Cabin holiday rentals in Winchester

Historic Owl Pine Cabin: creek+town+nature

On Strawberry Creek in Idyllwild's historic district, the Owl Pine Guest Cabin was built in 1922. It's the best of both worlds w/ plenty of nature (burbling creek, rock paths, trees, birds, mountain air, stars) + close to civilization (the property is near restaurants/shops). Native rock fireplace, hot tub, eclectic art, record collection/player, games, books, TV, Wifi, BBQ, fire pit hang deck. We have a chicken coop, happy to leave eggs at the cabin upon request. Walk to town. Insta @TheOwlPine

Paradise in the Pines-a true mountain escape!

Welcome to our piece of paradise in the pines! Recently renovated rustic chic cabin featuring all new furnishings, organic linens, raised wood beam ceilings & numerous windows! A true nature lovers dream, find yourself relaxing on the expansive deck while enjoying stunning mountain sunsets! Cozy up to the warm fire pit while delighting in bird watching during the day & stargazing at night. The spiral staircase leads to our favorite feature, the loft bedroom with picture windows & treetop views!

Vibey Designer A-Frame w/View of LilyRock & HotTub

Welcome to the MoonCreek Cabin. This designer cabin is tucked in a quiet area surrounded by majestic trees w/ its very own seasonal stream, and a sweeping view of Lily Rock. This cabin opens up with vaulted ceilings, skylights to stargaze, large windows with amazing views, a fireplace with a warm ambiance in splendid isolation. Outside we have a huge wrap around deck w/ a hot tub. Let that mountain air filter out your stress, relax, rejuvenate and cuddle by the fire after a long day of play.

Treetop Terrace - View, level entry, rec room, A/C

Perched high on Idyllwild’s North Ridge, Treetop Terrace sits in a canopy of oak trees and offers amazing views from its expansive upper deck. Enjoy the charm of its mid-century architecture and vintage-inspired furnishings. Features include floor-to-ceiling windows, an open-concept layout, a recreation room, and wheelchair accessibility. Conveniently located 3-minutes from the village, it is easy to enjoy the charms of Idyllwild and the beautiful San Jacinto mountains from the Treetop Terrace.

DTWild House A-frame vibes/hot tub/ping pong/creek

Welcome to DTWild. Your much needed mountain escape. Our newly renovated, retro fabulous, mcm cabin rests on a magnificent property w/ a flowing creek in your backyard. Say what? Yup. A creek. Like with water. And rocks. And fishies. At DTWild you can soak in the hot tub, rekindle by the fire, bbq, ping pong under the pines, nap in the hammock, stargaze, explore, watch movies, work if you must, play games, namaste it up, dance it off, play in the snow, howl at the moon, and yes we have Wifi.

Boulderland A-frame on 8 acres / 4 miles from Town

Welcome to our cozy A-frame cabin nestled on the outskirts of Idyllwild California. This secluded retreat is the perfect place to escape the hustle & bustle of the city and reconnect with nature. The open-plan living area features a fully equipped kitchen, comfortable seating, and a wood-burning stove, perfect for cozy nights in. Step outside & you'll be greeted by the beautiful natural surroundings. Relax on the spacious deck & take in the views of the surrounding trees, valley & mountains.

WanderWild- cozy cabin in the woods, cedar hot tub

Welcome to Wander Wild. A modern meets rustic mountain escape nestled in the trees on a private road. Ideal for small families, couples and friends looking for a peaceful getaway. Rustic charm, with many modern updates including a renovated kitchen, new furnishings, EV charger and high speed WiFi (if you can't unplug). The built-in cedar hot tub on the deck is a perfect spot for stargazing. Great location, only a 5 minute drive to town, a quick walk to hiking trails. Find your new happy place.

Cedar Treehouse Idyllwild~Near Town~Stunning Views

Step into Cedar Treehouse & experience mountain living in a curated home boasting magnificent views of Lily Rock & the surrounding forest. Ideally located close to town, only a 10-15 min walk to explore the local shops, restaurants, & art galleries. Just over 2 hours from Los Angeles or San Diego & 1 hour from Palm Springs, enjoy world-class hiking, breathtaking views, & all that the unique and preserved town of Idyllwild has to offer. Bathrooms were remodeled in 2023 and the kitchen in 2025!

Dreamy A-Frame Cabin in the Woods

Relax and enjoy nature at our beautiful, tranquil, lovingly remodeled A-frame cabin, now with a brand new master suite and sunroom! Within walking distance from the center of town, it's perfectly situated on a quiet street amongst the trees, buzzing with blue jays and hummingbirds. Curl up by the fireplace and enjoy surround-sound tunes, or have a spa-like soak after hitting the nearby trails. As a creative couple ourselves, we designed this space for romantic getaways and creative retreats.

A-Frame Cabin, 360 degree mountain views, hot tub

Just 15 minutes from Palm Springs, you'll find Whitewater Cabin. Seen in Travel & Leisure and on Discovery Plus, this architectural marvel is a magical retreat in the beautiful Whitewater preserve. Massive hand-carved cedar timbers form a bucolic A-frame exterior, while luxurious décor sets an ideal atmosphere for romance…or simply escaping the hustle and bustle. Explore Whitewater Preserve, enjoy a desert hike, plunge into the oasis pool and then settle in for some remarkable stargazing.

The Far Out - A Frame cabin in the woods

The Far Out is a classic A-frame cabin nestled in the beautiful woods of Idyllwild in the San Jacinto Mountains. This mountain retreat sits on an acre of land, complete with a 1200 sq ft wooden deck and semi-sunken hot tub. The interior décor is impeccably curated, blending vintage character with modern design for a distinctly cool cabin vibe. Set far back from the road, the cabin and the grounds offer a magnificent private space for a relaxing getaway. Beauty abounds at The Far Out!

Luxury Cabin - Cedar Tub, Seasonal Creek & Views

Haven is Idyllwild's answer to mountain cabin luxury. Set overlooking a peaceful seasonal creek flowing winter and spring. A custom built inspirational hideaway, nestled in the mountains near LA. Immerse in nature with the creature comforts of a curated modern cabin. This spacious cabin sits in a forested valley overlooking a seasonal stream with a cedar hot tub. Ceiling to floor windows look out at the surrounding mountains & jaw-dropping rock cliffs. An expansive, open cabin feel.