Holiday rentals in Cajon Pass

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Top-rated holiday rentals in Cajon Pass

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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, 261 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
4.99 out of 5 average rating, 125 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

Guest favourite
A comfortable seating area features a large leather chair and ottoman, positioned in front of a modern gas fireplace, which is glowing warmly. Floor-to-ceiling windows reveal scenic views of the outdoors, and subtle lighting from above creates a cozy ambiance.
Chalet in Crestline
4.98 out of 5 average rating, 457 reviews

Magical Mid-Century Chalet Breathtaking Views!

Nestled just a short distance from LA, embrace the idyllic landscape of picture-perfect sunsets from the balconies and awe-inspiring views from the house. Discover an orchestra of ravens and crows while savoring your morning coffee or get lost in a book by the fireplace. Featured in Fodor’s Travel “Best Airbnb’s and cabins of the year”! A 4-minute drive to Lake Gregory, 12 minutes to Lake Arrowhead, & 45 minutes to Big Bear. So much to explore or stay cozy inside, you will enjoy your time here!

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, 307 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, 151 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.

Guest favourite
A vibrant yellow vintage car is parked on a gravel driveway, surrounded by colorful flowers and lush greenery. Small, charming container homes are visible in the background, nestled among the trees under a clear blue sky.
Shipping container in San Bernardino
4.92 out of 5 average rating, 308 reviews

#2 Cozy Tinyhouse"Route 66" Container- private

Longterm rental, peaceful, rural neighborhood, if you’re looking to get just outside of the city. No smoking , NO animals due to health conditions. 1.5 hour or less 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 just 5 minutes away! CozyTiny Container home is private, with all comforts. Relax at the foot of the mountains with 1 parking spot.

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, 104 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 person sits at a table with a small vase of flowers, enjoying a scenic view of rolling green mountains and a clear blue sky. The lush landscape extends into the distance, with varying shades of green and hills melting into the horizon.
Guest suite in Crestline
4.99 out of 5 average rating, 244 reviews

Breathtaking Mountain Views | Romantic Hideaway

Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patios and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the 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 wooden deck features multiple black outdoor chairs arranged around a circular firepit. The setting sun casts a warm glow, with trees visible in the background, enhancing the serene atmosphere of the space.
Cabin in Crestline
4.96 out of 5 average rating, 138 reviews

Cozy Cabin | Large Deck & Firepit Near Attractions

✨ Why You’ll Love It: 🔥 Wood-burning fireplace for cozy nights ☕ Large deck for morning coffee & sunset views 🛋 Stylish, open-concept living space with natural light 📍 Perfect Location: 🏞 1 mile – Lake Gregory (boating, fishing, swimming) 🍽 1 mile – Crestline’s best dining & shopping 🥾 10 mins – Heart Rock Trail (scenic waterfall hike) 🌲 15 mins – Sky Forest (charming alpine village) 🚤 20 mins – Lake Arrowhead (shopping & boat tours) ⛷ 35 mins – Snow Valley (skiing & snowboarding)

Top guest favourite
Cabin in Running Springs
5 out of 5 average rating, 283 reviews

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

This Black A-Frame cabin sits high among the pines in Running Springs, offering peaceful treetop views from decks on all three levels. With warm mid-century modern design, it’s the perfect romantic escape. Snuggle in the cozy loft, enjoy vinyl or a movie in the secret cinema room, and unwind together in the new barrel sauna. Perfect for couples celebrating anniversaries, honeymoons, special getaways, or simply enjoying quiet, meaningful time together in the forest.

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, 278 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.🔌

Guest favourite
A wooden picnic table is positioned beside a gently flowing creek, surrounded by lush greenery and trees. Sunlight filters through the leaves, casting dappled shadows on the rocks and water, creating a serene and inviting outdoor space.
Home in Lytle Creek
4.97 out of 5 average rating, 101 reviews

Creek House - Water Front

Home has direct access to a year long running creek in the back yard. Water is coming from a spring in the mountains. Feels like your in Yosemite, but we are only 50 miles from Los Angeles. We are located inside the San Bernardino Forest tucked away in the mountains less that 5 miles from the freeway. You are still close to all the shops and restaurants, but a world away nestled inside the mountains. Fall asleep to the sound of the creek.

Popular amenities for Cajon Pass holiday rentals