'The Cubs Den' Woodsy Highlands Home: Hike & Ski!

Property ID: 436377HighlandsNCUS
Sleeps 31 BR1 BA
Book with confidence

Most trips qualify for free 48 hour cancellation. Add dates for more information.


Welcome to 'The Cub’s Den' in Chestnut Cottages, a tiny home community within walking distance of Highlands. Inside, this 1-bed, 1-bath cottage the bay windows let plenty of light and life into the space. Outside, the large deck with an umbrella is the perfect space to take in the cool mountain air during an al fresco dinner. Enjoy the great shopping and fine dining in Highlands, drive to beautiful hiking trails and waterfalls, or explore the quaint mountain village of Cashiers 10 miles away.


  • Wireless Internet (WIFI)
  • Washer
  • Central Heating
  • Deck
  • Free Parking
  • Central Air Conditioning
  • Essentials
  • Kitchen


Location Details

HISTORIC HIGHLANDS (0.5 miles): Art galleries, shopping, restaurants, public parks, library, performing arts center

ATTRACTIONS: Highlands Nature Center (0.6 miles), Sunset Rock (1.0 miles), Sapphire Valley Ski Resort (13.7 miles), Goats on the Roof (25.9 miles), Stumphouse Tunnel (26.3 miles), Nantahala Outdoor Center (46.1 miles)

NAT’L FORESTS/PARKS: Sumter National Forest (25.5 miles), Nantahala National Forest (53.8 miles), Great Smoky Mountains National Park (54.2 miles)

WATERFALLS: Sequoyah Falls (2.9 miles), Bridal Veil Falls (3.2 miles), Dry Falls (4.1 miles), Quarry Falls (7.4 miles), Cullasaja Falls (9.7 miles)

TRAILS: Highlands Biological Station (0.2 miles), Whiteside Mountain Trail (6.6 miles), Secret Falls Trailhead (7.2 miles), Rainbow Falls and Turtleback Trailhead (22.9 miles), Pickens Nose Trailhead (28.4 miles)

FISHING HOLES: Harris Lake (0.7 miles), Cullasaja River (2.8 miles), Cliffside Lake Recreation Area (6.3 miles), Chattooga River (13.2 miles)

DAY TRIPS: Blue Ridge Parkway (66.8 miles), Asheville (72.8 miles), Biltmore Estate (85.4 miles)

AIRPORT: Asheville Regional Airport (57.6 miles)


15 reviews
  • Great stay


    Perfect location. Walk to town. This home has all you need and extras like coffee and sugar were on hand. I will definitely use this home again.

    *This review was originally posted on Vrbo

    Published December 15, 2023
  • We loved the cottage!


    It was so cute and had everything we needed. Location was great, very close to town.

    *This review was originally posted on Vrbo

    Published November 2, 2023
  • Lovely cabin near center of town


    This was a comfortable place. Clean and modern. Easy walk into town and quick walk to several nice trails. Bedroom is very small, but not bad for three nights.

    *This review was originally posted on Vrbo

    Published October 23, 2023
  • Second time is the charm


    This was our second time staying at this property, and we will likely be back. It’s a cute little place, perfect for a couples getaway. Easy walk into downtown.

    *This review was originally posted on Vrbo

    Warren T.
    Published December 6, 2022
  • Perfect girlfriend getaway!


    The property was well cared for and quiet. We felt very safe and enjoyed the cute tiny home!

    *This review was originally posted on Vrbo

    Bettyann C.
    Published November 1, 2022
  • 1
  • 2
  • 3

Still have questions?

Reach out help with general questions about the property.

Private homes with hospitality

We promise private, professionally-cleaned vacation rentals with 24/7 guest support so you can travel without worry.
Best Rate

Best Rate

You’re guaranteed to book the best rates on our vacation homes at

Rest Easy

Rest Easy

If plans change or the vacation rental isn’t what we promised, we’re here to help make it right.

Icon showing an outstretched hand holding a heart icon

Give Back

Bookings on support our Building Hospitality program.

Add dates for prices
15 reviews

Navigate forward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Navigate backward to interact with the calendar and select a date. Press the question mark key to get the keyboard shortcuts for changing dates.

Select Guests
  • This property has a maximum occupancy of 3 guests, not including infants.
  • Pets are not allowed at this property.
Ages 2-12