Cabin holiday rentals in Upland

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Top-rated cabin rentals in Upland

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Guest favourite
An A-frame living area features a large sectional sofa, accented with decorative pillows. A stone fireplace and wooden ceiling beams provide a cozy touch. A round chandelier hangs above a coffee table, while large windows offer views of the surrounding trees, allowing natural light to fill the space.
Cabin in Twin Peaks
4.92 out of 5 average rating, 146 reviews

Our Place: A-Frame

Our Place was thoughtfully renovated to deliver a warm experience for you & your loved ones, in the cozy SoCal mountain town of Twin Peaks. This 60's A-Frame Cabin is up one flight of stairs from the driveway and has one enclosed bedroom and a loft with amazing wildlife views, and AC/heat! Relax in this expansive property as you lay on the hammock gazing up at sky, BBQ on the deck, play cards by the fire to reconnect. You're minutes away from food, fun, and endless activities at Lake Arrowhead!!

Top Guest favourite
An inviting living space features large windows that provide expansive views of the mountains and sunset. A cozy seating arrangement includes a plush sofa and an accent chair. Natural light fills the room, with warm tones from wooden beams and decor creating a relaxing atmosphere.
Cabin in Crestline
4.98 out of 5 average rating, 131 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, cozy central heat, AC, fully stocked kitchen, & pet friendly, we 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! CESTRP-2022-01285

Guest favourite
Cabin in Crestline
4.95 out of 5 average rating, 166 reviews

Cozy Mountain 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 A-Frame cabin features a striking triangular design, highlighted by large glass windows that offer a view of the interior. The structure is surrounded by tall evergreen trees, creating a serene natural setting. A wooden balcony with seating is positioned on the upper level.
Cabin in Lake Arrowhead
4.96 out of 5 average rating, 161 reviews

Designer A-Frame in the Trees - Lake Access!

Meticulously designer-renovated A-Frame surrounded by mature evergreens and nestled behind a charming seasonal creek. Coveted, private lake access on request. Whether you’re looking to spend time with loved ones or work remotely outside of the city, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, grill and chill on the deck, and explore nature right outside your front door. Conveniently located near everything Lake Arrowhead has to offer.

Top 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
4.9 out of 5 average rating, 154 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.

Top Guest favourite
A bright living area features large windows allowing natural light to fill the space. A spacious sofa adorned with textured throw pillows and a cozy blanket is positioned next to a round coffee table. Rattan dining chairs surround a wooden table, complementing the warm interior design.
Cabin in Crestline
4.98 out of 5 average rating, 108 reviews

Cozy A-Frame in The Tree Tops

A COZY A-FRAME NESTLED IN THE TREETOPS *1 hour from LA *3 minutes to Lake Gregory *10 Minutes to Arrowhead Get away from it all and enjoy the peace and quiet. Lounge on two scenic decks and stylishly furnished interiors. Relax in the spacious bathroom featuring a large sink and a roomy walk-in shower for two. The queen bed offers a cozy retreat looking into tree tops. Stay connected with WiFi, unwind with Netflix on the smart TV, and make use of the full kitchen in this charming cabin.

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, 363 reviews

The Little Bear Cabin: Peaceful & Charming Escape

Tiny romantic hunting 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. -Peaceful & charming experience -Fully equipped kitchen -Cozy & unique spaces -Dining outdoors under string lights -Evening hangs around the fire-pit -Less than 15 minutes to Lake Gregory & 20 minutes to the Lake Arrowhead Village -Popular hiking & off-road trails nearby too!!

Top Guest favourite
Cabin in Lake Arrowhead
4.98 out of 5 average rating, 109 reviews

Alpine Escape | King Suites | Pool Table | GB WiFi

Experience a winter escape at Alpine Vista, an A frame chalet with two king suites, six beds, 2 Gb fiber WiFi, and newly remodeled floors. Enjoy snow covered pines framed through floor to ceiling windows, relax by the cozy gas fireplace, and take in the quiet winter forest. Perfect for families, romantic getaways, and remote work retreats seeking a peaceful mountain escape. Minutes from Snow Valley, SkyPark at Santa’s Village, and snow tubing, with sledding only steps from the chalet.

Top Guest favourite
The architectural design of the cabin is showcased with a unique flying W roofline. Surrounded by tall trees, outdoor decks are visible with lounge areas and rattan swings, inviting relaxation in a serene forest setting.
Cabin in Lake Arrowhead
4.98 out of 5 average rating, 171 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.

Top 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
4.96 out of 5 average rating, 119 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!

Top Guest favourite
A cabin nestled among trees displays a well-structured exterior with a spacious deck leading to the entrance. Soft lighting illuminates the doorway, while adjacent seating enhances the outdoor space. The natural surroundings provide a sense of seclusion, highlighting a peaceful retreat setting.
Cabin in Twin Peaks
4.97 out of 5 average rating, 189 reviews

Sunshine Peak at Twin Peaks, 3bd Lake Arrowhead

Welcome to your cozy getaway. Here you will find that peace inherent to a natural setting. Sitting atop a small hill, find yourself closer to tree lined sunsets. In addition to that natural setting, high speed Wi-Fi, blender, microwave, coffee maker, television, and washing facilities are available. A 50 ft deck and propane grill offers a setting for outdoor meals. A smart television is provided to access your account and pickup where you left off.

Guest favourite
An open-concept living area features natural wood accents and warm tones. A spacious leather sofa and elegant armchairs surround a wooden coffee table, offering a cozy space. Large sliding doors reveal views of the outdoor deck, enhancing the connection with nature.
Cabin in Twin Peaks
4.98 out of 5 average rating, 109 reviews

Serene Designer Cabin +EV Charger, Kids’ Bunkbeds

Peaceful, serene, Japandi-style, newly renovated cabin perched atop a hill nestled minutes between Lake Arrowhead and Lake Gregory. Elysian Hill is named for its calming, peaceful living space inviting guests to feel welcomed and to embrace slow-living and simplicity of the mountains. ✦ A welcoming home for families, adventurers and homebodies alike. @elysianhilltwinpeaks (IG & TikTok) No early check in/late check out. No exceptions.

Popular amenities for Upland cabin rentals