Holiday houses in Sugarloaf

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Top-rated holiday rentals in Sugarloaf

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Cabin in Big Bear
4.9 out of 5 average rating, 638 reviews

Big Bear Treehouse - Romantic Forest Retreat

Miles of National Forest and trails right off the back deck, but still just minutes from all that Big Bear has to offer–hiking, skiing, and restaurants. Featured in The Cabin Chronicles S1E8 - Mid-century modern vintage & retro style furniture - Sleeps 5 - Walk-off access into the National Forest from deck with miles of hiking trails - Cozy, wood burning fireplace w/ gas starter - 8" overhead rain shower - Quiet neighborhood on dirt road - 4 burner propane outdoor BBQ grill - Absolutely NO PETS

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 Big Bear
5 out of 5 average rating, 213 reviews

Romantic A Frame w/Eco Organic Bed+Late Checkout

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
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, 203 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 Big Bear
4.98 out of 5 average rating, 230 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.

Top Guest favourite
A rustic stone wall serves as the backdrop for a white deer head mount, positioned above a wooden shelf. The shelf is adorned with small wooden houses, pine cones, and miniature trees, complemented by soft lighting that highlights the decor.
Cabin in Big Bear
4.96 out of 5 average rating, 160 reviews

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!

Top Guest favourite
The charming wooden cabin is framed by tall trees, with a vibrant red front door adding a welcoming touch. A garden of green plants and flower shoots can be seen in the foreground, while a wooden fence encloses the property, contributing to the serene atmosphere.
Cabin in Big Bear
4.99 out of 5 average rating, 231 reviews

Pops Bear Cabin (Pub, Firepit, BBQ, Games & More)

Relax with family & friends in our cozy chalet style cabin with all the modern amenities, tucked under tall trees in a serene neighborhood. Spend your evenings by the fire with smores, BBQ or enjoying games in “Pancho’s pub”. Our spacious, private backyard is perfect for relaxing or play. *Click <3 / save on upper rt corner of listing to easily find us* Only 1 block from the forest for hiking and sledding. Minutes to Big Bear Lake, Snow Play, Snow Resorts, Eateries , Shopping and The Village.

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
4.96 out of 5 average rating, 142 reviews

Onyx Cabin BIG BEAR *Spa* EV Charger*Hiking Trails

✨ 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! 😉

Guest favourite
An open living area features a modern kitchen with green cabinetry and stainless steel appliances. A wooden coffee table is centered in the space, complemented by a light-toned floor. The room includes a fireplace and comfortable seating arrangements.
Home in Big Bear
4.9 out of 5 average rating, 143 reviews

Modern cabin with hot tub and fireplace

Escape to the mountains in this stylish and newly remodeled 4-person cabin, designed by an architect with your comfort in mind. Enjoy the fresh air from your private hot tub. Inside: One bedroom: Featuring a comfortable queen-size bed. Living area: Relax on a plush sleeper sofa perfect for two guests. Outside: Private hot tub: Soak in the warmth and enjoy the mountain scenery. Location: Conveniently located near Big Bear Lake and within easy reach of the ski slopes via direct bus service.

Top Guest favourite
The cabin exterior is shown with a combination of natural wood tones and dark paint. A gas BBQ grill is positioned on the patio. Surrounding trees frame the structure, enhancing the tranquil outdoor atmosphere during the evening light.
Cabin in Big Bear
4.98 out of 5 average rating, 107 reviews

Summer Cozy•AC•Hot Tub•Fire Pit•BBQ•EV•King Beds

Cozy Brewer Way is tucked away in a quiet and serene neighborhood, blending the warmth of nature with midcentury modern design, offering the perfect escape from the hustle and bustle of everyday life. The cabin features sleek, clean lines and timeless furnishings, while its warm wooden interiors, a crackling fire pit outside, and large bare windows for natural light, creates a tranquil retreat. The ambience inside is warm and softly lit, with low lighting that enhances the cozy atmosphere.

Top Guest favourite
The exterior of the cabin is framed by trees, featuring a green facade and an inviting porch. Two adirondack chairs are positioned around a low fire pit, while string lights are draped above. A seasonal stream and outdoor space are visible in the surroundings.
Cabin in Sugarloaf
4.97 out of 5 average rating, 104 reviews

Petite Woodland Chalet

Thoughtfully appointed teeny tiny cabin surrounded by national forrest. This micro cabin is situated on a wooded tripple lot with a seasonal stream running through it. Peaceful neighborhood setting year round with great access to hiking trails and minutes away from all that Big Bear has to offer. Cozy interior with a gorgeous stone fireplace at the heart of the Aframe. Additional sleeping in the loft (message me to add another guest). Great for a couple or a small family. Owner managed.

Top Guest favourite
Cabin in Big Bear
5 out of 5 average rating, 118 reviews

The Capricorn Cabin

Welcome to the Capricorn Cabin! Built in 1961, this cozy mid-century modern A-frame cabin in Big Bear blends historic charm with hygge comfort featuring vintage décor, a modern gel-fuel fireplace, vaulted ceilings, and king bed sleeping loft. Located in the historic Big Bear neighborhood Sugarloaf, this cabin is perfect for a romantic getaway, trip with your small family, or solo retreat. Just minutes from the lake, slopes, and village, with easy access by bus. We'd be happy to host you!

Top Guest favourite
The exterior of the modern A-Frame is surrounded by tall trees, showcasing a blend of rustic charm and contemporary design. The warm glow from the windows highlights inviting spaces inside. A wrap-around deck is visible, creating a welcoming atmosphere for relaxation amidst nature.
Cabin in Big Bear
4.98 out of 5 average rating, 122 reviews

Cozy A-Frame Vibes w Lake & Ski views, AC

Welcome to your elevated A-frame escape—guests love the stunning lake & ski slope views, stylish design, and luxurious comfort throughout. A perfect blend of modern and rustic for a memorable getaway. Sleeps 5 | 2 bedrooms | 5 beds | 1 baths Panoramic lake & ski slope views Iconic A-frame w/ mid-century modern style Luxury bedding & new mattresses Fully stocked kitchen for easy meals Bright, design-forward living space Ideal for year-round stays & relaxation

Popular amenities for Sugarloaf holiday rentals