Holiday houses in Cherry Valley

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Cherry Valley

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

1 of 1 pages1 / 1

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

4.98 out of 5 average rating, 239 reviews

Romantic A-Frame Cabin: AC, Hot Tub, Fire Pit, BBQ

❤️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, 113 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, 176 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, 161 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.

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

4.89 out of 5 average rating, 119 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

A spacious mid-century home is set against a desert landscape, with rolling mountains in the background. Surrounding the property, rustic stone walls are visible. Outdoor seating options and hammocks can be seen in the yard, inviting relaxation amidst the serene environment.

Home in Morongo Valley

4.97 out of 5 average rating, 133 reviews

Acres of Mid-Century Seclusion at The Mallow House

The Mallow House is a fully restored 1952 mid-century estate at the end of a private drive, bordering 100s of acres of Sand to Snow Monument. This premier home rests on 5 private acres of pristine desert land, complete with vintage furnishings and modern upgrades including a hot tub, EV Supercharger, and separate studio space. Enjoy breathtaking views of San Jacinto and the valley floor. Explore hiking and biking trails from the property. Close to Palm Springs & Joshua Tree National Park.

Top Guest favourite

Home in Cherry Valley

4.92 out of 5 average rating, 48 reviews

Scenic Hilltop Stay Oak Glen & 123 Lavender Farm

Welcome to Hilltop, a 2-acre Mediterranean-style estate perched atop the Cherry Valley mesa with panoramic views of the foothills, lake, mountains, sunsets, and city lights. Located above 123 Farm and minutes from Oak Glen, the property features lavender, citrus orchards, and beautiful outdoor spaces. Perfect for romantic stays, family weekends, and peaceful getaways. Additional accommodations and approved property-use options for events available by inquiry and prior approval/ permits

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, 327 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.

Superhost

A cozy bedroom is illuminated by soft lighting, featuring a spacious bed dressed in white bedding with an accent blanket. Two bedside lamps are placed on nightstands, and a piece of artwork adorns the wall. A doorway leads into the adjacent area.

Loft in Banning

4.83 out of 5 average rating, 142 reviews

2 Bedroom Apartment 8 min to Casino and Freeway

A cozy and beautiful apartment of two-bedroom and bathroom, separated from main house, and with a separate entrance. Perfect for the summer! With it's own private outside table, outdoor shower and much more! Inside, with a full kitchen (stove, microwave, fridge), dining table that seats up to six. And a washer/dryer at no extra cost! Close to: Cabazon Outlet - 8 min Morongo Casino - 11 min Palm Springs - 31 min Joshua Tree Park - 56 min Agua Caliente Casino - 31 min

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, 149 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, 128 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!

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, 117 reviews

Cozy A-Frame Vibes w Lake & Ski views, AC

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