Sugarloaf, CA
2492-Highland Oaks Retreat
About the property
Highland Oaks Retreat at Big Bear- Relaxing Sugarloaf Cottage w/ Hot Tub
Welcome to Highland Oaks Retreat. A cozy and relaxing mountain cabin in the pines, packed with essentials and comforts from home to provide the perfect setting for your next getaway with friends or family vacation to the mountains. Located just ten minutes from local activities including the ski resorts, marina, and Village shops, this quiet and relaxing location will make you feel disconnected while staying conveniently central.
Snuggle up together on the comfy couch as you warm your toes in front of the toasty fireplace and watch the snow falling outside. The open floor plan leads to the dining area and equipped kitchen which has everything needed to whip up your home cooked meals and snacks for the mountain. A separate laundry room area offers a washer and dryer for those wet snow clothes or extended visits. Enjoy quick access to a lower-level bedroom and bathroom while two additional sleeping quarters and an added bathroom can be found upstairs on the second level, there is plenty of space here for everyone.
Venture outside where you are surrounded by nature under soaring pine trees and great ambience as you relax and unwind in the spacious private spa. A nice patio is the perfect spot to sip your first cup of coffee in the morning before heading out for fun. Enjoy ample flat parking and a convenient location no matter the season you choose to visit Big Bear. Highland Oaks Retreat is the perfect destination for your next vacation to the mountains, come experience this relaxing chalet for yourselves today!
Sleeping Arrangements:
Bedroom 1: King Bed, Full Bath- Downstairs Entry Level
Bedroom 2: Queen Bed, Shared 1/2 Bath, Streaming TV - Upstairs 2nd Level
Bedroom 3: Two Twin Beds, Shared 1/2 Bath - Upstairs 2nd Level
Living Room: Sleeper Sofa- Downstairs Entry Level
Bathroom Arrangements:
Full Bath (Master Bedroom) - Downstairs Entry Level
Hallway 1/2 Bath - Upstairs 2nd Level
-Sleeps 8
-2 Car Driveway Parking
-2 Pets Welcome w/ Additional Fees
-1,076 Square Feet
County Permit #: CESTRP-2024-00824
Highland Oaks Retreat at Big Bear- Relaxing Sugarloaf Cottage w/ Hot Tub
Welcome to Highland Oaks Retreat. A cozy and relaxing mountain cabin in the pines, packed with essentials and comforts from home to provide the perfect setting for your next getaway with friends or family vacation to the mountains. Located just ten minutes from local activities including the ski resorts, marina, and Village shops, this quiet and relaxing location will make you feel disconnected while staying conveniently central.
Snuggle up together on the comfy couch as you warm your toes in front of the toasty fireplace and watch the snow falling outside. The open floor plan leads to the dining area and equipped kitchen which has everything needed to whip up your home cooked meals and snacks for the mountain. A separate laundry room area offers a washer and dryer for those wet snow clothes or extended visits. Enjoy quick access to a lower-level bedroom and bathroom while two additional sleeping quarters and an added bathroom can be found upstairs on the second level, there is plenty of space here for everyone.
Venture outside where you are surrounded by nature under soaring pine trees and great ambience as you relax and unwind in the spacious private spa. A nice patio is the perfect spot to sip your first cup of coffee in the morning before heading out for fun. Enjoy ample flat parking and a convenient location no matter the season you choose to visit Big Bear. Highland Oaks Retreat is the perfect destination for your next vacation to the mountains, come experience this relaxing chalet for yourselves today!
Sleeping Arrangements:
Bedroom 1: King Bed, Full Bath- Downstairs Entry Level
Bedroom 2: Queen Bed, Shared 1/2 Bath, Streaming TV - Upstairs 2nd Level
Bedroom 3: Two Twin Beds, Shared 1/2 Bath - Upstairs 2nd Level
Living Room: Sleeper Sofa- Downstairs Entry Level
Bathroom Arrangements:
Full Bath (Master Bedroom) - Downstairs Entry Level
Hallway 1/2 Bath - Upstairs 2nd Level
-Sleeps 8
-2 Car Driveway Parking
-2 Pets Welcome w/ Additional Fees
-1,076 Square Feet
County Permit #: CESTRP-2024-00824
Highland Oaks Retreat at Big Bear- Relaxing Sugarloaf Cottage w/ Hot Tub
Welcome to Highland Oaks Retreat. A cozy and relaxing mountain cabin in the pines, packed with essentials and comforts from home to provide the perfect setting for your next getaway with friends or family vacation to the mountains. Located just ten minutes from local activities including the ski resorts, marina, and Village shops, this quiet and relaxing location will make you feel disconnected while staying conveniently central.
Snuggle up together on the comfy couch as you warm your toes in front of the toasty fireplace and watch the snow falling outside. The open floor plan leads to the dining area and equipped kitchen which has everything needed to whip up your home cooked meals and snacks for the mountain. A separate laundry room area offers a washer and dryer for those wet snow clothes or extended visits. Enjoy quick access to a lower-level bedroom and bathroom while two additional sleeping quarters and an added bathroom can be found upstairs on the second level, there is plenty of space here for everyone.
Venture outside where you are surrounded by nature under soaring pine trees and great ambience as you relax and unwind in the spacious private spa. A nice patio is the perfect spot to sip your first cup of coffee in the morning before heading out for fun. Enjoy ample flat parking and a convenient location no matter the season you choose to visit Big Bear. Highland Oaks Retreat is the perfect destination for your next vacation to the mountains, come experience this relaxing chalet for yourselves today!
Sleeping Arrangements:
Bedroom 1: King Bed, Full Bath- Downstairs Entry Level
Bedroom 2: Queen Bed, Shared 1/2 Bath, Streaming TV - Upstairs 2nd Level
Bedroom 3: Two Twin Beds, Shared 1/2 Bath - Upstairs 2nd Level
Living Room: Sleeper Sofa- Downstairs Entry Level
Bathroom Arrangements:
Full Bath (Master Bedroom) - Downstairs Entry Level
Hallway 1/2 Bath - Upstairs 2nd Level
-Sleeps 8
-2 Car Driveway Parking
-2 Pets Welcome w/ Additional Fees
-1,076 Square Feet
County Permit #: CESTRP-2024-00824
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jul 7, 2026 | $103 | Not Available | 2 |
| Jul 8, 2026 | $103 | Available | 2 |
| Jul 9, 2026 | $103 | Available | 2 |
| Jul 10, 2026 | $103 | Available | 2 |
| Jul 11, 2026 | $103 | Available | 2 |
| Jul 12, 2026 | $103 | Available | 2 |
| Jul 13, 2026 | $103 | Available | 2 |
| Jul 14, 2026 | $103 | Available | 2 |
| Jul 15, 2026 | $103 | Available | 2 |
| Jul 16, 2026 | $103 | Available | 2 |
| Jul 17, 2026 | $114 | Not Available | 2 |
| Jul 18, 2026 | $110 | Not Available | 2 |
| Jul 19, 2026 | $103 | Not Available | 2 |
| Jul 20, 2026 | $103 | Available | 2 |
| Jul 21, 2026 | $103 | Available | 2 |
| Jul 22, 2026 | $103 | Available | 2 |
| Jul 23, 2026 | $103 | Available | 2 |
| Jul 24, 2026 | $129 | Available | 2 |
| Jul 25, 2026 | $128 | Available | 2 |
| Jul 26, 2026 | $103 | Available | 2 |
| Jul 27, 2026 | $103 | Available | 2 |
| Jul 28, 2026 | $103 | Available | 2 |
| Jul 29, 2026 | $103 | Not Available | 2 |
| Jul 30, 2026 | $103 | Not Available | 2 |
| Jul 31, 2026 | $134 | Not Available | 2 |
| Aug 1, 2026 | $128 | Available | 2 |
| Aug 2, 2026 | $103 | Available | 2 |
| Aug 3, 2026 | $103 | Available | 2 |
| Aug 4, 2026 | $103 | Available | 2 |
| Aug 5, 2026 | $103 | Available | 2 |
| Aug 6, 2026 | $103 | Available | 2 |
| Aug 7, 2026 | $135 | Available | 2 |
| Aug 8, 2026 | $126 | Available | 2 |
| Aug 9, 2026 | $103 | Available | 2 |
| Aug 10, 2026 | $103 | Available | 2 |
| Aug 11, 2026 | $103 | Available | 2 |
| Aug 12, 2026 | $103 | Available | 2 |
| Aug 13, 2026 | $103 | Available | 2 |
| Aug 14, 2026 | $128 | Available | 2 |
| Aug 15, 2026 | $125 | Available | 2 |
| Aug 16, 2026 | $103 | Available | 2 |
| Aug 17, 2026 | $103 | Available | 2 |
| Aug 18, 2026 | $103 | Available | 2 |
| Aug 19, 2026 | $103 | Available | 2 |
| Aug 20, 2026 | $103 | Available | 2 |
| Aug 21, 2026 | $126 | Available | 2 |
| Aug 22, 2026 | $123 | Available | 2 |
| Aug 23, 2026 | $103 | Available | 2 |
| Aug 24, 2026 | $103 | Available | 2 |
| Aug 25, 2026 | $103 | Available | 2 |
| Aug 26, 2026 | $103 | Available | 2 |
| Aug 27, 2026 | $103 | Available | 2 |
| Aug 28, 2026 | $129 | Available | 2 |
| Aug 29, 2026 | $126 | Available | 2 |
| Aug 30, 2026 | $103 | Available | 2 |
| Aug 31, 2026 | $103 | Available | 2 |
| Sep 1, 2026 | $103 | Available | 2 |
| Sep 2, 2026 | $103 | Available | 2 |
| Sep 3, 2026 | $103 | Available | 4 |
| Sep 4, 2026 | $162 | Available | 4 |
| Sep 5, 2026 | $238 | Available | 4 |
| Sep 6, 2026 | $213 | Available | 4 |
| Sep 7, 2026 | $120 | Available | 4 |
| Sep 8, 2026 | $109 | Available | 2 |
| Sep 9, 2026 | $117 | Available | 2 |
| Sep 10, 2026 | $113 | Available | 2 |
| Sep 11, 2026 | $162 | Available | 2 |
| Sep 12, 2026 | $157 | Available | 2 |
| Sep 13, 2026 | $112 | Available | 2 |
| Sep 14, 2026 | $111 | Available | 2 |
| Sep 15, 2026 | $110 | Available | 2 |
| Sep 16, 2026 | $112 | Available | 2 |
| Sep 17, 2026 | $113 | Available | 2 |
| Sep 18, 2026 | $159 | Available | 2 |
| Sep 19, 2026 | $152 | Available | 2 |
| Sep 20, 2026 | $112 | Available | 2 |
| Sep 21, 2026 | $111 | Available | 2 |
| Sep 22, 2026 | $117 | Available | 2 |
| Sep 23, 2026 | $113 | Available | 2 |
| Sep 24, 2026 | $118 | Available | 2 |
| Sep 25, 2026 | $168 | Available | 2 |
| Sep 26, 2026 | $169 | Available | 2 |
| Sep 27, 2026 | $119 | Available | 2 |
| Sep 28, 2026 | $115 | Available | 2 |
| Sep 29, 2026 | $118 | Available | 2 |
| Sep 30, 2026 | $119 | Available | 2 |
| Oct 1, 2026 | $122 | Available | 2 |
| Oct 2, 2026 | $182 | Available | 2 |
| Oct 3, 2026 | $185 | Available | 2 |
| Oct 4, 2026 | $128 | Available | 2 |
| Oct 5, 2026 | $121 | Available | 2 |
Amenities
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Where you'll be
Sugarloaf, CA, 92386, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.