828-526-9999
Highlands Vacation Rentals Logo
Highlands Vacation Rentals Logo
828-526-9999

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 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!
November 2025
S M T W T F S
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30            
December 2025
S M T W T F S
  01
$252
02
$252
03
$252
04
$252
05
$277
06
$277
07
$252
08
$252
09
$252
10
$252
11
$252
12
$277
13
$277
14
$265
15
$270
16
$270
17
$272
18
$275
19
$298
20
$346
21
$354
22
$364
23 24 25 26 27
28
$439
29
$430
30
$431
31
$455
     
January 2026
S M T W T F S
        01
$439
02
$419
03
$416
04
$327
05
$315
06
$304
07
$301
08
$300
09
$304
10
$304
11
$305
12
$289
13
$283
14
$283
15
$300
16
$353
17
$356
18
$350
19
$306
20
$284
21
$292
22
$299
23
$324
24
$320
25
$310
26
$304
27
$289
28
$303
29
$307
30
$326
31
$320
February 2026
S M T W T F S
01
$298
02
$289
03
$303
04
$305
05
$302
06
$328
07
$323
08
$314
09
$295
10
$304
11
$298
12
$314
13
$359
14
$364
15
$355
16
$304
17
$293
18
$302
19
$308
20
$339
21
$331
22
$320
23
$292
24
$290
25
$289
26
$294
27
$324
28
$314
March 2026
S M T W T F S
01
$297
02
$287
03
$291
04
$290
05
$293
06
$306
07
$299
08
$293
09
$292
10
$291
11
$300
12
$305
13
$334
14
$340
15
$330
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$320
17
$321
18
$335
19
$325
20
$344
21
$333
22
$339
23
$333
24
$296
25
$307
26
$325
27
$334
28
$339
29
$308
30
$306
31
$305
       
April 2026
S M T W T F S
      01
$330
02
$321
03
$346
04
$349
05
$347
06
$332
07
$320
08
$326
09
$323
10
$349
11
$347
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$315
13
$315
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$315
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$315
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$315
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$346
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$346
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$315
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$315
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$315
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$315
23
$315
24
$346
25
$346
26
$315
27
$315
28
$315
29
$315
30
$328
   
May 2026
S M T W T F S
          01
$355
02
$354
03
$315
04
$315
05
$315
06
$315
07
$315
08
$346
09
$346
10
$325
11
$325
12
$320
13
$332
14
$340
15
$356
16
$364
17
$338
18
$315
19
$315
20
$316
21
$315
22
$376
23
$376
24
$374
25
$331
26
$329
27
$337
28
$452
29
$460
30
$428
31
$403
           
June 2026
S M T W T F S
  01
$360
02
$348
03
$346
04
$347
05
$364
06
$368
07
$378
08
$372
09
$379
10
$396
11
$375
12
$398
13
$396
14
$376
15
$389
16
$382
17
$388
18
$418
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$421
20
$421
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$387
22
$408
23
$388
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$401
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$438
26
$461
27
$430
28
$383
29
$385
30
$389
       
July 2026
S M T W T F S
      01
$449
02
$674
03
$700
04
$686
05
$494
06
$480
07
$508
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$515
09
$485
10
$518
11
$477
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$447
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$400
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$455
15
$465
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$470
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$451
18
$449
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$418
20
$428
21
$434
22
$406
23
$416
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$446
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$445
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$451
27
$433
28
$402
29
$409
30
$424
31
$437
 
August 2026
S M T W T F S
            01
$425
02
$394
03
$389
04
$388
05
$383
06
$408
07
$428
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$423
09
$375
10
$364
11
$367
12
$366
13
$393
14
$408
15
$406
16
$361
17
$355
18
$350
19
$355
20
$389
21
$417
22
$440
23
$379
24
$353
25
$343
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$341
27
$368
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$385
29
$399
30
$398
31
$336
         
September 2026
S M T W T F S
    01
$334
02
$333
03
$355
04
$459
05
$459
06
$467
07
$355
08
$324
09
$328
10
$344
11
$364
12
$362
13
$324
14
$318
15
$364
16
$349
17
$342
18
$363
19
$363
20
$378
21
$348
22
$316
23
$326
24
$341
25
$370
26
$368
27
$316
28
$315
29
$364
30
$364
     
October 2026
S M T W T F S
        01
$364
02
$403
03
$412
04
$373
05
$346
06
$357
07
$376
08
$408
09
$477
10
$479
11
$468
12
$434
13
$417
14
$356
15
$399
16
$437
17
$452
18
$385
19
$398
20
$397
21
$365
22
$390
23
$413
24
$418
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$339
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$373
27
$370
28
$337
29
$366
30
$386
31
$393
November 2026
S M T W T F S
01
$337
02
$337
03
$337
04
$328
05
$392
06
$392
07
$392
08
$370
09
$339
10
$383
11
$396
12
$424
13
$425
14
$437
15
$434
16
$350
17
$365
18
$402
19
$412
20
$413
21
$380
22
$369
23
$346
24
$360
25
$493
26
$498
27
$501
28
$503
29
$369
30
$323
         
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