Photo by Cat Sobral

Grayson Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Grayson

Interior
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, (13)
"Place was very clean and well kept will definitely stay here again"
United States
eric
$262 nightly
The price is $271
Nov 19 - Nov 20
Total with taxes and fees
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
Outdoor dining
Workman's Wildlife Haven, Secluded country setting vacation cabin

Workman's Wildlife Haven, Secluded country setting vacation cabin

Louisa
10.0 out of 10, Exceptional, (145)
"Very peaceful and a perfect view loved it cabin was very nice "
United States
Pat A.
$112 nightly
The price is $123
Nov 19 - Nov 20
Total with taxes and fees
Workman's Wildlife Haven, Secluded country setting vacation cabin
Property grounds
Secluded cabin located on 500 acres in the beautiful hills of Kentucky.

Secluded cabin located on 500 acres in the beautiful hills of Kentucky.

Garrison
9.4 out of 10, Exceptional, (15)
"Great getaway from city life. Darcy was a great host."
United States
Alexander S.
$150 nightly
The price is $161
Nov 19 - Nov 20
Total with taxes and fees
Secluded cabin located on 500 acres in the beautiful hills of Kentucky.
Property grounds
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.

Catlettsburg
10.0 out of 10, Exceptional, (119)
"It was jus what we needed for our fishing trip plenty of parking and peaceful close to everything as well will stay again next year "
United States
Josh P.
$201 nightly
The price is $222
Nov 23 - Nov 24
Total with taxes and fees
The Cozy Cabin 2 Bedrooms 1 Bath is the perfect romantic getaway in the country.
Exterior
The Little Smokies Escape: Cozy 2 Bedroom Cabin+Private Hot Tub+Starlink WiFi

The Little Smokies Escape: Cozy 2 Bedroom Cabin+Private Hot Tub+Starlink WiFi

Blue Creek
10.0 out of 10, Exceptional, (5)
"Over all, a nice little get away "
United States
jonathan
$269 nightly
The price is $269
Nov 19 - Nov 20
Total with taxes and fees
The Little Smokies Escape: Cozy 2 Bedroom Cabin+Private Hot Tub+Starlink WiFi
Property grounds
Sleeps 12| Private Bathroom | Stunning Views

Sleeps 12| Private Bathroom | Stunning Views

Blue Creek
10.0 out of 10, Exceptional, (6)
"This cabin was exactly what we were looking for: Cozy, peaceful, clean, comfortable and all the amenities. Located near several great hiking spots within a short drive. Great indoor and outdoor space. Host was very friendly and responsive. Highly recommend this place!"
United States
Amy H.
$314 nightly
The price is $314
Nov 23 - Nov 24
Total with taxes and fees
Sleeps 12| Private Bathroom | Stunning Views
Exterior
Glamping Cabin | Huge Window | Cliff and Animal Views

Glamping Cabin | Huge Window | Cliff and Animal Views

Green Township
10.0 out of 10, Exceptional, (1)
"We had a lovely time at this cabin -- I stayed with my sweetheart and our doberman puppy, and the place was quiet, rustic, beautiful. I would be happy to come back here again. Our dog met goats for the first time! That was hilarious and unexpected. There's a beautiful horse on the property, and we had a nice time giving him scritches on the neck. The price was lovely for the accommodation, and the huge window looking out on the wooded cliff was a wonderful bonus. Thank you!"
United States
Olga
$114 nightly
The price is $114
Nov 19 - Nov 20
Total with taxes and fees
Glamping Cabin | Huge Window | Cliff and Animal Views
5 bedrooms, iron/ironing board, free WiFi, bed sheets
The Eagle's Nest:5 bed 3BathBeautiful Craftsman Home

The Eagle's Nest:5 bed 3BathBeautiful Craftsman Home

Ashland
9.8 out of 10, Exceptional, (21)
"A great property; warm, cozy and accommodating. "
United States
Kevin C.
$293 nightly
The price is $342
Nov 23 - Nov 24
Total with taxes and fees
The Eagle's Nest:5 bed 3BathBeautiful Craftsman Home
Outdoor dining
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, (5)
"Throughly enjoyed our stay at the home! It was very accommodating and comfortable. And very convenient for our local family to visit."
United States
Doug & Sandra N.
$181 nightly
The price is $200
Nov 20 - Nov 21
Total with taxes and fees
Charming 2-bedroom house located in beautiful wooded setting!
Exterior
THE LUXURY CABIN IN THE WOODS

THE LUXURY CABIN IN THE WOODS

Catlettsburg
10.0 out of 10, Exceptional, (217)
"Amazing place to stay! Plenty of space for our family. we will definitely be visiting again!"
United States
Ashley D.
$308 nightly
The price is $340
Nov 19 - Nov 20
Total with taxes and fees
THE LUXURY CABIN IN THE WOODS
Property grounds
Glamping Cabin | Huge Window | Over a Creek

Glamping Cabin | Huge Window | Over a Creek

Green Township
9.8 out of 10, Exceptional, (7)
"Beautiful location ."
United States
Shelly R.
$114 nightly
The price is $114
Nov 20 - Nov 21
Total with taxes and fees
Glamping Cabin | Huge Window | Over a Creek
Fridge, microwave, oven, stovetop
Pointer Palace

Pointer Palace

South Point
10.0 out of 10, Exceptional, (3)
"An excellent place to stay. Clean, comfortable, in a safe feeling neighborhood. Probably the most thoughtfully appointed VRBO I've ever stayed in. "
United States
Jon W.
$156 nightly
The price is $156
Dec 4 - Dec 5
Total with taxes and fees
Pointer Palace
Fridge, microwave, coffee/tea maker, toaster
Riverview Getaway

Riverview Getaway

Vanceburg
10.0 out of 10, Exceptional, (11)
"Such a cute little town. Place is right next to a bar and the lake. Really nice spot and really clean"
Canada
Emma
$125 nightly
The price is $134
Nov 19 - Nov 20
Total with taxes and fees
Riverview Getaway
Fridge, microwave, oven, stovetop
Private Accomodations in Historic Boneyfiddle

Private Accomodations in Historic Boneyfiddle

Portsmouth
9.6 out of 10, Exceptional, (15)
"Good location, kitchen, unique interior, and much cheaper than the Holiday Inn."
United States
Joy T.
$140 nightly
The price is $140
Nov 23 - Nov 24
Total with taxes and fees
Private Accomodations in Historic Boneyfiddle
Fridge, microwave, oven, stovetop
The Market Place by Nest and Bloom <br>Suite 4 (5045)

The Market Place by Nest and Bloom <br>Suite 4 (5045)

Ashland
10.0 out of 10, Exceptional, (2)
"Amazing place for a stay. The beds are comfortable, everything is fully stocked, and it all felt like home. Would recommend to anyone traveling through the area. Can't wait to return!"
United States
t g.
$275 nightly
The price is $298
Nov 19 - Nov 20
Total with taxes and fees
The Market Place by Nest and Bloom <br>Suite 4 (5045)
Interior
Carroll Manor: RecentlyRenovated English Tutor. Sleeps 8

Carroll Manor: RecentlyRenovated English Tutor. Sleeps 8

Ashland
9.8 out of 10, Exceptional, (11)
"Beautiful house with all of the accommodations to make us comfortable for our stay!"
United States
Darrin I.
$294 nightly
The price is $343
Dec 1 - Dec 2
Total with taxes and fees
Carroll Manor: RecentlyRenovated English Tutor. Sleeps 8
Fridge, stovetop, toaster, cookware/dishes/utensils
Sleeps 4| Private Bathroom | Stunning Views

Sleeps 4| Private Bathroom | Stunning Views

Green Township
$155 nightly
The price is $155
Nov 23 - Nov 24
Total with taxes and fees
Sleeps 4| Private Bathroom | Stunning Views
Fridge, microwave, oven, stovetop
Large Historic District Apartment with City View

Large Historic District Apartment with City View

Portsmouth
10.0 out of 10, Exceptional, (5)
$140 nightly
The price is $140
Nov 20 - Nov 21
Total with taxes and fees
Large Historic District Apartment with City View
Private kitchen
Corner Cottage 2 bedroom pets welcome and close to downtown

Corner Cottage 2 bedroom pets welcome and close to downtown

Ashland
9.0 out of 10, Wonderful, (2)
"Very quiet, clean, nice house "
United States
Karen S.
$254 nightly
The price is $288
Dec 7 - Dec 8
Total with taxes and fees
Corner Cottage 2 bedroom pets welcome and close to downtown
Property grounds
Glamping Cabin | Huge Window | Tree House Feel

Glamping Cabin | Huge Window | Tree House Feel

Green Township
9.0 out of 10, Wonderful, (19)
"The perfect place to connect with nature and enjoy a beautiful landscape the attention was great the beautiful place the super comfortable cabin I would come back again"
Mexico
Víctor Manuel
$114 nightly
The price is $114
Nov 19 - Nov 20
Total with taxes and fees
Glamping Cabin | Huge Window | Tree House Feel
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Grayson Hotel Reviews

Best Western Plus Louisa

Best Western Plus Louisa

10/10 Excellent
"great!"
Mick 1-night trip
Posted 3 days ago
Best Western Plus Louisa

Find out more about Grayson

Everything you need to know about Grayson vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Grayson vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Grayson vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Grayson vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Grayson. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Grayson in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $114 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Grayson rentals

At Expedia, we put the best Grayson vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Grayson rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Grayson vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Grayson. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Grayson?

Yes, we have vacation rentals close to popular points of interest in Grayson, or you can choose a more secluded option if you're looking for relaxation. Our travelers say Grayson has a good selection of restaurants. Make sure you have time to check out the shopping and university setting during your trip.

What's the top vacation rental that Grayson has to offer?

Country living, 3 bed, 3 bathroom: This highly rated vacation home rental in Grayson is located in the city center and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Grayson?

Explore the area and cultural attractions such as Paramount Arts Center, or visit a family-friendly sight such as Armco Park. In the larger area, you’ll find Kentucky Christian University and Carter Caves State Park.

What are vacation rentals like in Grayson?

Vacation rentals are private accommodations you can book for a couple days or more in Grayson. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive choice for a family getaway.