Lakehouse At The Cove

The price is CA $691
CA $1,132 total
includes taxes & fees
Aug 31 - Sep 1
Limestone Lakehouse At The Cove
Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit
Exterior

Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit

The price is CA $116
CA $367 total
includes taxes & fees
Sep 22 - Sep 23
Fishing~HotTub~Pickleball~20 Min Lake Cumberland~Playground~Firepit
Glamping in the Man cave
Outdoor dining

Glamping in the Man cave

10.0 out of 10, Exceptional, (9)
"Peggy is a wonderful lady that has created a family friendly escape from the norm. We loved our visit and will be returning soon"
The price is CA $104
CA $272 total
includes taxes & fees
Aug 26 - Aug 27
Glamping in the Man cave
Boating Mecca: Near Dale Hollow Lake & Golf!
Outdoor dining

Boating Mecca: Near Dale Hollow Lake & Golf!

10.0 out of 10, Exceptional, (78)
"Everything was top notch. We will definitely stay here again for future trips. "
The price is CA $119
CA $251 total
includes taxes & fees
Sep 7 - Sep 8
Boating Mecca: Near Dale Hollow Lake & Golf!
Freshly Remodeled House! Overlooks Dale Hollow!
Property grounds

Freshly Remodeled House! Overlooks Dale Hollow!

2.0 star property
10.0 out of 10, Exceptional, (9)
"This place was beautiful and the views were amazing. The owner was so easy to communicate with and was quick to reply to any questions I had. I would definitely stay here again. "
The price is CA $277
CA $612 total
includes taxes & fees
Sep 2 - Sep 3
Freshly Remodeled House! Overlooks Dale Hollow!
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
Outdoor spa tub

HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland

10.0 out of 10, Exceptional, (1)
"5 stars!"
The price is CA $145
CA $402 total
includes taxes & fees
Sep 22 - Sep 23
HOT TUB~Dog Friendly Cabin~Fishing~River boat ramp~20 Min to Lake Cumberland
2-bedroom house in peaceful Hilham with WiFi, AC
Fridge, microwave, oven, stovetop

2-bedroom house in peaceful Hilham with WiFi, AC

10.0 out of 10, Exceptional, (2)
"Such a wonderful location. The home was clean and so charming. We will definitely be back!! "
The price is CA $178
CA $403 total
includes taxes & fees
Aug 26 - Aug 27
2-bedroom house in peaceful Hilham with WiFi, AC
The Gatehouse, 2-bedroom house in charming Gamaliel with WiFi, AC, pet friendly.
Smart TV, fireplace

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

The price is CA $152
CA $322 total
includes taxes & fees
Aug 26 - Aug 27
The Gatehouse, 2-bedroom house in charming Gamaliel with WiFi, AC, pet friendly.
Mema and Pa’s Place
Exterior

Mema and Pa’s Place

10.0 out of 10, Exceptional, (14)
"Memaw’s and Pa’s place was very clean and comfortable. Access to the marinas was very easy and close by. The bed was very comfortable and the kitchen well stocked. I would definitely recommend staying here. "
The price is CA $187
CA $307 total
includes taxes & fees
Aug 26 - Aug 27
Mema and Pa’s Place
Private Apartment in beautifully restored building on The Livingston Square.
TV

Private Apartment in beautifully restored building on The Livingston Square.

The price is CA $113
CA $227 total
includes taxes & fees
Sep 16 - Sep 17
Private Apartment in beautifully restored building on The Livingston Square.
Pretty Cottage Next to Dale Hollow Lake State Park, 1 Mile to Marina and Golf
Smart TV, fireplace, books, stereo

Pretty Cottage Next to Dale Hollow Lake State Park, 1 Mile to Marina and Golf

10.0 out of 10, Exceptional, (16)
"Beautiful views, clean, fast and easy communication with owner, lovely home (so cute too), just minutes from state park and marina. We so enjoyed our weekend!"
The price is CA $197
CA $502 total
includes taxes & fees
Aug 26 - Aug 27
Pretty Cottage Next to Dale Hollow Lake State Park, 1 Mile to Marina and Golf
Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill
Outdoor dining

Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill

10.0 out of 10, Exceptional, (14)
"Wonderful stay. Everything super clean everything is as it’s stated in advertisement"
The price is CA $166
CA $323 total
includes taxes & fees
Aug 31 - Sep 1
Country setting with mature trees, large deck. Game/Rec room, Fire Pit and Grill
Quaint cottage by the Lake
Property grounds

Quaint cottage by the Lake

9.8 out of 10, Exceptional, (139)
"Great stay last week, owners were more than accommodating. Communication was great as well. "
The price is CA $174
CA $326 total
includes taxes & fees
Aug 27 - Aug 28
Quaint cottage by the Lake
Come stay with us @DHL! Great for families! <6mi to lake/golf
Interior

Come stay with us @DHL! Great for families! <6mi to lake/golf

10.0 out of 10, Exceptional, (5)
"This place is really nice. The property manager was very responsive and made our trip super easy. This place definitely exceeded our expectations"
The price is CA $247
CA $565 total
includes taxes & fees
Aug 26 - Aug 27
Come stay with us @DHL! Great for families! <6mi to lake/golf
Labor Day on DHL-Boat Slip@sulphur crk<1mi water!
Fridge, microwave, oven, stovetop

Labor Day on DHL-Boat Slip@sulphur crk<1mi water!

10.0 out of 10, Exceptional, (7)
"Awesome place for a great weekend on the lake."
The price is CA $360
CA $749 total
includes taxes & fees
Aug 26 - Aug 27
Labor Day on DHL-Boat Slip@sulphur crk<1mi water!
Private Dale Hollow Lake Retreat - Secluded Nature Escape
Smart TV, fireplace, table tennis, books

Private Dale Hollow Lake Retreat - Secluded Nature Escape

10.0 out of 10, Exceptional, (23)
"Just what we needed. Excellent landing and relaxing place for our family. We had 4 generations together and all of them enjoyed the home and space. Thank you to the hosts for thinking of everything! "
The price is CA $384
CA $919 total
includes taxes & fees
Aug 27 - Aug 28
Private Dale Hollow Lake Retreat - Secluded Nature Escape
The Caldwell-MountainVibes at Barren River Lake
Terrace/patio

The Caldwell-MountainVibes at Barren River Lake

10.0 out of 10, Exceptional, (14)
"We were in town for a wedding! It was a beautiful place for me and my family! "
The price is CA $303
CA $625 total
includes taxes & fees
Aug 26 - Aug 27
The Caldwell-MountainVibes at Barren River Lake
Dale Hollow Lakehouse, Hot Tub, gameroom, 2 SUPs, 4 acres, awesome views
Interior

Dale Hollow Lakehouse, Hot Tub, gameroom, 2 SUPs, 4 acres, awesome views

10.0 out of 10, Exceptional, (19)
"Wonderful country living. The kids had a blast. Very peaceful "
The price is CA $597
CA $1,100 total
includes taxes & fees
Aug 27 - Aug 28
Dale Hollow Lakehouse, Hot Tub, gameroom, 2 SUPs, 4 acres, awesome views
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Tompkinsville Hotel Reviews

Postcard Cabins Dale Hollow

Postcard Cabins Dale Hollow

10/10 Excellent
"Loved the handwritten welcome note and the dog treat for our dog. Beautiful cabin with plenty of privacy. Will be staying here again "
Rebecca 1-night trip
Posted 3 days ago
Postcard Cabins Dale Hollow