Property Features
air conditioning
kitchen
laundry
non-smoking
outdoor grill
parking
satellite or cable TV
wireless internet
Sleeping Arrangement
Bedroom 1
1 King
Bedroom 2
1 Queen
Bedroom 3
1 Queen
Bedroom 4
2 Queens
Description
Little Bear Pen
This home has a strict NO PET policy. Failure to adhere to this policy will result in a $500.00 fine.
Only adults (25 years old and older) may reserve this property and an adult must occupy the property at all times.
Enjoy this beautiful, completely renovated vacation home located on Little Bear Pen just a five-minute drive from downtown Main Street. Nicely updated, light and bright with one level of fun living, it's the perfect home for traveling couples or families.
Each bedroom is comfortably furnished with it's own private bath complete with all the modern amenities. Entertaining is a breeze in this home with great outdoor spaces. Relax on the nice screened deck with fireplace and take in the views while enjoying the cool fresh mountain air. The well-equipped kitchen has a gas stove and there's plenty of seating at the rustic dining table for family dinners.
Take advantage of being just a short drive to downtown Main Street and you'll discover all that Highlands has to offer. Referred to by many as the Aspen of the east, Highlands has received accolades for its many award-winning restaurants such as Madison's, Wolfgang's Restaurant & Wine Bistro and On the Verandah. A destination for art lovers, The Bascom Center for the Arts always has something interesting on display and classes to participate in. Catch a great show at the Highlands Playhouse or the Performing Arts Center and in the summer enjoy the Highlands-Cashiers Chamber Music Festival.
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!" - Dina
Cancellation Policy
In the event of a cancellation by tenant, 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, tenant shall receive a refund of all payments made by tenant, less an administrative fee of 10% of the Total Cost of the Reservation.
This home is professionally managed by Rent in Highlands, a division of Country Club Properties. Your premier source for Highlands Vacation Rentals.
Amenities
Gas Grill
Indoor Wood Burning Fireplace
Screened Porch with Wood Burning Fireplace
Generator
Indoor Wood Burning Fireplace
Screened Porch with Wood Burning Fireplace
Generator
Floor Plan
Map
Calendar
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Available
Unavailable
Check-in
Check-out
Rates
* Rates are subject to change without notice. Pricing excludes taxes, additional options or fees.| Vacation Rental Standard Pricing | Weekly | Min Nights |
| Low Season | $3,440 | 2 |
| Mid Season | $3,440 | 2 |
| High Season | $3,650 | 2 |
| Holiday Season | $4,105 | 2 |
Reviews
Page: 1 of 3Andrew
Reviewed: Nov 26, 2023
Property
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. Manager Response: Hi Andrew! Wonderful to hear that your family had a great Thanksgiving at Little Bear Pen. We hope to see you again next year!
Kate
Reviewed: Nov 13, 2023
Property
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. Manager Response: Hi Kate! Thank you so much for the 5 star review! We love hearing our guests enjoyed their stay.
Robert
Fort worth, US
Reviewed: Jul 17, 2023
Property Manager
Property
Bob
Reviewed: Jul 17, 2023
Property Manager
Always prompt in responding to questions and issues.
Property
Beautiful property. Quiet. Beautiful view. Great neighborhood. Close to town.
Owen
Reviewed: May 15, 2023
Property
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!
Emily
Reviewed: Jan 3, 2023
Property
Great Home! We had 2 families of 4 with a range of ages and this property was perfect! The spacious living room and the updated kitchen accommodated us with no problem. The back porch looked amazing, but the weather wasnt cooperating for us to hang out there. We would rent this house again!
Sally
Reviewed: Dec 5, 2022
Property
Multigenerational Stay. View was great and rooms were too. We liked the great room layout. We did have a heating issue the first night, but the property manager handled it quickly and the locals who service the property drove there on a Friday to bring space heaters and ultimately fixed the problem. Great service.
KEN
Macon, US
Reviewed: Nov 2, 2022
Property Manager
Property
The house was even better than the pictures. Every room-kitchen, living area, porch, bedrooms, bathrooms was excellent. Great for family getaways, big kitchen, room for gathering and each bedroom/bathroom was private. Great house!
Justin
Mountain Brook, US
Reviewed: Oct 18, 2022
Property Manager
All team members were extremely helpful and courteous, and all were incredibly friendly and kind.
Property
It was truly a wonderful weekend experience at Little Bear Pen during a magical time of the year in the Highlands area. Second to none!
Elena
Tequesta, US
Reviewed: Oct 1, 2022
Property Manager
Property
The property was well maintained, clean and very nicely appointed. We had a large group and never felt crowded. The kitchen was large and very easy to work in. The surprise find that there is a path to Main Street was our favorite feature of the house.
Cole
Reviewed: Sep 19, 2022
Property
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!
Jennifer
Franklin, US
Reviewed: Sep 13, 2022
Property Manager
Property
This was our second stay at this property and we will definitely be coming back. We just love the close location to downtown and the quiet neighborhood. The screened-in back porch with beautiful mountain view and fireplace is our favorite part of the house. Having a one level house is also a plus for us as we have young children.
Elizabeth
Reviewed: Jul 6, 2022
Property
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!
Kari
Baton Rouge, US
Reviewed: Mar 16, 2022
Property Manager
Property
Robert
Reviewed: Mar 1, 2022
Property
Wonderful. Nice place on a great, close to town mountain.
Stacy
Reviewed: Feb 23, 2022
Property
Great Getaway. We had a great getaway weekend in Highlands. Wonderful, clean property. Will come again.
Dina
Reviewed: Jan 17, 2022
Property
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!
Mary
Reviewed: Jan 3, 2022
Property
We will definitely be back! We had a wonderful time at Little Bear Pen House! The house was beautiful and clean, and in such a perfect location! Even though the weather was too stormy and too warm for our taste this time of year, we were still able to make the best of our vacation in your home! We love the Highlands and will definitely be back!
Charis
Reviewed: Nov 1, 2021
Property
Perfect! Clean. Close to Main Street. Stunning view. Would definitely stay again! Bears were curious so we left the porch lights on and they didnt bother us. It was a genuinely fun stay. Very grateful to have made memories there!
Michael
Alcoa, US
Reviewed: Oct 5, 2021
Property Manager
Property
Braselton, US
Reviewed: Jul 17, 2021
Property Manager
Property
Vic
Atlanta, US
Reviewed: Mar 14, 2021
Property Manager
Alison is always great!
Property
Wonderful time.
Gene
Columbia, US
Reviewed: Dec 29, 2020
Property Manager
Property
Jennifer
Mount Pleasant, US
Reviewed: Nov 29, 2020
Property Manager
Property
Anne
Reviewed: Nov 14, 2020
Property
5 Stars! Beautiful time with dear friends. This was a perfect place for 4 lifelong friends to relax together, both outside with a wonderful fireplace and tv, or talk inside with the fireplace or watch movies together, with plenty of room to spread out. Each bedroom and bathroom was spacious and comfortable. We also enjoyed the close and convenient proximity to Highlands and would love to come back to this house again.
