A waterfall cascading over rocks into a river, surrounded by dense forest.

Eastern Kentucky Holiday Rentals

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Our top choices for Eastern Kentucky holiday rentals

1. Natural Bridge State Resort Park

Natural Bridge State Resort Park
3.5 star property
Slade
8.6 out of 10, Excellent, (2,075 reviews)
"Great place to stay."
United States
Monty
The price is NZ$167
includes taxes & fees
1 Nov - 2 Nov
Natural Bridge State Resort Park

2. The Sunrise Cabin-Hot Tub, Pond, Fire Pit & Near RRG

The Sunrise Cabin-Hot Tub, Pond, Fire Pit & Near RRG
3.0 star property
Beattyville
9.8 out of 10, Exceptional, (35 reviews)
"We loved this quaint little place and the host was very friendly"
United States
Tashina
The price is NZ$480
includes taxes & fees
5 Oct - 6 Oct
The Sunrise Cabin-Hot Tub, Pond, Fire Pit & Near RRG

3. Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!

Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!
Jackson
10.0 out of 10, Exceptional, (437 reviews)
"Loved the great views. The cabin was perfect for the two of us and had everything we needed. We enjoyed ourselves so much that we already booked it for next June !"
United States
Troy
The price is NZ$430
includes taxes & fees
7 Oct - 8 Oct
Secluded with best views in E. KY. Can see 3 states.You won’t be disappointed!!!

4. Newly Listed-Private 25-Acre Escape Near Red River Gorge

Newly Listed-Private 25-Acre Escape Near Red River Gorge
3.0 star property
Beattyville
10.0 out of 10, Exceptional, (7 reviews)
"Our family had the best time here. Dennis is a good host! "
United States
Jonathan
The price is NZ$560
includes taxes & fees
5 Oct - 6 Oct
Newly Listed-Private 25-Acre Escape Near Red River Gorge

5. Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed

Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed
Jackson
10.0 out of 10, Exceptional, (380 reviews)
"Perfect, stunning property! Beautifully designed, comfortable, clean, AMAZING view! HIGHLY recommend!"
United States
Jessalyn
The price is NZ$468
includes taxes & fees
15 Oct - 16 Oct
Secluded with amazing view from hot tub.Gated mountain top.Won’t be disappointed

6. The Stillhouse Cabin, mins from Red River Gorge

The Stillhouse Cabin, mins from Red River Gorge
Campton
9.6 out of 10, Exceptional, (123 reviews)
"Loved our stay. It was just what we needed. Loved how quiet it was."
United States
Ashley R.
The price is NZ$303
includes taxes & fees
22 Oct - 23 Oct
The Stillhouse Cabin, mins from Red River Gorge

7. Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Forest Hills
9.8 out of 10, Exceptional, (10 reviews)
"Could not have asked for a smoother check-in and out! The property is perfect for what I needed and the attention to the little details that made my stay easier (coffee pods, etc) was so appreciated!! Will stay here again when I come back to Pike Co for sure!!"
United States
Deborah C.
The price is NZ$261
includes taxes & fees
26 Oct - 27 Oct
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

8. Cabin on Working Highland Cattle Farm in Kentucky

Cabin on Working Highland Cattle Farm in Kentucky
3.0 star property
Annville
9.6 out of 10, Exceptional, (4 reviews)
"Cabin is fantastic, we saw deer every day and cows all over Host was awesome and getting to feed the Highland cows was unforgettable With limited internet and cell service it was a great few days to unplug."
United States
Robert
The price is NZ$473
includes taxes & fees
3 Oct - 4 Oct
Cabin on Working Highland Cattle Farm in Kentucky

9. Charming 2 bedroom cottage

Charming 2 bedroom cottage
Pine Ridge
9.6 out of 10, Exceptional, (20 reviews)
"Staff were friendly the cabin was nicely designed in a very quiet location. Lots of stars at night."
United States
Andy
The price is NZ$333
includes taxes & fees
4 Oct - 5 Oct
Charming 2 bedroom cottage

10. Boone's Bluff RRG- HUMBLE COZY STAY w/ Firepit

Boone's Bluff RRG- HUMBLE COZY STAY w/ Firepit
Pine Ridge
9.8 out of 10, Exceptional, (43 reviews)
"Pets welcomed yet super clean so no evidence of previous pets which was nice to see. Super convenient location and had everything we needed for our stay. The host was great communicating with us. Would definitely stay again in the future! "
United States
Jackie H.
The price is NZ$342
includes taxes & fees
4 Oct - 5 Oct
Boone's Bluff RRG- HUMBLE COZY STAY w/ Firepit

11. The Crooked Cabin - Wood-Fired Hot Tub near RRG

The Crooked Cabin - Wood-Fired Hot Tub near RRG
Lee County
10.0 out of 10, Exceptional, (5 reviews)
The price is NZ$426
includes taxes & fees
7 Oct - 8 Oct
The Crooked Cabin - Wood-Fired Hot Tub near RRG

12. 'Grandma's Farm House' on 125 Acres w/ Fire Pit!

'Grandma's Farm House' on 125 Acres w/ Fire Pit!
Beattyville
10.0 out of 10, Exceptional, (91 reviews)
"I totally recommend staying here. My kids and i absolutely loved every minute that we were there!"
United States
Tad G.
The price is NZ$486
includes taxes & fees
4 Oct - 5 Oct
'Grandma's Farm House' on 125 Acres w/ Fire Pit!

13. Rustic 1 BR, Pet Friendly Cabin Near Red River Gorge

Rustic 1 BR, Pet Friendly Cabin Near Red River Gorge
Campton
9.4 out of 10, Exceptional, (53 reviews)
"We had a wonderful time at this cabin! It was clean, the location was great and peaceful and easy proximity to red river gorge and hiking, which was our main attraction to the area. We were pleasantly surprised to find a hot tub and a new side porch, which were wonderful. I would visit this place again! Thank you!"
United States
Annie O.
The price is NZ$405
includes taxes & fees
4 Oct - 5 Oct
Rustic 1 BR, Pet Friendly Cabin Near Red River Gorge

14. Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ

Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ
Rogers
8.6 out of 10, Excellent, (24 reviews)
"Very peaceful place to stay if you’re looking for relaxing !"
United States
Kayla S.
The price is NZ$319
includes taxes & fees
18 Oct - 19 Oct
Serene Retreat, Private Setting, Near Muir Valley Climbing & Redpoint BBQ

15. Still Water – Luxury King Cabin Overlooking the Pond w/ Hot Tub, Fire Pit

Still Water – Luxury King Cabin Overlooking the Pond w/ Hot Tub, Fire Pit
Campton
9.6 out of 10, Exceptional, (4 reviews)
"Everything was perfect! We loved our stay!"
United States
Melissa M.
The price is NZ$504
includes taxes & fees
4 Oct - 5 Oct
Still Water – Luxury King Cabin Overlooking the Pond w/ Hot Tub, Fire Pit

16. Dark Skies Red River Gorge HotTub WiFi

Dark Skies Red River Gorge HotTub WiFi
Campton
9.8 out of 10, Exceptional, (19 reviews)
"We had an amazing stay at Bear Branch Cabins! The location was perfect—peaceful and relaxing while still being close to many of the Natural Bridge attractions. The house was phenomenal and filled with fantastic amenities that made our stay even more enjoyable. Everything was extremely clean, and the check-in process was quick and easy. We would absolutely stay here again and highly recommend it to anyone visiting the area!"
United States
Catherine
The price is NZ$706
includes taxes & fees
5 Oct - 6 Oct
Dark Skies Red River Gorge HotTub WiFi

17. “Climber's Den” Rare Cliffside Stay w/ HotTub RRG

“Climber's Den” Rare Cliffside Stay w/ HotTub RRG
Campton
10.0 out of 10, Exceptional, (34 reviews)
"Property was really neat and we enjoyed our stay in the summer. "
United States
Haley W.
The price is NZ$439
includes taxes & fees
4 Oct - 5 Oct
“Climber's Den” Rare Cliffside Stay w/ HotTub RRG

18. Hudsons Hideaway Cabin on Creek in Beattyville!

Hudsons Hideaway Cabin on Creek in Beattyville!
3.0 star property
Beattyville
10.0 out of 10, Exceptional, (1 review)
"i stayed in this cabin to enjoy hiking in the gorge. The cabin was very clean and comfortable. It had all the amenities needed for the term of my stay. Checking in and out was very convenient. Communication with the host was very accommodating. It was a bit of a drive each day to and from my hiking destinations but i would not necessarily allow that to hinder my decision to return to this cabin in the future."
United States
john
The price is NZ$403
includes taxes & fees
4 Oct - 5 Oct
Hudsons Hideaway Cabin on Creek in Beattyville!

19. "Stars Hollow" Cozy Mini Cabin Stay - RRG

"Stars Hollow" Cozy Mini Cabin Stay - RRG
Rogers
10.0 out of 10, Exceptional, (18 reviews)
"We enjoyed the area, cute place, great communication with hosts, would definitely consider coming back! "
United States
Sarah W.
The price is NZ$322
includes taxes & fees
4 Oct - 5 Oct
"Stars Hollow" Cozy Mini Cabin Stay - RRG

20. Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi

Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi
Campton
9.6 out of 10, Exceptional, (14 reviews)
"Great stay."
United States
Waylon W.
The price is NZ$446
includes taxes & fees
4 Oct - 5 Oct
Red River Gorge TreeTop Cottage|Hot Tub|Sauna|WiFi
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 Eastern Kentucky Hotel Reviews

Find out more about Eastern Kentucky

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Eastern Kentucky holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Eastern Kentucky. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Eastern Kentucky. Seeing all the best attractions is bound to make you fall in love with Eastern Kentucky. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Eastern Kentucky short-term rentals, that won’t be hard to do.

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