Vacation rentals in Cajon Pass

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Top-rated vacation rentals in Cajon Pass

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Top guest favorite
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, 191 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 favorite
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, 265 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.

Guest favorite
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, 459 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 favorite
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, 312 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 favorite
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, 268 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 favorite
Cabin in Crestline
4.94 out of 5 average rating, 152 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 favorite
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, 108 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 favorite
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

Top guest favorite
Home in Lake Arrowhead
4.94 out of 5 average rating, 126 reviews

Birchwood A-Frame (walk to village/lake/brewery)

You can search far and wide, and not find an A-frame as impeccably designed as this one. It's one-of-a-kind for Lake Arrowhead and we can't wait for you to experience this gem in person. The beauty of nature surrounding the home perfectly complements the natural elements used within the home. You'll love the feeling of complete tranquility from the moment you walk through the door. We invite you to be our guest and come relax in the mountains. We do not allow fires in the blue fireplace.

Top guest favorite
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 Lake Arrowhead
4.99 out of 5 average rating, 101 reviews

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

Top guest favorite
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, 358 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 favorite
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, 282 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 vacation rentals