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!
May 2025
S M T W T F S
        01 02 03
04 05 06 07 08 09
$315
10
$315
11
$315
12
$315
13
$315
14
$315
15
$315
16
$315
17
$315
18
$315
19
$315
20
$315
21
$315
22
$315
23
$376
24
$389
25
$354
26
$315
27
$320
28
$321
29
$319
30
$353
31
$360
June 2025
S M T W T F S
01
$315
02
$315
03
$315
04
$315
05
$316
06
$371
07
$380
08
$322
09
$320
10
$320
11
$321
12
$321
13
$375
14
$386
15
$323
16
$327
17
$326
18
$322
19
$322
20
$377
21
$391
22
$333
23
$332
24
$332
25
$331
26
$331
27
$384
28
$398
29
$347
30          
July 2025
S M T W T F S
    01 02 03 04 05
06
$369
07
$363
08
$345
09
$345
10
$345
11
$406
12
$405
13
$346
14
$341
15
$343
16
$343
17 18 19
20 21 22 23
$339
24
$339
25
$401
26
$393
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
$332
25
$333
26
$336
27
$336
28
$336
29
$411
30
$409
31
$361
           
September 2025
S M T W T F S
  01
$354
02
$353
03
$354
04
$352
05
$395
06
$394
07
$328
08
$321
09
$315
10
$315
11
$315
12
$377
13
$378
14
$315
15
$315
16
$315
17
$315
18
$315
19
$374
20
$377
21
$315
22
$315
23
$315
24
$315
25
$315
26
$376
27
$379
28
$318
29
$319
30
$320
       
October 2025
S M T W T F S
      01
$328
02
$332
03
$406
04
$415
05
$351
06
$355
07
$355
08
$355
09
$355
10
$438
11
$441
12
$380
13
$373
14
$370
15
$371
16
$373
17 18
19 20 21 22 23 24 25
26 27 28 29
$349
30
$349
31
$424
 
November 2025
S M T W T F S
            01
$404
02
$329
03 04 05
$323
06
$323
07
$384
08
$390
09
$341
10
$342
11
$339
12
$339
13
$340
14
$390
15
$391
16
$327
17
$325
18
$325
19
$325
20
$325
21
$427
22
$431
23
$406
24
$427
25
$442
26
$485
27
$485
28
$557
29
$548
30
$356
           
December 2025
S M T W T F S
  01
$225
02
$230
03
$230
04
$230
05
$272
06
$277
07
$225
08
$225
09
$225
10
$225
11
$225
12
$256
13
$263
14
$225
15
$225
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$225
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$225
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$225
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$277
20
$413
21
$371
22
$407
23
$424
24
$429
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$491
26
$558
27
$562
28
$496
29
$487
30
$503
31
$505
     
January 2026
S M T W T F S
        01
$504
02
$475
03
$466
04
$361
05
$315
06
$231
07
$230
08
$230
09
$267
10
$271
11
$226
12
$225
13
$225
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$225
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$225
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$256
17
$259
18
$229
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$225
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$225
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$225
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$225
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$252
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$250
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$225
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$225
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$225
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$225
29
$225
30
$252
31
$250
February 2026
S M T W T F S
01
$225
02
$225
03
$225
04
$225
05
$225
06
$252
07
$251
08
$225
09
$225
10
$225
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$225
12
$225
13
$256
14
$260
15
$229
16
$225
17
$225
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$225
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$225
20
$253
21
$251
22
$225
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$225
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$225
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$225
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$225
27
$250
28
$250
March 2026
S M T W T F S
01
$225
02
$225
03
$225
04
$225
05
$225
06
$256
07
$260
08
$225
09
$225
10
$225
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$225
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$225
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$255
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$261
15
$225
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$225
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$225
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$225
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$225
20
$258
21
$263
22
$225
23
$225
24
$225
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$225
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$225
27
$259
28
$263
29
$225
30
$225
31
$226
       
April 2026
S M T W T F S
      01
$315
02
$315
03
$364
04
$370
05
$315
06
$315
07
$315
08
$315
09
$315
10
$372
11
$377
12
$315
13
$315
14
$315
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$315
16
$315
17
$368
18
$373
19
$315
20
$315
21
$315
22
$315
23
$315
24
$371
25
$380
26
$320
27
$319
28
$319
29
$315
30
$315
   
May 2026
S M T W T F S
          01
$371
02
$371
03
$315
04
$315
05
$315
06
$315
07
$315
08
$339
09
$377
10
$315
11
$315
12
$315
13
$315
14
$315
15
$371
16
$376
17
$315
18
$315
19
$315
20
$315
21
$315
22
$373
23
$379
24
$324
25
$338
26
$335
27
$342
28
$341
29
$392
30
$397
31
$333
           
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