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
4.96 out of 5 average rating, 106 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
4.9 out of 5 average rating, 145 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
4.89 out of 5 average rating, 37 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.

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 Yucaipa
4.89 out of 5 average rating, 108 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
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, 287 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.

Guest favourite
The entrance to the condo features a white door with an arched window. A welcoming doormat is placed at the entrance. Potted flowers and a decorative plant are positioned beside the door, while a light fixture is mounted above.
Apartment in Loma Linda
4.9 out of 5 average rating, 20 reviews

Small Condo 5 minutes from LLUH!

Newly built small condo 5 MINUTES AWAY from Loma Linda University & Hospital Quiet and peaceful neighborhood The space is includes: - newly remodeled bathroom (necessities provided) - small kitchenette equipped with all necessities - closet space - laundry room The space is part of the house with separate access from the side of the house. The laundry is shared with another apartment adjacent to this. No access to the main house. Your space will be private.

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, 114 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 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, 15 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

Guest favourite
The living area features a blue sofa and a gray armchair, arranged around a low coffee table. Natural light fills the space through a large window with horizontal blinds. A bright yellow door adds a pop of color, enhancing the modern kitchen view in the background.
Home in Redlands
4.95 out of 5 average rating, 149 reviews

Entire home near campus - private yard

Entire house with private yard and parking 1/4 mile from the U of Redlands. Built in 2022, this home with no shared walls offers two bedrooms, 1.5 bathrooms + a hot/cold outdoor shower, a fully equipped kitchen, and a washer/dryer. 50 AMP outlet for EV charging onsite. The home is 2 miles from downtown Redlands, 1.2 miles from Casey Orchards and The Grove, and 2 miles from Hanger 24 Craft Brewery.

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
4.89 out of 5 average rating, 355 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
4.73 out of 5 average rating, 93 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
4.85 out of 5 average rating, 143 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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