Cabin vacation rentals in Upland

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Top-rated cabin rentals in Upland

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Guest favourite
Cabin in Running Springs
4.96 out of 5 average rating, 165 reviews

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

Top guest favourite
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
4.95 out of 5 average rating, 349 reviews

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!!

Top guest favourite
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.
Cabin in Lake Arrowhead
5 out of 5 average rating, 103 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

Top guest favourite
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
4.99 out of 5 average rating, 295 reviews

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.

Guest favourite
Cabin in Crestline
4.94 out of 5 average rating, 141 reviews

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.

Guest favourite
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
4.93 out of 5 average rating, 218 reviews

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.

Guest favourite
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.
Cabin in Lake Arrowhead
4.91 out of 5 average rating, 138 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.

Guest favourite
A spacious wooden deck features multiple black outdoor chairs arranged around a circular firepit. The setting sun casts a warm glow, with trees visible in the background, enhancing the serene atmosphere of the space.
Cabin in Crestline
4.96 out of 5 average rating, 135 reviews

Cozy Cabin | Large Deck & Firepit Near Attractions

✨ Why You’ll Love It: 🔥 Wood-burning fireplace for cozy nights ☕ Large deck for morning coffee & sunset views 🛋 Stylish, open-concept living space with natural light 📍 Perfect Location: 🏞 1 mile – Lake Gregory (boating, fishing, swimming) 🍽 1 mile – Crestline’s best dining & shopping 🥾 10 mins – Heart Rock Trail (scenic waterfall hike) 🌲 15 mins – Sky Forest (charming alpine village) 🚤 20 mins – Lake Arrowhead (shopping & boat tours) ⛷ 35 mins – Snow Valley (skiing & snowboarding)

Top guest favourite
The Black A-Frame cabin is nestled among tall trees, surrounded by snow. Warm string lights illuminate the inviting exterior, enhancing the tranquil evening setting. A hammock is positioned on the deck, inviting relaxation while enjoying the serene winter landscape.
Cabin in Running Springs
5 out of 5 average rating, 279 reviews

Mid-Century Cabin Perfect for Romantic Getaway

This Black A-Frame style cabin nestled in the trees of Running Springs. Surrounded by grand pine and cedar trees, it makes you feel like you are exploring tree tops. This cabin has decks on each of its 3 levels to appreciate it even more. You are greeted with a mid-century modern styling throughout the home that take you back to a golden era of design. Enjoy snuggling in the A-frame loft, get lost in a good book, enjoy some classic music, or enjoy a film in the secret cinema room...

Guest favourite
An open-concept living area with high wood ceilings and large windows that provide ample natural light and views of the surroundings. A stone-accented fireplace serves as a focal point, with comfortable seating arranged around a decorative rug. A TV is mounted above the fireplace.
Cabin in Crestline
4.98 out of 5 average rating, 178 reviews

Lakeview Cabin in the Woods (Spectacular View)

Welcome to the Lakeview Cabin! Kick back and relax in this peaceful and stylish cabin with stunning lake and mountain views! The interior boasts soaring high wood ceilings, a stone-accented fireplace, and a cozy loft. The open floor plan let's you prep a meal while chatting with your guests. You can also enjoy BBQing and lounging on the deck while watching the sunset and stargazing. After a fun-filled day, read a book or enjoy snuggling by the fire. Truly a gem!

Guest favourite
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
4.95 out of 5 average rating, 109 reviews

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!

Superhost
A charming cabin is nestled among trees, featuring a warm exterior and large windows. A wooden deck surrounds a circular hot tub, ready for relaxation. The setting sun casts a soft glow, highlighting the natural landscape surrounding the home.
Cabin in Running Springs
4.96 out of 5 average rating, 372 reviews

Glen Oak Rim | Hot Tub · Game Room · Epic Views

Couples, Families, & Mountain Peace Seekers only, please. Located at the base of a steep private drive and overlooking the San Bernardino Basin sits this stunning California family cabin. Originally constructed in 1965, the dwelling's Mid-Century details have been lovingly restored while not forgetting a single modern amenity. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Popular amenities for Upland cabin rentals