Lodging Image

Greenup County Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Greenup County vacation rentals

A wooden deck with a glass table and chairs, a thatched umbrella, and a grill.

1. 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 CA $141
CA $281 total
includes taxes & fees
Oct 20 - Oct 21
Charming 2-bedroom house located in beautiful wooded setting!
A compact bedroom with a bed, a small bedside table, and a window.

2. Cozy All Season 5th wheel camper in tranquil Greenup, ky.

Cozy All Season 5th wheel camper in tranquil Greenup, ky.
Greenup
The price is CA $146
CA $270 total
includes taxes & fees
Oct 20 - Oct 21
Cozy All Season 5th wheel camper in tranquil Greenup, ky.
A wooden covered bridge with a stone pathway leading to a small stream.

3. Secluded cabin located on 400 acres in the beautiful hills of Kentucky.

Secluded cabin located on 400 acres in the beautiful hills of Kentucky.
Garrison
9.6 out of 10, Exceptional, (24 reviews)
"Great cabin"
United States
Phillip
The price is CA $156
CA $227 total
includes taxes & fees
Oct 21 - Oct 22
Secluded cabin located on 400 acres in the beautiful hills of Kentucky.
A covered outdoor area with a set of stairs leading up to a seating area with two chairs and a small table.

4. 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 CA $123
CA $167 total
includes taxes & fees
Oct 20 - Oct 21
Fall is here, autumnal colors are beginning to show in the hills of Eastern KY!
A kitchen with a central island, wooden cabinets, a refrigerator, a dining table with chairs, and a chandelier.

5. Grab a latte at the coffee shop downstairs, then walk a block to the floodwall where you'll find 2000 feet of murals showcasing the history of Portsmouth. After that, walk back up 2nd Street and check out the antique shops and local restaurants.

Grab a latte at the coffee shop downstairs, then walk a block to the floodwall where you'll find 2000 feet of murals showcasing the history of Portsmouth. After that, walk back up 2nd Street and check out the antique shops and local restaurants.
Portsmouth
9.6 out of 10, Exceptional, (17 reviews)
"ADORABLE apartment!!! Perfect location and excellent use of space with the remodel!! Would definitely look into staying again!!"
United States
Tammy
The price is CA $174
CA $215 total
includes taxes & fees
Nov 16 - Nov 17
Grab a latte at the coffee shop downstairs, then walk a block to the floodwall where you'll find 2000 feet of murals showcasing the history of Portsmouth. After that, walk back up 2nd Street and check out the antique shops and local restaurants.
A red brick building with a white door and a small window.

6. Grab a latte at the coffee shop, then walk a block to the floodwall where you'll find 2000 feet of murals showcasing the history of Portsmouth. After that, walk back up 2nd Street and check out the antique shops and local restaurants.

Grab a latte at the coffee shop, then walk a block to the floodwall where you'll find 2000 feet of murals showcasing the history of Portsmouth. After that, walk back up 2nd Street and check out the antique shops and local restaurants.
Portsmouth
9.4 out of 10, Exceptional, (32 reviews)
"Excellent location. Plenty to do in the area. Good food choices. If you are into treasure hunting in antique stores, this is a perfect destination to set up a base within walking distance to lots of stores."
United States
Erin B.
The price is CA $182
CA $223 total
includes taxes & fees
Nov 17 - Nov 18
Grab a latte at the coffee shop, then walk a block to the floodwall where you'll find 2000 feet of murals showcasing the history of Portsmouth. After that, walk back up 2nd Street and check out the antique shops and local restaurants.
An outdoor patio area with wicker furniture, a brick wall, and string lights.

7. The Kitchie Kottage/ House

The Kitchie Kottage/ House
Portsmouth
10.0 out of 10, Exceptional, (26 reviews)
"Clean Place, Great Host!"
United States
Taylor O.
The price is CA $177
CA $338 total
includes taxes & fees
Nov 4 - Nov 5
The Kitchie Kottage/ House
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 CA $184
CA $381 total
includes taxes & fees
Oct 26 - Oct 27
Charming 2-bedroom house in wonderful Portsmouth with AC, WiFi
A modern kitchen with a central island, built-in appliances, and pendant lighting.

9. Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland

Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
Ashland
10.0 out of 10, Exceptional, (23 reviews)
"Great place to stay. Very modern and comfortable. Philip is a nice guy to deal with."
United States
Paul M.
The price is CA $140
CA $262 total
includes taxes & fees
Oct 20 - Oct 21
Renovated Apartment with Modern Amenities, Fenced-In Back Yard -Downtown Ashland
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

10. Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.

Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.
South Point
10.0 out of 10, Exceptional, (20 reviews)
"The apartment was nice and clean. Bed was comfortable. Very peaceful neighbor hood. Lovely place to stay better than any hotel. Would stay there again for sure."
United States
teresa lynette
The price is CA $120
CA $184 total
includes taxes & fees
Oct 20 - Oct 21
Quaint, spacious, & relaxing; come stay with us, you'll enjoy the details.
A wooden cabin with a porch, two chairs, a door, and a potted plant.

11. Kate’s Cottage cozy 1-bedroom cottage nestled in the woods

Kate’s Cottage cozy 1-bedroom cottage nestled in the woods
Minford
10.0 out of 10, Exceptional, (12 reviews)
"I loved this place! I will stay there again!"
United States
Krystn Lizmiriam
The price is CA $170
CA $263 total
includes taxes & fees
Oct 20 - Oct 21
Kate’s Cottage cozy 1-bedroom cottage nestled in the woods
A two-story house with a front porch, steps leading to the entrance, and a small garden area.

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

Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
Portsmouth
8.6 out of 10, Excellent, (18 reviews)
"Nice place well informed easy check in...lots of room...well done..thanks"
United States
earl l.
The price is CA $42
CA $462 total
includes taxes & fees
Nov 6 - Nov 7
Charming 3-bedroom house in terrific Portsmouth hilltop neighbourhood.
A living room with a ceiling fan, a sofa, a coffee table, and a window with curtains.

13. 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, (4 reviews)
"The host communicated promptly about pet friendly place. Home was great for my stay and needs."
United States
Jennifer A.
The price is CA $255
CA $476 total
includes taxes & fees
Nov 7 - Nov 8
Corner Cottage 2 bedroom pets welcome and close to downtown
A single-story house with a covered porch, a small garden, and a large tree in the background.

14. Visit The Sage Door House

Visit The Sage Door House
Wheelersburg
10.0 out of 10, Exceptional, (2 reviews)
"Great place with more than adequate accommodations. "
United States
kandace F.
The price is CA $184
CA $567 total
includes taxes & fees
Oct 20 - Oct 21
Visit The Sage Door House
A hot tub with a control panel and a wooden cabinet.

15. 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 $197
CA $253 total
includes taxes & fees
Oct 23 - Oct 24
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.

16. 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 $240
CA $459 total
includes taxes & fees
Oct 20 - Oct 21
Cozy Fonzie Flat
Porch Swing

17. Private Hot Tub Cabin Bordering Shawnee State Forest | Fire Pt | Starlink

Private Hot Tub Cabin Bordering Shawnee State Forest | Fire Pt | Starlink
Blue Creek
9.8 out of 10, Exceptional, (18 reviews)
"Over all, a nice little get away "
United States
jonathan
The price is CA $238
CA $469 total
includes taxes & fees
Oct 20 - Oct 21
Private Hot Tub Cabin Bordering Shawnee State Forest | Fire Pt | Starlink
A dining area with a round table, a vase with flowers, a lamp, and a potted plant.

18. Charming 3BR Home - Near KDMC & Downtown

Charming 3BR Home - Near KDMC & Downtown
Ashland
9.0 out of 10, Wonderful, (9 reviews)
"It was in a quiet neighborhood. The beds were comfortable."
United States
Judi
The price is CA $163
CA $289 total
includes taxes & fees
Oct 20 - Oct 21
Charming 3BR Home - Near KDMC & Downtown
A compact RV kitchen with wooden cabinets, a microwave, a stove, and a sink.

19. Cozy camper in charming Rush with direct trail access rush off road park

Cozy camper in charming Rush with direct trail access rush off road park
Rush
The price is CA $247
CA $313 total
includes taxes & fees
Oct 20 - Oct 21
Cozy camper in charming Rush with direct trail access rush off road park
A rustic cabin with a covered porch, a small attached shed, and a gravel driveway.

20. Newly transformed farm cottage off the beaten path!

Newly transformed farm cottage off the beaten path!
Minford
10.0 out of 10, Exceptional, (41 reviews)
"Just an amazing property and the people were so friendly. Highly recommend!"
United States
John T.
The price is CA $120
CA $186 total
includes taxes & fees
Nov 11 - Nov 12
Newly transformed farm cottage off the beaten path!
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 Greenup County Hotel Reviews

Delta Hotels by Marriott Ashland Downtown

Delta Hotels by Marriott Ashland Downtown

10/10 Excellent
"Icemaker on my floor was not working."
Nikki 2-night trip
Posted 14 hours ago
Delta Hotels by Marriott Ashland Downtown

Find out more about Greenup County

Everything you need to know about Greenup County 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 Greenup County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... 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 Greenup County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Greenup County vacation rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greenup County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greenup County vacation rentals we have selected for you start as low as CA $184 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Greenup County rentals

At Expedia, we put the best Greenup County 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 Greenup County 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 Greenup County 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 Greenup County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.