Holiday houses in Calimesa

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Top-rated holiday rentals in Calimesa

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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
4.97 out of 5 average rating, 105 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

Guest favourite
A small living area features light-colored sofas adorned with patterned cushions. A coffee table is placed on a textured red rug, with a decorative item at its center. A television is positioned on a stand next to a door leading outside, with natural light filtering through nearby windows.
Apartment in Redlands
4.89 out of 5 average rating, 142 reviews

2-BDR attached apt in rural Redlands neighborhood.

“RURAL REDLANDS” has a quiet neighborhood with a few creatures (coyotes, rabbits and squirrels). Although other hosts welcome pets, we request “no pets” (returning guests with allergies). Older 60’s home; not fancy but comfortable. Two bedrooms, kitchenette and living room. Private entrance; we share a living room wall and A/C. We are near U of Redlands, Downtown Redlands, restaurants, Oak Glen apple farms. . We’re 60-70 miles from Palm Springs, Casinos, BigBear Mtns, Disneyland, & beaches

Guest favourite
A bright sleeping area is featured, showcasing a spacious bed with a white coverlet and decorative pillows. A ceiling fan hangs overhead, while large windows allow natural light to fill the room. Mirrored closet doors reflect the clean, tiled flooring.
Guest suite in Moreno Valley
4.87 out of 5 average rating, 31 reviews

Charming Guest Studio

This modern cozy studio is located in a quiet and safe neighborhood in Moreno Valley. Just 5 minutes away from the 60fwy. It is very clean, comfy and tidy. It has its own private entrance with parking available. There is a refrigerator, a microwave, Keurig and outdoor seating area perfect for relaxing. Only 1.5 miles away from Walmart, Target, and a few restaurants. About 2.5 miles away from Riverside University Medical Center and 3 miles from Kaiser. Lake Perris is about 3.5 miles away.

Top Guest favourite
Farm in Cherry Valley
5 out of 5 average rating, 21 reviews

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!

Guest favourite
A spacious bedroom is highlighted by a comfortable queen-sized bed, adorned with soft linens and pillows. Two large windows with sheer curtains invite natural light, and a modern ceiling fan is positioned above. A small dining table with chairs is neatly arranged by the entrance.
Guest suite in Yucaipa
4.96 out of 5 average rating, 71 reviews

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.

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, 139 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
4.96 out of 5 average rating, 106 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, 94 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.

Superhost
A stylish studio space features a spacious bed covered with a white quilt. A black dresser and a kitchenette area with a sink and mini-fridge are visible. Modern decor elements include patterned wallpaper, a wall-mounted TV, and a gold accent table, complemented by natural light from window shutters.
Apartment in Yucaipa
5 out of 5 average rating, 8 reviews

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

Top Guest favourite
A charming outdoor seating area features two rattan chairs alongside a small round table. An umbrella provides shade, while stone walls and a wooden pergola add texture to the inviting entrance. Lush greenery enhances the space, contributing to a serene atmosphere.
Guesthouse in Yucaipa
5 out of 5 average rating, 70 reviews

"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.

Guest favourite
The exterior of Sunset Cottage is shown, featuring a welcoming porch with a railing and an umbrella providing shade. The white building displays a tiled roof and a wooden door, surrounded by a grassy area, under a partly cloudy sky.
Guesthouse in Redlands
4.9 out of 5 average rating, 342 reviews

Sunset Cottage

Welcome to Sunset Cottage. A newly renovated home 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.

Superhost
The studio features a comfortable sleeping area with a spacious bed dressed in blue and white striped bedding. A ceiling fan hangs above, and a large wall-mounted TV is positioned opposite the bed. Complementary furniture includes a dark wood dresser and side tables, enhancing the overall design.
Guesthouse in Moreno Valley
4.84 out of 5 average rating, 140 reviews

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.

Popular amenities for Calimesa holiday rentals

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