Holiday rentals in Redlands

4.85 out of 5 average rating, 106 reviews

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

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!

4.92 out of 5 average rating, 130 reviews

Villa in Redlands

Peaceful Private Retreat In The Heart Of Town

Meticulously designer-renovated modern home “The Nest “is surrounded by mature tree and nestled beneath the mountains in South Redlands. Whether you’re looking to spend time with loved ones, vacationing or work remotely in a peaceful environment, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, with pleasant sparkling pool, grill and chill on the backyard, and explore nature right outside your front door. Conveniently located in Redlands!

4.89 out of 5 average rating, 431 reviews

Guest suite in Redlands

(2) Downtown Redlands Retreat: Cozy Master Suite

This is a nice master bedroom, converted to a guest suite. The room has a private entrance, and private bathroom. Walls were recently torn down & made sound proof so as to not disrupt our guest with noises inside the house. This house has a lot of history, it’s over 120 years old. It’s perfectly situated about a minute away from the freeway is a central locations, in the beautiful & historic city of Redlands. Security cameras recording at all times all around the outdoors of the property.

4.97 out of 5 average rating, 263 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, 128 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.

4.99 out of 5 average rating, 110 reviews

Spacious 4 bedroom home in the heart of town!

Your entire group will enjoy easy access to everything from this centrally located home. Only one mile to the University of Redlands, and less than a mile to all the great restaurants, bars, and shopping boutiques on State St. Easy access to both on and off-ramps of the 10 freeway. Almost everything inside the house is new! With over 2 years of ALL 5-star reviews, this is hands down the best place to stay in Redlands! Don't hesitate, we book up fast.

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, 122 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, 112 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, 27 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.

Holiday rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Flats

Convenient locations with everyday essentials

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

4.95 out of 5 average rating, 64 reviews

Flat in Highland

Beautiful Suburban Private Suite

PeggyRating, 5 stars3 days ago

Very responsive host. Very clean place.

Superhost

Flat in Redlands

4.88 out of 5 average rating, 24 reviews

Large, Spacious 1 BR Apartment all to yourself!

ChristianRating, 5 stars3 months ago

Enjoyed our 1 night stay. Place had everything we needed except a tv. Would return & recommend.

5 out of 5 average rating, 33 reviews

Relax in Redlands

SuzanneRating, 5 stars2 weeks ago

A quiet neighborhood, but parking was a little difficult. The house was clean. Linens were a little sparse. Fortunately my daughter brought wash cloths. The location is good. Redlands and Riverside are very interesting places to visit.

4.9 out of 5 average rating, 70 reviews

Home in Loma Linda

Loma Linda Luxury: Where Comfort Meet Elegance

KarenRating, 5 stars1 week ago

The house was clean and just as pictured. The home and backyard were HUGE. There’s a TV in the living room but not in the bedrooms, though there are plenty of games provided for entertainment. The master bed was VERY firm—some may like it, but I prefer a softer mattress. I recommend booking for the max guest count or anyone who may stay over. I was in town for a funeral, and some family helping with repass prep stayed over after cooking late into the early morning hours. The host noticed & the next day asked about the extra guests. I explained, and they offered to add the 4 guests for a small fee. After the funeral, multiple family members stopped by to give hellos & goodbyes & the host had no issues with that, as we honored the quiet hours and parking restrictions. It’s close to grocery stores and freeways. Communication with the host was prompt. Checking in and out was easy. Overall, it was a pleasant stay, and I’d recommend it. Its a great location for hosting a gathering or event.

4.95 out of 5 average rating, 20 reviews

Home in Loma Linda

Cozy Home in Loma Linda

CassieRating, 5 stars2 weeks ago

Great place to stay. Clear instructions for our stay and hosts responsive. The house is very close to railroad tracks but it stays pretty quiet in the house and no one was disturbed by trains going past at night. House overall clean, however we found the master bath floor dirty as well as the tub but overall not a big deal or impact on our stay.

4.91 out of 5 average rating, 66 reviews

Home in Mentone

Pet friendly, country space, quiet time-workspace.

DanielleRating, 5 stars4 days ago

Great place and great host! Overall, this was a super worth it spot! Clean, easy check in- and kind / flexible host. Very cozy space and thoughtful amenities- honestly couldn’t have been happier

5 out of 5 average rating, 14 reviews

Spacious Redlands Home: Ideal for Families & Pets

DavidRating, 5 stars2 weeks ago

Wow! What an absolute pleasure to have stayed here. We honestly could not have asked for better. Responsive host with an obvious knack for real hospitality. It was clear he really cared that you had a wonderful place to stay. It was like renting the penthouse at a luxury hotel. EVERYTHING was so thoughtfully put together it felt like walking into my own home. PERFECT choices for furniture, comfortable KING SIZE beds and spacious couches, well appointed kitchen and coffee bar. Bathrooms with wonderful showers and soft towels, not to mention the amazingly considerate traveler items offered in neatly organized baskets in case you forgot something or just wanted to spoil yourself (very "spa-like"). The landscaping and outdoor areas were immaculate, inviting and a great place to chill with coffee in the morning or at day's end. This is by far the best Airbnb experience we have had to date. We will be returning here anytime we are in need of accommodation in the area. Thank you!