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Search Vacation Homes in Cumberland Cultural Heritage Highway

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In four months
Dec 26 - Dec 28

Vacation Homes in Cumberland Cultural Heritage Highway

Cozy 1-bedroom Tiny House with WiFi, AC in beautiful Somerset
Fridge, microwave, oven, stovetop

Cozy 1-bedroom Tiny House with WiFi, AC in beautiful Somerset

2.0 star property
$150 nightly
The price is $172
Sep 7 - Sep 8
Total with taxes and fees
Cozy 1-bedroom Tiny House with WiFi, AC in beautiful Somerset
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!!"
$153 nightly
The price is $168
Sep 7 - Sep 8
Total with taxes and fees
Spacious 3 Bedroom in Downtown Danville: Welcome to 4th Street Retreat
Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset
Outdoor dining

Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset

2.0 star property
9.8 out of 10, Exceptional, (11)
"We really enjoyed staying at this little house. It was a perfect landing place while we attended the Masters Musicians Festival. Close to everything but in a quiet neighborhood."
$170 nightly
The price is $187
Sep 7 - Sep 8
Total with taxes and fees
Captivating 2-bedroom, garage door house with WiFi, AC in welcoming Somerset
Charming 2-bedroom cottage in Brodhead with WiFi and AC
Private kitchen

Charming 2-bedroom cottage in Brodhead with WiFi and AC

10.0 out of 10, Exceptional, (1)
"Charming is the perfect description! The owners were very thoughtful and flexible with check in and out. The scenery is beautiful and peaceful! Our son was getting married at Heritage Farm and it made the rehearsal day and wedding less stressful being so close. "
$165 nightly
The price is $182
Sep 9 - Sep 10
Total with taxes and fees
Charming 2-bedroom cottage in Brodhead with WiFi and AC
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. "
$398 nightly
The price is $443
Sep 10 - Sep 11
Total with taxes and fees
Freshly Remodeled House! Overlooks Dale Hollow!
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
Dining

Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage

9.6 out of 10, Exceptional, (21)
"The house was perfect for our long weekend in Harrodsburg. We have long time friends there and it was nice to be able to visit and not intrude all day, every day while we were in town."
$204 nightly
The price is $207
Sep 10 - Sep 11
Total with taxes and fees
Nestled amongst the site of Old Graham Springs is where you will find The Blue Cottage
Curve Cottage located on The Rattlesnake 192 just outside of Somerset.
Terrace/patio

Curve Cottage located on The Rattlesnake 192 just outside of Somerset.

2.0 star property
10.0 out of 10, Exceptional, (4)
"Cozy place that met our needs"
$229 nightly
The price is $252
Sep 5 - Sep 6
Total with taxes and fees
Curve Cottage located on The Rattlesnake 192 just outside of Somerset.
Take A Shot! Cozy ranch on Bourbon Trail in heart of Kentucky!
Fridge, microwave, oven, stovetop

Take A Shot! Cozy ranch on Bourbon Trail in heart of Kentucky!

3.5 star property
9.4 out of 10, Exceptional, (3)
"Stephanie communicated before stay to ensure all was well with us. Very clean little cute home. Three bedrooms & everything we needed. Not cluttered like other places. Enjoyed our stay. Wanna take our married kids here next year."
$282 nightly
The price is $311
Sep 30 - Oct 1
Total with taxes and fees
Take A Shot! Cozy ranch on Bourbon Trail in heart of Kentucky!
The Orchard-A Place to get Away and Relax at our cozy,remodeled, historic house.
Property grounds

The Orchard-A Place to get Away and Relax at our cozy,remodeled, historic house.

10.0 out of 10, Exceptional, (7)
"Nice property in rural Kentucky, house was clean, second floor stairs a bit steep but expected in an older house. Appreciated the WiFi out there. "
$155 nightly
The price is $166
Sep 15 - Sep 16
Total with taxes and fees
The Orchard-A Place to get Away and Relax at our cozy,remodeled, historic house.
Cheerful Home w/Fireplace
Smart TV, fireplace, books

Cheerful Home w/Fireplace

10.0 out of 10, Exceptional, (22)
"The house was excellent and very very clean.We had a wonderful stay."
$196 nightly
The price is $216
Sep 14 - Sep 15
Total with taxes and fees
Cheerful Home w/Fireplace
Historic Union Chapel Elementary School near Cumberland River & Lake
Fridge, microwave, oven, stovetop

Historic Union Chapel Elementary School near Cumberland River & Lake

10.0 out of 10, Exceptional, (36)
"Very nice accommodation not far from Jamestown the owner greeted me when i arrived and coffee and snacks were available I would recommend this great opportunity for anyone that is going to Jamestown "
$120 nightly
The price is $132
Sep 10 - Sep 11
Total with taxes and fees
Historic Union Chapel Elementary School near Cumberland River & Lake
Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC
Terrace/patio

Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC

2.0 star property
10.0 out of 10, Exceptional, (10)
"Very quaint relaxing place to unwind. Owner communication is great. Would stay again. "
$155 nightly
The price is $171
Sep 8 - Sep 9
Total with taxes and fees
Calming 1-bedroom yellow door house close to lake with Wi-Fi, AC
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. "
$163 nightly
The price is $175
Sep 22 - Sep 23
Total with taxes and fees
Boating Mecca: Near Dale Hollow Lake & Golf!
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 8 - Sep 9
Total with taxes and fees
LAKE CUMBERLAND Get-a-Way! Charming House. BOAT RAMP NEARBY - Wifi - RV Hookups
3 Bedroom near Green River Lake
Interior

3 Bedroom near Green River Lake

10.0 out of 10, Exceptional, (15)
"Great place to stay. Was perfect for our needs"
$175 nightly
The price is $193
Oct 1 - Oct 2
Total with taxes and fees
3 Bedroom near Green River Lake
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 7 - Sep 8
Total with taxes and fees
It's rare to find a place that's both historic & one-of-a-kind
Joy On The Lake · Cumberland Canvas: Lake View, Fire Pit & Game Room
Fridge, microwave, oven, stovetop

Joy On The Lake · Cumberland Canvas: Lake View, Fire Pit & Game Room

10.0 out of 10, Exceptional, (11)
"House has a great layout and right on the lake owners were awesome to work with "
$373 nightly
The price is $411
Sep 7 - Sep 8
Total with taxes and fees
Joy On The Lake · Cumberland Canvas: Lake View, Fire Pit & Game Room
Cabin 7 - Private Log Cabin with loft in Columbia Kentucky
Terrace/patio

Cabin 7 - Private Log Cabin with loft in Columbia Kentucky

10.0 out of 10, Exceptional, (1)
"We really enjoyed our stay at the cozy cabins ! So much that we even booked a extra night ! The host Joe was very nice and helpful! We will definitely be back !! Thanks Joe !"
$151 nightly
The price is $165
Sep 7 - Sep 8
Total with taxes and fees
Cabin 7 - Private Log Cabin with loft in Columbia Kentucky
Charming Vintage Home
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Charming Vintage Home

9.6 out of 10, Exceptional, (28)
"In town for a week to visit the grandchildren and had a very nice stay. Very clean and comfortable."
$191 nightly
The price is $205
Sep 14 - Sep 15
Total with taxes and fees
Charming Vintage Home
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 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