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 unique living space within the geodesic dome showcases a mix of modern furniture, including a brown sofa, colorful chairs, and a spiral staircase. Large windows offer views of the surrounding landscape, complemented by bright accents and geometric decor on the walls.
Dome in Palm Springs
4.95 out of 5 average rating, 1,308 reviews

This Week Discount Entire House Palm Spring Joshua

Large Private House and Property 3 Bdrms Sleeps 7 10 min drive to Palm Springs Perfect Romantic Getaway, Destination Retreat for Friends and Family Celebrations, Business, Music, Yoga, Writing, Arts, Music, Video & Photo Shoots Amazing Photo Opportunities View of Mountains and Windmills Follow us at: Palmspringsdomehome Note Extra Fees: Each Guest over 6 total per night, for Events , Weddings, Professional Photo & Video Shoot Not safe for children under 12 and pets Check-in 4 pm Check-out 11 am

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, 297 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, 114 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

Superhost
Cabin in Lake Arrowhead
5 out of 5 average rating, 6 reviews

Epic Lake Views Lake Arrowhead Cabin in the Woods!

JAW-DROPPING LAKE VIEWS await you at The Arrowhead Overlook -- a modern cottage CABIN IN THE WOODS with the perfect amount of peaceful seclusion, overlooking the lake and Lake Arrowhead Village. Take in huge lake views from the living room, kitchen, primary bedroom, A-frame bedroom, deck, & huge outdoor patio space! You'll feel connected to nature among the pines, but just minutes from Lake Arrowhead Village & SkyPark Santa's Village. Chef's kitchen. Coffee bar. Fire pit. BBQ grill. Fast Wi-Fi!

Top guest favourite
The rustic exterior of the lodge showcases deep brown wooden siding and large windows reflecting the surrounding trees. Towering pine trees frame the property, with mountain scenery visible in the background against a soft sky.
Cabin in Forest Falls
4.99 out of 5 average rating, 101 reviews

Falls Creek Lodge - Mountain Retreat @San Gorgonio

2 Bedrooms and a Loft: Just 90 min. away from Los Angeles, your peaceful retreat is waiting up in the mountains in Forest Falls. Hike, bike or cozy up with a book, escape the city for a while. Ever wanted to stand underneath a waterfall? The falls are a short walk from the Lodge. Built in 2014, it's a rustic modern oasis with all the comforts of home, including fast wifi, central heat & an AppleTV for access to streaming apps or plug in your own gaming device. Come relax at Falls Creek Lodge!

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, 178 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, 203 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
4.89 out of 5 average rating, 121 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
Home in Cherry Valley
4.92 out of 5 average rating, 48 reviews

Hilltop Ranch Cottage with Pool & Stunning Views

Peaceful, private Cottage on a Mediterranean-style ranch estate in the Cherry Valley foothills, just minutes from Oak Glen and 123 Farm. This summer, relax, swim, cool off, & enjoy wide-open views, sunsets, lavender, citrus trees, friendly ranch animals, & a quiet retreat with AC, full kitchen, Wi-Fi, &cozy indoor/outdoor spaces. The cottage is ideal for couples, families, wedding guests attending nearby venues, parent getaways, girls’ weekends, or anyone wanting a city escape.

Guest favourite
Home in Oak Glen
4.91 out of 5 average rating, 55 reviews

The Garden House in Oak Glen

The Garden House is nestled among the San Bernardino Mountains in beautiful Oak Glen! The Oak Hollow property (4 vacation homes) is walking distance to the Oak Glen Steak House and the Oak Glen store, as well as a short drive to Oak Tree Mountain, Los Rios Rancho Wilshires Apple Shed, and Riley's Farm. We are also within minutes of Serendipity and the Homestead wedding venues. The Garden House puts you in the perfect spot to enjoy Oak Glen and all apple country has to offer!

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, 144 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, 151 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

Popular amenities for Cherry Valley holiday rentals