Vacation rentals in Calimesa

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Top-rated vacation rentals in Calimesa

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Guest favorite
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 favorite
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, 149 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

Top guest favorite
Home in Moreno Valley
5 out of 5 average rating, 17 reviews

Entire GuestSuite W/Private Entrance @ Bathroom

The Guest Suite is located in a NEW/CALM neighborhood. It is attached to the main home but w/ private entrance and is self check in. It’s a one bedroom w/ attached bathroom. TV has cable (You Tube TV), Netflix and Amazon Prime. Additionally, we provide towels, shampoo, body wash and conditioner. Please be mindful of our house rules: - Parking is available in the driveway - No smoking, vaping, drugs, alcohol, parties. - No loud music after 8pm. - No shoes allowed inside the Guest Suite.

Top guest favorite
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, 78 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.

Superhost
Guest suite in Downtown Redlands
4.88 out of 5 average rating, 477 reviews

Private King Suite & Bath | Self Check-In

Spacious private-entry guest suite converted from the home’s master bedroom. Fully separate from the main house with keypad access, private attached bathroom, Wi-Fi, large TV, mini fridge, microwave, and seating area. Sleeps up to 3 with a king-size bed and optional full bed. Located in a historic 1895 home—updated but with a few quirks: toilet paper goes in the trash (older pipes). Quiet space, no parties. I live on-site, respect your privacy, and am always available if needed.

Top guest favorite
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, 290 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 favorite
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
4.97 out of 5 average rating, 115 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!

Top guest favorite
The cabin, set among tall trees, features a gray exterior with warm, glowing windows. A stone pathway leads to the entrance, framed by natural landscaping. The tranquil setting hints at a peaceful atmosphere, ideal for a quiet getaway, especially during evening hours.
Cabin in Forest Falls
4.99 out of 5 average rating, 299 reviews

Palisades View - Cabin With Spa

This cabin was recently remodeled and modernized with: - Air conditioning (central AC) - Spa/hot tub on the deck with great view - Electric car charging station (L2, fast charger) - High speed internet - Laundry washer and dryer - Smart TV with YouTube TV included. You can log in with your NetFlix, etc. This cabin is located... 1/2 mile from Forest Home. 20 minutes from Oak Glen. 20 minutes from Redlands 15 minutes from Yucaipa 60 minutes from Big Bear

Top guest favorite
Guesthouse in Highland
4.93 out of 5 average rating, 164 reviews

Dreamy Escape Private Entrance /pool/near Yaamava

Our location is close to dining, hiking, shopping, movie theaters, and popular attractions like the National Orange Show Event Center (NOS), Yaamava Resort & Casino, vibrant nightlife, Redlands University, and Loma Linda University. You'll love our place for its location, inviting ambiance, outdoor space, and friendly neighborhood. It's the perfect spot for couples, solo adventurers, and business travelers looking for a cozy getaway!

Guest favorite
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
4.94 out of 5 average rating, 17 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 favorite
The exterior of a guest house is captured, featuring a white facade and a wooden staircase leading to the entrance. Surrounding plants add greenery, and a sandy pathway extends from the driveway. A covered porch is visible, framed by wooden railings.
Guesthouse in Redlands
4.94 out of 5 average rating, 196 reviews

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.

Guest favorite
A spacious guest suite features a comfortable bed with crisp white linens, complemented by a sleek black table and stool. A large flat-screen TV is mounted on the wall. Vinyl flooring adds a modern look, with a mini fridge visible beside the bed.
Guest suite in Hemet
4.79 out of 5 average rating, 310 reviews

✧ CDC Protocol Sanitized // 500 MBPS // Parking ✧

✦ Brand New AC/Heater in the Airbnb ✦ Ultra Fast 500 MBPS Frontier Internet ✦ High Density Queen Memory Foam Bed ✦ Twin Bed in the Walk in closet for privacy ✦ Large Size Mini Fridge ✦ Coffee Maker + Microwave ✦ 40" Smart Roku LED TV ✦ Netflix Ultra HD ✦ SlingTV Live 120+ HD Channels ✦ Driveway Parking Space by your entrance with additional free street parking

Popular amenities for Calimesa vacation rentals

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