Cabin holiday rentals in Upland

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.

4.98 out of 5 average rating, 127 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, 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

4.99 out of 5 average rating, 315 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 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.

The living area features a leather couch adorned with decorative pillows and a cozy blanket. A circular mirror hangs above a circular coffee table on a textured area rug. Natural light filters through nearby windows, complementing the wooden ceiling beams and rustic fireplace.

4.87 out of 5 average rating, 127 reviews

Christmas Crestline Cabin near Creek & Lake

You can relax in a Peaceful Cabin with everything inside Totally New & Comfortable! Cabin is tucked between trees in area with Running Creek, You can walk to Lake Gregory or drive to Lake Arrowhead. Enjoy a Full Kitchen with Dining Table, Living Room with Roku TV, Single level, 1 Large Bedroom with King Bed, Leather Couch Sleeper & Bathroom with Marble Pebble Shower Wall. You can relax on the Front deck with lounge chairs & watch Blue Jays and Silver Squirrels. BBQ Grill & Parking for 2 cars.

A spacious living area is featured, with large floor-to-ceiling windows framing a snowy landscape. A cozy sectional sofa faces a circular coffee table and a single accent chair. A hanging chair adds a relaxed touch, with a soft rug underfoot enhancing the warmth of the wood flooring.

4.97 out of 5 average rating, 269 reviews

Peak & Pine | Modern Comfort with Mountain View

✨ Location, Location, Location! A special cabin with breathtaking view of The Pinacles⛰️ Tucked away on a peaceful street in Lake Arrowhead. This serene retreat features floor-to-ceiling windows, cozy interiors, and forest scenery that invites you to slow down and recharge. Just minutes from hiking trails, shops, and top-rated restaurants, you’ll enjoy the perfect balance of nature and convenience. Perfect for couples, families, groups, or solo travelers looking for a stylish mountain escape.

4.94 out of 5 average rating, 154 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.

4.99 out of 5 average rating, 103 reviews

The ToGather House is surrounded by lush trees, showcasing its multi-level structure with wooden decking. Soft lighting highlights the spacious outdoor area, inviting guests to relax. The cabin's design harmonizes with the natural environment, creating a serene and peaceful setting.

Cabin in Twin Peaks

ToGather House | a place to gather, together

The ToGather House is a special place where all can gather, create memories, and find rest. Nestled conveniently between Lake Arrowhead & Lake Gregory, our space offers a peaceful and private atmosphere within the cozy and quaint mountain towns. Whether you're searching for a romantic getaway or a relaxing friends and family retreat, our cabin is newly designed w/ you in mind. Stay and enjoy the towering pines and the fresh alpine air. Come ToGather& leave refreshed IG: @togatherhouse

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.

4.95 out of 5 average rating, 355 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!!

4.98 out of 5 average rating, 104 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.

4.82 out of 5 average rating, 192 reviews

Cozy AFrame with Spa in the Mountains

Welcome to our families A-Frame cabin nestled in a picturesque location offering ample space for you and your children to create unforgettable memories. Step inside and discover multiple open living areas, each thoughtfully adorned with a cozy fireplace, stocked with toys and board games to entertain the little ones while parents unwind. With two spacious decks, and view from the hot tub you'll find plenty of room to soak up the fresh mountain air and bask in the natural beauty.

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.

4.96 out of 5 average rating, 113 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!

The spacious living area is adorned with a high A-frame ceiling and floor-to-ceiling windows. Natural light floods the room, showcasing views of the forest and outdoor deck. A comfortable leather sofa, dining table, and rustic decor elements create a cozy atmosphere.

4.99 out of 5 average rating, 140 reviews

"A-Frame Holiday" Spacious Forest View Cabin, A/C

Escape the city and unwind at our tri-level A-frame cabin in Lake Arrowhead, just 1.5 hours from LA. Built in 1966, it blends vintage charm with modern updates and offers over 2,200 square feet of space, with a bedroom and sitting area on each floor. Two large decks offer unobstructed views of the peaceful surrounding forest. Tucked in a quiet, easily accessible neighborhood—just 5 minutes to the grocery store, 10 to the Village, and 15 to SkyPark.