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
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!
November 2025
S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11
$315
12
$315
13
$315
14 15
16
$315
17
$315
18 19 20
$315
21
$346
22
$346
23
$315
24
$315
25
$337
26
$393
27
$403
28
$388
29
30            
December 2025
S M T W T F S
  01
$266
02
$268
03
$270
04
$283
05
$318
06
$308
07
$281
08
$276
09
$277
10
$278
11
$285
12
$319
13
$318
14
$310
15
$315
16
$316
17
$322
18
$333
19
$351
20
$369
21
$390
22
$399
23
$424
24
$430
25
$438
26
$462
27
$492
28
$503
29
$499
30
$491
31
$491
     
January 2026
S M T W T F S
        01
$488
02
$456
03
$454
04
$340
05
$323
06
$310
07
$306
08
$301
09
$309
10
$307
11
$307
12
$290
13
$286
14
$286
15
$299
16
$349
17
$348
18
$344
19
$307
20
$284
21
$290
22
$304
23
$320
24
$314
25
$304
26
$291
27
$286
28
$306
29
$309
30
$330
31
$322
February 2026
S M T W T F S
01
$298
02
$291
03
$307
04
$312
05
$304
06
$334
07
$331
08
$318
09
$304
10
$306
11
$297
12
$307
13
$360
14
$362
15
$360
16
$306
17
$306
18
$306
19
$313
20
$342
21
$336
22
$313
23
$288
24
$288
25
$291
26
$298
27
$320
28
$311
March 2026
S M T W T F S
01
$296
02
$286
03
$289
04
$289
05
$296
06
$306
07
$300
08
$292
09
$289
10
$289
11
$303
12
$303
13
$331
14
$328
15
$359
16
$330
17
$331
18
$331
19
$349
20
$358
21
$339
22
$348
23
$339
24
$318
25
$310
26
$351
27
$342
28
$343
29
$308
30
$306
31
$304
       
April 2026
S M T W T F S
      01
$333
02
$319
03
$346
04
$352
05
$346
06
$328
07
$337
08
$335
09
$338
10
$351
11
$350
12
$316
13
$326
14
$318
15
$315
16
$315
17
$346
18
$346
19
$315
20
$315
21
$315
22
$315
23
$315
24
$346
25
$346
26
$315
27
$315
28
$315
29
$315
30
$342
   
May 2026
S M T W T F S
          01
$396
02
$395
03
$315
04
$322
05
$323
06
$323
07
$315
08
$346
09
$346
10
$325
11
$315
12
$325
13
$345
14
$341
15
$360
16
$369
17
$341
18
$315
19
$315
20
$316
21
$320
22
$385
23
$384
24
$381
25
$338
26
$384
27
$403
28
$575
29
$568
30
$504
31
$436
           
June 2026
S M T W T F S
  01
$351
02
$339
03
$342
04
$342
05
$361
06
$368
07
$404
08
$390
09
$402
10
$404
11
$422
12
$466
13
$416
14
$373
15
$370
16
$375
17
$374
18
$416
19
$417
20
$424
21
$390
22
$413
23
$393
24
$406
25
$442
26
$470
27
$439
28
$391
29
$393
30
$399
       
July 2026
S M T W T F S
      01
$448
02
$654
03
$671
04
$666
05
$528
06
$520
07
$507
08
$508
09
$482
10
$521
11
$477
12
$415
13
$405
14
$400
15
$446
16
$469
17
$472
18
$456
19
$433
20
$456
21
$456
22
$416
23
$427
24
$456
25
$451
26
$534
27
$539
28
$436
29
$435
30
$434
31
$447
 
August 2026
S M T W T F S
            01
$439
02
$405
03
$400
04
$394
05
$388
06
$419
07
$438
08
$430
09
$378
10
$370
11
$370
12
$367
13
$395
14
$412
15
$412
16
$363
17
$357
18
$352
19
$355
20
$403
21
$441
22
$439
23
$372
24
$351
25
$338
26
$335
27
$361
28
$375
29
$398
30
$398
31
$331
         
September 2026
S M T W T F S
    01
$326
02
$326
03
$347
04
$468
05
$467
06
$465
07
$326
08
$315
09
$321
10
$337
11
$356
12
$356
13
$323
14
$315
15
$383
16
$358
17
$341
18
$366
19
$359
20
$354
21
$386
22
$390
23
$381
24
$364
25
$417
26
$394
27
$327
28
$318
29
$364
30
$364
     
October 2026
S M T W T F S
        01
$393
02
$410
03
$423
04
$419
05
$346
06
$357
07
$432
08
$466
09
$480
10
$485
11
$510
12
$510
13
$473
14
$366
15
$403
16
$439
17
$451
18
$379
19
$412
20
$411
21
$381
22
$406
23
$416
24
$427
25
$352
26
$336
27
$331
28
$350
29
$381
30
$396
31
$409
November 2026
S M T W T F S
01
$343
02
$337
03
$337
04
$366
05
$392
06
$428
07
$428
08
$388
09
$339
10
$387
11
$387
12
$387
13
$392
14
$392
15
$346
16
$331
17
$336
18
$349
19
$392
20
$392
21
$392
22
$342
23
$331
24
$332
25
$488
26
$489
27
$489
28
$489
29
$333
30
$321
         
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