Cabin holiday rentals in Upland

4.95 out of 5 average rating, 332 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!!

4.99 out of 5 average rating, 265 reviews

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.

4.95 out of 5 average rating, 113 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.

4.98 out of 5 average rating, 114 reviews

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

4.98 out of 5 average rating, 205 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.

4.95 out of 5 average rating, 232 reviews

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

On top of the mountains and beneath the stars, a dramatically unique mountain A-Frame getaway awaits your arrival. Perched in the trees with gorgeous lake views from every room. You have never experienced an A-Frame like this before with its soaring 30-foot panel of glass windows in it's bright and awe inspiring open beam great room. This large classic A-Frame is 3 stories high with 2,100 sf of space. The great room opens onto a large elevated deck for taking in the lake and mountain views.

4.94 out of 5 average rating, 158 reviews

The Village A-Frame

Located walking distance from the brewery and Village, you'll love staying so close to everything... but nestled among dogwoods and cedars, this cabin will make you feel far, far away. Our classic a-frame, built in the 1950's, is a gem for the area. "Light and bright" have whole new meaning when it comes to these floor to (vaulted) ceiling windows that let you feel close to nature even from indoors. We also highly recommend going outdoors for smores and a warm drink around the fire pit!

4.99 out of 5 average rating, 105 reviews

@lake_and_pine | Designer Cabin | Family Friendly

Welcome to your home away from home! Lake + Pine is a fully remodeled, bright airy cabin perched among the trees overlooking beautiful Lake Arrowhead. We’ve coupled designer furnishings and decor with cozy and inviting vibes meant for the whole family to enjoy. You’ll love preparing meals in our fully stocked chef’s kitchen and getting an amazing night’s sleep on our hotel-quality mattresses and sheets. No details were spared in this brand new listing. Gather the family and relax in style!

4.97 out of 5 average rating, 155 reviews

Dog Friendly A-Frame in the Treetops w firepit

Welcome to the Flying W. Embrace the tranquility of mountain living in this unique, mid-century gem. Take a morning stroll around the golf course and enjoy a cup of coffee or a glass of wine on the back deck. This storybook A-frame offers panoramic windows that flood the space with mountain light, bringing the forest into the house. Enjoy vintage details with modern comforts at this 3 bdrm retreat that is perfect for friends or couples who want to escape to the mountains.

4.96 out of 5 average rating, 290 reviews

Cabin in Skyforest

Upscale Modern A-Frame with Vintage Charm

• Fully renovated cabin with luxury amenities • Free/Easy PARKING fits 2 standard cars • Sleeps 4 comfortably: Two semi-private rooms each with Queen beds. 1 bedroom in the loft and 1 is downstairs. • Main floor includes kitchen, living room with balcony & forest views, TV, gas fireplace and a full bathroom. • Kitchen has a stove and oven, small fridge, a microwave, toaster and plenty of cookware. • 3 Floors, stair use required

4.99 out of 5 average rating, 156 reviews

Cabin in Twin Peaks

Central A/C, Gated Yard, EV Charger, Kid-Friendly

Welcome to The Orange Lake House! Follow @TheOrangeCabins for our guidebook & upcoming events! Newly renovated luxurious cabin only minutes away from the Lake Arrowhead Village, SkyPark (our guests get a discount) & the waterpark at Lake Gregory! Central A/C throughout (rare in mountain homes), & stocked chef’s kitchen. Kid & dog-friendly with fenced-in backyard. Level 2 EV charger.