Vacation rentals in Highland

Feet From Slopes Remodeled Snow Summit Cabin

Experience the best of Big Bear with this remodeled townhouse, only a two-minute walk from the top snowboarding destination in town! Located adjacent to Snow Summit Ski Resort, you can enjoy skiing/snowboarding in the winter and mountain biking once summer arrives. Fantastic amenities including private parking, air conditioning, a rare gem in Big Bear. Community amenities, such as barbecue area, sauna and a seasonal pool to make your stay more enjoyable. The ultimate ski and ski out experience.

3 Bed Mountain Retreat 2min From Ski Resort

Peaceful mountain getaway with modern amenities, calming comfort and exceptional cleanliness Nestled in Moonridge, Big Bear’s most prominent community, Shasta Chalet offers serene Mountain Views, nearby golf course, dining & entertainment in The Village! Having undergone a full renovation- this home was designed with you in mind! Premium furnishings include: -Caraway kitchen amenities -Designer furniture -Nectar Mattresses -Parachute bed & bath amenities -Recurring bug service & much more!

Nocturnal Beauty / C7

The Colorado Lodge is a psychedelic + supergalactic mountain retreat conceptualized and developed by a riotous crew of Echo Park punk architects and builders who share an affinity for plywood and howling at the moon. The cabins are all brand new on the inside with a sleek, clean modern style. Baltic Birch lined walls, angular tile and custom built cabinetry and shelving throughout. Located in the heart of Big Bear Lake, walking distance to the Village and just a few block from Snow Summit.

100 Mile View:Your Romantic Stay

As you relax on the deck, a million city lights twinkle beneath the spectacular sunset. You're conveniently close to Lake Arrowhead, the "Alps of Southern California" This retreat, nestled on a cliff's edge, offers expansive views from Mt. Baldy to Catalina Island on clear days. It’s the perfect spot for a much-needed family vacation, or a romantic time together. For reservations, please provide the age categories of all guests during booking; this is essential for approval. Thank you

SKI/IN-SKI/OUT: Large & Spacious + GAME ROOM + Spa

So LARGE & SPACIOUS! BEST location in Big Bear! SKI/IN-SKI/OUT thru Backyard. Shuttle to Snow Summit & Bear Mountain is just out the backdoor. Morning walks to Starbucks are a tradition, and 1/2 block walk to Walgreen's for "whatever?" is always fun! Kids safely scooter and ride bikes around flat residential neighborhood, restaurants are only a 2 min walk. The village for movies/shops/restaurants is within a mile. The lake, hiking/biking trails all within a few blocks. BEST LOCATION!

Enchanted Pines! 5 br Home next to Slopes w/ Spa!

Welcome to Enchanted Pines Resort! VRR-2024-2320. Updated vaulted-ceiling home on a 1/2 acre lot and private cul-de-sac in lower Moonridge! You are minutes to the slopes, lake, and all the restaurants in Big Bear. Walkable to grocery stores. The home is split level, offering privacy to multiple families, and has 2 living rooms, 2 fire places, 6 Tvs, 2 garages, 5 bedrooms, 3 full baths, and occupancy for up to 10 adults/4 vehicles! 750 SQ ft backyard patio with grill and spa!

The Maple Cottage: family cabin by @themaplecabins

Located in Palisades neighborhood, The Maple Cottage is a charming, family friendly cottage outfitted with stylish decor and all the comforts of home your family needs for the perfect mountain getaway. Enjoy the lake trail accessible from the cottage. The home is surrounded by massive oak trees that you can sit under on the patio while enjoying your morning coffee. At night you can sit under the giant canopy of oak trees with the kids roasting marshmallows.

Cozy Pine Cottage – Walking Distance to the Lake

Step back in time at Cozy Pine Cottage, a beautifully restored two-story 1930s-style cabin thoughtfully upgraded with all the modern comforts you need. Tucked away in a peaceful, scenic setting, this charming retreat is ideally located—just a short walk to Lake Arrowhead Village, Lake Arrowhead Brewing Co., and picturesque mountain trails. Whether you're here to relax, explore, or reconnect, Cozy Pine Cottage offers the perfect mountain escape.

Mile High Haus, by @To_Dwell_Here

Will it be the views or the architecture that wows you more? Both are stunning. This premier property (built in 2019 by the mountain area's top builder) is unmatched in all Lake Arrowhead. We cannot wait for you to fully escape real life by grilling on the deck, reading by the wood burning Malm fireplace, swinging in the hammock, or soaking in the tub. Before you even depart, you'll be planning you next getaway to the Mile High Haus.