Vacation rentals in Calimesa

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Top-rated vacation rentals in Calimesa

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

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Guest favorite

Cabin

4.88 out of 5 average rating, 126 reviews

Delightful Mountain Retreat

This is that peaceful quiet getaway with nature you are looking for. You are at 5380 feet, surrounded with mountains and trees. Built in 1926 and recently remolded with new amenities. One third of an acre at the end of a long narrow windy cul-de-sac. Bordered on the south and east by the San Bernardino National Forest. Large collections of Nancy Drew Mysteries and Zane Grey novels, children’s books, games, puzzles, and toys. For you hikers, it is a 3 minutes drive to the Momyer Creek trailhead.

Guest favorite

Guesthouse

4.98 out of 5 average rating, 143 reviews

Yucaipa's Cottage on a Hill

Welcome to our quiet country cottage located on top of a hill overlooking the canyon and City of Yucaipa. With all the amenities you'll need during your stay, you will feel right at home. Less than five minutes to the freeway, your home away from home will be the perfect place to rest your head at the end of the day. The Cottage is the central location to LA, the beaches, Disneyland, Palm Springs, San Diego and the mountains. And if you don't want to leave, there's plenty to do right here!

Guest favorite

Guesthouse

4.99 out of 5 average rating, 298 reviews

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Superhost

Guest suite

4.81 out of 5 average rating, 100 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

Guest favorite

Rental unit

4.92 out of 5 average rating, 121 reviews

2-BDR attached apt in rural Redlands neighborhood.

Our “rural Redlands” has occasional wild animals roaming even though we’re a mile from the 10 fwy. We are near University of Redlands, Historic Downtown Redlands, restaurants, as well as Oak Glen apple farms. About 60 miles from Palm Springs, Disneyland, Casinos, Big Bear or Mountain High skiing and not far from Los Angeles and San Diego. It's a semi-quiet neighborhood with beautiful views of the local mountains. You will have a clean bedroom, bathroom, small kitchen and living rm.

Guest favorite

Guest suite

4.97 out of 5 average rating, 234 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

Guest suite

4.97 out of 5 average rating, 722 reviews

PARADISO RETREAT with VIEWS - DOWNTOWN RIVERSIDE

Step inside this beautiful, private guest suite with large patio to enjoy spectacular views. Just minutes away from Downtown Riverside and direct access to Mount Rubidoux many hiking trails. Due to COVID-19, we are taking extra care to disinfect the Suite between reservations with our enhanced cleaning routine. We are within 1 hr drive to : * Palm Springs * Hollywood * San Diego * Laguna Beach * Joshua Tree National Park * Indio/Coachella * Big Bear Ski Resort

Guest favorite

Guesthouse

4.96 out of 5 average rating, 246 reviews

Serene Escape Tiny House Living with pool access

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.

Guest favorite

Guesthouse

4.97 out of 5 average rating, 220 reviews

eclectic studio | private courtyard

Enjoy a stylish experience at this centrally-located place. The gorgeous casita is a completely remodeled garage converted into a studio with a private string lighting courtyard, making it a perfect little retreat. Whether you're a solo traveler, couple, or business person, come relax and unwind. Our home is nestled in a quiet neighborhood. UCR, CBU, RCC, Riverside Downtown, Historical Mission Inn and California School for the Deaf are less than 5 miles.

Guest favorite

Guesthouse

5 out of 5 average rating, 211 reviews

"Garden of Eden" Farmstyle Private Back House

Located in beautiful South Redlands near Prospect Park, this detached studio with private entrance will give you all the cozy farmhouse vibes you are looking for! Inside you will find a charming farmhouse decor with a Redlands theme. There is a separate living and bedroom space, heating/AC, newly renovated kitchen with a refrigerator, stove, oven and microwave, comfortable full size bed, fine linens and a large bathroom.

Guest favorite

Guesthouse

4.95 out of 5 average rating, 144 reviews

Industrial Modern Studio blocks from Downtown

Modern studio with vaulted ceilings and lots of natural light. Our property is 1.5 miles away from Downtown Redlands located in a quiet neighborhood off of the historic Olive Avenue. We have provided a full-sized kitchen, laundry facilities, and walk-in shower. During your stay, you may be greeted by our golden retriever Cedar. He is a service animal and trained as a therapy dog and would love to say hi!

Guest favorite

Guesthouse

4.88 out of 5 average rating, 295 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.