Holiday houses in Cherry Valley

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Top-rated holiday rentals in Cherry Valley

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

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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, 236 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, 111 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 outdoor gathering area features a circle of four chairs surrounding a fire pit, framed by the dramatic desert landscape. Large boulders and Joshua trees provide a natural backdrop, with a warm sunset filling the sky, casting a golden hue over the scene.

Home in Joshua Tree

5 out of 5 average rating, 120 reviews

Sphere In The Rocks Unique+Luxe 2min to Park Entry

“Sphere In The Rocks” desert retreat w. cowboy pool, jacuzzi, fire pits, daybed, dining & BBQ! ★ “A magical space that encourages connection, reflection, and presence.”❤️ ✔️Architectural sound healing sphere ✔️ Recommendations → Concierge Chef & Sound Bath (ask us!) ✔️Fully equipped + stocked kitchen ✔️Reverse osmosis water filter ✔️Parking → driveway (4 cars) ✔️50 Mbps wifi + workspace ✔️Outdoor shower + tub + fire 3 mins → Joshua Tree National Park Entrance 10 mins → Downtown Joshua Tree

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, 172 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

An expansive outdoor space features a designer pool and a modern fire pit, surrounded by lounge chairs. The contemporary structure stands in the background against a sunset sky, highlighting the desert landscape and providing a serene escape.

Home in Yucca Valley

4.96 out of 5 average rating, 156 reviews

Anja Acres | w/custom pool, spa, & pickleball

Anja Acres is a luxury desert escape with panoramic views, a designer pool, and a resort-style backyard built for unforgettable stays. Relax in the pool, hot tub, or play on the scenic pickleball court, all surrounded by jaw-dropping desert scenery. We’ve packed the home with family-friendly games, outdoor lounging spaces, and stylish interiors, creating a spotless, high-end retreat far beyond the typical dusty rental. Perfect for groups seeking adventure and relaxation under the desert sky.

Top Guest favourite

A modern home with large windows reflects the colorful sunset sky outside. The heated saltwater pool features a spa area with bubbling water, complemented by lounge chairs placed nearby. Desert landscaping surrounds the serene retreat, enhancing the inviting outdoor space.

Home in Joshua Tree

5 out of 5 average rating, 103 reviews

•VillaCascada:ResortStyle •Saltwater Pool/Spa•EV

Welcome to Villa Cascada, a bohemian-luxe retreat in Joshua Tree’s Panorama Heights. This Moroccan-inspired oasis blends modern architecture with desert charm. Enjoy 360° views from giant windows, a heated saltwater pool (Fee for Pool Heat), a spa with waterfalls, and a sunken firepit. Minutes from Joshua Tree NP and downtown, Villa Cascada is crafted for relaxation and adventure. Wake to stunning sunrises, explore nature, or unwind in spa-like luxury. Your unforgettable desert escape awaits.

Top Guest favourite

A wooden deck extends out from the treehouse, offering views of the surrounding forest and mountains. Comfortable outdoor chairs are positioned on the deck, inviting relaxation in the natural setting. The deck's railings blend harmoniously with the rustic architecture of the home.

Cabin in Idyllwild-Pine Cove

4.97 out of 5 average rating, 196 reviews

Cedar Treehouse Idyllwild~Near Town~Stunning Views

Step into Cedar Treehouse & experience mountain living in a curated home boasting magnificent views of Lily Rock & the surrounding forest. Ideally located close to town, only a 10-15 min walk to explore the local shops, restaurants, & art galleries. Just over 2 hours from Los Angeles or San Diego & 1 hour from Palm Springs, enjoy world-class hiking, breathtaking views, & all that the unique and preserved town of Idyllwild has to offer. Bathrooms were remodeled in 2023 and the kitchen in 2025!

Guest favourite

An outdoor living space features a large pool surrounded by sun loungers, with a cozy fire pit area nearby. The two-story estate is visible in the background, showcasing a blend of modern and rustic elements against a backdrop of mountainous scenery.

Home in Cherry Valley

4.9 out of 5 average rating, 116 reviews

Vineyard Retreat, Pool & Amazing Views!

Experience luxury in this 6-bedroom vineyard estate with a grand pool, hot tub, and breathtaking views. Perfect for family gatherings or quiet retreats, our home offers a wheelchair accessible King suite, a music room with a grand piano, a dining area and billiards. Minutes from Serendipity Garden and historic Yucaipa Uptown, this property also features a full kitchen, outdoor BBQ and a full living room with 80" TV. Event chairs and tables available—ideal for celebrations or serene getaways!

Top Guest favourite

Cabin in Big Bear

5 out of 5 average rating, 97 reviews

The Capricorn Cabin

Welcome to the Capricorn Cabin! Built in 1961, this cozy mid-century modern A-frame cabin in Big Bear blends historic charm with hygge comfort featuring vintage décor, a modern gel-fuel fireplace, vaulted ceilings, and king bed sleeping loft. Located in the historic Big Bear neighborhood Sugarloaf, this cabin is perfect for a romantic getaway, trip with your small family, or solo retreat. Just minutes from the lake, slopes, and village, with easy access by bus. We'd be happy to host you!

Guest favourite

A stylish kitchenette is presented, featuring sleek black cabinets and a white marble countertop. A gas stove is positioned under a hood, complemented by a microwave and coffee maker. Decorative wallpaper in a patterned design adds character, while natural light filters through the door with a grid window.

Guest suite in Banning

4.84 out of 5 average rating, 186 reviews

Cozy Suite w/ Kitchen 8 min to Casino & 10-Freeway

Welcome to our stunning studio retreat in the heart of Banning! Immerse yourself in relaxation and luxury in this cozy one-bedroom. The studio features a private layout, with a kitchen, dining table, and its own bathroom. All supplies needed to cook, with spices, pans, cups, plates and more. Near the city of Banning you'll find: 10-Freeway 5 min Cabazon Outlet 8 min Morongo Casino 11 min Palm Springs 31 min Joshua Tree Park 56 min Agua Caliente Casino 31 min Riley’s Farm 23 min

Top Guest favourite

Home in Yucaipa

4.96 out of 5 average rating, 147 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

Top Guest favourite

An open layout private suite is depicted, featuring a spacious bed with a light blanket and a small kitchenette area. A countertop, microwave, and refrigerator are visible. Ceiling fans provide airflow to the light-filled room, enhancing comfort with warm wooden flooring throughout.

Guest suite in Beaumont

4.97 out of 5 average rating, 126 reviews

Quiet and cozy guest suite

Our private suite is clean & welcoming with a private studio-like floor plan with its own entrance. My wife and I are working professionals who love to host and meet new people. Our home is located within one hour of 36 hospitals & one hour to several universities including Riverside, Redlands, and CBU. Cabazon shopping outlets are 15 minutes away. Lovely Palm Springs about 38 minutes. Golfing, shopping, desert, mountains, food and more is at your fingertips!