Cabin vacation rentals in Upland

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!!

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

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.

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.

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.

Secluded A-Frame, Hot Tub, Lake Access

“The Avian” is a 2 bedroom A-frame with king size bed in the loft with a 1/2 bath. The 1st level bedroom has a queen & twin loft bed. Both bedrooms are equipped with AC, blackout curtains, comfortable bedding, additional blankets/pillows and fans. The living room has a wood burning fire place, 4K TV, Record & Bluetooth player, Apple TV, Acoustic Guitar, Blankets and Board Games. Other Amenities include Central Heat, W/D, parking, Hot Tub, outdoor gas fire pits, gas grill and outdoor seating

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, ice cold AC ❄️and 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

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.

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.

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.

Beary Romantic Jacuzzi Cabin in the Woods

Enjoy our tastefully updated 1929 Cabin in the Woods near Lake Arrowhead. One of the first cabins built in the area, charming place for a romantic getaway or to enjoy with family. The ambiance of the electric fireplace, the double egg-swing chair on the deck, the relaxing hot tub overlooking a hillside of trees, the cute bedroom/loft, a peek-a-boo view of the lake... the perfect getaway! Come enjoy the Beary Romantic Cabin in the Woods! How many "bears" can you find at the cabin?

Little Mountain Cabin-Hot Tub/Central AC/Fire Pit

This charming two-bedroom cabin has a beautiful view of the forest from the inflatable hot tub on the deck; vaulted ceilings and woodwork throughout, it's spacious and cozy all at the same time. It is perfectly located in the San Bernardino National Forest, so come unwind in the heart of the wild, here the air is pure and nature is all around! Experience profound peace and tranquility, get in touch with creation and maybe even meet some of the local wildlife... the hummingbirds!