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

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Grayson holiday homes

A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

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
10.0 out of 10, Exceptional, (2 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 HK$685
HK$928 total
includes taxes & fees
12 Oct - 13 Oct
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A cozy living room with a fireplace, a high ceiling with exposed beams, and a comfortable seating area.

2. Spacious Family Home w/ Fireplace & Fire Pit

Spacious Family Home w/ Fireplace & Fire Pit
Grayson
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful home, had a great stay. Will stay again."
United States
Kelly F.
The price is HK$2,463
HK$4,439 total
includes taxes & fees
12 Oct - 13 Oct
Spacious Family Home w/ Fireplace & Fire Pit
A wooden deck with a glass table and chairs, a thatched umbrella, and a grill.

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, (22 reviews)
"We really enjoyed our stay, perfect location for a visit to that part of Kentucky."
United States
Melinda K.
The price is HK$785
HK$1,566 total
includes taxes & fees
11 Oct - 12 Oct
Charming 2-bedroom house located in beautiful wooded setting!
A hot tub with a control panel and a wooden cabinet.

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, (16 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 HK$1,091
HK$1,428 total
includes taxes & fees
11 Oct - 12 Oct
Charming Home with private Hot Tub and Fire Pit
A covered porch with a wooden railing, a table with four chairs, and a hanging planter.

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 HK$1,334
HK$2,510 total
includes taxes & fees
11 Oct - 12 Oct
Cozy Fonzie Flat
A dining area with a round table, a vase with flowers, a lamp, and a potted plant.

6. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
9.0 out of 10, Wonderful, (7 reviews)
"It was in a quiet neighborhood. The beds were comfortable."
United States
Judi
The price is HK$761
HK$1,437 total
includes taxes & fees
13 Oct - 14 Oct
Charming 3BR Home - Near KDMC & Downtown
A kitchen with a granite countertop, a black faucet, and a window with a view of a forest.

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, (61 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is HK$805
HK$1,516 total
includes taxes & fees
18 Oct - 19 Oct
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
A modern kitchen with white cabinets, stainless steel appliances, and a ceiling fan.

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, (17 reviews)
"Place was very clean and well kept will definitely stay here again"
United States
eric
The price is HK$1,020
HK$2,138 total
includes taxes & fees
10 Oct - 11 Oct
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
Exterior detail

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

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
Portsmouth
The price is HK$3,031
HK$4,146 total
includes taxes & fees
12 Oct - 13 Oct
Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
A bedroom with a bed, a bedside table, a mirror, a window, and a hanging chair.

10. Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.

Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
West Portsmouth
9.4 out of 10, Exceptional, (10 reviews)
"Great stay. This home is huge and spacious and was very clean and well kept. Communication with the owner was quick and easy. Would highly recommend! "
United States
Amanda L.
The price is HK$1,232
HK$1,491 total
includes taxes & fees
25 Oct - 26 Oct
Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
A two-story house with a front porch, steps leading to the entrance, and a small garden area.

11. Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.

Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
Portsmouth
8.4 out of 10, Very good, (17 reviews)
"Nice place well informed easy check in...lots of room...well done..thanks"
United States
earl l.
The price is HK$235
HK$2,598 total
includes taxes & fees
6 Nov - 7 Nov
Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
A room with a television on a wooden cabinet, a window with floral curtains, and a power outlet on the wall.

12. Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.

Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.
West Portstmouth
8.0 out of 10, Very good, (2 reviews)
"All was good .....6ppnëhhc"
United States
anthony b.
The price is HK$1,078
HK$1,305 total
includes taxes & fees
14 Oct - 15 Oct
Escape the hustle and reconnect with nature at Outpost, your stay tucked along the borders of Shawnee State Forest. Whether you're seeking a solo retreat, a romantic getaway, or a weekend with friends, this spot offers a blend of woods & comfort.
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 Grayson Hotel Reviews

Days Inn by Wyndham Grayson

Days Inn by Wyndham Grayson

10/10 Excellent
"This is my regular place to stay when traveling to Illinois. Kathy at the front desk always makes me feel like I am coming home. Rooms are always clean and cozy."
tish 1-night trip
Posted 2 days ago
Days Inn by Wyndham Grayson

Find out more about Grayson

Grayson Vacation Homes information

Number of reviews
149
Accommodation
30 Vacation Homes
Lowest Price
HK$928
Highest Price
HK$4,439

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