Photo by RoseMary

Search Vacation Homes in Cumberland Cultural Heritage Highway

Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Vacation Homes in Cumberland Cultural Heritage Highway

Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Outdoor dining

Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat

9.8 out of 10, Exceptional, (36)
"Had a wonderful time staying here! We were a short walk for the Great American Brass Band Festival and the house was incredibly cozy. Our host was super nice and helpful!!"
$149 nightly
The price is $164
Sep 2 - Sep 3
Total with taxes and fees
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!
Exterior detail

Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!

9.8 out of 10, Exceptional, (19)
"Great place to stay if fishing dale hollow. Convenient parking and close to boat ramps and tackle shops. "
Conner Room Lakeside Inn at Dale Hollow - newly renovated near Dale Hollow Lake!
Lake Days & Starry Nights – Your Perfect Getaway Awaits
Indoor spa tub

Lake Days & Starry Nights – Your Perfect Getaway Awaits

9.6 out of 10, Exceptional, (189)
"This was a great place to stay. "
$278 nightly
The price is $306
Sep 2 - Sep 3
Total with taxes and fees
Lake Days & Starry Nights – Your Perfect Getaway Awaits
It's rare to find a place that's both historic & one-of-a-kind
Interior

It's rare to find a place that's both historic & one-of-a-kind

10.0 out of 10, Exceptional, (45)
"We really enjoyed staying here! We had a swim meet in Danville and commuted back and forth. Check in and out was easy! "
$155 nightly
The price is $157
Sep 1 - Sep 2
Total with taxes and fees
It's rare to find a place that's both historic & one-of-a-kind
Cumberland Lake House
Exterior

Cumberland Lake House

Cumberland Lake House
Quaint,newly remodeled country cabin in the heart of Bourbon Country.
Terrace/patio

Quaint,newly remodeled country cabin in the heart of Bourbon Country.

2.0 star property
9.8 out of 10, Exceptional, (7)
"Quaint, recently updated place in the heart of bourbon country! Quiet stay, scenic area!"
Quaint,newly remodeled country cabin in the heart of Bourbon Country.
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
Microwave, oven, stovetop, dishwasher

Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community

9.6 out of 10, Exceptional, (50)
"Easily accessible and the hosts are great communicators for everything. "
Near Cumberland River, 12 miles from Wolf Creek Dam, in Creelsboro community
White Oak Cottage - Resort Pool, Boat Slip
Fridge, microwave, oven, stovetop

White Oak Cottage - Resort Pool, Boat Slip

10.0 out of 10, Exceptional, (3)
"This place is a beautiful new build that has everything you will ever need for any length of stay. Highly recommended for anyone visiting the area. We really liked the location, and the fact that all our entertainment was very close. "
$342 nightly
The price is $385
Oct 1 - Oct 2
Total with taxes and fees
White Oak Cottage - Resort Pool, Boat Slip
POLLY'S PARADISE... Close to caves and lakes. Luxurious, clean, beautiful!
Smart TV

POLLY'S PARADISE... Close to caves and lakes. Luxurious, clean, beautiful!

10.0 out of 10, Exceptional, (23)
"We were very impressed with the house. It was comfortable clean as well they was everything you need"
POLLY'S PARADISE... Close to caves and lakes. Luxurious, clean, beautiful!
Centrally located house at Pond Meadow Place
Fridge, microwave, oven, stovetop

Centrally located house at Pond Meadow Place

9.6 out of 10, Exceptional, (37)
"It was a lovely place to settle in for a few days after our long car trip."
Centrally located house at Pond Meadow Place
Charming 3BR house 2 mi to Dale Hollow Lake boat ramp and Sulphur Creek Resort
Fridge, microwave, oven, stovetop

Charming 3BR house 2 mi to Dale Hollow Lake boat ramp and Sulphur Creek Resort

10.0 out of 10, Exceptional, (4)
"Great stay in immaculate property. "
Charming 3BR house 2 mi to Dale Hollow Lake boat ramp and Sulphur Creek Resort
Home Near Dale Hollow Lake: Deck & Fire Pit
Dining

Home Near Dale Hollow Lake: Deck & Fire Pit

9.6 out of 10, Exceptional, (8)
"Host was awesome to deal with. Added and extra night without hesitation and made the process easy. "
Home Near Dale Hollow Lake: Deck & Fire Pit
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Outdoor dining

LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.

10.0 out of 10, Exceptional, (147)
"Great Experience on the property and on the Lake!! "
$576 nightly
The price is $635
Sep 14 - Sep 15
Total with taxes and fees
LAKE CUMBERLAND: AMAZING lake views year-round. Minutes to JAMESTOWN Marina, KY.
Quaint cottage by the Lake
Property grounds

Quaint cottage by the Lake

9.8 out of 10, Exceptional, (140)
"Great stay last week, owners were more than accommodating. Communication was great as well. "
$211 nightly
The price is $234
Sep 1 - Sep 2
Total with taxes and fees
Quaint cottage by the Lake
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Exterior

LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups

10.0 out of 10, Exceptional, (3)
"Everglow Hollow was great! We stayed for a long weekend and it was the perfect place to relax, while not being too far away from Lake Cumberland. Host also responded to questions right away and were very helpful. "
$164 nightly
The price is $180
Sep 1 - Sep 2
Total with taxes and fees
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
Lake View Home, Fire Pit, Grill, Fireplace, 5 minutes to boat ramp
Miscellaneous

Lake View Home, Fire Pit, Grill, Fireplace, 5 minutes to boat ramp

9.2 out of 10, Wonderful, (93)
"Had a great stay"
Lake View Home, Fire Pit, Grill, Fireplace, 5 minutes to boat ramp
Lake House near Green River Lake and minutes from several marinas.
Outdoor dining

Lake House near Green River Lake and minutes from several marinas.

9.2 out of 10, Wonderful, (87)
"Great stay. "
Lake House near Green River Lake and minutes from several marinas.
LOG Cabin, 5 miles from town, but very country setting
Terrace/patio

LOG Cabin, 5 miles from town, but very country setting

9.6 out of 10, Exceptional, (93)
"Great property to stay at and cozy "
LOG Cabin, 5 miles from town, but very country setting
Charming 5-bedroom/3-bath home with easy access to Lake Cumberland
Fridge, microwave, oven, stovetop

Charming 5-bedroom/3-bath home with easy access to Lake Cumberland

10.0 out of 10, Exceptional, (1)
"Jenn was super responsive and gave us plenty of info on fishing/boating access in the area. The house was a great size with a cute unique layout. Huge deck for plenty of outside hang time and close to a boat ramp to easily drop my canoe in. Just a few minutes from the State Park too! "
$439 nightly
The price is $484
Sep 2 - Sep 3
Total with taxes and fees
Charming 5-bedroom/3-bath home with easy access to Lake Cumberland
Lake house with boat ramp access across the street & tons of boat parking space.
Fridge, microwave, oven, stovetop

Lake house with boat ramp access across the street & tons of boat parking space.

9.8 out of 10, Exceptional, (78)
"We’ve stayed at this awesome property for a couple years and will definitely return!"
Lake house with boat ramp access across the street & tons of boat parking space.
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 Cumberland Cultural Heritage Highway Hotel Reviews

Find out more about Cumberland Cultural Heritage Highway

Find out more about Cumberland Cultural Heritage Highway

Cumberland Cultural Heritage Highway Vacation Homes information

Number of reviews
Accommodation
448 Vacation Homes
Lowest Price
$157
Highest Price
$635