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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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
4.97 out of 5 average rating, 117 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
Dome in Palm Springs
4.95 out of 5 average rating, 1323 reviews

Summer Discount Entire House Palm Springs Joshua T

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 vibrant outdoor pickleball court is displayed under a clear blue sky, with a basketball hoop positioned nearby. Accessories, including a decorative tote bag labeled 'Pickleball,' basketball, soccer ball, and a set of paddles, are arranged neatly beside the court's net.
Home in Yucaipa
4.96 out of 5 average rating, 23 reviews

Backyard pickleball with a modern twist!

Make memories at this family-friendly backyard retreat. Enjoy plenty of outdoor patio seating while the family plays basketball, pickleball, cornhole or darts. Gather around the fire pit. Inside, gather by the kitchen island or play ping pong. There’s plenty to do inside and out. Covered patios allow for rain or shine relaxation. Special events here can be arranged. Oak Glen is a 5 minute drive. Several hiking/bike trails are nearby. We’re happy to help find activities that suit your interest.

Superhost
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, 127 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!

Guest favourite
A spacious infinity pool reflects the evening sky, surrounded by a modern stone deck. Lush palm trees stand nearby, providing a tropical feel. Comfortable chairs line the edge, offering views of the mountain landscape and city lights beyond.
Home in Desert Hot Springs
4.86 out of 5 average rating, 184 reviews

Mil $Views+10bd|Friends TV Show Theme Gameroom

Surround yourself with style in this standout space and incredible views all around. This well appointed brand new Villa has open plan living room, dining room and a bar, large chefs kitchen and oversized bedrooms with higher end finishes in the bathrooms with all new higher end furniture. Location is less than 25 mins drive to PS downtown and 45 mins to Joshua Tree Park Entrance. Your ultimate desert gateway starts here! Please note that this is a single level home with steps in & outside.

Superhost
Home in Beaumont
4.8 out of 5 average rating, 10 reviews

Stylish 3 BR 3 BTH w/ fireplace

Welcome to your elegant **3 BR, 3 BA luxury retreat** with a chef’s kitchen, cozy living room with fireplace, and spa-like bathrooms. Enjoy the private backyard oasis—with pergola , fire‑pit, and lush landscaping that is 20mins from Palm Springs. Ideal for families, friends, or business travelers. Fast Wi‑Fi, work nook, smart lock, driveway parking, plus kids’ and pet-friendly options. Minutes from dining, shopping, trails, and beaches—your perfect upscale escape awaits! No Garage Access!

Guest favourite
Guest house in Yucaipa
4.89 out of 5 average rating, 90 reviews

Authentic Mexican Casita, Pool, Spa, Fire, WIFI

This Amazing Authentic Mexican style guest house has all the handcrafted features you’re looking for. Greeted by a 100 year old wood door and beautiful Saltillo tile. You will enjoy the spacious 17 foot vaulted ceiling with a wrought iron vintage chandelier out of a castle. Dark walnut live edge counters with handcrafted talavera tile backsplash in kitchen and bathroom.Full kitchen. Loft sleeps 4, 2 bedrooms with queens. This is a guests house located at the back of our property

Guest favourite
Home in Beaumont
5.0 out of 5 average rating, 6 reviews

Desert Hideaway • Stylish 1BR Bungalow

Desert-themed 1BR, 1BA bungalow with a spacious living room and fully equipped kitchen. Bathroom includes both a shower and tub for added comfort. Enjoy the front porch and front yard for fresh air and relaxation. Washer and dryer available for your convenience. A peaceful, roomy stay designed for comfort and ease. Home is located in Beaumont, CA. Guest Agreement Requirement To ensure a safe and seamless stay, guests must complete a short rental agreement prior to check-in.

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
4.84 out of 5 average rating, 147 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, 155 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
4.95 out of 5 average rating, 132 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!

Guest favourite
A spacious sleeping area features a wooden bed frame with light green bedding. To the side, a circular rattan chair complements a bedside table with a lamp. Sunlight streams through a window adorned with horizontal blinds, illuminating the room's neutral tones.
Guest suite in Beaumont
4.93 out of 5 average rating, 98 reviews

The Beau Nest | Cozy and Private Stay

Welcome to The Beau Nest – a peaceful, private retreat in Beaumont, ideal for relaxing, working remotely, or visiting loved ones. This cozy suite features a comfy bed, bright natural light, and a simple kitchenette with a mini-fridge, microwave, toaster oven, and coffee maker. Centrally located, you’re just about an hour from many top SoCal destinations. While other guests may be on-site in separate units, your space is completely private and self-contained.

Popular amenities for Cherry Valley holiday rentals