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 *Admin Fee * covers many admin costs associated with the reservation. However, If you wish to avoid much of this fee, do not put in payment information. You may still place your reservation but will need to call the office at 828-526-9999 **

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
November 20, 2025 - Airbnb

AirBNB Transferred Review

by Jacqueline L

 

November 5, 2025 - Airbnb

AirBNB Transferred Review

by Joanna D

 

October 16, 2025 - Website

VRBO Review

by Robert S

Well equipped and clean…will stay here again!

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!
December 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 25 26 27
28
$315
29
$315
30
$315
31
$315
     
January 2026
S M T W T F S
        01
$293
02
$289
03
$270
04
$252
05
$262
06
$258
07
$252
08
$252
09
$265
10
$265
11
$259
12
$255
13
$252
14
$255
15
$285
16
$324
17
$330
18
$321
19
$288
20
$287
21
$287
22
$288
23
$310
24
$310
25
$291
26
$291
27
$287
28
$289
29
$303
30
$318
31
$311
February 2026
S M T W T F S
01
$290
02
$284
03
$288
04
$303
05
$300
06
$323
07
$324
08
$309
09
$292
10
$302
11
$292
12
$308
13
$352
14
$354
15
$345
16
$306
17
$291
18
$301
19
$305
20
$329
21
$328
22
$311
23
$293
24
$294
25
$300
26
$299
27
$322
28
$312
March 2026
S M T W T F S
01
$299
02
$281
03
$281
04
$285
05
$286
06
$300
07
$296
08
$296
09
$294
10
$290
11
$300
12
$303
13
$326
14
$343
15
$365
16
$346
17
$337
18
$355
19
$346
20
$328
21
$324
22
$303
23
$296
24
$283
25
$291
26
$305
27
$329
28
$333
29
$297
30
$291
31
$292
       
April 2026
S M T W T F S
      01
$315
02
$315
03
$336
04
$337
05
$354
06
$355
07
$335
08
$334
09
$322
10
$340
11
$338
12
$327
13
$327
14
$315
15
$315
16
$315
17
$331
18
$331
19
$315
20
$315
21
$315
22
$315
23
$315
24
$331
25
$331
26
$315
27
$315
28
$315
29
$315
30
$315
   
May 2026
S M T W T F S
          01
$365
02
$357
03
$315
04
$318
05
$320
06
$315
07
$315
08
$331
09
$331
10
$321
11
$339
12
$332
13
$355
14
$390
15
$436
16
$430
17
$338
18
$315
19
$315
20
$317
21
$317
22
$376
23
$378
24
$373
25
$332
26
$329
27
$384
28
$515
29
$484
30
$484
31
$493
           
June 2026
S M T W T F S
  01
$384
02
$337
03
$335
04
$336
05
$352
06
$355
07
$358
08
$348
09
$354
10
$345
11
$367
12
$387
13
$387
14
$366
15
$367
16
$370
17
$367
18
$443
19
$443
20
$450
21
$419
22
$431
23
$388
24
$399
25
$428
26
$458
27
$428
28
$382
29
$385
30
$388
       
July 2026
S M T W T F S
      01
$427
02
$630
03
$647
04
$643
05
$533
06
$472
07
$509
08
$519
09
$467
10
$510
11
$534
12
$504
13
$397
14
$455
15
$482
16
$444
17
$446
18
$441
19
$409
20
$418
21
$391
22
$403
23
$420
24
$447
25
$481
26
$597
27
$475
28
$445
29
$404
30
$424
31
$430
 
August 2026
S M T W T F S
            01
$425
02
$390
03
$390
04
$384
05
$381
06
$406
07
$422
08
$426
09
$401
10
$375
11
$375
12
$372
13
$399
14
$409
15
$411
16
$364
17
$358
18
$355
19
$360
20
$397
21
$426
22
$444
23
$374
24
$349
25
$344
26
$343
27
$368
28
$380
29
$398
30
$398
31
$337
         
September 2026
S M T W T F S
    01
$335
02
$334
03
$359
04
$454
05
$453
06
$451
07
$328
08
$323
09
$325
10
$342
11
$355
12
$361
13
$321
14
$317
15
$395
16
$398
17
$371
18
$363
19
$371
20
$398
21
$368
22
$318
23
$326
24
$337
25
$365
26
$366
27
$317
28
$315
29
$364
30
$364
     
October 2026
S M T W T F S
        01
$364
02
$409
03
$419
04
$391
05
$346
06
$357
07
$357
08
$428
09
$476
10
$494
11
$479
12
$448
13
$430
14
$377
15
$398
16
$427
17
$434
18
$361
19
$376
20
$412
21
$360
22
$387
23
$411
24
$417
25
$374
26
$328
27
$351
28
$333
29
$360
30
$375
31
$381
November 2026
S M T W T F S
01
$337
02
$337
03
$337
04
$326
05
$392
06
$392
07
$392
08
$346
09
$339
10
$381
11
$435
12
$472
13
$453
14
$456
15
$416
16
$346
17
$361
18
$396
19
$407
20
$404
21
$380
22
$369
23
$397
24
$420
25
$498
26
$501
27
$504
28
$500
29
$399
30
$340
         
December 2026
S M T W T F S
    01
$361
02
$317
03
$325
04
$407
05
$369
06
$369
07
$318
08
$317
09
$317
10
$324
11
$345
12
$350
13
$343
14
$418
15
$418
16
$418
17
$418
18
$418
19
$418
20
$390
21
$418
22
$418
23
$418
24
$429
25
$423
26
$427
27
$414
28
$418
29
$418
30
$420
31
$420
   
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