Holiday rentals in Sugarloaf

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Top-rated holiday rentals in Sugarloaf

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Top guest favourite
An A-frame cabin is nestled among trees, featuring a warm glow emanating from the windows. The wooden deck showcases a dining table, inviting relaxation in a natural setting. The sloped roof and large ornamental windows highlight the cabin's architectural charm.
Chalet in Sugarloaf
4.99 out of 5 average rating, 154 reviews

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

Top guest favourite
Cabin in Sugarloaf
4.95 out of 5 average rating, 214 reviews

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! 😉

Top guest favourite
The exterior of the chalet features a wooden facade with a welcoming deck. A large window offers views into the interior, framed by an American flag. The deck includes seating and decorative bear motifs, surrounded by tall trees providing natural shade.
Home in Sugarloaf
4.98 out of 5 average rating, 187 reviews

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.

Top guest favourite
A warm living room showcases a leather sofa and a cozy armchair, complemented by a wood coffee table. The space features wood-paneled walls, a fireplace with a brick surround, and a window draped with light curtains, allowing natural light to filter in.
Cabin in Sugarloaf
4.98 out of 5 average rating, 202 reviews

The Cedar House | Cozy & Modern Mountain Retreat

Welcome to the Southern California mountains! The Cedar House is a modern vacation home perfect for couples, families, and small groups. Nestled in the cozy mountain community of Sugarloaf, the cabin is a short seven miles from the Big Bear Village shops and restaurants. The cabin is also a short walk to the local general store, Kallan's Bar & Grill, and a neighborhood playground/skate park. Equipped with high-speed internet & TV with digital streaming including NFL Sunday Ticket + NFL RedZone.

Guest favourite
An open living area showcases a cozy seating arrangement with a neutral-colored sofa. A dining table is positioned beside the kitchen, and a foosball table is visible nearby. High wooden ceilings enhance the spacious feel, with a staircase leading to an upper loft area.
Cabin in Sugarloaf
4.87 out of 5 average rating, 134 reviews

Pet Friendly | Foosball | Fire Pit | BBQ| WiFi

The Maple Chalet: ✔ A-Frame Roof ✔ 1 Bedroom 1 Bath W/loft ✔ Outdoor Patio ✔ Foosball ✔ Fireplace ✔ Slps 4 ✔ Pet Friendly ✔ Fully fenced backyard ✔ Heater ✔ High speed WiFi ✔ 2 Parking spaces ✔ Smart TV ✔ Cable ✔ Propane Grill Nearby attractions: ✔ Snow Play (snow tubing & winter activities) ✔ Convention Center (events & shows) ✔ Big Bear Lake (water sports, fishing, & hiking) ✔ The Village (shopping & dining) ✔ Ski Slopes-Bear mountain (6.9 miles), Snow Summit (6.6 miles), Snow Valley (19.6)

Top guest favourite
A cozy living area features warm wood paneling and a plush brown sofa. A bottle of wine and glass rest on a decorative tray atop a wooden coffee table. Natural light enters through nearby windows, enhancing the inviting ambience.
Cabin in Sugarloaf
4.97 out of 5 average rating, 104 reviews

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! 😉

Top guest favourite
A tiny home is nestled among tall pine trees, surrounded by a snowy landscape. A wooden ramp leads up to the entrance, providing accessibility. Snow blankets the ground, while scattered rocks and natural foliage create a serene outdoor setting.
Tiny home in Sugarloaf
4.91 out of 5 average rating, 275 reviews

Private Cozy+Tiny home.

This unique 216 sq ft,Tiny home place has a style all its own. Enjoy the mountains in this tiny home just minutes from anything you need. Hiking, biking, snowboarding, skiing, fishing, helicopter tour,boating and many more activities, surrounded by this beautiful tiny home. This fully remodeled tiny home is perfect for a couple to create new memories. -High speed WIFI -close to snow valley -snow play big bear -BBQ Grill Please read house rules and cancellation before booking. Thank you :)

Guest favourite
Cottage in Sugarloaf
4.95 out of 5 average rating, 108 reviews

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!

Top guest favourite
A spacious living area features a cozy arrangement of sofas with red and white accents. Natural wood beams cross the ceiling, and a wooden coffee table sits centrally, complementing the warm decor. Nearby, a dining area is visible, neatly separated by a doorway.
Cabin in Sugarloaf
4.94 out of 5 average rating, 316 reviews

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

Guest favourite
Cabin in Sugarloaf
4.97 out of 5 average rating, 335 reviews

Romantic Winter Cabin | Hot Tub, & Scenic Views

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.

Top guest favourite
The living area features tall, A-frame windows allowing natural light to fill the spacious room. A green sofa is positioned beside a wooden coffee table, with a small TV and console nearby. Sliding glass doors open to a deck surrounded by trees.
Cabin in Sugarloaf
4.97 out of 5 average rating, 184 reviews

The Apex – 1963 A-Frame near Nat'l Forest

Hello and welcome to The Apex! This true A-Frame was built in 1963 and renovated in 2021 so that you can enjoy the perfect blend of cabin charm and modern finishes. The Apex is in Sugarloaf, a neighborhood surrounded by the San Bernardino National Forest. When you stay here, you’ll be: ☀️10 mins from lakeside lounging ☀️12 mins from the grocery store ☀️20 mins from the slopes and The Village

Top guest favourite
A cabin is shown at night, illuminated by string lights and a warm fire. The facade is painted in a vibrant red, complemented by white trim. A seating area with chairs and a swinging bench is visible on the wooden deck, enhancing the welcoming ambiance.
Cabin in Sugarloaf
4.96 out of 5 average rating, 239 reviews

Cute & Cozy Cabin w/ Large Deck & Front Yard

Welcome to our cabin! Come and stay at our cabin nestled in the woods of Sugarloaf & Big Bear. My daughter and I come here frequently to relax and enjoy nature and we want you and your family to enjoy our place as well. Enjoy our deck with a fire pit and our large front yard where kids love to play. We're close to the forest so you can go for a hike during the day and enjoy the lake nearby.

Popular amenities for Sugarloaf holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. San Bernardino County
  5. Big Bear
  6. Sugarloaf