Holiday rentals in Calimesa

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

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!

Cozy Master Studio w/ Private Entrance

Cozy and comfortable master suite with private entrance. New french doors open into a private bedroom with a newly remodeled bathroom, small kitchenette, 2 large closets, and a quaint outdoor area that extends the living area. Smart television mounted to the wall and a ceiling fan to keep guests cool. Property located in Upper Yucaipa only 5 minutes from downtown Yucaipa, YPAC, restaurants, the regional park and 10 minutes from Oak Glen Preserve, 15 minutes from Historic Redlands.

Modern Redlands Guesthouse| Kitchen| Private Entry

Modern and fully equipped private guest suite in Redlands with its own entrance, full kitchen, dining nook,TV, and queen bed. The futon in the living room converts into Queen bed. Enjoy a private bathroom, large closet, A/C, and stylish decor throughout. Located minutes from downtown shops, the Redlands Bowl, restaurants, and parks. Ideal for solo travelers, couples, or work stays. Clean, cozy, and designed for comfort—whether you're here for a weekend escape or an extended visit.

Amazing Large 1 Bedroom, No Chores Home

Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

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!

Luxury Studio in Uptown Yucaipa

Luxury Studio Welcome to our new fully remodelled Studio in uptown Yucaipa!! Located only a couple of minutes walk to restaurants , breweries, wine bars, performing arts center and the Yucaipa summer outdoor music concerts and much more. Driving: Yucaipa Regional park 3 Minutes Oak glen 10 Minutes Golf course 10 Minutes Forest Falls 15 Minutes Palm Springs 35 minutes Ontario airport 35minutes Big Bear 50 minutes

Sunset Bungalow

Welcome to Sunset Bungalow. A beautiful guest house located on historic Sunset Dr in the city of Redlands. Within walking distance to renowned Kimberly Crest Mansion at Prospect Park. Downtown Redlands is just a few short minutes drive away along with University of Redlands, Loma Linda University, Redlands Hospital, Loma Linda Hospital, VA Hospital and ESRI. Sit back and relax in this calm, stylish space.

"The Olive Branch"

"The Olive Branch" is located in upper Yucaipa. Minutes away from beautiful Oak Glen, Forest Falls, and Historic Uptown Yucaipa. "The Olive Branch" is a stylish one bedroom, one bath, living area and kitchenette casita, attached to the main home with its own private entrance. "The Olive Branch" is in a great location for attending weddings in beautiful Oak Glen. No children, pets, or smoking permitted.

Cheerful 5 Room Home w/ Salt Water Pool & Hot Tub

Forget your worries in this spacious and serene space. No parties and no speakers are allowed in the house or yard! The single air mattress can be used anywhere. Most people choose to use it in the upstairs den or the office room. Early check-in and/or late check-out is $55 per hour extra and also depends on availability.

Beautiful Private Studio with Parking and Laundry

Clean & thoroughly Sanitized. This Studio is perfect for a couple or single person needing a quiet space to work or relax. Located in most peaceful community of Moreno Valley, easy access to I-60. This studio is attached to the main house but has its own private entrance. No common areas are shared.