Cabin holiday rentals in Upland

4.95 out of 5 average rating, 320 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!!

4.88 out of 5 average rating, 390 reviews

Cabin in Running Springs

Wilderness Road A Frame Mountain Cabin

Mid-Century 1960's A Frame in Running Springs, CA. 30 Minutes to Big Bear, 15 to Lake Arrowhead, and also LOTS to do within minutes of the house including Santa's Village and Sky Park. 2 Bedrooms and a full bathroom are located on the first floor and an additional bedroom is upstairs in the loft. Note that the upstairs room does not have a door but it is private with a wall to block the view from the first floor. Stocked kitchen, linen service for sheets and towels and a large deck w/ Grill

4.95 out of 5 average rating, 237 reviews

GenevaChalet~Views!HOT TUB!Cozy, FamilyDogFriendly

The finest views in Crestline from Geneva Chalet. Newly modernized accommodation in private 2-level mountaintop cabin with picturesque tree-top views! Unwind in our hot tub on the deck amongst the trees! Our Family Friendly 2 bedroom, 2 bathroom Chalet comfortably sleeps 6 guests. Close to downtown Crestline, 1 mi. walk to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our family friendly cozy cabin!

4.99 out of 5 average rating, 251 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.

4.94 out of 5 average rating, 103 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.

5 out of 5 average rating, 108 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

4.96 out of 5 average rating, 111 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)

5 out of 5 average rating, 258 reviews

Cabin in Running Springs

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...

4.93 out of 5 average rating, 105 reviews

Cabin in Rimforest

Quiet Cabin w/AirCon, Outdoor Shower, Firepit, BBQ

Original 1940's rustic mountain cabin with modern touches. This cozy retreat is perfect for 2-4 guests. Fully stocked kitchen, spa bathtub, speedy wifi, smart TV. Outdoor shower, BBQ & fire pit. Parking steps from the front door. Centrally located with easy hwy access. Secluded enough where you will not hear any traffic noise! Enjoy morning coffee with stunning views, blue jays singing, bask in tranquility of mountain life. Please note: this is a pet-free, smoke-free home.

4.97 out of 5 average rating, 279 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

4.98 out of 5 average rating, 249 reviews

Cabin in Lake Arrowhead

Scenic Glass-Wall Cabin | Cozy, Stylish & Peaceful

A dreamy cabin escape tucked into the trees. This design-forward A-frame cabin is perched high in the mountains, wrapped in floor-to-ceiling windows and forest views. Whether you’re soaking in a freestanding tub after a l hike or swinging beside panoramic windows with a warm drink, every corner was curated for cozy vibes and calm. Perfect for couples, solo travelers, or small families looking to recharge and reconnect with nature.