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

Grayson Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Grayson vacation 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
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 CA $122
CA $153 total
includes taxes & fees
Nov 9 - Nov 10
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, (12 reviews)
"Beautiful home, had a great stay. Will stay again."
United States
Kelly F.
The price is CA $443
CA $763 total
includes taxes & fees
Nov 10 - Nov 11
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, (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 CA $140
CA $267 total
includes taxes & fees
Nov 16 - Nov 17
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, (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 CA $178
CA $225 total
includes taxes & fees
Nov 8 - Nov 9
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 CA $238
CA $432 total
includes taxes & fees
Nov 16 - Nov 17
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
9.2 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 CA $161
CA $307 total
includes taxes & fees
Dec 8 - Dec 9
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, (64 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is CA $161
CA $280 total
includes taxes & fees
Nov 10 - Nov 11
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, (18 reviews)
"Place was very clean and well kept will definitely stay here again"
United States
eric
The price is CA $182
CA $361 total
includes taxes & fees
Nov 17 - Nov 18
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
A house with a pink door, a porch with white railings, and pink flower planters.

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

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
Portsmouth
The price is CA $578
CA $779 total
includes taxes & fees
Nov 14 - Nov 15
Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
A modern living room with a sofa, a lamp, and a round table.

10. 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 CA $188
CA $212 total
includes taxes & fees
Dec 7 - Dec 8
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

Ramada by Wyndham Catlettsburg/Ashland

Ramada by Wyndham Catlettsburg/Ashland

8/10 Good
"I picked it because of the hot tub and the hot tub was out of commission. But that happens a lot. The staff was SUPER friendly and kind. The place was clean. There was a smell... not a stench.... but a slight smell throughout the place. Nice overall."
Kelly Jo 1-night trip
Posted 18 hours ago
Ramada by Wyndham Catlettsburg/Ashland

Find out more about Grayson

Grayson Vacation Homes information

Number of reviews
85
Accommodation
33 Vacation Homes
Lowest Price
CA $153
Highest Price
CA $779

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