Cabin holiday rentals in Highland

The exterior of a striking A-frame cabin is prominently displayed, framed by snow-covered ground and bare trees. Large front windows reflect the surrounding nature, while a balcony extends from the structure, providing a vantage point over the serene landscape.

5 out of 5 average rating, 191 reviews

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Skiing

❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings, high-end linens, luxury details ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso Vertuo espresso, coffee ★ 55" TV, WiFi, games ★ Gas grill ★ 7 min to Snow Valley ★ 5 min to Running Springs ★ 13 min to Sky-Park ★ 19 min to Lake Arrowhead ★ 25 min to Big Bear Lake ★ We welcome people from all backgrounds

4.98 out of 5 average rating, 126 reviews

An inviting living space features large windows that provide expansive views of the mountains and sunset. A cozy seating arrangement includes a plush sofa and an accent chair. Natural light fills the room, with warm tones from wooden beams and decor creating a relaxing atmosphere.

Cabin in Crestline

Mid-Century A-Frame Retreat w/ Mountain Views

The Oso A-Frame cabin has been fully remodeled to provide a serene mountain experience. A quick 5-minute drive to Lake Gregory, the cabin sits perched on a hillside, allowing private, expansive views of the sunset. Brand new bathrooms, cozy central heat, fully stocked kitchen invite you to enjoy time with family and friends. Remote workers welcomed with ultra-fast wifi. If you are looking for a quiet retreat to recharge, this is the place for you! Find us on IG @osoaframe CESTRP-2022-01285

4.99 out of 5 average rating, 315 reviews

The exterior of the cabin features a welcoming front porch with a swing and a wooden beam structure. Framed by tall trees, the white facade and large windows complement the natural surroundings, creating a serene entryway for guests.

Cabin in Twin Peaks

The Acorn Cottage

Escape to the mountains and cozy up at The Acorn Cottage, a tiny oasis located near beautiful Lake Arrowhead. Featuring breakfast seating, living room for watching TV or playing games, one full-bath, a roomy bedroom upstairs, a gas fire pit and bbq on the deck with comfy seating and dining. This is the perfect little getaway! Sit outside in the morning with your cup of coffee on our beautiful patio and sit by the fireplace at night with a glass of wine or cup of tea after your daily activities.

4.97 out of 5 average rating, 268 reviews

A spacious living area is featured, with large floor-to-ceiling windows framing a snowy landscape. A cozy sectional sofa faces a circular coffee table and a single accent chair. A hanging chair adds a relaxed touch, with a soft rug underfoot enhancing the warmth of the wood flooring.

Cabin in Lake Arrowhead

Peak & Pine | Modern Comfort with Mountain View

✨ Location, Location, Location! A special cabin with breathtaking view of The Pinacles⛰️ Tucked away on a peaceful street in Lake Arrowhead. This serene retreat features floor-to-ceiling windows, cozy interiors, and forest scenery that invites you to slow down and recharge. Just minutes from hiking trails, shops, and top-rated restaurants, you’ll enjoy the perfect balance of nature and convenience. Perfect for couples, families, groups, or solo travelers looking for a stylish mountain escape.

Cabin in Green Valley Lake

A covered patio is displayed with a striped awning and a wooden table surrounded by colorful seating. A potted plant sits at the center of the table. The natural view of trees and distant mountains creates a serene outdoor environment.

4.93 out of 5 average rating, 153 reviews

The Best Views and Vintage Cozy Cabin!

The most stunning sunset you have ever experienced with a scenic view of Lake Arrowhead in the distance! This rustic cabin sits on the edge of the San Bernardino Mountains, and has everything you need to get away. Green Valley Lake is located at 7200 feet making it the highest village, meaning more snow in winter and cooler temps in the summer. There is a swimming beach w/ lifeguards, boats to rent, and a well-stocked fishing lake 5 minutes away. We’re close to the ski slopes and hikes too.

4.88 out of 5 average rating, 417 reviews

Wilderness Road A Frame Mountain Cabin

Mid-Century 1960s A-Frame Cabin in Running Springs, California Escape to this stylish A-frame nestled in the trees —perfectly located just 30 minutes to Big Bear, 15 minutes to Lake Arrowhead, and minutes from SkyPark at Santa’s Village, hiking trails and cafés. Two bedrooms on the main floor plus a third bedroom in the loft. Enjoy a fully stocked kitchen and fresh linens and towels. A spacious wraparound deck with seating and a grill—ideal for morning coffee, outdoor dining, and star-gazing.

4.99 out of 5 average rating, 102 reviews

The ToGather House is surrounded by lush trees, showcasing its multi-level structure with wooden decking. Soft lighting highlights the spacious outdoor area, inviting guests to relax. The cabin's design harmonizes with the natural environment, creating a serene and peaceful setting.

Cabin in Twin Peaks

ToGather House | a place to gather, together

The ToGather House is a special place where all can gather, create memories, and find rest. Nestled conveniently between Lake Arrowhead & Lake Gregory, our space offers a peaceful and private atmosphere within the cozy and quaint mountain towns. Whether you're searching for a romantic getaway or a relaxing friends and family retreat, our cabin is newly designed w/ you in mind. Stay and enjoy the towering pines and the fresh alpine air. Come ToGather& leave refreshed IG: @togatherhouse

4.99 out of 5 average rating, 286 reviews

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

This Black A-Frame cabin sits high among the pines in Running Springs, offering peaceful treetop views from decks on all three levels. With warm mid-century modern design, it’s the perfect romantic escape. Snuggle in the cozy loft, enjoy vinyl or a movie in the secret cinema room, and unwind together in the new barrel sauna. Perfect for couples celebrating anniversaries, honeymoons, special getaways, or simply enjoying quiet, meaningful time together in the forest.

A private outdoor space is surrounded by tall trees, featuring a new hot tub illuminated softly in blue. Cozy seating areas with comfortable chairs and a patterned rug provide a perfect setting for relaxation. The inviting entrance to the cabin is visible in the background.

4.99 out of 5 average rating, 150 reviews

Romantic Holiday Escape | Prvt Hot Tub & Fireplace

Welcome to The Den, a 1960s cabin reimagined by LBL Design Co. This moody, romantic retreat blends almond-blasted ceilings, warm wood tones, and modern finishes — complete with a private hot tub under the pines. Perfectly centered in the San Bernardino Mountains, it’s your base for snow days, trail adventures, and slow, cozy nights by the fire. Sip wine on the deck, roast s’mores under the stars, and unwind beside the glowing fireplace on our plush velvet sofa.

4.96 out of 5 average rating, 112 reviews

A spacious deck is shown with comfortable seating arranged to enjoy expansive views of the landscape. The area is surrounded by tall trees, allowing natural light to filter through and offering a serene outdoor escape.

Cabin in Crestline

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!

4.95 out of 5 average rating, 243 reviews

The A-Frame structure, framed by tall trees, showcases a spacious deck illuminated by soft string lights. The large glass windows reflect a warm glow from inside, inviting guests to enjoy the surrounding nature and direct access to the outdoor space.

Cabin in Lake Arrowhead

A-Frame of Mind • Fenced Yard - Lake Access - AC

Escape to your classic A-frame sanctuary perched above Lake Arrowhead. This striking three-story cabin features a wall of glass windows capturing sweeping lake and forest views from nearly every room. Enjoy cozy nights by the stone fireplace, sunrise coffee on the expansive deck, or stargazing from your fenced yard — perfect for kids or pups to roam safely. With 2,100 sq ft of light-filled living space, this cabin blends mid-century design with modern comfort.