Holiday rentals 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
A modern desert cabin is presented, featuring a clean white exterior and a large window that offers views of the surrounding landscape. A wooden door and small bench enhance the entrance, while cacti are positioned nearby, complementing the natural surroundings.
Cabin in Joshua Tree
4.99 out of 5 average rating, 293 reviews

Stargazer Cabin • Hot Tub, Cold Plunge, Epic Views

A private high-desert sanctuary designed for deep rest, reconnection, and slow mornings beneath wide open Joshua Tree skies. Soak in the cedar hot tub under the stars, plunge cold at sunrise, and unwind by the fire as the desert goes quiet around you. Thoughtfully designed with bespoke decor, linen sheets, handcrafted ceramics, curated sound, and fast Wi-Fi. Quiet, peaceful, and intentionally crafted for a rare, restorative desert escape. Reconnect with nature, with yourself, or someone you love

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, 112 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, 174 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, 200 reviews

Designer Cabin at LAKE Gregory- walk to shops!

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.

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, 118 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 modern living area is highlighted by large glass doors that open to breathtaking desert views. A light-colored sofa is positioned beside a natural wood coffee table, inviting relaxation. Wood-paneled ceilings add warmth, while the surrounding landscape enhances the spacious feel.
Home in Yucca Valley
4.98 out of 5 average rating, 103 reviews

The Weekend House - Joshua Tree

Discover The Weekend House, a uniquely secluded desert oasis just minutes from Joshua Tree National Park. This striking modern architectural home and popular Airbnb, now under new ownership, is nestled in a genuinely private 10-acre desert sanctuary. With its blend of minimalism and luxury, The Weekend House is designed to be a space of relaxation, offering all the amenities for your comfort. This private locale is perfect for a romantic escape or a memorable retreat with friends or family.

Top guest favourite
Home in Cherry Valley
4.91 out of 5 average rating, 47 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

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, 141 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
Tiny home in Joshua Tree
4.99 out of 5 average rating, 145 reviews

Joshua Tree | Luxury Tiny Home | Couples Retreat

Welcome to Nebula Nest — a brand-new (2025) luxury tiny home set on 2 private acres in Joshua Tree. Designed for couples seeking something intimate, elevated, and unforgettable. Dark, moody interiors contrast beautifully with open desert skies. Wake to mountain sunrises, wind down by the fire at sunset, and soak beneath the stars in the in-deck hot tub. Romantic, secluded, and perfectly sized for two. Just 15–20 minutes from Joshua Tree National Park.

Top guest favourite
The cabin, set among tall trees, features a gray exterior with warm, glowing windows. A stone pathway leads to the entrance, framed by natural landscaping. The tranquil setting hints at a peaceful atmosphere, ideal for a quiet getaway, especially during evening hours.
Cabin in Forest Falls
4.99 out of 5 average rating, 312 reviews

Palisades View - Cabin With Spa

This cabin was recently remodeled and modernized with: - Air conditioning (central AC) - Spa/hot tub on the deck with great view - Electric car charging station (L2, fast charger) - High speed internet - Laundry washer and dryer - Smart TV with YouTube TV included. You can log in with your NetFlix, etc. This cabin is located... 1/2 mile from Forest Home. 20 minutes from Oak Glen. 20 minutes from Redlands 15 minutes from Yucaipa 60 minutes from Big Bear

Popular amenities for Cherry Valley holiday rentals