Holiday rentals in Calimesa

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Top-rated holiday rentals in Calimesa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Chalet in Big Bear
4.99 out of 5 average rating, 181 reviews

Romantic A Frame w/Eco Organic Bed+Late Checkout

Surround yourself in the peacefulness of trees and listen to birds sing @Natures_Lovers_Aframe a True & Authentic 1964 A-Frame Cabin with 21 foot high ceilings, organic bed & wood burning stove & free firewood. Large Deck & Bbq. Romantic for 2, sleeps 4 guests comfortably. 2 Queen bedrooms & 1 bath. Upstairs loft has Avocado Green Organic queen mattress. Easy Self check-in, Fast WIFI (500mbps up/down) , Dog-friendly & access to Level 2 EV Charger. Driveway and lot is flat & easy to park

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
An A-Frame cabin is visible among the trees, showcasing a wooden deck and a hot tub surrounded by natural boulders. Large windows reflect the forested surroundings, enhancing the rustic charm of the property. A gas grill is positioned nearby for outdoor cooking.
Cabin in Running Springs
5 out of 5 average rating, 213 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.
Guest house 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

Top 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, 179 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
Cabin in Green Valley Lake
4.94 out of 5 average rating, 163 reviews

The Best Views and Vintage Cozy Cabin!

The most stunning sunset you have ever experienced with a scenic view of Lake Arrowhead in the distance! This rustic cabin sits on the edge of the San Bernardino Mountains, and has everything you need to get away. Green Valley Lake is located at 7200 feet making it the highest village, meaning more snow in winter and cooler temps in the summer. There is a swimming beach w/ lifeguards, boats to rent, and a well-stocked fishing lake 5 minutes away. We’re close to the ski slopes and hikes too.

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, 118 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
Home in Morongo Valley
4.97 out of 5 average rating, 189 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.

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, 164 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
The exterior of the modern A-Frame is surrounded by tall trees, showcasing a blend of rustic charm and contemporary design. The warm glow from the windows highlights inviting spaces inside. A wrap-around deck is visible, creating a welcoming atmosphere for relaxation amidst nature.
Cabin in Big Bear
4.97 out of 5 average rating, 107 reviews

Chic Cozy A-Frame w/ Lake views & 5 min to skiing

Nestled at 7,400 feet elevation above Big Bear Lake with incredible ski slope and lake views, Chalet 7400 is the perfect curation of mid century modern meets rustic farmhouse design. Revel in the luxury bedding, new mattresses and fully equipped kitchen. Soak in this breathtaking modern A-Frame that merges comfort and style with no detail left to chance. Outfitted with modern features throughout ensuring that every moment spent inside is just as unforgettable as the scenery outside.

Top guest favourite
A modern mountain cabin is showcased amidst towering trees, featuring multiple decks that extend from the structure. Large glass windows reflect the surrounding greenery, while a blend of wood and stone accents highlights its natural setting.
Cabin in Idyllwild-Pine Cove
5 out of 5 average rating, 319 reviews

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.

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, 178 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