
Holiday rentals in Sugarloaf
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Top-rated holiday rentals in Sugarloaf
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Romantic A Frame w/Eco Organic Bed+Wood Stove
Surround yourself in the peacefulness of trees and listen to birds sing @Natures_Lovers_Aframe a True & Authentic 1964 A-Frame Cabin with 21 foot high ceilings, organic bed & wood burning stove & free firewood. Large Deck & Bbq. Romantic for 2, sleeps 4 guests comfortably. 2 Queen bedrooms & 1 bath. Upstairs loft has Avocado Green Organic queen mattress. Easy Self check-in, Fast WIFI (500mbps up/down) , Dog-friendly & access to Level 2 EV Charger. Driveway and lot is flat & easy to park

Noir Cabin BIG BEAR *Spa* EV Charger *SKI* Retreat
✨ Noir at Sugarloaf is a cozy 1970s Gambrel-style cabin 🌲, perfect for up to 4 guests. 🔹 Max Occupancy: 4 🧑🤝🧑 – Be honest! We’ll know if you sneak in more 😉 🔹 Not suitable for infants or young children 🚼 (Safety first) 🔹 Pet-friendly: Dogs up to 30lbs (Max 2) 🐶 ✨ Enjoy the hot tub, wood-burning fireplace, smart TVs 📺, A/C & heaters ❄️🔥. Fully equipped kitchen 🍽️. Overly particular or high maintenance? This may not be for you. But if you're laid-back, we’d love to host you! 😉

Cozy chalet perfect for a relaxing getaway!
A peaceful getaway in quiet Sugarloaf. Welcome to Sugar Shack Chalet! The Chalet has everything you need for a fun mountain getaway, hitting the slopes, or enjoying a quiet weekend away. The master bedroom has a king bed, and the living room has a queen sofa bed. There is an alkaline drinking water system, electric fireplace, washer/dryer, outdoor grill, and all the kitchen tools to create a mountain masterpiece. A perfect place to unwind and get away from the hustle and bustle of the city.

The Sugarloaf Shack is Cozy / Dog friendly!
Bring your family & friends to this stylish retreat located just blocks from local trails. With a fully fenced yard, gas fire-pit, gas-BBQ, shaded seating area & picnic table. This cabin has a fully equipped kitchen for holiday dinners and everyday meals. With TV's in each room, you can have time apart to do your own thing. We love dogs and you'll find everything you need so they feel at home too. Bowls, beds, blankets and toys. Wifi, Netflix, Showtime, Disney, Amazon & lots of games to enjoy!

NEW! ModernRusticLogCabin-RARE SkiView-Spa-Firepit
Just 5 mins to Golf ⛳+ Zoo. Quiet hiking trail down the street & backyard Enjoy a dreamy retreat with a spectacular ski slope view❄️in an authentic tongue-and-groove modified-A-frame style log cabin. Sip cocoa on the front deck while enjoying the ski view (or spying on the skiers w/ our binoculars). Watch the sunset behind the trees 🌄and listen to the whispering pines around you. Soak in the private hot tub on the back porch under the starry sky. Relax in the massage chair after a long hike!

Onyx Cabin BIG BEAR *Spa* EV Charger *SKI* Getaway
✨ Onyx at Sugarloaf is a cozy 1970s Gambrel-style cabin 🌲, perfect for up to 4 guests. 🔹 Max Occupancy: 4 🧑🤝🧑 – Be honest! We’ll know if you sneak in more 😉 🔹 Not suitable for infants or young children 🚼 (Safety first) 🔹 Pet-friendly: Dogs up to 30lbs (Max 2) 🐶 ✨ Enjoy the hot tub, wood-burning fireplace, smart TVs 📺, heaters🔥, and a fully equipped kitchen 🍽️. Overly particular or high maintenance? This may not be for you. But if you're laid-back, we’d love to host you! 😉

Calipe Lux Cottage w/ Steam Sauna, BBQ & Hot Tub
Indulge in a luxurious, family-friendly winter experience at the stylish Calipe Cottage. Seeking a cozy mountain getaway? Your search ends here. This delightful chic Sugarloaf residence boasts one bedroom, one bathroom, and a loft, and is equipped with a hot tub, designer fully equipped kitchen and steam sauna, making it the perfect retreat for those looking to escape the hustle and bustle of city life. If being completely immersed in nature is your thing, then this is the place to be!

Dog-Friendly Moonridge Cabin | Near Lake, Slopes
This modern cabin is located in the coveted Moonridge neighborhood, just minutes from hiking trails and the beauty of Big Bear Lake. With two bedrooms, cozy living spaces, a foosball table, and a sprawling rear deck, this contemporary cabin is the perfect way to experience nature while enjoying the luxuries of a thoughtfully-designed cabin. 7 Min Drive to Big Bear Lake 2 Min Drive to Big Bear Alpine Zoo 3 Min Drive to Bear Mountain Experience Big Bear Lake With Us & Learn More Below!

Chic Cozy A-Frame w/ Lake views & 5 min to skiing
Nestled at 7,400 feet elevation above Big Bear Lake with incredible ski slope and lake views, Chalet 7400 is the perfect curation of mid century modern meets rustic farmhouse design. Revel in the luxury bedding, new mattresses and fully equipped kitchen. Soak in this breathtaking modern A-Frame that merges comfort and style with no detail left to chance. Outfitted with modern features throughout ensuring that every moment spent inside is just as unforgettable as the scenery outside.

Spacious 2 bedroom cabin / PET FRIENDLY Modernized
Spacious ,clean, quiet and seasonally decorated cabin with all the modern amenities. Pet friendly with a fully fenced in back yard. Walking distance to hiking trails and much more. Just 15 minutes from all that Big Bear and the mountain has to offer. Enjoy your own personal cabin tucked away in a quiet neighborhood. Explore the area or our large back yard. Enjoy the trees, fresh air, star filled nights Follow us on IG for updates and promotions/giveaways - @KahunaBearCabin

Hot Tub Retreat| Cozy Cabin for Couples & Families
Welcome to Lazy Bear Lookout, where being lazy is encouraged. Soak in the hot tub or relax by the firepit on the deck, surrounded by peaceful pine winds and stunning mountain views under twinkling café lights. Inside, enjoy a fully stocked kitchen, cozy fireplace, smart TVs, plus fun extras like a classic Pac-Man arcade and board games. Whether you want to unwind or play, this quiet, serene cabin has everything for your perfect Big Bear getaway.

Cozy mountain cabin: Large patio | Hiking |Lake
Welcome to the Black Bear Bungalow! Your perfect Big Bear mountain escape! Tucked in the lush green trees of Sugarloaf where you can cozy up by the fire while enjoying your favorite movie, or breathe in the fresh mountain air and listen to the sound of nature on the large outdoor patio. Just minutes away from serene hiking trails, ski slopes, and the lake. This place has everything you will need to enjoy a perfect getaway!
Popular amenities for Sugarloaf holiday rentals
Other great holiday rentals in Sugarloaf

Petite Woodland Chalet

Cute & Cozy Cabin w/ Large Deck & Front Yard

The Capricorn Cabin

Serenity in the Tree Tops

"Little Bearski” Your outdoor adventure awaits!

Midcentury Modern A-Frame near the slopes

HoneyBearCabin: treehouse-feel, w hiking, sledding

Hot Tub • Fenced Yard • Stargaze • WrapAround Deck
Destinations to explore
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Snow Summit
- Palm Springs Convention Center
- Palm Springs Aerial Tramway
- National Orange Show Events Center
- Monterey Country Club
- Desert Falls Country Club
- Rancho Las Palmas Country Club
- Alpine Slide at Magic Mountain
- Indian Canyons
- Desert Willow Golf Resort
- Indian Wells Golf Resort
- Tahquitz Creek Golf Resort
- Palm Desert Country Club
- Snow Valley Mountain Resort
- Big Bear Alpine Zoo
- Mt. Baldy Resort
- Whitewater Preserve
- Big Morongo Canyon Preserve
- Palm Springs Air Museum
- Marriott's Shadow Ridge Golf Club
- Palm Springs Art Museum Architecture and Design Center
- McCallum Theatre




