Family-friendly holiday rentals in Highland

Whiskey Ridge Chalet - Featured in Dwell & Sunset

@WhiskeyRidgeChalet is a warm, bohemian A-Frame cabin in one of the most desired Big Bear neighborhoods. Immaculately renovated and designed (featured in Dwell), it is easily a cut above the rest. Enjoy the wood-burning stove, soaking tub, and deck views, or drive 4 min to ski or 10 to the Village. This private 8,800 sf cul-de-sac lot provides plenty of parking and separation from neighbors. Perfect as a romantic sanctuary or for a family retreat, come home to this cabin nestled in the woods.

Cottage Grove Haus

Kick back and relax in this stylish space, vintage cabin. Luxurious amenities include: 1. Fully prepped kitchen with Le Crueset pots and pan, Kitchenaid appliance and many more. 2. Comfortable and stylish living room with Sonos sound system and television with soundboard & subwoofer. 3. Large and sophisticated dining room to enjoy a gourmet meal or to useas an office space. 4. One third acre of property surrounded by forest and privacy. 5. Large outdoor patio to have a meal with nature.

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Lux Suite with Private Entrance

Private Suite with a breathtaking view from the balcony, Roku TV, private bath and a kitchen with cooktop, microwave, countertop Cuisinart air fryer oven, Keurig, toaster, and full size fridge. Located north of 210 with access to all major freeway including the 15 freeway. The stand alone air system only serves the Suite. We are a 3-minute drive to Ralph’s Shopping Center which also consist of stores such as Starbucks, Wells Fargo, UPS, and Enterprise. 15 minute drive to Ontario Airport.

Alterra House Mid-Century A-frame

A cozy, mid-century A-frame nestled in a peaceful neighborhood on the north side of Big Bear Lake, but just minutes away from restaurants, shopping, skiing and more. • Panoramic views of both Bear Mountain and Snow Summit from the expansive deck • Quiet, family-friendly neighborhood • Just 3 houses in from the National Forest and miles of hiking trails • Perfect space for a romantic getaway or relaxing with family and friends • Mid-century modern decor • Efficient wood-burning stove

Epic Lake Views! Twin Bay Lodge, Lake/Trail Access

Experience Million Dollar Lake Views at "TWIN BAY LODGE" from the moment you step inside! Watch the boats go by and activity on the lake from the deck. Enjoy your coffee in bed while watching the water skiers on North Bay. Soaring cathedral ceilings with floor to ceiling windows bring spectacular views of Lake Arrowhead and distant mountain peaks inside, filling the space. * 3.7 Miles to Arrowhead Village. * Ample level parking for 3 cars. * Access to lake and trails with wristbands.

Kodiak's Cottage - A 1920’s Classic

Begin your day on the porch with a fresh cup of Keurig coffee or walk 1 block to a breakfast cafe or Boulder Bay Park. My hope is that you'll feel relaxed and comfortable as you finally reconnect with the part of you who likes a good book by the fire or listening to an album to recall a great memory. This quiet 1920s historic cottage sits below the main house at the base of a 3/4 acre lot close to the 'action' yet a world away. Now go put on one of our cozy robes and relax.

Majestic Pine Retreat-View/Close to Bear Mountain!

Majestic Pine Retreat is a secluded, fully renovated cabin perfect for couples looking for a romantic getaway or a small family wanting a clean, comfortable stay. Come relax and enjoy sweeping views of the mountains and ski-slopes on our large wrap-around deck. Modern appliances, comfortable beddings and furnishings all add to your comfort. With our majestic pine tree stretching tall through our deck, our cabin offers an unique retreat experience in the mountains.

Rainbow Cabin, close to village, extremely clean.

This fun cabin is just a 5-minute walk or 2-minute drive to the lake, village, restaurants, retail, and grocery store. Lake passes available by request. It’s perfect for a small family or a couple’s romantic getaway. We are a pet-friendly, fantastic Lake Arrowhead location in the San Bernardino Mountains. Easy access to skiing, snowboarding, mountain biking, hiking, fishing, boating, swimming, Sky Park (Santa’s Village) and the Lake Arrowhead Village!