Holiday houses in Cherry Valley

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Top-rated holiday rentals in Cherry Valley

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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.

Guesthouse 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.

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, 122 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

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

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

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

Guest favourite

The Manor House is displayed amidst tall trees, with a gently sloping front yard leading to its welcoming porch. The structure features a classic design with multiple gabled roofs, while a curved tree branch frames the scene, adding natural beauty.

Home in Oak Glen

4.87 out of 5 average rating, 67 reviews

The Manor House in Oak Glen

In beautiful Oak Glen, The Manor House is the heart of the Oak Hollow Property. Oak Hollow is walking distance to Oak Glen Steak House and the Oak Glen Store, or a short drive to Los Rios Rancho and Oak Tree Village! Minutes from Serendipity and the Homestead wedding venues, we provide the perfect spot to enjoy all Oak Glen has to offer! Whether it is apple season, Farm to Table time, apple blossom festival, or sledding, The Manor House can be your home away from home!

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

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, 313 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