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 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
$265
06
$265
07
$252
08
$252
09
$252
10
$252
11
$252
12
$265
13
$265
14
$252
15
$252
16
$252
17
$252
18
$252
19
$279
20
$331
21
$315
22
$324
23 24 25 26 27
28
$433
29
$426
30
$419
31
$424
     
January 2026
S M T W T F S
        01
$411
02
$390
03
$387
04
$307
05
$312
06
$301
07
$299
08
$301
09
$305
10
$307
11
$303
12
$287
13
$281
14
$284
15
$303
16
$354
17
$357
18
$352
19
$307
20
$283
21
$291
22
$299
23
$323
24
$319
25
$303
26
$289
27
$284
28
$292
29
$303
30
$325
31
$317
February 2026
S M T W T F S
01
$295
02
$288
03
$303
04
$304
05
$300
06
$326
07
$322
08
$315
09
$303
10
$304
11
$299
12
$317
13
$360
14
$363
15
$351
16
$305
17
$303
18
$303
19
$310
20
$340
21
$334
22
$320
23
$295
24
$295
25
$295
26
$296
27
$325
28
$313
March 2026
S M T W T F S
01
$295
02
$286
03
$290
04
$293
05
$297
06
$309
07
$300
08
$295
09
$294
10
$293
11
$301
12
$304
13
$328
14
$333
15
$329
16
$326
17
$319
18
$334
19
$330
20
$336
21
$331
22
$331
23
$324
24
$294
25
$305
26
$326
27
$334
28
$338
29
$306
30
$300
31
$311
       
April 2026
S M T W T F S
      01
$322
02
$316
03
$335
04
$343
05
$339
06
$331
07
$323
08
$329
09
$320
10
$346
11
$343
12
$315
13
$316
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
$330
   
May 2026
S M T W T F S
          01
$360
02
$352
03
$315
04
$315
05
$315
06
$315
07
$315
08
$331
09
$331
10
$331
11
$331
12
$327
13
$341
14
$346
15
$370
16
$372
17
$336
18
$315
19
$315
20
$315
21
$315
22
$376
23
$375
24
$372
25
$329
26
$328
27
$355
28
$466
29
$474
30
$441
31
$415
           
June 2026
S M T W T F S
  01
$354
02
$343
03
$342
04
$344
05
$362
06
$365
07
$371
08
$359
09
$362
10
$376
11
$374
12
$396
13
$396
14
$378
15
$395
16
$376
17
$396
18
$413
19
$416
20
$417
21
$384
22
$422
23
$388
24
$401
25
$438
26
$462
27
$427
28
$382
29
$383
30
$387
       
July 2026
S M T W T F S
      01
$436
02
$663
03
$692
04
$681
05
$487
06
$474
07
$477
08
$498
09
$478
10
$516
11
$473
12
$449
13
$400
14
$393
15
$454
16
$456
17
$454
18
$450
19
$416
20
$425
21
$420
22
$408
23
$419
24
$452
25
$458
26
$522
27
$489
28
$419
29
$430
30
$427
31
$440
 
August 2026
S M T W T F S
            01
$430
02
$397
03
$392
04
$390
05
$387
06
$412
07
$435
08
$430
09
$382
10
$371
11
$374
12
$374
13
$401
14
$413
15
$411
16
$363
17
$355
18
$350
19
$357
20
$394
21
$421
22
$442
23
$376
24
$350
25
$341
26
$340
27
$365
28
$382
29
$398
30
$398
31
$337
         
September 2026
S M T W T F S
    01
$332
02
$331
03
$352
04
$454
05
$453
06
$451
07
$331
08
$323
09
$327
10
$352
11
$371
12
$367
13
$327
14
$320
15
$410
16
$380
17
$371
18
$367
19
$366
20
$397
21
$383
22
$339
23
$340
24
$347
25
$376
26
$370
27
$323
28
$315
29
$364
30
$364
     
October 2026
S M T W T F S
        01
$364
02
$399
03
$406
04
$368
05
$346
06
$357
07
$357
08
$408
09
$472
10
$473
11
$480
12
$433
13
$415
14
$352
15
$395
16
$434
17
$447
18
$368
19
$378
20
$378
21
$352
22
$386
23
$410
24
$414
25
$337
26
$368
27
$366
28
$335
29
$363
30
$383
31
$394
November 2026
S M T W T F S
01
$340
02
$337
03
$337
04
$326
05
$392
06
$392
07
$392
08
$346
09
$339
10
$380
11
$391
12
$419
13
$409
14
$430
15
$428
16
$345
17
$363
18
$397
19
$407
20
$409
21
$385
22
$369
23
$349
24
$364
25
$510
26
$513
27
$517
28
$505
29
$369
30
$334
         
December 2026
S M T W T F S
    01
$354
02
$302
03
$345
04
$369
05
$369
06
$369
07
$310
08
$306
09
$308
10
$303
11
$327
12
$328
13
$318
14
$418
15
$418
16
$418
17
$418
18
$418
19
$418
20
$353
21
$418
22
$418
23
$430
24
$430
25
$431
26
$431
27
$460
28
$460
29
$460
30
$434
31
$434
   
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