Cabin holiday rentals in Upland

4.99 out of 5 average rating, 159 reviews

Enclosed Backyd; Walk 2Lake; Fire Pit, EV Charger

Nestled between majestic towering pine trees lies this spacious cabin of 5,200+ sq ft of living space on a large 15,000 sq ft lot*. Modern amenities meets warm rustic charm. This dog & child friendly home is a fun 10-minute walk to the lake. It has an enclosed backyd w/ running stream & forest views. Two large decks with a fire pit & bbq for relaxed outdoor dining. Short drive to Lake Arrowhead Village~lake front dining, shopping, Santa’s Village, boating, hiking, ski & sledding. (*Incl decks).

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4.98 out of 5 average rating, 395 reviews

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

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 TV watching 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.

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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.

4.99 out of 5 average rating, 144 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

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The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.

4.95 out of 5 average rating, 225 reviews

Designer Cabin at LAKE Gregory- walk to shops!

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.

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4.97 out of 5 average rating, 503 reviews

Magical Mid-Century Cabin | Epic Views & Vinyl

Welcome to The Magical Cabin, a peaceful, mid-century retreat nestled among the pines in Crestline. Embrace the idyllic mountain landscape, with awe inspiring views throughout the cabin and picture perfect sunsets from the decks. An inviting & inspiring escape for couples, solo travelers & creative souls looking to reconnect & recharge. • 5 min to Lake Gregory, town & grocery store • Record player + vinyls • Featured in Fodor’s Travel “Best Airbnb's & Cabins of the Year” • Cozy gas fireplace

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A dedicated movie theater is equipped with plush recliners and a large projector screen. Movie posters decorate the black walls, while red carpeting enhances the cozy ambiance. Recessed lighting illuminates the space, providing a comfortable setting for group viewings.

4.87 out of 5 average rating, 206 reviews

Cloud 9 | movie theater, arcades, firepit & spa

Welcome to Cloud 9, an updated mountain mansion in Lake Arrowhead. This isn't your typical "grandma's" mountain rental. Cloud 9 is elevated with modern furnishings that will impress even the harshest of critics. We've absolutely PACKED this place with so many activities, you'll never catch anyone saying "I'm Bored!" Perfect for groups or large families; with spaces for all generations to spread out and enjoy equally. If you're want an action-packed Arrowhead Mountain Experience, here it is!

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4.96 out of 5 average rating, 155 reviews

Secluded A-Frame, Hot Tub, Lake Access

“The Avian” is a 2 bedroom A-frame with king size bed in the loft with a 1/2 bath. The 1st level bedroom has a queen & twin loft bed. Both bedrooms are equipped with AC, blackout curtains, comfortable bedding, additional blankets/pillows and fans. The living room has a wood burning fire place, 4K TV, Record & Bluetooth player, Apple TV, Acoustic Guitar, Blankets and Board Games. Other Amenities include Central Heat, W/D, parking, Hot Tub, outdoor gas fire pits, gas grill and outdoor seating

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4.92 out of 5 average rating, 154 reviews

Breathtaking Lakefront Home

My husband and I are nature enthusiasts who love the mountains and the lake. We fell in love with this beautiful place the moment we arrived. Dalat Homestay was truly love at first sight. Designed to feel simple and cozy like home, it’s where our family comes to relax, unwind, and reconnect with nature. Perfect for a family vacation, romantic getaway, or quiet escape from the city. Everything is close by: • 1-mile walk to the lake • Local café & grocery – 1.5 miles • Lake Arrowhead – 8 miles

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4.88 out of 5 average rating, 388 reviews

A+ Alpine A-Frame | Hot Tub+Views | 95 Min from LA

95 mins from Los Angeles, this is the weekend reset you come to the mountains for - morning coffee on the deck above the trees, wildflower excursions on the trails, and nights in the hot tub under a starry sky. Our Cabin in the Sky is a 1960s A-frame for groups/couples who want a quiet, extraordinary cabin experience . Separate 1 bdrm apt avail for extra fee for guests of main house. Perfect for in-laws, teens or groups who need extra space: separate kitchen, queen bedroom & full bathroom.

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A wooden dining table is positioned near large sliding glass doors, revealing views of Lake Arrowhead and surrounded by tall trees. Natural light fills the space, enhancing the inviting atmosphere of the dining area with a neutral table runner and decorative plant.

4.95 out of 5 average rating, 327 reviews

Lake View, Hot Tub, Fire Pit, Love Pets, Walkable

VIEWS VIEWS VIEWS | LAKE PASS | HOT TUB | LOVE PETS | FIRE PIT | WALK TO VILLAGE Soak in sweeping views of Lake Arrowhead from our fully remodeled, pet-friendly cabin! Relax in the private hot tub, gather around the fire pit, or use your included Lake Pass! Just steps from the Village, our home is in a neighborhood once a favorite retreat for Clark Gable and Francis Ford Coppola! Fully renovated in 2021, we’ve revived this special place with modern luxury so you can get away from it all!

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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.

4.99 out of 5 average rating, 140 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.

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A spacious living area showcases high vaulted ceilings and large floor-to-ceiling windows framing expansive views of the mountains. A leather sofa sits atop a light-colored rug, adjacent to a stone fireplace with a warm glow. Rustic chandeliers provide soft ambient lighting, enhancing the inviting space.