
Holiday houses in Cherry Valley
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Top-rated holiday rentals in Cherry Valley
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Romantic A-Frame Cabin | Hot Tub, Fire Pit, Skiing
❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings, high-end linens, luxury details ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso Vertuo 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

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

Designer cabin at LAKE Gregory- walk to town
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.

Breathtaking Mountain Views | Romantic Hideaway
Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patios and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic

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!

Cottage Ranch Retreat Oak Glen & 123 Lavender Farm
Enjoy the best views &nature in this unique place.Escape to the Hilltop, a picturesque retreat nestled among trees with panoramic views of the lake, mountains, rolling hills, and city lights. Our charming place offers a serene farm stay experience, perfect for those looking to unwind and reconnect with nature. Located on a beautiful oak tree-lined road, breathtaking views & a peaceful atmosphere. 3 miles to 123 Lavender farms & Oak Glen, known for apple picking & activities. Best location!

A-Frame Apogee | Hot Tub · Epic Views · Swing Set
Couples, Families & Mountain Peace Seekers only, please. Perched on stilts and boasting unrivaled mountain and valley views, sits this incomparable A-Frame. Since 1964, this gorgeous example of Mid-Century A-Frame architecture has graced the Arrowbear Lake Valley. In 2022, it completed a full restoration and has since become the standard by which all other A-Frames are measured. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Pine Cone Cottage in Oak Glen
Pinecone Cottage is nestled in the San Bernardino Mountains in beautiful Oak Glen. Our Oak Hollow property is walking distance to Oak Glen Steak House and the Oak Glen Store, or a short drive to Los Rios Rancho, Oak Tree Mountain, or Rileys Farm! 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 Tables, Wedding time, or sledding, Pinecone Cottage can be your home away from home.

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

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!

Forest Falls Creek side hot tub & vintage Cabin
This location is phenomenal located right on a freshwater creek. The sound of the water from creek and the views of the water below the deck are amazing. 1939 rustic original Vintage Cabin with stone fireplace. Deck with hot tub overlooking creek. Very simple camp stove, rustic feel. TV only plays DVD’s. Verizon cell service phone for you use w/wifi hotspot. Another cabin across the road to rent for added space: airbnb.com/h/vintage-mountain-cabin-with-hot-tub

Treetop Hideout · On 2.5 Acres of Private Forest
Treetop Hideout is a classic alpine chalet perched high on the ridge overlooking Idyllwild village, surrounded by panoramic views of the San Jacinto mountains. This secluded, quiet little cabin is for all forest lovers, but would be most enjoyed by folks with an adventurous spirit (see Winter Access). You will be greeted with the stillness of the woods, sunrise + sunset views from two cantilevered balconies, all while wrapped in a cozy, luxurious interior.
Popular amenities for Cherry Valley holiday rentals
Other great holiday rentals in Cherry Valley

Downstairs bedroom near freeway, shops & Oak Glen

Backyard pickleball with a modern twist!

Luxury Living with Golf Course View

5 Star Host🟣Quiet🟣Clean🟣 Oak Glen

Luxury Mid-Century A-Frame Cabin Retreat

Asia Room • Gourmet Breakfast • VIP Lounge

Big Deck Lodge + Slope View + Fiber Wi-Fi + Spa

Yucaipa's Cottage on a Hill
Destinations to explore
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- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Snow Summit
- Pechanga Resort Casino
- Monterey Country Club
- Alpine Slide at Magic Mountain
- Rancho Las Palmas Country Club
- PGA WEST Nicklaus Tournament Course
- Fantasy Springs Resort Casino
- Desert Falls Country Club
- Mesquite Golf & Country Club
- Indian Canyons
- Palm Springs Aerial Tramway
- Desert Willow Golf Resort
- Palm Desert Country Club
- Tahquitz Creek Golf Resort
- Palomar Mountain State Park
- Dos Lagos Golf Course
- Mountain High
- Big Bear Alpine Zoo
- Indian Wells Golf Resort
- Big Morongo Canyon Preserve
- Chino Hills State Park
- Indian Canyons Golf Resort




