Kid-friendly holiday rentals in 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.

4.85 out of 5 average rating, 105 reviews

Home in Redlands

Family/Pet friendly home-Redlands-CA

Our place is a family, kids & pet friendly, newly upgraded interior & yards around the house. We are 1 mile away from University of Redlands, few miles away from Loma Linda University & Hospital, Loma Linda VA Hospital, Redlands Community Hospital and shopping areas. Our property has a big front and side yards with playground and two free level 2 EV chargers (Tesla & other). For other EV cars, make sure to bring different 220v adapter configurations to match your car. Perfect for big family.

4.99 out of 5 average rating, 310 reviews

Guesthouse 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

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

4.93 out of 5 average rating, 155 reviews

Guesthouse in Highland

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!

4.91 out of 5 average rating, 131 reviews

Apartment 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

Home in Redlands

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

Home in Redlands

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

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

Guesthouse 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.