
Holiday houses in Calimesa
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Top-rated holiday rentals in Calimesa
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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

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

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.

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.

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!

A-Frame in the Sky - “Rim of the World” Views!
Breathtakingly Gorgeous Views, like nothing you've seen before. EV charger, SAUNA, spa and Views to the Pacific Ocean and Catalina Island. Golden hour sunsets that fade into the city lights for 100 mile views. AFrame in the Sky, sits up high in the clouds and is backed up to the National Forest. Hiking Trails are out your front door. Snow Valley Ski Resort is 10 minutes away and Lake Arrowhead less than five minutes away. Hot Springs, hiking, shopping, fine dining, skiing, snowboarding

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.

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

Sol to Soul - Named by Condé Nast: Coolest In Cali
Come experience the otherworldly at Sol to Soul, a 10-acre sanctuary in the privacy of Pipes Canyon in storied Pioneertown, surrounded by a mystical theater of boulders and Joshua Trees in the starkly beautiful Mojave Desert. With dark skies for ultimate Milky Way viewing, you will reclaim your sense of awe and magic and leave more inspired + spellbound by life than when you arrived. Recognized as the Best Airbnb in California (Condé Nast) and a top 10 U.S. accommodation (Delsey).

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.

Serene Escape Tiny House Living /pool/near Yaamava
We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Chalet A-Frame w Lake & Forest Views
Welcome to your elevated A-frame escape—guests love the stunning lake & ski slope views, stylish design, and luxurious comfort throughout. A perfect blend of modern and rustic for a memorable getaway. Sleeps 5 | 2 bedrooms | 5 beds | 1 baths Panoramic lake & ski slope views Iconic A-frame w/ mid-century modern style Luxury bedding & new mattresses Fully stocked kitchen for easy meals Bright, design-forward living space Ideal for year-round stays & relaxation
Popular amenities for Calimesa holiday rentals
Other great holiday rentals in Calimesa

Scenic Mountain Cabin Getaway

Beautiful Suburban Private Suite

Comfy City Dwelling

Unexpected By Homestead Modern

The Capricorn Cabin

Cozy Retreat Apartment

Charming Guest Studio

Casa Verde • Poolside Stargazing Paradise
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Channel Islands of California Holiday rentals
- Las Vegas Holiday rentals
- San Diego Holiday rentals
- Phoenix Holiday rentals
- Central California Holiday rentals
- Palm Springs Holiday rentals
- Scottsdale Holiday rentals
- San Fernando Valley Holiday rentals
- Henderson Holiday rentals
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Palm Springs Convention Center
- Snow Summit
- Pechanga Resort Casino
- Mountain High
- National Orange Show Events Center
- Honda Center
- Palm Springs Aerial Tramway
- Angel Stadium of Anaheim
- Monterey Country Club
- Desert Falls Country Club
- Rancho Las Palmas Country Club
- Indian Canyons
- Indian Wells Golf Resort
- Desert Willow Golf Resort
- Palm Desert Country Club
- Tahquitz Creek Golf Resort
- Glen Ivy Hot Springs Spa
- Snow Valley Mountain Resort
- Chino Hills State Park
- Big Bear Alpine Zoo
- Alpine Slide at Magic Mountain
- Palm Springs Air Museum




