Entire cabin

Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views

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Outdoor dining - Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views (Highlands)
4 bedrooms, desk, iron/ironing board, free WiFi - Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views (Highlands)
TV, fireplace - Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views (Highlands)
Exterior - Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views (Highlands)
Dining - Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views (Highlands)
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

9.8 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

Entire place

You'll have the entire cabin to yourself and will only share it with other guests in your party.

Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views

WE DO NOT ACCEPT AMEX

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.

This beautifully renovated vacation home on Little Bear Pen features a bright, open floor plan all on one level—perfect for couples or families. The home includes multiple comfortably furnished bedrooms, each with its own private bathroom and modern amenities. The kitchen is well-equipped with a gas stove and flows into a spacious dining area with a large rustic table, ideal for group meals. The single-level layout offers easy access throughout the living, dining, and bedroom spaces, making it a convenient and comfortable place to stay.

Outdoor Spaces:
At the front of the home, a covered porch with two sets of rocking chairs offers a peaceful spot to relax. Off the dining room, a screened-in porch features plenty of seating around a wood-burning fireplace and a dining table for outdoor meals. This space opens to an uncovered deck that connects to the kitchen for easy access. The primary bedroom has private access to the deck, which also links back to the screened porch. On the far side of the home, the guest room opens to another section of the same deck—also connected to the porch. With multiple entry points and seating areas, this spacious outdoor layout is perfect for unwinding and entertaining.

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

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

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

Property is also known as

Enjoy Spectacular Scenic Mountain Views House Highlands
Enjoy Spectacular Scenic Mountain Views House
Enjoy Spectacular Scenic Mountain Views Highlands
Enjoy Spectacular Scenic Mountain Views
4 bedroom accommodation in Highlands Highlands
Little Bear Pen Mountain is Just Minutes Main House
4 bedroom accommodation in Highlands Private vacation home
9ddb0987-22d2-498b-a3d5-22b557f01986
Enjoy Spectacular Scenic Mountain Views

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 mountain biking and hiking/biking trails. Visit our Highlands travel guide
View more Cabin rentals in Highlands
Map
Highlands, NC

What's nearby

  • Hwy 64 in Highlands, NC
    The Bascom Center for the Visual Arts
    2 min drive - 2.4 km
  • Highlands Dog Park
    12 min walk - 1.1 km
  • Highlands Playhouse
    17 min walk - 1.5 km
  • Cullasaja River Gorge
    2 min drive - 2.1 km
  • Highlands Biological Station
    2 min drive - 1.7 km

Getting around

  • Asheville Regional Airport (AVL)
    84 min drive

Restaurants

  • Shell
    19 min walk
  • Wildcat Cliffs Country Club
    10 min drive
  • Calders Coffee Cafe
    3 min drive
  • Oak Steakhouse
    10 min drive
  • Los Vaqueros
    3 min drive

Frequently asked questions

Does Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views have a pool?

Yes, this property has a pool.

Is Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views pet-friendly?

No, pets are not allowed at this property.

How much is parking at Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views?

On-site parking is available at the property.

What time is check-in at Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views?

Check-in begins at 4:00 PM.

What time is check-out at Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views?

Checkout is at 10:00 AM.

Where is Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views 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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Little Bear Pen | Beautifully Renovated Home on Little Bear Pen Mountain with Spectacular Views 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.
More informationOpens in a new window
Rating 10 - Excellent. 62 out of 68 reviews
Rating 8 - Good. 5 out of 68 reviews
Rating 6 - Okay. 0 out of 68 reviews
Rating 4 - Poor. 0 out of 68 reviews
Rating 2 - Terrible. 1 out of 68 reviews

10

Cleanliness

9.8

Location

Reviews

10/10 Excellent

Mary W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay. Plenty of room for 4 couples.
Stayed 2 nights in Oct 2025

10/10 Excellent

Diana K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Home away from home

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.
Stayed 2 nights in Feb 2025

10/10 Excellent

Kate U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highlands Food and Wine Getaway

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.
Stayed 4 nights in Nov 2023

10/10 Excellent

Michelle S., Signal Mountain, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Home

This is our second time staying in this beautiful home. Great location. We’ll be back again!
Stayed 4 nights in Nov 2023

10/10 Excellent

Andrew R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay, Great Location

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.
Stayed 5 nights in Nov 2023

10/10 Excellent

Jennifer K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Delightful Spring Stay

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!
Stayed 3 nights in Apr 2024

8/10 Good

Ron S.

Liked: Cleanliness, check-in, location, listing accuracy
Disliked: Communication

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
Stayed 3 nights in Oct 2023

10/10 Excellent

Lisa G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 4 nights in Nov 2025

10/10 Excellent

John C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 .
Stayed 3 nights in Oct 2025

10/10 Excellent

Charles C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot for multiple couples

We loved this home and everything was very high quality. Would definitely rent here again!
Stayed 3 nights in Mar 2025
This review is from a guest who booked and stayed through a partner site and can't be verified.

10/10 Excellent

Doug Eskew

This is our favorite place to stay! As always, Alicen takes great care of us.

This is our favorite place to stay! As always, Alicen takes great care of us.

10/10 Excellent

Marilyn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Superior Choice!

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.
Stayed 2 nights in Apr 2025

10/10 Excellent

Elizabeth L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home in a very convenient location close to downtown Highlands. Perfect porch .

Check in was easy and the home well stocked for all our needs. Loved the location and screened in porch!
Stayed 5 nights in Jun 2022

10/10 Excellent

Robert W., Fort Worth, TX

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Nice place on a great, close to town mountain.
Stayed 6 nights in Feb 2022

10/10 Excellent

James M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

House was very clean with a amazing view . Host was very nice .

Great Experince will be back
Stayed 3 nights in Oct 2022

10/10 Excellent

Ben C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great mountain home

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!
Stayed 3 nights in Jun 2019

10/10 Excellent

Heather M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic property

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.
Stayed 2 nights in Nov 2019

10/10 Excellent

Gene H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful home- Great location- Stunning view

The property was nice, convenient, fully equipped , and I would suggest it for a family of 4- 8.
Stayed 3 nights in Dec 2020

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot!

stayed for a weekend getaway with family. Close to town and easy to get there. Will be back.
Stayed 2 nights in May 2023

10/10 Excellent

Owen B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location and communication

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!
Stayed 2 nights in May 2023

10/10 Excellent

Barbara B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very comfortable home

Beautiful home with lovely grounds. It has just about everything one could want.
Stayed 4 nights in Jul 2020

10/10 Excellent

Keith G.

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.
Stayed 2 nights in Jun 2018

10/10 Excellent

Cole C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Highlands Trip- 2022

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!
Stayed 3 nights in Sep 2022

10/10 Excellent

Marykate U.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wish we booked for a longer stay!

We had 7 adults and 1 four-year-old and this house was so perfect. It was clean and beautiful and so relaxing! We were in Highlands for a family wedding and it was a great vacation for everyone!
Stayed 5 nights in Jun 2022

10/10 Excellent

Dina P., Atlanta, GA

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 2 nights in Jan 2022