Cabin holiday rentals in Upland

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Top-rated cabin rentals in Upland

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Guest favourite

Cabin in Crestline

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!!

Guest favourite

Cabin in Running Springs

4.95 out of 5 average rating, 191 reviews

Cozy A-Frame Cabin Nestled In The Mountains

An hour and a half away from Los Angeles, enjoy a cozy, modern A-Frame cabin steps away from seasonal Arrowbear Lake. Outfitted with lightning-fast WiFi, heat, A/C, a bidet, rainfall shower and vaulted ceilings. The Lazy Loft is perfect for a couple's or family getaway. Enjoy a centrally-located taste of the mountains! During the Winter: → 5 mins from Snow Valley → 30 mins from Bear Mountain / Snow Summit During the Summer: → 10 minutes to swimming, fishing and hiking → 20 minutes to Big Bear

Guest favourite

Cabin in Crestline

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!

Top Guest favourite

Cabin in Twin Peaks

4.99 out of 5 average rating, 252 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, 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.

Top Guest favourite

Cabin in Crestline

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

Guest favourite

Cabin in Green Valley Lake

4.93 out of 5 average rating, 132 reviews

The Best Views and Vintage Cozy Cabin!

The most stunning sunset you have ever experienced with a scenic view of Lake Arrowhead in the distance! This rustic cabin sits on the edge of the San Bernardino Mountains, and has everything you need to get away. Green Valley Lake is located at 7200 feet making it the highest village, meaning more snow in winter and cooler temps in the summer. There is a swimming beach w/ lifeguards, boats to rent, and a well-stocked fishing lake 5 minutes away. We’re close to the ski slopes and hikes too.

Guest favourite

Cabin in Arrowbear Lake

4.96 out of 5 average rating, 257 reviews

A-Frame Apogee | Hot Tub · Epic Views · Swing Set

Couples, Families & Mountain Peace Seekers only, please. Perched on stilts and boasting unrivaled mountain and valley views, sits this incomparable A-Frame. Since 1964, this gorgeous example of Mid-Century A-Frame architecture has graced the Arrowbear Lake Valley. In 2023, it completed a full restoration and has since become the standard by which all other A-Frames are measured. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Guest favourite

Cabin in Green Valley Lake

4.92 out of 5 average rating, 234 reviews

•Serenity Lodge• A Mid-Century Modern Lake Retreat

Welcome to this newly remodeled 1970’s Serenity Lodge Retreat in Green Valley Lake, where you will find your home away from home. The little cabin has everything you will need to unwind and relax. This little town remains as one of the best hidden gems in the mountains with plenty of activities year-round. Get ready to swim in the charming lake and take the most lovely hikes being the highest point in the tri-peak, your are truly going to see a view in every direction!

Top Guest favourite

Cabin in Skyforest

4.97 out of 5 average rating, 279 reviews

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

Guest favourite

Cabin in Lake Arrowhead

4.98 out of 5 average rating, 249 reviews

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.

Guest favourite

Cabin in Rimforest

4.91 out of 5 average rating, 599 reviews

1930 Cozy One Bedroom Lake Arrowhead Cabin

Rustic & romantic, our cozy cabin has vaulted ceilings, original paneling, a wood-burning fireplace, and a fully outfitted kitchen. The backyard is the National Forest. The front deck is lovely for morning coffee or an evening glass of wine. WiFi (Download = 114.2 Mbps, Upload = 11.3 Mbps), Smart TV, Alexa, music player (vinyl, CD, cassette, and Bluetooth), DVDs, VHS, games, books, heating & air conditioning.