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Holiday Rentals in Sugarloaf

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    Travellers to Sugarloaf are booking November dates now. Secure your holiday rental today, and have the perfect trip.
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    Four season affordable getaway kid/pet friendly1 / 18
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Find your peace in the mountains at Beary Pines!  This cabin boasts mountain charm and sits right on the edge of the national forest. Sip your morning coffee or an evening glass of wine on the covered deck with tree views and propane barbecue.  Step inside to the welcoming dining room and...
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    Sugarloaf, Big Bear Region 92315
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    If you are looking for a great family cabin with room to spread out, then Mountaintop Retreat is the place for you!  This two story cabin features slope views, two living rooms, and upgraded kitchen. The entry level has a welcoming, cozy feel with beam and knotty pine ceilings throughout the...
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    Sugarloaf, Big Bear Region 92314
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Brown Bear Heaven is your slice of mountain paradise in Big Bear!  Located in the upper Moonridge neighborhood, this cabin features natural log accents throughout, a wood burning fireplace, game table and more! The great room is open and airy yet boasts a cozy atmosphere with the fireplace, and...
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    Sugarloaf, Big Bear Region 92314
    Cabin Holiday Rental - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Escape to your own oasis in the mountains, nestled among the trees with all the comforts of home.  Just minutes from Bear Mountain, conveniences and all that Big Bear has to offer. Step into the welcoming great room with living room, kitchen and dining area.  The living room is the perfect...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 11
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Gorgeous custom built home is the highly desired Timber Ranch Estates! Ten minute drive to ski slopes, and a five minute walk to great hiking trails. Bears Eye View , with its beautiful rich wood siding exterior and custom carved-door entrance is an elegant home in the desirable neighborhood of...
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    Sugarloaf, Big Bear Region 92314
    Cabin Holiday Rental - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Spectacular Upper Moonridge location with breathtaking views of the ski slopes and Big Bear Lake! This 3 bedroom 2 bath home is located on a cul-de-sac with very little traffic. Perfect for your family. Level parking area and large lot that provides boat parking as well. Decks in the front, rear,...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    About this property
    Pine Ellis Lodge Dive into a wide range of outdoor adventures and fun when you book your next escape to this dog-friendly Sugarloaf home. Boasting a prime location and a private hot tub to melt the stress away, this home is the perfect spot to unwind in style. Set in a quiet neighborhood just...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Mountain Views
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    Pet friendly
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    Cozy Bear Cave - Free 2 hour Bike/Kayak Rental! Beautiful cabin located walking distance to the National Forest. This log cabin features three bedrooms, two baths, a spacious living room with a River Rock gas fireplace, TV (no cable/satellite), DVD player, FREE WiFi, board games, and washer/dryer....
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Granny's Love Shack1 / 26
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Granny's Love Shack - FREE 2 hour Bike/Kayak Rental! Great cozy two bedroom and one bathroom getaway with wood burning fireplace, FREE WiFi, cable TV, and DVD player. Fitted with all the conveniences of home, Granny's Love Shack has a full kitchen with stove/oven, refrigerator, dishwasher,...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Gorgeous 3 Bedroom, 2 Bath Cabin Nestled in the Trees. Sleeps 6. When you need to unwind and get away from the stresses of daily life, come to beautiful Big Bear and settle in at Mountain Top Chalet. This gorgeous 3 Bedroom, 2 Bathroom cabin is filled with upscale mountain charm and is located...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sleepy, dog-friendly cabin just a short distance from skiing, swimming, & more!1 / 30
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Stairway to Heaven Why settle for a boring vacation rental? Unique architecture and beautiful outdoor spaces make this Big Bear getaway one to remember. What’s nearby: Although this vacation rental feels secluded, it’s just three miles away from shopping and dining in Big Bear. In winter,...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Highland Hideaway This two-story Sugarloaf cabin gives you easy access to winter activities, warm-weather adventures, and tree-lined views of the surrounding national park from the balcony. Featuring a seasonal stream running beside the house and a wood-burning fireplace, this cozy home is ideal...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Prince Pines- DirectTvNow, Hiking, WiFi1 / 13
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed 9 January 2019
    We loved our stay at the Prince Pines cabin in Sugarloaf (just minutes away from Big Bear Lake). The cabin is well-kept and has more than enough modern amenities for a weekend...
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    About this property
    Authentic 1940's cabin on a large fenced lot with handmade regional stone fireplace. The cabin has a compact kitchen and one small bedroom making it ideal for couples and small families. More information The space Located in charming Sugarloaf, near the National Forest, Sugarloaf Park and skate...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
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    • Mountain Views
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Sugar Bear - FREE 2 hour Bike/Kayak Rental! Adorable Gambrel style cabin with open living space. Two bedrooms, one bathroom cabin with wood burning fireplace, FREE WiFi, cable TVs, DVD player. Fitted with all the conveniences of home, Sugar Bear has a full kitchen with stove/oven, refrigerator,...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
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    Maple Ridge View is an amazing multi level modern chalet home located in the prestigious Maple Ridge neighborhood, minutes from town and activities, this home is the perfect getaway for all seasons!! Featuring fresh and new modern furnishings the moment you enter this lower level of the home, the...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    *SUGARLOAF LOG CABIN~Pets Welcome~Fenced~1 / 23
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Reviewed 6 December 2017
    The cabin was wonderful, it had 3 nice sized rooms, 2 bathrooms, one upstairs and one downstairs, great sized kitchen and living room with a fireplace and grill in the patio. It...
    Reviewed 7 November 2017
    This was our second time booking thru Big Bear Vacations and both times have been great experiences!Cabin Good time was beautiful, spacious, very clean, and we loved the big...
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    About this property
    Cabin a Good Time #1520 is a newly refurbished two story home located on the East end of town about a ten minute drive to the downtown Village, with a nice wrap-around deck which has great furnishings with a Charcoal BBQ grill available. The fully equipped kitchen has a microwave, dishwasher and...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy and Fun Getaway for 4 - Pet Friendly!!. Come on up and enjoy summer or winter in the mountains at this cute and cozy Gambrel. You will love the wood beamed ceilings, wood flooring and fun decor throughout. A new and spacious country front porch can be enjoyed any season of the year. The home...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pine Top Retreat #1642 is a fully furnished and secluded cabin that has all that you need for a wonderful vacation and is sure to keep your family entertained anytime of the year. The unique architectural design allows families to spread out and enjoy their stay while enjoying different activities....
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Redwood Elegance - FREE 2 hour Bike/Kayak Rental! Fantastic remodeled contemporary mountain home with Amazing floor to ceiling windows inviting the outside...inside. Two bedroom, two bathroom cabin with views of the forest, open living room with a beautiful stone wood burning fireplace, FREE WiFi,...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    A Cabin Above a spacious cabin located in the quiet area of Sugarloaf. Just 10-15 minutes from Big Bear Lake, The Village, and Ski Resorts, you are able to retreat to a serene and relaxing cabin while being able to quickly access the major parts of town. With popular hiking trails just down the...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Cedar cabin is an adorable home for your next stay in Big Bear. Located in a quiet neighborhood, walking distance to hiking trails and Kallan's Grille, you can get the most out of your vacations. Enjoy the wood burning fireplace at night with your family, BBQ your dinner after a long day of hiking...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Fun For All1 / 34
    (15)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    Pet friendly
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    Fun For All -FREE 2 hour Bike/Kayak Rental! Looking for a log style cabin just steps from a hike in the National Forest? Fun For All might be just what you were searching for! This bright three bedroom, two bath cabin offers all the amenities for the perfect start to your next vacation. The...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Sleepy Cat Cabin1 / 27
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Grill
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    Sleepy Cat Cabin - FREE 2 hour Bike/Kayak Rental! Comfy family cabin in Sugarloaf! Two bedrooms, one bath cabin with a wood burning fireplace, TV (no cable/satellite), Blu-ray player, board games, and washer/dryer. Fitted with all the conveniences of home, Sleepy Cat Cabin has a full kitchen with...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This beautifully remodeled home is just what you are looking for. Enter into the refreshing living room with vaulted ceilings with plenty of natural light. Enjoy the wood burning fireplace, new and comfortable couches, and flat screen TV with streaming services (must have your own login). On the...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lazy Moose 'N' Bear #1596 is a sweet enchanting two story home with an especially calm and serene location, a fenced yard with a nice back deck and propane BBQ, and is just down the street from the National Forest, plus only minutes by car to the ski resorts and the downtown Village.  There is a...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Maple Ridge View is an amazing multi level modern chalet home located in the prestigious Maple Ridge neighborhood, minutes from town and activities, this home is the perfect getaway for all seasons!! Featuring fresh and new modern furnishings the moment you enter this lower level of the home, the...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    R & R Retreat is in the quiet little area named Sugarloaf. This peaceful cabin is situated on a large treed lot with privacy in the backyard - perfect for getting away from it all. Located very close to hiking trails, a local restaurant, and mini market, you won't have to venture far to make the...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Macs Hideout - FREE 2 hour Bike/Kayak Rental! Serene hideout in a quiet, family friendly neighborhood only minutes from the busy city center of Big Bear. Two bedrooms, one bathroom, wood burning fireplace, TV (no cable/satellite), DVD player, and FREE WiFi. Fitted with all the conveniences of...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    This cozy cottage is a great getaway for couples or small families. Recently updated with a brand new jacuzzi, you are going to love relaxing at the Cute and Cozy. Located in Sugarloaf, you are walking distance to hiking trails, in a great spot for quiet mornings enjoying your coffee and watching...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Magic Haus #1650 is a truly magical little cabin, fully furnished with mountain decor,  and featuring a cozy upstairs loft, making this the perfect getaway for couples and small families. Curl up by the fire after a long day of playing in the snow, or soak in the spacious outdoor jacuzzi after...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The darling little log style cabin is so comfy and cozy, you are sure to have sweet dreams. Located in Sugarloaf, this quiet neighborhood has some of the best hiking trails in Big Bear, such as Sugarloaf mountain. Inside, you will find a bright and airy home for your family to relax. Great for...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Twin Bear - FREE 2 hour Bike/Kayak Rental! Chalet style cabin nestled in the enchanted pines of Sugarloaf! Two bedroom, one bathroom with a wood burning fireplace, FREE WiFi, Smart TV (no cable/satellite, Netflix, CBS All Access, ESPN, Fox Sports, and DVD player. Fitted with all the conveniences of...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Sugar Bear is a charming and warm two story Sugarloaf retreat packed with essentials and charm for your next vacation stay in the mountains! Featuring all that you need in your home away from home, the basic kitchen has cookware and appliances for meals, while a cute dining table provides ample...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Sweetheart Pines - FREE 2 hour Bike/Kayak Rental! Cute one bedroom cabin nestled in the secluded area of Sugarloaf, Big Bear, California. This recently remodeled home-away-from-home comes equipped with a wood burning fireplace, Smart TV with Netflix, and FREE WiFi. Relax by the fire with a cup of...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pine Top Retreat #1642 is a fully furnished and secluded cabin that has all that you need for a wonderful vacation and is sure to keep your family entertained anytime of the year. The unique architectural design allows families to spread out and enjoy their stay while enjoying different activities....
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Bear Pause is an adorable Sugarloaf cabin, located within a few minutes by car to town or the lake and is the perfect destination for you to snuggle down and take a break from the hustle and bustle of your every day life. Reminding you of what relaxation really means you will enter your home on...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    The Sweet Spot is the perfect cabin for enjoying the fresh mountain air, having great conversation, going on long adventures through the hiking trails, and a romantic snuggle by the fire, all in one! This adorable little home, located in Sugarloaf, is just a few houses down from hiking trails, and...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Coyote Den #1628 is a fabulous two story mountain retreat which sits on a quiet and well treed lot in a nice neighborhood about a five minute drive from town. This cabin is newly upgraded and great for families looking to experience the great outdoors, as it is walking distance to hiking trails and...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    • Wi-Fi
    • Grill
    • Patio
    • Central Heating
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Lil' Bear Lodge Enjoy this beautiful, dog-friendly lodge in a quiet neighborhood in the mountains. This cozy home with modern amenities is tucked away from the hustle and bustle of the city, with plenty of room for the whole family. Spend your time relaxing in the private hot tub, sitting by the...
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    Sugarloaf, Big Bear Region 92314
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Miller Time is an adorable cabin nestled in the trees and within a short walk to local hiking trails. Fully equipped with newer furnishings, this cabin has all that you need for a great mountain vacation! There is a fully equipped kitchen with the essentials and general appliances, plus a relaxed...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Cabin a Good Time #1520 is a newly refurbished two story home located on the East end of town about a ten minute drive to the downtown Village, with a nice wrap-around deck which has great furnishings with a Charcoal BBQ grill available. The fully equipped kitchen has a microwave, dishwasher and...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Lazy Moose 'N' Bear #1596 is a sweet enchanting two story home with an especially calm and serene location, a fenced yard with a nice back deck and propane BBQ, and is just down the street from the National Forest, plus only minutes by car to the ski resorts and the downtown Village. There is a...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Hot Tub
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    Pet friendly
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    Smoking allowed
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    Magic Haus #1650 is a truly magical little cabin, fully furnished with mountain decor, and featuring a cozy upstairs loft, making this the perfect getaway for couples and small families. Curl up by the fire after a long day of playing in the snow, or soak in the spacious outdoor jacuzzi after...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Gracie's Cabin #1518 is a great two story family retreat that is located on the East end of the valley in a quiet and secluded neighborhood, yet is within a ten minute drive to the local activities offered in Big Bear. This home offers a practical kitchen with cooking essentials and general...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
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    The darling little log style cabin is so comfy and cozy, you are sure to have sweet dreams. Located in Sugarloaf, this quiet neighborhood has some of the best hiking trails in Big Bear, such as Sugarloaf mountain. Inside, you will find a bright and airy home for your family to relax. Great for...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Washer
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    Kid friendly
    Smoking allowed
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    R & R Retreat is in the quiet little area named Sugarloaf. This peaceful cabin is situated on a large treed lot with privacy in the backyard - perfect for getting away from it all. Located very close to hiking trails, a local restaurant, and mini market, you won't have to venture far to make the...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Kid friendly
    Smoking allowed
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    A Cabin Above a spacious cabin located in the quiet area of Sugarloaf. Just 10-15 minutes from Big Bear Lake, The Village, and Ski Resorts, you are able to retreat to a serene and relaxing cabin while being able to quickly access the major parts of town. With popular hiking trails just down the...
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    Sugarloaf, Big Bear Region 92386
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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