Located on Little Bear Pen, just a five-minute drive from downtown Main Street, this beautifully renovated home offers the perfect retreat for couples and families. With comfortably furnished bedrooms, each with its own private bath and modern amenities, plus great outdoor spaces like a screened deck with fireplace to enjoy the fresh mountain air.
Reviews
9.89.8 out of 10
Exceptional
Entire cabin
4 bedrooms4 bathroomsSleeps 10251 sq m
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Add dates for prices
About this property
One Level. No Stairs. No Compromises. | Little Bear Pen
This Rent In Highlands vacation rental home has a strict NO PET policy. Failure to adhere to this policy will result in a $1000.00 fine.
Only adults (25 years old and older) may reserve this property and an adult must occupy the property at all times.
Sometimes the best vacation home is the one that gets out of its own way — where the layout just works, the outdoor spaces flow into each other naturally, and by day two everyone has found their spot and settled in like they've been coming here for years.
That's Little Bear Pen.
A beautifully renovated single-level home with a bright, open floor plan, multiple private bedroom suites, a screened porch with a wood-burning fireplace, and a wraparound deck with more entry points and seating areas than you'll know what to do with. Easy to navigate, genuinely comfortable, and designed for the kind of trip where relaxing isn't an afterthought — it's the whole point.
Inside: Open, Bright, and Surprisingly Easy -The single-level layout is one of those features that sounds practical and turns out to be transformative — no stairs between bedrooms and kitchen, no navigating the house in the dark, no one feeling separated from the group. The open floor plan keeps the living, dining, and kitchen spaces connected without crowding them, and the well-equipped kitchen with its gas stove anchors one end of the home with a large rustic dining table that makes group meals feel like an event worth lingering over. Each bedroom comes with its own private bathroom — a detail that eliminates the morning negotiation entirely and somehow makes the whole trip run smoother.
Outside: Where Little Bear Pen Really Lives. The outdoor layout here is quietly exceptional — and more expansive than it first appears. A covered front porch with two sets of rocking chairs handles the slow mornings, the afternoon reads, and the evenings when the view is enough. Off the dining room, a screened-in porch with a wood-burning fireplace and its own dining table becomes the natural gathering point for everyone — sheltered enough for unpredictable mountain weather, open enough to feel like outside. An uncovered deck connects the screened porch to the kitchen on one side and to the primary bedroom and guest room on the other, creating a continuous outdoor loop that means someone always has somewhere comfortable to be.
Multiple entry points. Multiple seating areas. One very well-designed outdoor experience.
The Flow is the Feature What makes this property special isn't any single room or any single view — it's the way everything connects. Primary bedroom to deck to screened porch. Kitchen to deck to rocking chairs out front. Dining room to porch to fireplace. The house was designed for people to move through it freely, find their corner, and not feel like they have to go looking for comfort. It's just there, wherever you end up.
Downtown Highlands is a short drive away — restaurants, shops, waterfalls, and trails all within easy reach. But between the rocking chairs, the screened porch fireplace, and a deck that wraps the whole home together, you may find that leaving requires more motivation than expected.
What our guests are saying…
"Perfect mountain getaway. The house is the perfect location in the mountains and only a very short drive into The downtown. I really did not want to leave. We had cozy fires and they even provided the firewood for us! Will definitely want to come back!" - Rent In Highlands Vacation Rental Guest, Dina
Rent In Highlands Vacation Rental Cancellation Policy
Policy (A) for reservations less than 20 days: A reservation canceled between 0-45 days prior to arrival is not eligible to receive a refund. If more than 45 days notice is given, the renter shall receive a refund of all payments made, less a cancellation fee of 10% of the Total Cost of the Reservation.
Policy (B) for reservations of 20 days or more and reservations made 6 months in advance: NO refund is given unless the property is re-rented under the same terms (Trip insurance is available and recommended to help protect your trip).
Special Amenities:
Gas Grill Indoor Wood Burning Fireplace Screened Porch with Wood Burning Fireplace Generator
This home is professionally managed by Rent in Highlands, a division of Country Club Properties. Your premier source for Vacation Rentals in Highlands NC.
Property amenities
Pool/Spa
Communal pool
Internet
Available in the cabin: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Ice maker
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
4 bedrooms
Bedsheets provided
Bathroom
4 bathrooms
Hair dryer
Towels provided
Living spaces
Dining table
Fireplace
Living room
Entertainment
TV with cable/satellite channels
Outdoor areas
Gas grill
Patio
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Comfort
Air conditioning
Heating
Pets
No pets allowed
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the mountains
Things to do
Golf
Tennis
Basketball nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Ice skating nearby
Mountain biking nearby
Swimming nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Unit size: 2,698 square feet
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You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets not allowed
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
About the area
Located in Highlands, this cabin is in the mountains. Highlands Country Club and Old Edwards Club are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Highlands Biological Station and Cashiers Farmers Market. Discover the area's water adventures with fishing and swimming nearby, or enjoy the great outdoors with hiking/biking trails and mountain biking. Visit our Highlands travel guide
Does One Level. No Stairs. No Compromises. | Little Bear Pen have a pool?
Yes, this property has a pool.
Is One Level. No Stairs. No Compromises. | Little Bear Pen pet-friendly?
No, pets are not allowed at this property.
How much is parking at One Level. No Stairs. No Compromises. | Little Bear Pen?
On-site parking is available at the property.
What time is check-in at One Level. No Stairs. No Compromises. | Little Bear Pen?
Check-in begins at 4:00 PM.
What time is check-out at One Level. No Stairs. No Compromises. | Little Bear Pen?
Checkout is at 10:00 AM.
Where is One Level. No Stairs. No Compromises. | Little Bear Pen located?
Situated in the mountains, this cabin is within 1 mile (2 km) of Nantahala National Forest, Highlands Dog Park and Highlands Art Gallery. Highlands Playhouse and Cullasaja River Gorge are also within 2 miles (3 km).
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One Level. No Stairs. No Compromises. | Little Bear Pen Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Our group of four couples thoroughly enjoyed our stay at this property! The home was very well taken care of and provided the perfect place for us to relax and catch-up. We would definitely recommend this house to others.
Thanksgiving in Highlands is an annual thing for our family, and this was a great few days. The layout of the house was perfect for our family, and the location is terrific. Property manager was attentive and responsive. Would definitely stay here again.
The house was very comfortable. We had EVERYTHING we could have possibly needed or wanted. The house is beautiful. Every bedroom was comfy and quiet. The views are amazing. Our stay was a short one but we would love to stay here again and enjoy the deck, grill and outdoor fireplace.
Well decorated and well located, the house had lot of character and ton of charm, as well as a lovely view. The primary suite was comfortable with a lovely marble bathroom with tub. The primary bedroom had a lovely view, was cozy, and had a comfortable bed.
Only side note - some of the guest beds had very firm mattresses.
Regardless - would stay again!
When in need of help, don't call the property manager
The first issue was when arrived at the house with your quest of four siblings and their spouses in their mid-seventies to early eighties. When we got out to enter the house at the prescribed entrance there was no hand rails or ramps to help assist them up the steps.
This has to be some kind of a code for Highlands NC. or a ADA violation and, if not, at least it should be your requirement.
Second, after we got everyone settled into their rooms, we all settled down in the Great Room to discuss our trip plans. I tried to turn on the TV but it would not come on. So, I tried the internet and it did not work either.
I tried calling all the support phone numbers supplied to me and phone numbers on the wall in the house. All were gone for the evening. This was only about an hour after we had arrived at 4pm. I did later get a message from Joe saying he was already off the mountain and that he would come by Wednesday afternoon. Joe did come Wednesday afternoon and he got the TV and internet going. So, we had some entertainment that evening.
But, on Thursday morning the TV did not work again. The internet was working. I did report this to your office. They said would get someone up there as soon as possible. No one ever showed up.
Third, on Wednesday I was going to cook hamburgers on the grill.
So, I thought I would make sure the grill was ready.
I uncovered the grill and found it completely nasty with 2 empty tanks of gas. Cancelled hamburgers for diner meal.
A Gas Grill is list
Our family thoroughly enjoyed our stay at Little Bear Pen. It is a lovely home…very spacious and comfortable. The view was beautiful. We enjoyed walks in the neighborhood after a big meals. The kitchen had everything we needed! The hosts were so communicative and helpful leading up to and during our stay. Close drive to enjoy downtown Highlands. We will definitely rent this home for our next trip.
Excellent communication with host and everything was as described . One hiccup with toilet repair and service tech drove hr round trip to pick up part and repairs by early evening. Already booked again next yr .
Property was just as described, spotless, close to town-not walking distance, very nicely renovated, nice view, great screened in patio with fireplace and tv, stocked with everything we needed. We would definitely stay here again!
The home is stunning and has ample room for everyone. Also, the distance to Main St is just about perfect (not walking distance but incredibly easy and close). We will stay here again.
It was excellent. The home was beautifully decorated and very adequately accommodated 4 80 year old women! We were so pleased that all bedrooms and bathrooms were on the same level. Nothing could have been better suited for our group of friends.
Our group of 8 adults (4 couples) loved Little Bear Pen. Great communication from the owner and easy commute to all things Highlands. Would highly recommend this place!
Owen B.
Stayed 2 nights in May 2023
Verified
10/10 Excellent
Keith G.
11 July 2018
Very Nice Place
The scenic view at this place is very nice. The house seems brand new on the inside, and the outdoor screened in deck is a very cool spot.
This property exceeded our expectations. An all around great property with so much convenience to Downtown where most of our time was spent. The place was super clean and offered all things needed when vacationing!