Cabin holiday rentals in Upland

4.96 out of 5 average rating, 164 reviews

Cabin in Running Springs

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

Breathtakingly Gorgeous Views, like nothing you've seen before. 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 Skiing & Mountain Bike Park 5-Miles Away. Crestline & SkyForest within minutes and Lake Arrowhead less than five minutes away. Hot Springs, hiking, shopping, fine dining & music

4.95 out of 5 average rating, 348 reviews

The exterior of the cabin features a charming wood-paneled facade with a covered porch. Two adirondack chairs are positioned on the porch, surrounded by a tranquil forested setting. A stone pathway leads to the entrance, enhancing the rustic atmosphere.

Cabin in Crestline

The Little Bear Cabin

Tiny romantic cabin in the woods! Built in 1937, this hunting cabin was remodeled with modern amenities. Surround yourself by the forest, enjoy the fresh air and wake up to the warm glow of the sunrise. Fully equipped kitchen, dining outdoors under string lights, and evening hangs around the fire-pit. Take a drive to the local lakes for outdoor recreation activities! Less than 15 minutes to Lake Gregory and 20 minutes to the Lake Arrowhead Village. Popular hiking and off-road trails nearby too!!

An outdoor seating area features a fire pit surrounded by two lounge chairs with yellow cushions. A large dining table is positioned under strung lights, with a stone pathway leading up to the main cabin, nestled among tall trees.

5 out of 5 average rating, 102 reviews

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 heat & AC. Less than a mile to lake, Village, and Lake Arrowhead Brewery. Access to walk the private trails. Dog & kid friendly. EV Charger

5 out of 5 average rating, 172 reviews

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.

Cabin in Running Springs

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

4.99 out of 5 average rating, 293 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, 264 reviews

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.

4.94 out of 5 average rating, 139 reviews

Cabin in Crestline

Designer cabin at LAKE Gregory- walk to town

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.

High wood ceilings create an open atmosphere in the living area, where large A-Frame windows provide expansive views. A cozy green sofa faces a modern wall-mounted TV and a wood-burning fireplace, surrounded by a light wooden coffee table and a patterned area rug.

4.97 out of 5 average rating, 215 reviews

Luxury Retreat W Cedar Hot Tub, Sun Deck & Firepit

A-Frame gem with Lake rights tucked away in the trees of Lake Arrowhead on an acre of land. Newly renovated with modern features and stylish decor. Close to the lake, hiking, restaurants & shopping. Ideal loc for all your Summer & Winter adventures. Cozy up by the wood burning fireplace in winter or open the doors to the deck in summer. AC in all rooms. This cabin is a soulful 5-star resort level top to bottom. Our Airbnb manager or myself will be avail if you need assistance during your stay.

4.93 out of 5 average rating, 216 reviews

The exterior of the cottage is nestled among tall trees, showcasing wooden siding and warm lighting. Stairs lead up to a deck area, while a stone pathway connects to outdoor seating. The property reflects a blend of rustic charm and cozy ambience within a natural setting.

Cabin in Blue Jay

Enchanted Cabin with Treehouse Vibes near Lakes

Come and stay at this enchanted tiny cottage where you can relax in the shade of the giant trees with a cold drink or explore the hiking trails in the back yard. Conveniently located off Highway 189, just a few minutes to swimming, hiking, shopping, and other outdoor activities. The cottage sits high on the mountainside among the old trees. It has an authentic rustic charm with all the modern conveniences you will need regardless of season. It's a perfect retreat for a couple or small family.

A cozy living area features a modern circular coffee table and a white sectional sofa adorned with soft pillows. Large windows provide views of the surrounding greenery. A unique fireplace adds warmth, while a framed artwork of a bull enhances the room's decor.

4.9 out of 5 average rating, 136 reviews

Treetop Modern Cabin Close to Village and Sky Park

Unwind in this cozy, modern Lake Arrowhead cabin with treetop views and a peaceful setting. Perfect for a relaxing retreat, this stylish getaway features all-new appliances, a fully stocked kitchen, comfy queen beds with pillow-top mattresses, luxury linens, down-alternative pillows, and plush blankets. Stay cozy with a Nest thermostat. Nestled in a quiet location with gorgeous views yet close to Lake Arrowhead Village, hiking trails, and local attractions—your perfect mountain escape awaits.

4.99 out of 5 average rating, 144 reviews

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.

Cabin in Running Springs

Romatic Hot Tub & Fireplace w/Private Backyard

Welcome to The Den, designed by LBL Design Co. Our cozy cabin from the 1960s has been fully renovated creating a romantic moody retreat. Features a fresh look with almond blasted ceilings that is woodsy yet modern, along with a private hot tub. Centrally located to everything you’ll want to explore in the San Bernardino Mountains. Gather on our deck for beers and conversation. Roast gooey s’mores beneath a sky of stars. And curl up on our velvet sofa as the fireplace glows before you.