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Our top choices for Grayson vacation homes

1. Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
Grayson
8.8 out of 10, Excellent, (3 reviews)
"The home was as described.. clean .. location as great … bed was comfy!! Will definitely look to stay again!!"
United States
Ronald S.
The price is AED 321
AED 402 total
includes taxes & fees
8 Nov - 9 Nov
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!

2. Spacious Family Home w/ Fireplace & Fire Pit

Spacious Family Home w/ Fireplace & Fire Pit
Grayson
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful home, had a great stay. Will stay again."
United States
Kelly F.
The price is AED 1,153
AED 1,985 total
includes taxes & fees
10 Nov - 11 Nov
Spacious Family Home w/ Fireplace & Fire Pit

3. Charming 2-bedroom house located in beautiful wooded setting!

Charming 2-bedroom house located in beautiful wooded setting!
Raceland
10.0 out of 10, Exceptional, (23 reviews)
"The cabin was clean, the checking in process was a breeze, and one of the better places we’ve stayed at. We have family in the area and will definitely be back."
United States
Jessica M.
The price is AED 367
AED 700 total
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house located in beautiful wooded setting!

4. Charming Home with private Hot Tub and Fire Pit

Charming Home with private Hot Tub and Fire Pit
South Point
10.0 out of 10, Exceptional, (18 reviews)
"The cleanliness and the small special items example the bottle of wine and snacks if we wanted them. Will definitely stay here again if we travel that way. "
United States
Elizabeth C.
The price is AED 514
AED 639 total
includes taxes & fees
8 Dec - 9 Dec
Charming Home with private Hot Tub and Fire Pit

5. Cozy Fonzie Flat

Cozy Fonzie Flat
Ashland
10.0 out of 10, Exceptional, (1 review)
"It was a very pleasant stay, it was well maintained and clean. The property manager answered my questions quickly and efficiently,also was very professional. As a Veteran it was nice to have a place that accepts pets. "
United States
James F.
The price is AED 624
AED 1,125 total
includes taxes & fees
8 Nov - 9 Nov
Cozy Fonzie Flat

6. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
9.2 out of 10, Wonderful, (11 reviews)
"Very quiet location. The beds were super comfortable. Lots of room and close to restaurants. I messaged the host about check out and they responded within minutes. I would stay here again when we return."
United States
Shelia C.
The price is AED 422
AED 809 total
includes taxes & fees
17 Nov - 18 Nov
Charming 3BR Home - Near KDMC & Downtown

7. 2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
Kenova
10.0 out of 10, Exceptional, (64 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is AED 503
AED 832 total
includes taxes & fees
6 Dec - 7 Dec
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.

8. Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi

Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
Portsmouth
10.0 out of 10, Exceptional, (18 reviews)
"Place was very clean and well kept will definitely stay here again"
United States
eric
The price is AED 477
AED 953 total
includes taxes & fees
8 Nov - 9 Nov
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi

9. Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
Portsmouth
The price is AED 1,513
AED 2,042 total
includes taxes & fees
12 Nov - 13 Nov
Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More

10. Creek | Chiminea | Shawnee State Forest

Creek | Chiminea | Shawnee State Forest
West Portstmouth
8.0 out of 10, Very good, (2 reviews)
"All was good .....6ppnëhhc"
United States
anthony b.
The price is AED 483
AED 546 total
includes taxes & fees
7 Dec - 8 Dec
Creek | Chiminea | Shawnee State Forest
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.

Learn more about Grayson

Nestled in the rolling hills of eastern Kentucky, this charming small town offers a slice of authentic Appalachian culture. Explore the historic downtown, catch a show at the old-time Dixie Theatre, or venture to nearby Carter Caves State Resort Park for underground adventures.

A historic building with a tower, surrounded by trees and a clear sky.

Top reviews in Grayson