Whittle Pines- Walk to town, churches, shopping, library and more

Highlands, North Carolina
$487 avg/night Minimum Stay 2 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 8

Max Sleeps

Night 2 nights

Min Stay

Take a walk on the quiet side

Welcome to Whittle Pines, a registered historical home that’s been in the same family since 1926. The home, updated and maintained over the years, still preserves the history and character of a different era in Highlands.
The main level has a large living area with cable TV and lots of room for gathering. There’s a separate dining room (seats 6-8) next to the well-equipped kitchen. The main level bedroom is handicap accessible and offers a King bed, room A/C unit, TV and full bath with walk in shower. There’s a nice sized back door entry/sun room accessed by ramp that has a half bath and laundry. Covered front porch with rockers overlooks expansive lawn.
Upper level has a hallway bath with an antique tub (no shower there), bedroom (#2) with Queen bed, another bedroom (#3) with two twins, and the #4 bedroom, considered to be the second Mst. BR has a Queen bed with TV, and full bath (walk in shower- no tub)
The property is protected by lush rhododendrons, trees and bushes which form a natural boundary for privacy. The large lawn is perfect for a picnic on the grounds, exploring, sitting around the fire pit telling stories, or a game of badminton.

Whittle Pines is a short, leisurely walk to Main Street, restaurants, live theater, library, churches and lots of unique shopping experiences.
Pets may be considered with a non-refundable pet fee and pet policy attached to your signed lease.
No Smoking
*The ONLY A/C in this home is in the Mst. BR on the main level. All other rooms have ceiling fans and windows with screens to allow the fresh mountain air inside.
*The fireplace inside Whittle Pines is not to be used for fires due to the age of the home. There is an outdoor fire pit worthy of fine tales, S'mores, and good times with friends and family.
*ALL reservations are charged a cleaning fee of $200.00 plus applicable sales tax
This home has a two- night minimum, except for HOLIDAYS AND SOME LOCAL EVENTS.
The rental app you are using may allow you to make two or three-night rentals during these times, but that doesn't mean the reservation will be honored.

No matter how you found Whittle Pines in your search for the best Highlands vacation rental, it is our full intent to retain any renters for future rentals, and possibly as future home owners as well. We enjoy having renters for the long haul, and have been renting to some for over 30 years. Come join them for the best of Highlands.


Like all of the properties we manage, your reservation is contingent on being accepted by the owner or the property manager on behalf of the owner. We follow all guidelines with Federal and NC Fair Housing Laws, and will not discriminate against:

*Race
* Color
* National origin
* Religion
* Sex/Gender
* Handicap (Disability)
* Familial status

*Holiday/Event reservations may include Spring Break, July 4th week, Labor Day Weekend, Food & Wine Festival, Thanksgiving, and Christmas/New Years.
Reservations during Holidays have a ONE WEEK MINIMUM STAY
ALL OTHER STAYS ARE A TWO NIGHT MINIMUM. IF YOU ARE TRYING TO RESERVE FOR TWO NIGHTS IN THE FUTURE YOU WILL HAVE TO CONTACT CHAMBERS.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Internet Access
  • OUTDOORS

    Barbecue Grill Garden Porch Or Lanai
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Fitness Facilities Nearby Hiking Nearby Hiking/biking Trails Nearby Swimming Nearby
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • LOCATION HIGHLIGHTS

    In The City Center In The Mountains Near A Hospital
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair Accessible

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 8

Map Map

School District Rates & Availability

Review Review

  • Owen Q.

    Submitted Nov 4, 2025

    Stayed Oct 30, 2025

    Was perfect for our stay! We were in town for a wedding and the house was very close to town. Perfect for our group of 5.

  • Brigid W.

    Submitted Oct 13, 2025

    Stayed Oct 10, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We were in Highlands for a family wedding and were so lucky to find Whittle Pines. I almost wish we hadn’t been so busy with wedding events so that we could have spent all our time ‘at home’. Three of us are architects and we loved being in a historic house. We loved the sunny porch, the beautiful lawn, the short walk to town. The downstairs bedroom is large and sunny and the upstairs bedrooms have all the charm of the sweet old farm house that is Whittle Pines. We loved it!

  • Taylor C.

    Submitted Sep 4, 2025

    Stayed Aug 22, 2025

    Great place to stay! VERY walkable to town.

  • Bailey B.

    Submitted Jul 13, 2025

    Stayed Jun 20, 2025

    Great stay in awesome town! Strongly recommend!!

  • Ann B.

    Submitted Dec 15, 2024

    Stayed Nov 27, 2024

    Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This property has a wonderful outdoor front and back yard with a large fire pit that is perfect for families who enjoy being outdoors. It is super convenient to all of the restaurants and activities in downtown Highlands. It is large enough to sleep a big family. It has not been updated and could use a face-lift with furnishings. My daughter was very concerned about the gas radiators that provided the heat. It was very cold during our stay and I had not asked about central heat. They kept the house plenty warm but made her feel uneasy and worried that her young children would harm themselves. We all agreed that it would be a great property to renovate and keep the charm of the original house.

  • Whitley M.

    Submitted Jul 29, 2024

    Stayed Dec 31, 1969

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our time very much! We saw bears four different times in the front yard! We walked to town each morning for coffee and hikes the trails all over town. We didn’t even need to use our car much!

  • Jennie M.

    Submitted Jul 5, 2024

    Stayed Jun 25, 2024

    Horrible Experience! Our stay at this VRBO was an absolute nightmare from start to finish. First, they cancelled our reservation at the very last minute, forcing us to scramble and reschedule. Did NOT get my cancellation fee back!!! When we finally arrived, the place was a disaster. We walked in to find that none of the beds were NOT made, and the sheets on the beds were dirty. It was clear the place had not been cleaned at all. To make matters worse, the towels were filthy too. We left messages but nobody called back. When we finally got ahold of them they were sooo rude!!! But the worst part was when our grandfather sat on a rocking chair and the chair just exploded on him, resulting in a huge gouge in his head.. blood was everywhere and It was a terrifying experience for all of us. Please look around and update some stuff!!! To top it all off, the toilets did not work. We were left with no functioning bathrooms for our stay. Make some updates OR don’t rent out! This VRBO was a complete disaster. I would strongly advise against booking this place.

  • Kevin F.

    Submitted Jun 27, 2024

    Stayed Jun 7, 2024

    This is our 4th year renting this property. It is located about a 10 minute walk to Main Street but sits on a cozy and secluded 2 acre lot. Very convenient to everything. The home does show its age a bit and the stove and dishwasher both had issues when we stayed. The oven door would not open and the dishwasher did not drain properly. The grounds are beautiful and well maintained. The large deck and outdoor fire pit were both well used during our stays. The bedrooms all were comfortable. For the price point, this is an excellent value in Highlands. We'll be back!

  • Blair W.

    Submitted Nov 13, 2023

    Stayed Nov 9, 2023

    Historic home walking distance from highlands. The wall heating units take a minute to figure out but would come again.

  • Emily R.

    Submitted Oct 26, 2023

    Stayed Oct 6, 2023

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We couldn’t have enjoyed our stay more at the farm. Perfect location and I loved the fact that there was no smart tv to distract the children. We enjoyed the grounds and how well the family has preserved their historic home.

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Total

Includes taxes and fees
$487+
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