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

Holiday Homes in Grayson

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 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. Summer fun awaits...in the Heart of the Parks!

Summer fun awaits...in the Heart of the Parks!
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 NZ$207
includes taxes & fees
4 Oct - 5 Oct
Summer fun awaits...in the Heart of the Parks!
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 NZ$1,011
includes taxes & fees
30 Sept - 1 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
9.8 out of 10, Exceptional, (20 reviews)
"We really enjoyed our stay, perfect location for a visit to that part of Kentucky."
United States
Melinda K.
The price is NZ$347
includes taxes & fees
26 Sept - 27 Sept
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, (14 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 NZ$313
includes taxes & fees
5 Oct - 6 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 NZ$550
includes taxes & fees
23 Sept - 24 Sept
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
8.8 out of 10, Excellent, (6 reviews)
"It was in a quiet neighborhood. The beds were comfortable."
United States
Judi
The price is NZ$296
includes taxes & fees
23 Sept - 24 Sept
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, (60 reviews)
"Very nice place to stay! We really enjoyed it! "
United States
Hannah M.
The price is NZ$336
includes taxes & fees
29 Sept - 30 Sept
2BR-1B. Fire Pit With Stunning River View. Minutes From Downtown Huntington.
A cozy living room with a fireplace, a dining area, and a kitchen visible through an open doorway.

8. La'Chic Boutique Bungalow 3 Beds/1.5Baths

La'Chic Boutique Bungalow 3 Beds/1.5Baths
Ashland
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed all the comfort of home."
United States
scott j.
The price is NZ$532
includes taxes & fees
11 Oct - 12 Oct
La'Chic Boutique Bungalow 3 Beds/1.5Baths
A modern kitchen with white cabinets, stainless steel appliances, and a ceiling fan.

9. 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 NZ$471
includes taxes & fees
28 Sept - 29 Sept
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi

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

Pink Dreams Cottage: Hot Tub, Fire Pit, BBQ & More
Portsmouth
The price is NZ$961
includes taxes & fees
23 Sept - 24 Sept
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.

11. 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 NZ$285
includes taxes & fees
5 Oct - 6 Oct
Pet-friendly cottage bordering Shawnee State Forest. Minutes from Shawnee State Park, Roosevelt Lake, Turkey Creek Lake, nature center, and hiking trails.
A small, single-story house with a red roof, a front door, and a wooden bench in front.

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, (1 review)
"All was good .....6ppnëhhc"
United States
anthony b.
The price is NZ$272
includes taxes & fees
8 Oct - 9 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

Super 8 by Wyndham Grayson

Super 8 by Wyndham Grayson

8/10 Good
"Clean and quiet. Helpful staff. Great breakfast. Property is showing some wear, but is undergoing renovation."
David E 1-night trip
Posted 15 hours ago
Super 8 by Wyndham Grayson

Find out more about Grayson

Grayson Holiday Homes information

Number of reviews
5,835
Accommodation
30 Holiday Homes
Lowest Price
NZ$131
Highest Price
NZ$289