Holiday houses in Sugarloaf

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Top-rated holiday rentals in Sugarloaf

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Guest favourite
Cabin in Big Bear
4.9 out of 5 average rating, 640 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, 214 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
A charming green cabin is partially obscured by a blanket of fresh snow, surrounded by tall trees. The outdoor deck features a wooden table and several benches, inviting guests to enjoy the serene winter landscape.
Cabin in Big Bear
4.97 out of 5 average rating, 177 reviews

Quiet Pine Cabin nestled in the National Forest

Welcome to Quiet Pine Cabin! Take your Big Bear escape to the next level with this cute Gambrel style cabin, nestled on the edge of the National Forest with direct access to trails and a short drive to the village & lifts. Enjoy the upgraded modern amenities, without losing the cozy cabin charm. The peaceful back deck (equipped with an outdoor living space, firepit, grill, and jacuzzi), looks into the forest, allowing you to unwind and immerse yourself in nature from birdwatching to stargazing.

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, 205 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.

Guest favourite
Natural light fills the living area through large glass doors, offering views of the surrounding trees and hills. A simple rug is placed on the floor, with two chairs and a bar area featuring tall stools visible in the space.
Home in Big Bear Lake
4.84 out of 5 average rating, 528 reviews

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Balsam Bungalow is a Mid-century bungalow, nestled on a piney hillside, with state forest and Lake views, in the exclusive & charming Moonridge neighborhood. Walk/drive to Big Bear slopes located .3 miles away. Snow Summit 9 min drive. State Forest Hiking trails 2 blocks away. Snuggle by the masonry fireplace & take in the picturesque view w/ ceiling to floor windows. Enjoy the wooded yard with wrap around deck, fire pit, BBQ, eating area & scenic hot tub- that is serviced after each guest.

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
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, 144 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! 😉

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 Big Bear
4.91 out of 5 average rating, 329 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 :)

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, 105 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
4.99 out of 5 average rating, 122 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!

Guest favourite
An inviting A-frame interior features a spiral staircase leading to an upper loft area. Soft lighting is positioned along the walls, illuminating a cozy seating area with a deep blue sofa and Marrakesh poufs. A wooden coffee table sits on a patterned rug, with the kitchen visible in the background.
Cabin in Big Bear
4.93 out of 5 average rating, 211 reviews

Petite Aframe, Spa, EV, Escooter, SUP board, kayak

Come and enjoy Capri's Aframe. Newly remodeled with high end furniture and attention to detail. You'll love warming up with a hot beverage on the upper deck or relaxing in our brand new hot tub. With the San Benardino national forest just a mile away, you'll have hikes and sledding spots to explore. Big Bear ski resort and Village is just a short drive away. Our neighbours cabins are vacation homes so they are unoccupied 95% of the year. The cabin is 580 sq ft.

Top Guest favourite
A modern chalet cabin is set against a backdrop of tall trees, featuring a sloped roof and large windows. A wooden deck extends from the front, furnished with two chairs and a small table for outdoor relaxation. The red brick chimney adds a rustic touch.
Cabin in Big Bear
4.94 out of 5 average rating, 477 reviews

Rancho Pines I Spruce, Skiing + Hiking + Hot Tub

Spruce is a nature lovers paradise. Situated in a quiet neighborhood. Step off the back deck into the open forest and choose your own adventure! Close to the great local activities. (No Pets) Max Guest Occupancy 4, Cars 2 •Skiing 3.6 Miles From Bear Mountain •Snowtubing Park 1.3 Miles •Hiking + Biking (Back Yard is Forest and Trails) •Lake 1.5 Miles to •4.5 Miles To Village and Shopping• I have a exterior camera monitoring the driveway for safety

Popular amenities for Sugarloaf holiday rentals