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Holiday Rentals with Pools in Big Bear Region

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    Travellers to Big Bear Region are booking November dates now. Secure your holiday rental today, and have the perfect trip.
    29 Matching Rentals in Big Bear RegionView all 1,393 rentals
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    FREE NIGHT!!!! Ski Condo/Pool/Jacuzi/Village 1 Mile/Slopes 3 Miles!1 / 47
    (12)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Edgewater Retreat1 / 15
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Snow Summit Condo -Ski/Snowboard-in/out at Snow Summit Ski Resort1 / 15
    (23)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Orsi's Den1 / 23
    (40)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Waterfront
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2011
    My family of 5 stayed at Orsi's Den for one week around the 4th of July and had an amazing time! This cabin/condo is everything that I could ask for and my family had a great...
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    About this property
    Orsi's Den - Beautifully furnished, roomy and comfortable, two story, three bedroom, two bath lakefront condo with amazing lake views, stone fireplace, WiFi, cable TVs, DVD player, and washer/dryer. Fitted with all the conveniences of home, Orsi's Den has a full kitchen with stove/oven,...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll feel right at home in this custom log home that is just a few minutes to Bear Mountain. The beauty of the log walls and ceilings, bamboo floors, and rock gas fireplace lets you know you’re in the mountains. The cozy great room with living, dining area and kitchen are meant for comfort and...
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    Big Bear Region, California 92315
    Cabin Holiday Rental - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please note pricing is for up to the 4 bedroom presidential suite option. A 3 bedroom presidential suite may be available, if interested please inquire and I can check for availability. Thank you.** The Club at Big Bear Village in the mountains of Southern California is idyllic, remote and...
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    Big Bear Lake, Big Bear Region 92315
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Affordable Bayside Condo1 / 24
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Hot Tub
    • Balcony
    • Internet Access
    • Terrace
    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Affordable Bayside Condo - Lakefront complex and just minutes to the slopes located in the beautiful Boulder Bay Condo complex next to the lake. Two bedrooms, two full bathrooms, wood burning fireplace, cable TVs, Blu-Ray/DVD players, and WiFi. Fitted with all the conveniences of home, Affordable...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Stunning, swimming pool, hot tub, basketball court, suana, 5 Bedroom, 5.5 baths1 / 34
    (1)Average
    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Central Heating
    • Satellite TV
    • Sauna
    • Internet Access
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I wanted to love this property, but there were some pretty obvious issues that would be an easy fix, that left me feeling uneasy. First, the pros:-Very large. It comfortably...
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    About this property
    09 - HEAVENLY VALLEY ESTATE - POOL AND TENNIS COURT SPRING DISCOUNT: BOOK A TWO NIGHT RESERVATION AND RECIEVE THE THIRD NIGHT FREE! NOW THROUGH MAY 20TH 2017 TRULY INCOMPARABLE POOL AND TENNIS COURT ESTATE! THIS HEAVENLY VALLEY ESTATE WAS ONCE FEATURED IN ARCHITECTURE AND DESIGN MAGAZINES. CABIN...
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    Big Bear Lake, Big Bear Region 92315
    Cabin Holiday Rental - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    Brown Bear's Den1 / 21
    (16)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brown Bear's Den Condo - Condo in the Bay Shore Racquet Club. Three bedrooms, two baths, fireplace, cable TVs, DVD player, WiFi, and washer/dryer. Fitted with all the conveniences of home, Brown Bear's Den has a full kitchen with stove/oven, refrigerator, dishwasher, microwave, blender, toaster,...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Prescott's Place1 / 24
    (22)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2015
    We loved this cozy and rustic cabin, nice to come home to after a day of skiing and sitting in the jacuzzi under the stars! Beds are comfy and street is nice and quiet.
    Reviewed 24 January 2015
    We had two couples and the cabin severed us nicely. Really close to bear mountain. Easy drive to town. Quaint and cute With a nice fireplace.
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    Prescott's Place - Adorable Gambrel Style Cabin close to Bear Mountain and a little over a mile to The Village! Two bedroom, one bath, WiFi, wood burning fireplace, Satellite TVs, and DVD player. Fitted with all the conveniences of home, Prescott's Place has a full kitchen with stove/oven,...
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    Big Bear Lake, Big Bear Region 92315
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Forest Shores Lakefront1 / 24
    (7)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Satellite TV
    • Internet Access
    • Hot Tub
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Forest Shores Lakefront Condo - Right across the street from all the Village shops and restaurants - gorgeous two bedroom, two bathroom condo with beautiful lake views - seasonal pool and hot tub, fireplace, cable TVs, DVD player, and washer/dryer. Fitted with all the conveniences of home, Forest...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Stylish 2BR, WiFi, HDTV, Walk2Lifts, Parking1 / 19
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Washer
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***TOP VACATION RENTAL BEST RECOGNITION*** Location, Location and Location which offers family-oriented condo living with WiFi, HDTV, Preferred Parking, and Small Dog Friendly. ***NO Same Day Reservations*** 10% DISCOUNTS: Repeat Guests, Veterans and Military, California...
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    Big Bear Region, California 92315
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If your looking for a ski-in and ski-out complex, mountain getaway at the base of Snow Summit Ski Resort and Adventure Park, then plan your next vacation to Drop Inn to Summit. Relax in your private outdoor spa while watching all the action on the slopes, winter and summer. Skiing, snowboarding,...
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    Big Bear Region, California 92315
    Cabin Holiday Rental - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Rincon Cabin1 / 21
    (42)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • Parking
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    Cool Cabins was very professional and first rate so we are giving them 5 stars. Our usual dog friendly Cool Cabin (Serenity?) was booked this time. We worked with Sara and she...
    Reviewed 24 January 2015
    Perfect family cabin in good location. Yard is awesome for sledding. Jacuzzi was great. Downstairs is defiantly cool but tolerable for short stay. Maybe suggest a portable...
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    Rincon Cabin - Adorable Cabin! Close to the lake with a huge fenced in yard. Rincon Cabin has two bedrooms, one bath, cable TVs, and DVD player. Fitted with all the conveniences of home, Rincon Cabin features a full kitchen with stove/oven, refrigerator, dishwasher, microwave, blender, toaster,...
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    Big Bear Lake, Big Bear Region 92315
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Wi-Fi
    • DVD Player
    • Sauna
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 2br Townhome Ski-In Ski-Out in winter, Mountain Bike in/out the summer; Located right at the base of Snow Summit Ski Resort. Sleeps 8, fully stocked kitchen with all the amenities. Cental heat, Washer/Dryer for your convenience. 3 TV's, DVD, Blue-Ray DVD, Stereo, Cable, Wood-burning...
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    Big Bear Lake, Big Bear Region 92315
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Boulder Bay Lakeside Luxury1 / 22
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boulder Bay Lakeside - This gorgeous two bedroom (queen in one, double in one), two bath condo has been completely remodeled and has beautiful upgraded Thomasville cabinetry and granite counters in the kitchen, marble floors, recessed lighting and plantation shutters. The view from the living room...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    A Piece Of Bearadise1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Mountain Views
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Piece Of Bearadise Condo - Very relaxing 2-story, three bedroom, two bath condo in a lakefront complex. Walking distance to beautiful Boulder Bay Park and just over a mile to the Village. Fitted with all the conveniences of home, A Piece of Bearadise Condo has a fully equipped kitchen with...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Big Bear Lake Snow Summit Townhouse1 / 16
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Sauna
    • Central Heating
    • Hot Tub
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2014
    We loved the condo! I was vacationing with my parents (in their 70's) and my 9 year old son. The location was excellent. We couldn't believe how close we were to the slopes...
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    About this property
    Perfectly located - ski in/ski out, bike, hike or lounge in comfort in front of the fire and chose between magnificent views of the slopes or forest. Just out our back door is one of hundreds of miles of mountain trails with options for mountain biking, hiking, a lazy walk into quaint Big...
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    Big Bear Region, California 92315
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Boulder Bay Lakeside Suite Condo1 / 26
    (3)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boulder Bay Lakeside Suite Condo - Close to everything. One bedroom condo with full size bed, full size sofa bed in living room, bathroom, cable TV, and DVD player. Fitted with all the conveniences of home, Boulder Bay Lakeside Suite has a full kitchen with stove/oven, refrigerator, microwave,...
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    Big Bear Region, California 92315
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LAKEFRONT SKI GETAWAY A Charming Lakefront Getaway - This cozy home is full of classic Big Bear charm and offers incredible lake and mountain views along with 2 balconies and 1 patio right on the lake. Enjoy being walking distance to the Village shops and restaurants. There is also a dock available...
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    Big Bear Region, California 92315
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Slopeside Chalet - Ski-in/out At Snow Summit1 / 22
    (12)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Central Heating
    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 January 2017
    I recently enjoyed my stay at a nicely furnished rustic condo adjacent to the Snow Summit Ski area. The condo had nice tech amenities, flat screen tvs, blu-ray/dvds, high def...
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    About this property
    ***PLEASE NOTE: 4 NIGHT MINIMUM DURING CHRISTMAS AND NEW YEARS AND 3 NIGHT MINIMUM STAY THANKSGIVING WEEK AND WEEKEND*** HOLIDAY RATES ARE $325 - $450 PER NIGHT Beautiful 2br/1.5ba Ski-In Ski-Out in the winter and Mountain Bike In-Out is the summer. Located Slopeside to...
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    Big Bear Region, California 92315
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Shared Indoor Pool
    • Patio
    • Central Heating
    • Satellite TV
    • Grill
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lagonita Lodge This cozy 1 bedroom,1 bath and full kitchen is located right on Big Bear Lake. Awesome view from your room!! Perfect for a couple or family get away.. Tons off activities for every age! Condominium-style lodging. Private balcony and patios – with Lake view Full kitchen with...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If soaking in a hot tub after a day on the slopes is your kind of vacation, this 2BD, 2BA plus bonus room, Big Bear Lake house (sleeps 8) is your kind of rental! Newly remodeled with games room and horseshoe pit, it’s just half a mile from Bear Mountain skiing. INSIDE THE HOUSE From a private...
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    Big Bear Region, California 92315
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Forest Shores Lakefront 2 Condo - Right across the street from all the Village shops and restaurants. Two bedroom, two bathroom condo plus lower level studio, beautiful lake views - seasonal pool and hot tub, fireplace, cable TVs, DVD player, and washer/dryer. Fitted with all the conveniences of...
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    Big Bear Region, California 92315
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VERY COOL The perfect lakeside townhome, this home is not only located in the beautiful Bayshore Ski and Racquet Club Association but also features access to two swimming pools, two spas and tennis courts. Enjoy being only minutes away from many of Big Bear Lake's attractions. •Community Pool...
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    Location Information
    Big Bear Region, California 92315
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • DVD Player
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adi Boulder Condo - Lakefront complex, just minutes to the slopes, located in the beautiful Boulder Bay Condo complex next to the lake. Lower level unit with two bedrooms, two full bathrooms, hardwood floors and modern furnishings, dining room table for 6, wood burning fireplace, Smart TV with...
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    Big Bear Region, California 92315
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Central Heating
    • Patio
    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Hot Tub
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find true rejuvenation from the hustle and bustle of your everyday life and experience the relaxing, small-town feel of Big Bear when you book this wonderful 5-bedroom, 3-bathroom vacation rental house that comfortably sleeps 16, with room for additional guests with approval prior to your stay....
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    Big Bear Region, California 92314
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Club at Big Bear is in the Mountains of Southern California. Just a short walk to Big Bear Lake this area has it all. Lots of outdoor activities and a beautiful touristy town to explore. The condo units are new,spacious and well appointed and the resort has hot tub, billiards room and a...
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    Big Bear Lake, Big Bear Region 92315
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Grill
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Worldmark Apartment one bedroom one bathroom, in the living room couch make a bed for two people, living room area, full kitchen, coffee maker, microwave, plate, cups and cooking pan, wash and dryer, free cable TV cable, pool barbecue grill, fitness pool table. For kids play area. I am...
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    Big Bear Lake, Big Bear Region 92315
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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