Vacation rentals in Calimesa

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Top-rated vacation 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

Top guest favourite
Ranch in Cherry Valley
5 out of 5 average rating, 22 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
The exterior of a two-story home is presented, featuring a blend of neutral tones. A well-maintained landscape of low shrubs and decorative stones surrounds the property, enhancing the curb appeal. A driveway leads to a single-car garage, contributing to a welcoming street view.
Guest suite in Redlands
4.97 out of 5 average rating, 278 reviews

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.

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.

Guest favourite
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
A spacious two-story home is presented, featuring a modern facade with large, clear glass garage doors. Lush green grass surrounds the home, complemented by decorative landscaping on the right. The warm colors of the sunset provide a serene backdrop, enhancing the inviting exterior.
Home in Yucaipa
4.76 out of 5 average rating, 88 reviews

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.

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 vacation rentals

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