Holiday houses in Calimesa

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Top-rated holiday rentals in Calimesa

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Top Guest favourite

An A-frame cabin is nestled among tall trees, with soft lighting illuminating its exterior. A winding pathway leads to the entrance, surrounded by natural landscaping, including a small rocky area and a creatively lit shrub.

Cabin in Big Bear Lake

4.89 out of 5 average rating, 253 reviews

A-frame backs the forest,Walk to Slopes, Hot Tub!

This perfect little Aframe cabin backs the forest! Hiking, biking & the view is what you'll have direct access to at this mountain retreat. Located on a quiet street near Bear Mt. Ski Resort,tucked into the trees, you'll find this mid-century modern cabin.If you are looking for a romantic hide-away,a double couple adventure or a place for your besties to re-connect & unwind, this truly is the coolest cabin in Big Bear Lake.Highly sought after cabin, it will book up fast!Not for children under 6.

Top Guest favourite

A unique geodesic dome is showcased against a desert backdrop, with a pathway leading to the entrance. Large windows provide views of the surrounding landscape and wind turbines in the distance, while desert plants are visible in the foreground.

Dome in Palm Springs

4.95 out of 5 average rating, 1,279 reviews

Entire Private House Palm Springs & Joshua Tree

Large Private House and Property 3 Bdrms Sleeps 7 10 min drive to Palm Springs Perfect Romantic Getaway, Destination Retreat for Friends and Family Celebrations, Business, Music, Yoga, Writing, Arts, Music, Video & Photo Shoots Amazing Photo Opportunities View of Mountains and Windmills Follow us at: Palmspringsdomehome Note Extra Fees: Each Guest over 6 total per night, for Events , Weddings, Professional Photo & Video Shoot Not safe for children under 12 and pets Check-in 4 pm Check-out 11 am

Top Guest favourite

An A-frame cabin stands amidst lush trees, illuminated by evening lights. A cedar hot tub, surrounded by natural boulders, emits steam, inviting relaxation. The exterior features large windows that bring the outdoors in, while a seating area is positioned nearby for enjoying the serene atmosphere.

Cabin in Running Springs

5 out of 5 average rating, 219 reviews

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Hiking

❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings and high-end linens ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso 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 No pets permitted

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, 108 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

Guest favourite

Natural light fills the living area through large glass doors, offering views of the surrounding trees and hills. A simple rug is placed on the floor, with two chairs and a bar area featuring tall stools visible in the space.

Home in Big Bear Lake

4.85 out of 5 average rating, 501 reviews

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Balsam Bungalow is a Mid-century bungalow, nestled on a piney hillside, with state forest and Lake views, in the exclusive & charming Moonridge neighborhood. Walk/drive to Big Bear slopes located .3 miles away. Snow Summit 9 min drive. State Forest Hiking trails 2 blocks away. Snuggle by the masonry fireplace & take in the picturesque view w/ ceiling to floor windows. Enjoy the wooded yard with wrap around deck, fire pit, BBQ, eating area & scenic hot tub- that is serviced after each guest.

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, 166 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, 180 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

An antique suitcase is featured with a weathered exterior, showcasing faded travel stickers and a vintage design. Its metal clasps and handle exhibit signs of wear, highlighting its history and charm. The suitcase rests on a textured surface, adding to its nostalgic appeal.

Guesthouse in Yucaipa

4.98 out of 5 average rating, 183 reviews

Yucaipa's Cottage on a Hill

Welcome to our quiet country cottage located on top of a hill overlooking the canyon and City of Yucaipa. With all the amenities you'll need during your stay, you will feel right at home. Less than five minutes to the freeway, your home away from home will be the perfect place to rest your head at the end of the day. The Cottage is the central location to LA, the beaches, Disneyland, Palm Springs, San Diego and the mountains. And if you don't want to leave, there's plenty to do right here!

Guest favourite

A charming A-frame log cabin is framed by the glow of a sunset, with wooden decks leading to a cozy fire pit surrounded by Adirondack chairs. The mountain backdrop adds to the serene ambiance of the outdoor space.

Cabin in Whitewater

4.97 out of 5 average rating, 166 reviews

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.

Top Guest favourite

Home in Morongo Valley

4.97 out of 5 average rating, 191 reviews

Pioneertown | Views | 5 acres | Privacy | JTNP

Treat yourself to a Desert Retreat. This 1 bedroom, 1 bathroom home invites you to hear, see, and feel everything Southern California's high desert offers. Mountain views, Saguaro Cacti, citrus trees, and so much more can all be taken in from the comfort of a lounge chair in this sprawling 5 acres. Private, yet conveniently near Joshua Tree National Park, Morongo Casino, Pioneer Town, shops, and restaurants, you can escape the noise of everyday life without sacrificing any of its comforts

Top Guest favourite

The exterior of a two-story home is presented, featuring a blend of neutral tones. A well-maintained landscape of low shrubs and decorative stones surrounds the property, enhancing the curb appeal. A driveway leads to a single-car garage, contributing to a welcoming street view.

Guest suite in Loma Linda

4.97 out of 5 average rating, 297 reviews

Amazing Large 1 Bedroom, No Chores Home

Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

Top Guest favourite

A serene exterior view of a white two-story home is presented, with a wide driveway leading toward the entrance. To the left, rows of grapevines are visible, framed by mountainous greenery under a clear blue sky.

Home in Yucaipa

4.96 out of 5 average rating, 144 reviews

Quiet Vineyard View 2-bedroom Home Near Oak Glen

This 1700sqft spacious vineyard-view home is nestled on Yucaipa's North Bench in a peaceful, rural cul-de-sac. Close proximity to Oak Glen and Yucaipa's dedicated open space make this home a perfect landing spot for comfort and safety. Beautiful views of the mountain and vineyards. Centrally located to Oak Glen, Big Bear, Palm Springs. Bedroom 1: CalKing Bed Bedroom 2: Queen Bed Additional Beds: (2) Twins and pack-n-play upon request No parties/events are permitted