Holiday rentals in Cajon Pass

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Top-rated holiday rentals in Cajon Pass

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Top guest favourite
The exterior of a striking A-frame cabin is prominently displayed, framed by snow-covered ground and bare trees. Large front windows reflect the surrounding nature, while a balcony extends from the structure, providing a vantage point over the serene landscape.
Cabin in Running Springs
5 out of 5 average rating, 194 reviews

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Skiing

❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings, high-end linens, luxury details ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso Vertuo espresso, coffee ★ 55" TV, WiFi, games ★ Gas grill ★ 7 min to Snow Valley ★ 5 min to Running Springs ★ 13 min to Sky-Park ★ 19 min to Lake Arrowhead ★ 25 min to Big Bear Lake ★ We welcome people from all backgrounds

Top guest favourite
A serene outdoor space features a well-maintained pool surrounded by lounge chairs and umbrellas. Stone steps lead to a home with a large patio. A gazebo is visible, enhancing the setting with additional outdoor seating.
Guest suite in Oak Hills
4.96 out of 5 average rating, 266 reviews

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

Located in canyon country near the Cajon Pass, where rural serenity meets comfort, charm & luxury, all enhanced by the DMO's famous top-tier privacy, views and quiet surroundings. The Suite's Double French Door entry is accessed within a guest only area where a scenic, 5-star resort type setting, that includes a private patio, Deck, Gazebo, Pool & Spa. Inside is a Queen Bed, Queen sofa, kitchen, dining table, games, 75" TV, and a Luxurious 5-star bath. The separate Bedroom includes a King bed.

Top guest favourite
The entrance of the home is marked by a wooden door with glass panels, framed by an overhang. A stone pathway leads to the door, flanked by meticulously arranged gravel and rose bushes. Tall pine trees provide natural shade in the surrounding area.
Cabin in Wrightwood
4.98 out of 5 average rating, 132 reviews

Edelweiss Haus! |Sauna|Firepit|AC|EV+|Dogs OK|

Family inspired with a German design around relaxing in Nature. Walking distance to town being .5 miles from downtown or a 10 minute walk. Come experience the serenity of the wind blowing between the pines with a lovely entertaining backyard (Fully fenced for privacy and pets). Setup with a BBQ, Fire pit and Sauna. Hiking right out the front door. The home is 2 bedrooms with built in bunkbeds in the guest room and a large open master bedroom with a King bed & mini crib. EV charging $15 per stay

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, 129 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

Top guest favourite
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
4.99 out of 5 average rating, 317 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.

Top guest favourite
Guest suite in Crestline
4.99 out of 5 average rating, 246 reviews

Breathtaking Mountain Views | Romantic Hideaway

Holly Hill Chalet is ideal for romantic interludes or peaceful retreats — we promise an unforgettable experience. Enjoy expansive patios and a park-like garden setting. The true star of the show is the view: an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic.

Guest favourite
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.
Cabin in Lake Arrowhead
4.97 out of 5 average rating, 270 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.

Guest favourite
Cabin in Crestline
4.94 out of 5 average rating, 157 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
The exterior of the studio is illuminated by string lights, creating a warm ambiance at dusk. A fenced area features a covered patio with dining chairs and a small table, while the structure is surrounded by natural landscaping and hills in the background.
Home in Apple Valley
4.98 out of 5 average rating, 116 reviews

Studio in Apple valley

Cozy hilltop Studio on 5 acres Completely private with spectacular day and night views of the valley.. Everything you need is here to enjoy a relaxing sunset or drink your favorite coffee viewing a beautiful sunrise.View the night sky while enjoying a glass of wine. You will feel miles away, yet all store conveniences are just less than 10 minutes away.Come and enjoy the relaxing quietness of Apple Valley. Relaxing little walking trail in front of house .only 4 mins. hill drive to location.

Top guest favourite
A cozy studio space is highlighted by a colorful ceiling with projected stars and soft lighting. A neatly made bed is positioned against the wall, while a desk and shelves offer functional arrangements. A television is mounted on the wall, enhancing the inviting atmosphere.
Tiny home in San Bernardino
4.88 out of 5 average rating, 361 reviews

#1 Cozy Tinyhouse "Route 66" container- private

Longterm Rental, peaceful, rural neighborhood- No Smoking property, no animals allowed due to health conditions. Right in the center of all: 1.5 hour to Santa Monica, Venice Beach, less than 2 hours from San Diego, 3 hours to Las Vegas, 5 min from the world famous motocross track, Glen Helen Amphitheater, Route 66, and hot spot for paragliding is close by. CozyTiny Container home is private, with all comforts. Peaceful, calm at the foot of the mountains with 1 dedicated parking spot.

Top guest favourite
A backyard space features a swimming pool with clear water, surrounded by a stone patio. The home has a covered sitting area with chairs and table, enhanced by potted plants. A wooden fence encloses the yard, with neighboring houses visible in the background.
Home in Hesperia
4.93 out of 5 average rating, 108 reviews

New listing *King bed/pool +WiFi

Relax with the whole family! Spacious 3 bedroom+guest room/ two 1/2 bath Home. Located in a safe and friendly centrally located community. The entire home is the true definition of comfort living with accents and furnishings. The fully equipped home offers comfortable living w/Wi-Fi, smart TV, coffee maker, washer + dryer, pool, bbq, fire pit and more! Close to restaurants, Victor Valley Mall, Scandia, Movies, 15 FWY, 395 HWY, Ontario Mills & Airport.

Top guest favourite
The exterior of a modernized gambrel-style cabin showcases a dark facade, framed by tall pine trees. A welcoming orange door contrasts with the black wood, while a wooden deck extends from the entrance. Large windows allow natural light to illuminate the interiors.
Cabin in Wrightwood
4.99 out of 5 average rating, 284 reviews

Insta famous 70’s Escape, Hot tub • EV • Pets

Explore our stylish and cozy, pet-friendly mountain cabin in Wrightwood, CA. Enjoy the new 4-person hot tub amid the pines. Only 1.5 hrs from LA, 2 hrs from San Diego, and 10 mins from Mt High. With 3bd, 2.5 ba, luxury linens, and a cul-de-sac location by Angeles National Forest, relax and reconnect with nature. Walk to town, ski/snowboard, or hike the Pacific Crest Trail. Unwind by the outdoor or indoor fire and recharge. Plus, a *NEW EV Charger.🔌

Popular amenities for Cajon Pass holiday rentals