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

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.

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.

The Little Cabin, the coziest cabin on the hill!

Nestled in the hills of Fern Valley and close proximity to picturesque Lily Rock and Tahquitz Peak. The Little Cabin is surrounded by breath taking views and nearby hiking trails. Only a mile to cafes, restaurants, art galleries and boutiques. A Southwestern flair and all the amenities for a relaxing and enjoyable stay. Warm up by the wood burning stove and stay cool with the mini-split AC. A truly enjoyable getaway for a romantic weekend or solo traveler! DOG friendly $25 Pet Fee..NOT CATS

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!

Temecula - A Modern Cabin, BBQ, Fire pit, w/ VIEWS

This unique place has a style all its own. Handmade rustic ceilings being the highlight of this beautiful cabin. You'll be entering a one of a kind space with doors that open up to the back patio and view. Catch the sunrise and sunsets, and stargaze to the thousands of stars at night. Kick your feet up on the patio with a glass of wine, take a bath in our vintage tub, do some bbqing to the view, or relax with 2.5 acres of Mountain View’s. A peaceful stay that creates memories for a lifetime.

Cabin in the Sky in Pine Cove-Idyllwild

Nestled among cedars and oaks in the woods of Pine Cove, let this "Cabin in the Sky" be your mountain retreat. The spacious porch accommodates the trunks of tall pines giving it a treehouse feel. There is a table for dining al fresco, L-shaped outdoor seating and a swing just for gazing at the stars. Wrap yourself in silence; the only sound you will hear is that of foraging woodpeckers and nuthatches, or happy squirrels scurrying about. Celebrate wilderness in this cozy, secluded retreat!

The Lost Pine: 3-Bedroom Chalet Style Cabin w/ AC

Welcome The Lost Pine, your 3 bed, 2 bath chalet-style cabin nestled into the pines. Large, floor to ceiling windows bring lots of light into the living room, where you can gather around a mid century fireplace. A large deck wraps around the back for BBQs and outdoor dining. A game room with foosball is perfect for winding down the day. We are located less than 10 minutes from Idyllwild and minutes from hiking trails. Disconnect, unwind and enjoy! STR License: RVC- 1701 TOT License: 71-564

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.

Luxury 3 Bdrm/HOT TUB/creek/near town and trails

“Into the Wild” Cabin has been Newly Remodeled! ⭐️ Brand-new kitchen and bathrooms ⭐️ Two new decks ⭐️ 1/2 acre of forest to explore ⭐️ Seasonal creek ⭐️ Hammock for lounging ⭐️ Hot tub for soaking under the stars ⭐️ Boulders for bouldering ⭐️ Swings for swinging ⭐️ Lush forest views ⭐️ Shops and hiking trails are less than a mile away ⭐️ Short walk to town ⭐️ Peaceful, quiet and immersed in nature ⭐️ Indigenous grinding stones are here This property is truly magical. Rest Here

Getaway A-frame front cabin-hot tub, dogs, fun

Escape to The Getaway at Sugar Pine, a stylish remodeled A-frame front cabin with a private hot tub, tucked among the pines on a peaceful half-acre near Idyllwild. Blending sleek modern updates with retro mountain charm, this stylish retreat captures the relaxed spirit of the mountains while offering the comforts of a thoughtfully designed getaway. What's close: • 7 min drive to downtown Idyllwild • 3–5 min drive to scenic hiking trails • 1–2 min walk to a local corner market