Pet-friendly vacation rentals in Highland

Fort Black Bear w/ Hot Tub - Lake Arrowhead

Our chic mountain retreat is everything you'd want in your Lake Arrowhead getaway. Beautiful wood cathedral ceilings accent the views of trees, boulders and peeks of the city lights far below. The expansive great room is anchored by a stone fireplace, wrap around sectional and large inviting dining area. A fully outfitted cook's kitchen, roman tub with picture window, king size bed and large dining table make this the ultimate retreat. Enjoy the cedar clad hot tub set next to massive boulders!

Single-Story Cabin with Hot Tub, EV Charger & Yard

Welcome to Little Bearfoot Cabin! A 1925 single-story cabin with modern spa-like amenities and separate A-Frame office with fast wi-fi for digital nomads. Luxurious summer camp vibes. Cozy up by the fire pit making s'mores, enjoy al fresco dinners, and relax in the hot tub nestled under towering evergreens. If not outdoors in the amazing yard, enjoy central AC/heat. Less than a mile to lake, Village, and Lake Arrowhead Brewery. Access to walk the private trails. Dog & kid friendly. EV Charger

Cozy Cabin at LAKE Gregory- walk to shops and lake

A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

A-Frame in the Sky - “Rim of the World” Views!

Breathtakingly Gorgeous Views, like nothing you've seen before. EV charger, SAUNA, spa and Views to the Pacific Ocean and Catalina Island. Golden hour sunsets that fade into the city lights for 100 mile views. AFrame in the Sky, sits up high in the clouds and is backed up to the National Forest. Hiking Trails are out your front door. Snow Valley Ski Resort is 10 minutes away and Lake Arrowhead less than five minutes away. Hot Springs, hiking, shopping, fine dining, skiing, snowboarding

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!

Ray of sunshine Cottage.

Cozy and centrally-located home to relax, work, go to the casino, attend concerts or events near by. Down the street (1.2 miles) from Yaamava Resort & Casino. 14 min (6.8 miles) from National Orange Show Event center (NOS). 9 min (4.3 miles) from San Bernardino International Airport. 25 min (25 miles) from Ontario International Airport. Conveniently located as it’s at walking distance to restaurants, Starbucks, retail store; as well as food market, fast food places and more!

LUX 4BR near NOS & Yaamava with Private Backyard

Nestled on the foothills of the San Bernardino Mountains is our luxurious 4BR house, boasting a professionally designed interior that will capture your heart immediately! Only 5-minute drive to downtown, while the top destinations of Lake Arrowhead, Disneyland, and Palm Springs are within an hour's journey. 2300 sq. ft. of space awaits – a 55” HDTV, a foosball table, ultra-fast 500 MB/s Wi-Fi, and access to a private backyard with jacuzzi and BBQ (extra fee need to apply).

Magical lake house with spectacular views

Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

Private Designer Cabin | Endless Forest Views

"Truly magical..." Located on the end of a private cul de sac, surrounded by forest and endless nature views, our redesigned 1970s cabin combines the warmth of a classic mountain home with mid-century style and designer touches throughout. An idyllic nature-filled getaway for up to 6 people where new amenities make your stay relaxing and no detail is overlooked. Includes access to Lake Arrowhead lakefront trails w registration. See more on IG @mileendhouse

IncredibleCityView- Pet&FamFriendly PoolTble-games

Great View Chalet truly has a one-of-a-kind view! This 100 year old cabin boasts a modernized kitchen with a Pool and Ping Pong table for added family fun! Our cozy Chalet has an oversized bedroom with a King sized bed and soaking tub, an additional bathroom provides a shower. Close to downtown Crestline, 1 mi. to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our cabin!

Modern Swiss Chalet | Sweeping Views | Hot Tub

Perched on stilts, this modern Swiss chalet is nestled in the mountains of Southern California. Designed with tranquility and comfort in mind, the cabin blends its 1970’s charm while elevating modern luxuries like heated floors, a chef’s kitchen, and wall-to-wall doors. Enjoy all nature has to offer with skiing in the winter, hiking in the summer, and breathtaking views, epic sunsets, and stargazing all year round.

Hilltop Boulder Shack | Hot Tub · King Bed · Views

Couples, Families, & Mountain Peace Seekers only, please. Nestled in a massive collection of San Gorgonio boulders sits this gorgeous 1961 Mid-Century skier’s cabin. In 2021, the Hilltop Boulder Shack was completely rebuilt and reimagined as the perfect home-base for whatever your Mountain dreams are made of. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA