Vacation rentals in Calimesa

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Top-rated vacation rentals in Calimesa

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Downtown Redlands

4.89 out of 5 average rating, 560 reviews

(1) Cozy Redlands Retreat with Victorian charm

Private room, entrance & restroom. Well decorated, great view of the San Bernardino Mountains. This room has everything you need for a comfortable stay! Room includes television, wifi, mini refrigerator, small table (2), work space (desk & chair), coffee machine & more. Down Town Redlands is 1 mile away. Big Bear Lake/Snow less than an hour away, & L.A about 60 miles away. Conveniently located right off the 10 fwy. Security cameras recording at all times all around the outdoors of the property.

Superhost

Guest suite in Banning

4.81 out of 5 average rating, 137 reviews

Cozy Suite w/ Kitchen 8 min to Casino & 10-Freeway

Welcome to our stunning studio retreat in the heart of Banning! Immerse yourself in relaxation and luxury in this cozy one-bedroom. The studio features a well-designed layout, with a kitchen, dining table, and its own bathroom. All supplies needed to cook, with spices, pans, cups, plates and more. Near the city of Banning you'll find: 10-Freeway 5 min Cabazon Outlet 8 min Morongo Casino 11 min Palm Springs 31 min Joshua Tree Park 56 min Agua Caliente Casino 31 min Riley’s Farm 23 min

Top guest favorite

Guest suite in Yucaipa

4.96 out of 5 average rating, 55 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 Beaumont

4.96 out of 5 average rating, 24 reviews

The Beau Cottage | Beautiful and Private Stay

Welcome to The Beau Cottage! This petite home is perfect for someone needing a quiet space to work, relax or visit family & friends. Beaumont is also about an hour away from most destinations in SoCal. The cottage has its own private entrance, full kitchen, living room, big bedroom & bathroom. There is also a stove with full oven, microwave, toaster oven and coffee maker to enjoy your home cooked meals. There may be guests staying in other separate units during your stay.

Top guest favorite

Guest suite in Redlands

4.97 out of 5 average rating, 261 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 favorite

Cabin in Forest Falls

4.91 out of 5 average rating, 213 reviews

Forest Falls Creek side hot tub & vintage Cabin

This location is phenomenal located right on a freshwater creek. The sound of the water from creek and the views of the water below the deck are amazing. 1939 rustic original Vintage Cabin with stone fireplace. Deck with hot tub overlooking creek. Very simple camp stove, rustic feel. TV only plays DVD’s. Verizon cell service phone for you use w/wifi hotspot. Another cabin across the road to rent for added space: airbnb.com/h/vintage-mountain-cabin-with-hot-tub

Top guest favorite

Guesthouse in Highland

4.96 out of 5 average rating, 258 reviews

Serene Escape Tiny House Livng/pool/near Yaamava

We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Top guest favorite

Cabin in Forest Falls

4.99 out of 5 average rating, 265 reviews

Palisades View - Cabin With Spa

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 This cabin was recently remodeled and modernized with: - 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.

Guest favorite

Guesthouse in Redlands

4.93 out of 5 average rating, 145 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

Apartment in Redlands

4.91 out of 5 average rating, 131 reviews

2-BDR attached apt in rural Redlands neighborhood.

Our “rural Redlands” is quiet and has local wild creatures roaming (coyotes, rabbits and squirrels). It’s an older home and not fancy. The pictures are what you get. Two bedrooms, kitchenette and living room. Private from us. We are near University of Redlands, Historic Downtown Redlands, restaurants, as well as Oak Glen apple farms. We’re 60 miles from Palm Springs, Casinos, Disneyland, and Big Bear.

Guest favorite

Home in Redlands

4.95 out of 5 average rating, 117 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 favorite

Guesthouse in Banning

4.93 out of 5 average rating, 143 reviews

Adorable newly built guesthouse close to freeway.

This unique place has a style all its own. Home is where the heart is. And I take pride in my home. I created a beautiful warm place where I can host. Our home is fenced and we have private parking. We are a quiet couple with no children. Our guest house is newly built. And we are ready to exceed your expectations!