Sleepy Bear Cabin – Minutes to Main Street Highlands, NC

Sleepy Bear Cabin – Minutes to Main Street Highlands, NC

Sleepy Bear Cabin - Minutes to Main Street Highlands, NC

3 Bedrooms 3 Bathrooms Sleeps 7 Highlands

Main Level - Main Bedroom

1 King

Main Level - Guest Bedroom 1

1 Queen

Upstairs - Guest Bedroom 2

1 Queen

Upstairs - Loft Area Bed

1 Twin

Sleepy Bear Cabin is a tranquil mountain cabin vacation rental....Are you here for a wedding, guys golfing trip, girls shopping weekend, or just need to unwind? Then there's no better place than Sleepy Bear Cabin.
Located minutes from downtown Highlands or Cashiers, the cabin offers a bright, open, and comfortable space with 3 bedrooms and 3 baths. The large main level Master bedroom offers a King bed and private bathroom, as well as access to a small deck. The Main level guest room has a Queen bed and access to the front porch. A large loft sits upstairs with a Twin bed, next to a third private bedroom with Queen bed and private bath. All bedrooms + the loft have TVs.

Fully equipped kitchen with everything you need. Relax in front of the wood burning fireplace. Enjoy the expanded living and dining space on the newly renovated screened in porch with views of Shortoff Mountain. Large gas grill. Whole house generator just in case....never worry about a thing at Sleepy Bear Cabin!

*This is an animal-free property.*

[All of the homes managed by Highlands Vacation Rentals have wifi internet access(speeds may vary based on different providers), basic kitchenware & dishes, linens provided, and a starter set of amenities including: 2 toilet paper rolls per bathroom + A set of personal shampoo, conditioner, hand & body soap (also per bathroom), 2 paper towel rolls, a few kitchen trash bags, a kitchen sponge, some dish soap and a couple of dishwasher and laundry detergent pods. ]

** Please be advised that the Convenience fee is the credit card processing fee for the reservation. If you wish to avoid this fee, you may still place your reservation but will need to call the office at 828-526-9999 and pay by echeck **

Essentials

  • Bed Linens
  • Linens Provided
  • Extra Pillows & Blankets
  • Towels
  • Hangers
  • Heating
  • Hot Water
  • Iron & Ironing Board
  • Shampoo
  • Free Wifi
  • Air Conditioning
  • Dryer
  • Living Room
  • Kitchen
  • Private Entrance
  • Washer

Kitchen

  • Microwave
  • Refrigerator
  • Dining table
  • Coffee Maker
  • Dishes & Silverware
  • Dishwasher
  • Oven
  • Kitchen Island
  • Electric Cooktop

Home Safety

  • Smoke Detector
  • Fire Extinguisher

Leisure

  • Antiquing
  • Horseback Riding
  • Outlet Shopping
  • Shopping
  • Wildlife Viewing

Local

  • Hospital

Sports

  • Fishing
  • Fishing - Fly
  • Hiking
  • Hunting
  • Ice Skating
  • Mountaineering
  • Rock Climbing
  • Skiing
  • Snowboarding
  • Swimming
  • Water Tubing
  • Whitewater Rafting

Themes

  • Family

Entertainment

  • Satellite or Cable
  • Television
  • Smart TV

Facility

  • Free Parking
  • Generator

Logistics

  • Long Term Stays Allowed

Outdoor

  • Balcony
  • Covered Porch
  • Screened-in Porch

Fireplaces

  • Indoor Woodburning Fireplace

Outdoor Grill

  • Gas Grill
LEAVE A REVIEW
August 25, 2024 - VRBO

VRBO Review

by Rick S
overall great stay
our only complaint is that our cell phone service was inconsistent. May just be AT&T.

Thanks Rick! Yes, we've found that Verizon seems to be the best provider in the area and all others are hit-or-miss. We are glad you enjoyed your stay either way 🙂

August 25, 2024 - VRBO

VRBO Review

by Rick

our only complaint is that our cell phone service was inconsistent. May just be AT&T.

July 8, 2024 - VRBO

VRBO Review - Friends Reunion

by Donna S

We love the house and the Wildwood community. We have stayed here before and will definitely stay here again!

July 8, 2024 - VRBO

VRBO Review

by Donna

We love the house and the Wildwood community. We have stayed here before and will definitely stay here again!

June 14, 2024 - Guestbook

Guest Post-Stay Survey

by Julie P

This property is absolutely beautiful!! Many thanks to the owner for sharing their home with us! And, the rental company was wonderful to work with from beginning to end. You have exceeded our expectations and we thank you! Our time away could not have been any nicer.

March 21, 2024 - Website

Outstanding!

by Mary Linzee

We had a fantastic time at the Sleepy Bear Cabin! The cabin was in a great location and exactly as advertised, if not better! Kitchen had everything you needed to cook (rarity in rentals), the beds were comfortable, the bathrooms were updated, and it was very clean. My kids enjoyed the wood burning fireplace and the screened in porch. Communication was great leading up to our stay and then we were checked in on during our stay to make sure we didn\'t need anything (we didn\'t!). We would absolutely stay at Sleepy Bear Cabin again on our next visit!

October 15, 2023 - VRBO

VRBO Review - "One of the best ever"

by James B

The property was modern, completely furnished with everything we needed. We would definitely come back. 

October 8, 2023 - VRBO

VRBO Review

by Rene

Enjoyed family time in Highlands. The cabin was clean, cozy and comfortable. Kitchen was well stocked. Grandkids loved roasting marshmallows in the wood burning fireplace. Would stay there again.

September 6, 2022 - Website

Review from Bill

by Bill

This is the best rental we have found in Highlands and we plan on returning again next year.Overall extremely helpful

July 3, 2022 - Manual Entry

VRBO Review - "Great Place"

by Jacob P

Very clean. Comfortably furnished. Well equipped. Conveniently located between Highlands and Cashiers.

March 14, 2022 - Website

Review from Brent

by Brent

The cabin has a great open floor plan with 3 bedrooms and 3 baths. The location is right between Cashiers and Highlands! Beautiful cabin, great location! Our son and his family live in Highlands and we enjoy renting this beautiful cabin while we visit them. This is our second time staying here and well be back!!!!We had an issue with the HVAC and your team responded immediately and fixed it within a couple of hours. Really appreciated that!!!!

January 3, 2022 - Website

Review from Michele

by Michele
October 24, 2021 - Manual Entry

VRBO Review - "amazing"

by Wesley R

Lori and David do a great job managing this property and are very nice an easy to work with. It is located 10-15 minutes to highlands, or cashiers. We will be back. The place is very clean and the neighborhood is amazing.

September 17, 2021 - Website

Review from Geraldine

by Geraldine
Very comfortable.Easy to work with.
June 1, 2021 - Website

Review from Brad

by Brad
Great place. Really enjoyed our stay
May 20, 2021 - Website

Review from Bruce

by Bruce

Great stay. The house was awesome. Clean, well appointed and equipped. Three comfortable bedrooms and 3 full baths. Great kitchen with everything we needed. Nice private location. Would stay again for sure

April 26, 2021 - Website

Review from Tara

by Tara
Perfect House! This house had everything we needed! Perfect location settled between Highlands and Cashiers!
April 11, 2021 - Website

Review from Judy

by Judy

We all said that the property was perfect and worked out great for us!Every time I texted you, I heard back in 5 minutes. You were extremely responsive. Even when I texted later in the evening that we could not get any of the major networks on the family room TV, to watch the NCAA tournament, you had David come over to help us with the problem. He was extremely helpful and showed us how to work the crazy remote. We kept apologizing to him that we bothered him so late. He was so sweet to say that it wasn't us, but that you had been having trouble with that TV.

January 5, 2021 - Website

Review from Stephanie

by Stephanie
Great Property and Management Company I highly recommend!Excellent
November 30, 2020 - Website

Review from Seth

by Seth
We had a wonderful week. Thank you.Super easy to work with. Thank you for being so accommodating
November 20, 2020 - Website

Review from Brent

by Brent
Beautiful home, perfect location! Beautiful home and love the location between Cashiers and Highlands! This home is comfortable, very clean and a great space for our visit with our son and grandchildren. The kitchen is better equipped than most rentals and we appreciate all the extra touches! We will be back!
November 2, 2020 - Website

Review from Lori

by Lori
October 30, 2020 - Website

Review from Cammy

by Cammy
Cozy Getaway. We had a wonderful long weekend at Sleepy Bear cottage. The home was clean, comfortable and well stocked. Nice updates in the kitchen and bathrooms and I loved the Bear/Mountain themed decor. Highlands Vacation Rentals was easy to work with and had easy plan when we were running late. The home is in a nice neighborhood with easy access to all activities and sites in the Highlands/Cashiers area.
October 9, 2020 - Website

Review from Mary

by Mary

Good location. Not to far out of town. Quite.Excellent, Awesome

September 14, 2020 - Website

Review from Geraldine

by Geraldine
September 2, 2020 - Website

Review from Sandy

by Sandy
Relaxing retreat. We enjoyed this property and the location...half way between Highlands and Cashiers. So easy to get to all our favorite places! Cabin was very comfortable, and we loved the wooded setting and quiet, peaceful neighborhood.
August 21, 2020 - Website

Review from Michael

by Michael
July 12, 2020 - Website

Review from Sam

by Sam

We had a wonderful time and wish we could have stayed a bit longer. We have enjoyed NC lake vacations several times, and our second time to Highlands did not disappoint. Thank you!Professional, courteous, efficient.

July 8, 2020 - Website

Review from Lisa

by Lisa

It was wonderful and relaxing! Super comfortable home with everything we needed.Wonderful, very nice people willing to help in any way needed.

January 1, 2020 - Website

Review from Valerie

by Valerie
December 29, 2019 - Website

Review from Victoria

by Victoria
Very easy and nice to work with
December 2, 2019 - Website

Review from Seth

by Seth
August 25, 2019 - Website

Review from James

by James
Great!
July 24, 2019 - Website

Review from Irwin

by Irwin

The property is exactly as advertised. Very pleased.

June 9, 2019 - Website

Review from Lisa

by Lisa

Lori came by the morning after our arrival and reviewed all of the issues we had. She listened to our concerns and addressed every one. Very pleasant experience.

January 5, 2019 - Website

Review from Beverly

by Beverly
November 28, 2018 - Website

Review from Sandie

by Sandie
This cabin is wonderful. It has a wonderful wood fireplace and a generator. If you go in the winter and take plenty of wood, this is the perfect place to be. Not too far from town, plus is a big plus.This cabin is wonderful. It has a wonderful wood fireplace and a generator. If you go in the winter and take plenty of wood, this is the perfect place to be. Not too far from town, plus is a big plus.
November 8, 2018 - Website

Review from Jeri

by Jeri
Great location and really enjoyed our stay!Excellent!
October 29, 2018 - Website

Review from Joseph

by Joseph

Very favorable.Very positive.

September 4, 2018 - Website

Review from Betsy

by Betsy
Loved set up of home. Kitchen with island easy to work in& easy to sit around.Bedrooms comfortable with large & beautiful bathrooms. Enjoyed walking in the neighborhood. Fun sitting on deck.David easy to reach & always prompt and helpful.
August 29, 2018 - Website

Review from Chris & Lyn

by Chris & Lyn
July 29, 2018 - Website

Review from Jacquelyn

by Jacquelyn
June 15, 2018 - Website

Review from Peggy

by Peggy
We had a wonderful time. We just didn't get to stay long enough!David made our reservation and stay as simple and effortless as possible
May 31, 2018 - Website

Review from Robert

by Robert
May 16, 2018 - Website

Review from Marsha

by Marsha
The cabin was awesome. Very clean and had everything that we could ask for. It was a perfect fit for our group (3 adult couples).The staff was friendly and responded very quickly to any questions we had regarding the rental agreement or the property itself. It was our first time using Highlands Vacation Rentals and it certainly won't be our last
February 22, 2018 - Website

Review from Heidi

by Heidi
Sleepy Bear Cabin is a WONDERFUL home, great location to Highlands and Cashiers, walking trails and waterfalls. The house has plenty of room as we were a party of 7. Furnishings are nice, beds are comfy and kitchen is stocked with anything you might need. Owner has done a great job and I would highly recommend this home for your visti.Awesome communication! Excellent communication from the management company. David was very responsive to any questions I may have!
April 2025
S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18
$318
19
$322
20
$315
21
$315
22
$315
23
$315
24
$315
25
$333
26
$337
27
$315
28
$315
29
$315
30
$315
     
May 2025
S M T W T F S
        01
$315
02
$333
03
$338
04
$315
05
$315
06
$315
07
$315
08
$315
09
$336
10
$341
11
$315
12
$315
13
$315
14
$315
15
$315
16
$342
17
$348
18
$315
19
$315
20
$315
21
$315
22
$347
23
$389
24
$421
25
$385
26
$351
27
$346
28
$344
29
$337
30
$358
31
$364
June 2025
S M T W T F S
01
$327
02
$324
03
$323
04
$324
05
$326
06
$369
07
$375
08
$337
09
$335
10
$335
11
$336
12
$338
13
$381
14
$387
15
$349
16
$348
17
$346
18
$347
19
$349
20
$392
21
$398
22
$359
23
$357
24
$355
25
$355
26
$356
27
$398
28
$403
29
$364
30          
July 2025
S M T W T F S
    01 02 03 04 05
06
$364
07
$360
08
$357
09
$356
10
$356
11
$397
12
$402
13
$361
14
$358
15
$355
16
$354
17 18 19
20 21 22 23
$351
24
$351
25
$392
26
$397
27 28 29 30 31    
August 2025
S M T W T F S
          01 02
03 04 05 06 07 08 09
10 11 12 13 14 15 16
17 18 19 20 21 22 23
24
$350
25
$347
26
$344
27
$343
28
$344
29
$393
30
$392
31
$349
           
September 2025
S M T W T F S
  01
$355
02
$353
03
$352
04
$352
05
$380
06
$383
07
$342
08
$337
09
$333
10
$331
11
$330
12
$371
13
$374
14
$333
15
$329
16
$325
17
$324
18
$324
19
$366
20
$371
21
$331
22
$329
23
$327
24
$327
25
$329
26
$372
27
$379
28
$341
29
$340
30
$339
       
October 2025
S M T W T F S
      01
$351
02
$352
03
$406
04
$414
05
$365
06
$364
07
$363
08
$364
09
$365
10
$419
11
$424
12
$374
13
$372
14
$368
15
$368
16
$367
17 18
19 20 21 22 23 24 25
26 27 28 29
$350
30
$349
31
$400
 
November 2025
S M T W T F S
            01
$386
02
$344
03
$341
04
$338
05
$337
06
$337
07
$379
08
$384
09
$345
10
$342
11
$339
12
$339
13
$339
14
$381
15
$386
16
$346
17
$342
18
$339
19
$338
20
$338
21
$416
22
$420
23
$375
24
$461
25
$463
26
$496
27
$503
28
$548
29
$509
30
$338
           
December 2025
S M T W T F S
  01
$237
02
$231
03
$230
04
$230
05
$260
06
$263
07
$238
08
$234
09
$230
10
$230
11
$231
12
$263
13
$266
14
$243
15
$239
16
$237
17
$237
18
$239
19
$284
20
$407
21
$366
22
$434
23
$436
24
$438
25
$498
26
$542
27
$566
28
$524
29
$523
30
$514
31
$509
     
January 2026
S M T W T F S
        01
$492
02
$449
03
$376
04
$333
05
$326
06
$233
07
$230
08
$228
09
$253
10
$253
11
$227
12
$225
13
$225
14
$225
15
$225
16
$244
17
$247
18
$229
19
$229
20
$225
21
$225
22
$225
23
$236
24
$239
25
$225
26
$225
27
$225
28
$225
29
$225
30
$242
31
$245
February 2026
S M T W T F S
01
$225
02
$225
03
$225
04
$225
05
$225
06
$247
07
$249
08
$226
09
$225
10
$225
11
$225
12
$225
13
$245
14
$247
15
$225
16
$225
17
$225
18
$225
19
$225
20
$239
21
$241
22
$225
23
$225
24
$225
25
$225
26
$225
27
$237
28
$240
March 2026
S M T W T F S
01
$225
02
$225
03
$225
04
$225
05
$225
06
$242
07
$246
08
$225
09
$225
10
$225
11
$225
12
$225
13
$251
14
$254
15
$232
16
$229
17
$227
18
$227
19
$229
20
$257
21
$260
22
$237
23
$233
24
$230
25
$230
26
$230
27
$258
28
$260
29
$236
30
$232
31
$228
       
April 2026
S M T W T F S
      01
$315
02
$315
03
$348
04
$351
05
$315
06
$315
07
$315
08
$315
09
$315
10
$341
11
$345
12
$315
13
$315
14
$315
15
$315
16
$324
17
$369
18
$374
19
$329
20
$325
21
$322
22
$321
23
$321
24
$366
25
$371
26
$327
27
$323
28
$320
29
$320
30
$320
   
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