
Cabin holiday rentals in Winchester
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Top-rated cabin rentals in Winchester
Guests agree: these cabins are highly rated for location, cleanliness and more.

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!

Cozy cabin getaway in the woods - Dog Friendly
Located in the Pine Cove neighborhood of Idyllwild and surrounded by the San Bernardino National Forest, this 2-bedroom, 1 bath cabin will put you at the forefront of outdoor activities. Enjoy hiking nearby trails (some of which are just steps from the front door) or relaxing on the sunny back deck. On colder days cozy up next to the fireplace to watch the 43" smart TV. Dogs are welcome with an additional fee($25/dog). Perfect for those seeking a mountain getaway with all the comforts of a home.

Red Cabin Ranch Temecula Wine Country
Welcome to Red Cabin Ranch! Our cozy retreat provides natures serenity nestled in a 300 year old oak grove for the ultimate get-away-from-it-all experience in the true heart of wine country. We are a 3 minute drive to De Portola Wine Trail near Cougar and Masia de la Vinya and just steps to Estate Vinyard 2156 with exclusive tours available with its award winning vintner, upon request. Miles of walking & bike trails await or enjoy a leisurely swing in the shade & a friendly game of horseshoes.

Idyllwild Cabin, hot tub, fire pit, mountain views
Relax and recharge in this serene and stylish cabin. From the deck, you have a birds-eye view of towering pines and mountain peaks. After a day of exploring the nearby hiking trails and charming town of Idyllwild, soak in the hot tub, relax around the fire pit and cuddle up in front of the stone fireplace. Sleep easy in comfy, cozy beds. This magical mid-century cabin is the perfect place for you to breathe in the fresh mountain air, escape everyday life and reconnect with nature. Pets Welcome!

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.

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

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.

Cabanon - modern luxury getaway in town
Recent guest comments: "Best AirBnB I've ever rented. Perfectly stocked. Beautiful, private home - so comfortable and well maintained. I will rent this again and again! "This cabin was amazing. One of the best airbnb experiences I’ve had. " "I can't say enough about our stay at Cabanon. It is even more beautiful than the pictures, was spotless, and the aesthetic is so gorgeous and calming. " "Words can’t express the beauty and charm of this home. So many lovely moments within the space."

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!

Cozy Cabin / .5 Acre / Quiet / Coffee! /Family Fun
The loft-style Cozy Cabin is uniquely private for the Pine Cove area and a short drive to downtown Idyllwild. Its nestled on a half-acre of wooded land to ensure lots of time to disconnect in peace. For the cold nights, a wood burning stove and heater provide warmth and comfort, along with lots of blankets. A coffee bar and complimentary snacks are there for the taking. Upstairs in the loft you'll discover opportunities to practice yoga, work remotely, sleep, or just hangout. Permit# 002064
Popular amenities for cabin rentals in Winchester
Cabin rentals with a hot tub

Raccoon Rock - Charming Hot Tub Cabin

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

VIOLIN HOUSE, 4 ACRE, A-FRAME CALI ZEN RETREAT

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

Fern Valley Hideout ·AFrame ·Hot Tub ·Pet Friendly

Mountain House With Hottub and View

Carpe Diem-Elegant A Frame cabin with cozy Charm

Secluded Architectural Cabin • A/C • Hot Tub
Pet-friendly cabin rentals

Pup friendly 2br close to town

Picturesque A-Frame Cabin with Spectacular Views

1/2 acre fenced for pups/kids! sky deck•town close

Sky Ridge - hilltop cabin with unforgettable views

House Little Bird •Woodsy Cabin• Saltwater Spa•

Stunning Views, Cozy, Private, Pet-Friendly

Stonewood- hot tub with an amazing view!

Bear Bungalow: vintage charm with modern touches
Private cabin rentals

Ursus by Freewyld | Lodge Cabin + Hot Tub

Luxury, Private, Panoramic Views Among the Pines

Clean Modern Cabin with Tesla/J1172 EV charger

Cleavage Cabin - A-frame w/2 mountain views

Aradi Lodge // A-frame Cabin Nestled in the Forest

Cozy Cabin *hot tub*

Steller's Nest: A Cozy Treetop Cabin - Hot Tub!!

Idyllwild's Funkiest Historical Cabin w/ Hot Tub
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