Holiday houses in Calimesa

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Top-rated holiday rentals in Calimesa

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Guest favourite
An outdoor gazebo is illuminated by soft blue lights, featuring a dining set and comfortable seating area. The space is surrounded by a well-kept patio, providing an inviting atmosphere for evening gatherings under the night sky.
Guesthouse in Cherry Valley
4.96 out of 5 average rating, 106 reviews

Secluded & Quiet Guest House-Cherry Valley-Morongo

Enjoy the lovely setting of this romantic spot in nature. Secluded and located in a farm area overlooking the San Gorgonio/San Bernardino National Forest/Big Bear mountains and yet just two miles away from the freeway 10. You will love the darkness and tranquility of rural life at night. Close to Oak Glen, Yucaipa, Redlands, Beumont, Banning, San Jacinto wedding venues and outdoor activities. No more CA blackouts with our Tesla battery back up. Free 2-220v level-2 EV charging at your convenience

Top Guest favourite
An open-plan living area features a plush sectional sofa adorned with a striped blanket. A circular dining table sits nearby, illuminated by sunlight streaming through large windows that showcase natural surroundings. A wood-burning stove provides warmth in the corner, enhancing the cozy ambiance.
Cabin in Banning
5 out of 5 average rating, 159 reviews

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.

Guest favourite
The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.
Cabin in Crestline
4.95 out of 5 average rating, 175 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 favourite
A spacious living area is highlighted by a large sectional sofa, set against a backdrop of colorful wood paneling. Natural light streams through multiple windows, illuminating the room. A stone fireplace adds a cozy focal point, complemented by a circular coffee table and a flat-screen television.
Home in Lake Arrowhead
4.97 out of 5 average rating, 118 reviews

Cottage Grove Haus

Kick back and relax in this stylish space, vintage cabin. Luxurious amenities include: 1. Fully prepped kitchen with Le Crueset pots and pan, Kitchenaid appliance and many more. 2. Comfortable and stylish living room with Sonos sound system and television with soundboard & subwoofer. 3. Large and sophisticated dining room to enjoy a gourmet meal or to useas an office space. 4. One third acre of property surrounded by forest and privacy. 5. Large outdoor patio to have a meal with nature.

Guest favourite
The image displays a spacious patio with two lounge chairs overlooking a scenic landscape. A wooden dining table with a minimalist design is positioned nearby. Glass doors open up to reveal a peaceful view of rolling hills bathed in soft sunset light.
Cabin in Wildomar
4.98 out of 5 average rating, 117 reviews

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.

Top Guest favourite
An expansive wooden deck is framed by tall pine trees, creating a serene outdoor space. A dining table with chairs is positioned on the deck, inviting guests to enjoy meals in nature. The surrounding foliage offers a backdrop of green and tranquility.
Cabin in Idyllwild-Pine Cove
4.97 out of 5 average rating, 444 reviews

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!

Superhost
Dome in Yucca Valley
4.86 out of 5 average rating, 638 reviews

Hawkeye Dome · 112 Acres, Pool & Spa, Epic Views

Welcome to the Hawkeye Dome Your entire mountainside awaits ✦ Iconic geodesic architecture ✦ Featured on the cover of Dwell Magazine ✦ THE best views in the entire Mojave ✦ 40-ft lap pool with underwater viewing windows ✦ Set against 112 acres of private hills ✦ See-through cabin for stargazing and meditating ✦ Miles of on-site trails ✦ Outdoor BBQ and fire pit for effortless outdoor living ✦ Just 8 minutes from Old Town Yucca Valley ✦ Originally built by nudist physicists - yes really.

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, 255 reviews

100-Mile View | Romantic Mountain Hideaway

Holly Hill Chalet is curated for romantic interludes and peaceful retreats. While the interior is stylish and cozy, the true star of the show is the view: an ever-changing masterpiece that transitions from golden sunrises to cinematic sunsets. From our expansive patios and park-like garden, you have a front-row seat to the awe-inspiring expanse below. As twilight descends, the horizon transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of mountain magic.❤️

Top Guest favourite
A hot tub is positioned on a terrace, offering expansive views of the mountain landscape and desert valley. Soft tones of sunset light fill the sky as two guests sit in the tub, enjoying drinks while surrounded by serene natural beauty.
Home in Morongo Valley
4.99 out of 5 average rating, 158 reviews

Romantic Hilltop Retreat | Views, HotTub, Pool, AC

Touch the stars and sleep in the clouds at this unique, tranquil getaway designed for ageless, timeless magic. Fully remodeled brick cabin built into your own mountain. Welcome the sunrise & the sunset as you revive your creative romantic. This hilltop hideaway is a serene landing for a divine, high-desert retreat. Where the elements conspire to deliver your daydreams, soak in the spaciousness. - 25min to Joshua Tree National Park - 25min Palm Springs - 20min to Pioneertown

Top Guest favourite
A spacious terrace extends alongside the home, offering unobstructed views of the lake and surrounding hills at sunset. Subtle lighting illuminates the area, while a pair of outdoor chairs provides a cozy spot to enjoy the serene backdrop.
Home in Crestline
4.97 out of 5 average rating, 220 reviews

Magical lake house with spectacular views

Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

Top Guest favourite
Cabin in Running Springs
4.99 out of 5 average rating, 300 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.

Guest favourite
The cabin's exterior features natural wood cladding that complements the desert landscape. Large windows provide views of the rugged mountains, while a minimalist porch area invites relaxation amidst the surrounding terrain.
Cabin in Pioneertown
4.97 out of 5 average rating, 174 reviews

The Yucca - Amazing Views - Stargazing - Fire pit

In Pipes Canyon you will find this picturesque one bedroom cabin that is the perfect escape for couples, friends or solo travelers. Step inside & find yourself in a cozy living space with everything you need for your stay. The King bed under the skylight is sure to be your favorite spot to lay your head after a day of exploring. This off-grid cabin is solar powered & offers amazing views of the mountains & desert landscape. It's an ideal location for stargazing.

Popular amenities for Calimesa holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. Riverside County
  5. Calimesa