
Family-friendly holiday rentals in Redlands
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Redlands
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

2-BDR attached apt in rural Redlands neighborhood.
“RURAL REDLANDS” has a quiet neighborhood with a few creatures (coyotes, rabbits and squirrels). Although other hosts welcome pets, we request “no pets” (returning guests with allergies). Older 60’s home; not fancy but comfortable. Two bedrooms, kitchenette and living room. Private entrance; we share a living room wall and A/C. We are near U of Redlands, Downtown Redlands, restaurants, Oak Glen apple farms. . We’re 60-70 miles from Palm Springs, Casinos, BigBear Mtns, Disneyland, & beaches

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!

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!

Guesthouse with Loft & ICE COLD AC
This private and stylish guest house is perfect for group trips or the single traveler. Will sleep 4 adults and 1 kid with a Q bed, Q leather sofa fold out and a D futon. Quality bedding and pillow top mattress are very comfortable. K-Cups of coffee are provided along with bath sheets. Work at the desk or watch the game on the 50" big screen. Close to Yaamava Casino, Glen Helen Amphitheatre, Crestline, and three major hospitals. It's quiet and peaceful. Smoke outside only. Ice-cold A/C

(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.

The Blue Cabin
Relax at this unique, tranquil, and comfortable mini home in our backyard. Surrounded by a beautiful garden with a wide variety of succulents and a relaxing pool. With a space to enjoy reading or listening to music. Equipped with microwave, Keurig coffee machine, mini refrigerator, toaster, blender, washer/dryer, and tableware. The mini home has air conditioning and heating system for comfort and a smart TV. No parties allowed.(SPACE EQUIPPED ONLY FOR 2-3 PEOPLE *no more than 3 fit*)

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.

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

Quiet and cozy guest suite
Our private suite is clean & welcoming with a private studio-like floor plan with its own entrance. My wife and I are working professionals who love to host and meet new people. Our home is located within one hour of 36 hospitals & one hour to several universities including Riverside, Redlands, and CBU. Cabazon shopping outlets are 15 minutes away. Lovely Palm Springs about 38 minutes. Golfing, shopping, desert, mountains, food and more is at your fingertips!

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!

Casa Mariposa: Airstream in Downtown Riverside
Step inside Casa Mariposa, a vintage Airstream thoughtfully redesigned for modern comfort while keeping its timeless charm. Whether you’re here for a weekend escape, a business trip, or a Riverside adventure, this cozy home-on-wheels offers the perfect mix of style, comfort, and convenience. Enjoy your own private retreat while still being just steps away from Riverside’s vibrant restaurants, coffee shops, and local attractions.

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.
Popular amenities for Redlands family-friendly rentals
Family-friendly home rentals with a hot tub

Casa de Agua Retreat

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

Vineyard Retreat, Pool & Amazing Views!

Tropical Retreat near Downtown, Pool/Spa

Summer Oasis: Tropical Vibes + Pool & Mini Golf!

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Skiing

Hidden Casita with Jacuzzi, newly remodeled.

Golden's Pool Home |Jacuzzi|Game Room|BBQs|Arcades
Family- and pet-friendly home rentals

Separate Entry Studio

✹ Beautiful Downtown Riverside Apt ✹

Private backyard - Walk to Downtown - Pet friendly

Cozy Monthly Stay :Your Home-Entire Guest House

Oasis in the canyon

Private retreat off the beaten path

Designer cabin at LAKE Gregory- walk to town

Cherry Valley Guest Cottage
Family-friendly home rentals with a pool

Colonial Cottage Get-A-Way

Walk to Village & 5C's & Trader Joe's/Private Pool

Villa del Sol in La Verne, CA, Private Home

Claremont Guesthouse 5 Min to Colleges|Non-Smokers

Beautiful home in a stress-free environment

Hilltop Retreat | Heated Pool + Spectacular Views

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

Tranquil Retreat | Private Guest Quarters + Pool
When is the best time to visit Redlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $244 SGD | $258 SGD | $281 SGD | $276 SGD | $284 SGD | $280 SGD | $287 SGD | $276 SGD | $255 SGD | $261 SGD | $249 SGD | $265 SGD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°C |
Quick stats about holiday rentals that are family-friendly in Redlands

Total holiday rentals
Explore 100 holiday rentals in Redlands

Nightly prices starting at
Redlands holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 4,320 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
90 of Redlands holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Redlands rentals

4.8 Average rating
Redlands stays are highly rated by guests – averaging 4.8 out of 5!
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