Holiday rentals in Redlands

4.89 out of 5 average rating, 560 reviews

Guest suite in Redlands

(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.

4.99 out of 5 average rating, 310 reviews

Guest house in Redlands

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!

4.97 out of 5 average rating, 261 reviews

Guest suite in Redlands

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.

4.96 out of 5 average rating, 125 reviews

Home in Yucaipa

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

4.96 out of 5 average rating, 258 reviews

Guest house in Highland

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.

5 out of 5 average rating, 12 reviews

Spacious Redlands Home: Ideal for Families & Pets

Welcome to my cozy North Redlands home! With 4 bedrooms, 2 baths, and plenty of space to relax, it's perfect for families, couples, or friends. Enjoy king-size memory foam beds, a game/TV room with a futon, and an extra queen tri-fold mattress. Nestled in a friendly neighborhood near shopping, dining, and entertainment, it’s your ideal home away from home. Whether you're here to explore or unwind, you’ll love it. Book now for a comfortable and memorable stay!

4.91 out of 5 average rating, 131 reviews

Flat in Redlands

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.

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.

4.97 out of 5 average rating, 109 reviews

Charming home just minutes from downtown Redlands

Lovely 2 bedroom, 1 bath home in a desirable and quiet South Redlands neighborhood near Prospect Park. Fully equipped kitchen with updated appliances and access to laundry room. Central A/C and heat plus bedroom ceiling fans. Both bedrooms have walk out sliding glass doors directly to the patio. The property has a fenced in backyard with patio plus plenty of off street parking.

4.96 out of 5 average rating, 25 reviews

Guest suite in Redlands

Luxury Private Suite Mountain & Orange Grove Views

Welcome to Greenbriar Cottage, a private 3.5-star luxury retreat in the heart of historic Redlands walking distance from Kimberly Crest and Prospect Park. Nestled among citrus groves with breathtaking mountain views, this exclusive eco-tourist experience invites you to step into the elegance of the Gilded Age—thoughtfully updated and concierge curated for modern comfort.

4.9 out of 5 average rating, 324 reviews

Guest house in Redlands

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.

5 out of 5 average rating, 33 reviews

Relax in Redlands

Keep it simple at this peaceful and centrally-located place minutes away from downtown Redlands. Great location, near major freeways shopping centers and much more. 3 minutes from downtown Redlands 8 minutes from Redlands community hospital 10 minutes away from Loma Linda University/medical center Less than 15 minutes from the NOS event center

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space that's all yours, with room for everyone

Popular amenities for Redlands holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Redlands

4.96 out of 5 average rating, 76 reviews

Private room in Redlands

Spacious Private Garage Room, With Side Patio

AdrianaRating, 5 stars1 week ago

I stayed at this Airbnb in Redlands, CA for one night and had a great experience. The host was extremely responsive, friendly, and very accommodating. Check-in and check-out instructions were clear and easy to follow, leaving no questions. The space was exactly as described in the listing—clean, private, and comfortable. I especially appreciated the quiet vibe and the overall sense of safety. It had everything I needed, including a kitchen, private bathroom, and a super comfortable bed. The location was perfect for my needs, and I felt well-rested after my stay. Overall, it was a pleasant and hassle-free experience. I would definitely recommend this place to anyone visiting or passing through Redlands, CA.

4.74 out of 5 average rating, 95 reviews

Quiet Hideaway in Historic Redlands

ColbyRating, 5 stars1 week ago

This was the perfect home to stay at while I was in town visiting family. Very quiet, not quite walkable to downtown but a 5-10 min drive to anywhere you need to go. The yard was small but enclosed for my dog to walk around and go potty. No grass, but a small patch of dirt. Very beautiful neighborhood to walk my dog though! Would definitely stay here again next time I'm in town!

5 out of 5 average rating, 5 reviews

1920s California Craftsman + Office Space

KendraRating, 5 stars1 month ago

Diane has thought of everything. When you enter the home, it smells like the cleaning crew just left. Everything is spotless. The home has high quality details from curtain rods, to plush towels, to soft blankets. It also has a great selection of books, games, and music. This home has everything you would need at your own home and everything is labeled and easy to find (colander, cutting boards, lunch bags, dish pods, wine opener, etc.). We stayed here due to some damage in our local home - and Diane's home was a magical retreat filled with wine, sparkling water, and gifts for my girls.

4.92 out of 5 average rating, 437 reviews

Private room in Highland

PRIVATE BED & BATH!

MichaelRating, 5 stars1 week ago

I Felt right at home and easy check in.Had a wonderful time there will definitely return and recommend this place to others.

Private room in Loma Linda

4.97 out of 5 average rating, 196 reviews

Large Private Room/Bath+Keyless 100% Private Entry

FayRating, 5 stars2 weeks ago

BEST View of the San Bernardino Mountains and night lights. BEST view watching hummingbirds and other birds outside the window frolicking, which made a VERY relaxing stay. BEST amenities and well stocked with everything so I didn’t need to ask for any thing. Queen bed VERY comfortable. This is my MOST FAVORITE PLACE to stay in the valley. Second time here. You will love it here!!!