Welcome to The Lookout, @Punkin Hollow Resort! The Lookout sits on its own private 5 acre parcel, inside a 400 acre preserve, with miles of Daniel Boone National forest frontage. Enjoy hundreds of acres of private Trails, Ponds, and Creeks. Coniveniently located on the entrance to the Daniel Boone backcountry byway. Perfect for all you Jeepers and off roaders! About 15 minutes drive to all the action, restaurants, and trails the Red River Gorge has to offer. Enjoy all the amenities while still feeling remote!
Our prices include all fees. No hidden fees.
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*Bringing a pet? You MUST clean up after your pets, and please, NO pets on the furniture.
*We are on a septic system, please flush only provided toilet paper. Please NO wipes or feminine hygiene products.
Important information
You need to know
Property # 3751776
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Note from host: Please ask us about weddings and special events.
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
About the neighborhood
Stanton
Located in Stanton, this cabin is in a rural area and on the waterfront. The area's natural beauty can be seen at Natural Bridge State Park and Red River Gorge. Kentucky Reptile Zoo and Gateway Regional Arts Center are also worth visiting. Discover the area's water adventures with kayaking and fishing nearby, or enjoy the great outdoors with hiking/biking trails and horse riding.
Red River Gorge Geological Area - 17 min drive - 20.4 km
Natural Bridge State Park - 17 min drive - 21.0 km
Osborne Bend Trail - 18 min drive - 21.6 km
Fat Man's Misery - 18 min drive - 22.3 km
Getting around
Blue Grass Airport (LEX) - 72 min drive
Restaurants
The Drive-In Diner - 18 min drive
Toad's Barn & Grill - 22 min drive
Drizzle And Glaze Donuts - 21 min drive
Callie's Lake and Campground In Red River Gorge - 15 min drive
Thyme Savor Off The Beaten Path - 15 min drive
Frequently asked questions
Is The Lookout - Punkin Hollow Resort pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at The Lookout - Punkin Hollow Resort?
As of May 17, 2026, prices found for a 1-night stay for 2 adults at The Lookout - Punkin Hollow Resort on Jun 28, 2026 start from $464, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at The Lookout - Punkin Hollow Resort?
Check-in begins at 3:00 PM.
What time is check-out at The Lookout - Punkin Hollow Resort?
Check-out is at 12:00 PM.
Where is The Lookout - Punkin Hollow Resort located?
Situated on the waterfront, this cabin is within 12 mi (20 km) of Kentucky Reptile Zoo, Natural Bridge State Park, and Osborne Bend Trail. Fat Man's Misery and Red River Gorge Geological Area are also within 16 mi (25 km).
Reviews
9.2
Wonderful
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
The cabin was amazing!!!! It was so quaint. No cell service and spotty WiFi was just what we needed to unwind from a busy, hectic life! We loved exploring the property! Great communication as well!!!! The only negative had nothing to do with the rental property at all. On the road there are several large dogs who like to chase cars. They run in front of the vehicles and it is a bit nerve racking.
Tamara Q.
Stayed 2 nights in Aug 2025
Verified
6/10 Okay
Terie G.
Aug 2, 2024
Liked: Cleanliness, location, listing accuracy
Disliked: Check-in
Beautiful property
Property and location is beautiful. It’s a bit of a trek getting over the creeks but not impassable, please note this home is DIRECTLY on the offroad trail so there is a constant parade of offroad group driving right past the front porch/creek side of home. This was not obvious from the listing. Also note that the other cabins are very close by despite the acreage, so if parties are happening, the noise level can be a lot. There is an active snake nested in the “outdoor shower” so be aware! I looked up during my shower and it was directly overhead on the log beam. There is also an uncovered well on the grassy perimeter of the property which can pose a danger. We found out when our dog lost his ball into the bottom of it (~10 feet deep).
Terie G.
Stayed 2 nights in Jul 2024
Verified
10/10 Excellent
Laura R.
Oct 30, 2025
Laura R.
Stayed 3 nights in Sep 2025
About the host
Hosted by Kylie Dodge
Kylie & Nate have been in real estate for 20 yrs. After a decade of working in inner cities and rehabbing old homes we decided to sell it all and work exclusively building magical retreats in the woods. We are so excited to share special projects with friends and families all over the world.
What makes this property unique
Relax and unwind in our large soaking tub overlooking the creek.