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Family-friendly holiday rentals in Redlands

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Redlands

  • Total holiday rentals

    Explore 110 holiday rentals in Redlands

  • Nightly prices starting at

    Redlands holiday rentals start at £37 per night before taxes and fees

  • Verified guest reviews

    Over 4,100 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    110 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!

Top-rated family-friendly rentals in Redlands

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Redlands

House & Barn Historic Beauty •Events & gatherings!

A block from downtown State street. Tall trees line the streets of the historical magic that is Redlands 🍊 ✨I have a sister house! Next door is The Olive Branch. This is perfect for larger parties An inground fire pit is the perfect way to get everyone together & cuddle. Or maybe just night under the stars as the sound from The Redlands Bowl Plays into the yard Spend the day playing poker downstairs in the Carriage house or make your way up the stairs and drift away in to hippie land.

4.9 out of 5 average rating, 121 reviews
Guest favourite
A small living area features light-colored sofas adorned with patterned cushions. A coffee table is placed on a textured red rug, with a decorative item at its center. A television is positioned on a stand next to a door leading outside, with natural light filtering through nearby windows.
Flat in Redlands

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

4.9 out of 5 average rating, 162 reviews
Top guest favourite
The living area features a plush sectional sofa adorned with colorful pillows, creating a vibrant focal point. A wall-mounted Smart TV is positioned for easy viewing. An open kitchen with modern appliances is visible in the background, alongside a dining area with bright chairs.
Home in Redlands

Bright Vibes Home|Sleeps 8|1Blk to Univ|Pacman+BBQ

Step into our inviting Redlands home full of bright vibes and fun! Centrally located near the University, this lively gem features an indoor gym, playful outdoor spaces with Tic-Tac-Toe, fire pit + BBQ, and a lively atmosphere. Whip up culinary delights in the fully equipped kitchen, unwind in cozy bedrooms, and enjoy modern amenities. Explore downtown's lively scene, indulge in local attractions, and create unforgettable memories at our spirited Redlands retreat! 30+ day/ insurance stays okay.

4.92 out of 5 average rating, 130 reviews
Top guest favourite
An antique suitcase is featured with a weathered exterior, showcasing faded travel stickers and a vintage design. Its metal clasps and handle exhibit signs of wear, highlighting its history and charm. The suitcase rests on a textured surface, adding to its nostalgic appeal.
Guest house in Yucaipa

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!

4.98 out of 5 average rating, 196 reviews
Top guest favourite
The outdoor space features a sparkling swimming pool surrounded by a landscaped patio. The cottage is seen in the background with large glass doors, inviting natural light. Beautiful plants and greenery enhance the serene atmosphere, providing a pleasant space for relaxation.
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!

4.99 out of 5 average rating, 337 reviews
Guest favourite
An outdoor living space features a large pool surrounded by sun loungers, with a cozy fire pit area nearby. The two-story estate is visible in the background, showcasing a blend of modern and rustic elements against a backdrop of mountainous scenery.
Home in Cherry Valley

Vineyard Retreat, Pool & Amazing Views!

Experience luxury in this 6-bedroom vineyard estate with a grand pool, hot tub, and breathtaking views. Perfect for family gatherings or quiet retreats, our home offers a wheelchair accessible King suite, a music room with a grand piano, a dining area and billiards. Minutes from Serendipity Garden and historic Yucaipa Uptown, this property also features a full kitchen, outdoor BBQ and a full living room with 80" TV. Event chairs and tables available—ideal for celebrations or serene getaways!

4.9 out of 5 average rating, 127 reviews
Top guest favourite
The exterior of a two-story home is presented, featuring a blend of neutral tones. A well-maintained landscape of low shrubs and decorative stones surrounds the property, enhancing the curb appeal. A driveway leads to a single-car garage, contributing to a welcoming street view.
Guest suite in Loma Linda

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.

4.97 out of 5 average rating, 319 reviews
Top guest favourite
A serene exterior view of a white two-story home is presented, with a wide driveway leading toward the entrance. To the left, rows of grapevines are visible, framed by mountainous greenery under a clear blue sky.
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, 155 reviews
Top guest favourite
A comfortable living area features a beige sectional sofa and two armchairs arranged around a coffee table. A flat-screen television is mounted above a modern fireplace. A dining table with four chairs is positioned nearby, with a large area rug beneath them.
Home in Redlands

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.

4.99 out of 5 average rating, 138 reviews
Top guest favourite
The living area features a blue sofa and a gray armchair, arranged around a low coffee table. Natural light fills the space through a large window with horizontal blinds. A bright yellow door adds a pop of color, enhancing the modern kitchen view in the background.
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.

4.96 out of 5 average rating, 179 reviews
Guest favourite
Home in Riverside

Casa de Agua Retreat

Modern Hacienda themed house in a quiet neighborhood with low traffic. Cozy and with a pool so families and friends can have fun, connect, and create life-long memories. Conveniently located near some hot spots like; downtown Riverside 2.5 miles, freeway 1 mile, and UCR is 3 miles, Ontario airport is 17 miles, and if you like tennis, there are free open courts at a 5-minute walk.

4.95 out of 5 average rating, 152 reviews
Top guest favourite
The exterior of a one-story house is displayed, featuring a welcoming yellow front door and a patio area. Spiky green plants are positioned alongside the entrance, while gravel landscaping surrounds the walkways. Tall cypress trees are visible in the background, contributing to the home's appealing facade.
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.

4.98 out of 5 average rating, 151 reviews

Popular amenities for Redlands family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Superhost
A modern living room features a sleek leather sofa and a cozy ottoman centered on a decorative area rug. A stylish light fixture hangs overhead, while a fireplace with an elegant mantel adds warmth. Large windows invite ample natural light, showcasing outdoor views.
Villa in San Bernardino

Stunning 4BR near NOS & Yaamava with Private Yard

4.93 out of 5 average rating, 134 reviews
Top guest favourite
A bright living area features a white brick fireplace with a warm fire. A light wood chair is positioned nearby, facing a large flat-screen TV. Natural light enters through the windows, complementing the wooden beams and cozy decor.
Cabin in Running Springs

Wild Olive Lodge ° Stylish & Comfy Family Getaway

4.99 out of 5 average rating, 137 reviews
Guest favourite
A wooden picnic table is positioned beside a gently flowing creek, surrounded by lush greenery and trees. Sunlight filters through the leaves, casting dappled shadows on the rocks and water, creating a serene and inviting outdoor space.
Home in Lytle Creek

Creek House - Water Front

4.95 out of 5 average rating, 116 reviews
Guest favourite
An outdoor space is presented, featuring a sparkling pool and a relaxing Jacuzzi under a wooden gazebo. Colorful murals adorn the surrounding wall, with warm light illuminating the area at dusk. Comfortable lounge chairs are positioned around the pool for leisure.
Home in San Bernardino

Hot Tub, Fire Pit/Game Room/ Near NOS Center

4.83 out of 5 average rating, 236 reviews
Top guest favourite
The cabin, set among tall trees, features a gray exterior with warm, glowing windows. A stone pathway leads to the entrance, framed by natural landscaping. The tranquil setting hints at a peaceful atmosphere, ideal for a quiet getaway, especially during evening hours.
Cabin in Forest Falls

Palisades View - Cabin With Spa

4.99 out of 5 average rating, 324 reviews
Top guest favourite
A hot tub filled with clear, blue water is positioned outdoors, surrounded by trees. Mountain views are visible in the distance, complemented by the soft glow of sunlight filtering through the foliage.
Cabin in Running Springs

Cubby Cabin / Hot Tub with a View

5.0 out of 5 average rating, 105 reviews
Top guest favourite
The outdoor area features a spacious pool surrounded by a textured patio. Soft green lights illuminate the water, while a natural rock formation holds a waterfall. String lights overhead create a warm, inviting glow in the evening. Lounge chairs are positioned nearby for relaxation.
Home in Rialto

A Lovely Home with a piece of PARADISE!

4.95 out of 5 average rating, 109 reviews
Guest favourite
A modern kitchen featuring a large island with bar seating. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. The open design connects to a spacious living area, with steps leading to the upper level visible in the background.
Home in Riverside

King Bed, Renovated. Heated Swimspa.sleeps upto 16

4.92 out of 5 average rating, 223 reviews

Family- and pet-friendly home rentals

Top guest favourite
A spacious pool area is showcased with a clear blue pool reflecting the evening sky. Surrounding the pool are lounge chairs and a dining table with an umbrella for shade. The house features large windows that invite natural light, enhancing the outdoor living experience.
Home in Riverside

Tesla EV Charger, 2 KING BEDs, 3 minute to UCR

4.98 out of 5 average rating, 121 reviews
Guest favourite
A well-appointed bedroom features a spacious bed flanked by decorative wall art. A cozy armchair sits nearby, and a small table holds a floral arrangement. Natural light enters through a window covered with woven shades. A ceiling fan provides air circulation.
Guest house in San Bernardino

B & G Studio Space Guesthouse

4.86 out of 5 average rating, 102 reviews
Top guest favourite
The blue cottage features a welcoming exterior with large windows allowing warm light to shine through in the evening. A well-maintained lawn surrounds the home, accentuated by shrubs and small trees, creating an inviting atmosphere for guests.
Home in Downtown Riverside

Private backyard - Walk to Downtown - Pet friendly

4.92 out of 5 average rating, 157 reviews
Guest favourite
The guest house features a welcoming entrance with a decorative front door and a small chair positioned by the entrance. Lush greenery surrounds the exterior, with tropical plants and palm trees enhancing the natural landscape. A clean pathway leads to the doorway.
Guest house in Colton

Oasis in the canyon

4.9 out of 5 average rating, 228 reviews
Guest favourite
An outdoor gazebo is illuminated by soft blue lights, featuring a dining set and comfortable seating area. The space is surrounded by a well-kept patio, providing an inviting atmosphere for evening gatherings under the night sky.
Guest house in Cherry Valley

Secluded & Quiet Guest House-Cherry Valley-Morongo

4.97 out of 5 average rating, 117 reviews
Top guest favourite
A spacious outdoor pool is surrounded by a concrete patio and palm trees, providing a relaxing area for guests. The lush greenery and well-maintained landscaping enhance the outdoor setting, while the house features a tiled roof and large windows that allow natural light.
Home in Riverside

Charming 5 bed, 3 bath home with pool

4.95 out of 5 average rating, 169 reviews
Guest favourite
A modern kitchen and dining area features sleek white cabinetry and stainless steel appliances. A spacious island with seating for four stands at the center. Light wood flooring complements the area, while large windows allow natural light to brighten the space.
Guest suite in San Bernardino

Clean Modern ADU Close to NOS/ Yaamava/ Big Bear

4.94 out of 5 average rating, 102 reviews
Guest favourite
The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.
Cabin in Crestline

Designer Cabin at LAKE Gregory- walk to shops!

4.95 out of 5 average rating, 222 reviews

Family-friendly home rentals with a pool

Superhost
A private, fenced pool is surrounded by lush greenery and palm trees. The water appears inviting, with some leaves floating on the surface. A rustic gazebo is visible in the background, and lounge chairs are placed nearby for relaxation.
Home in Rancho Cucamonga

Luxury 5BR Pool Home | ONT, Victoria Gdns & Mills

4.8 out of 5 average rating, 134 reviews
Guest favourite
A clear and inviting pool is surrounded by palm trees and patio seating. Lush greenery can be seen along the edges, and a textured concrete deck provides access to the pool area. The sky is bright and blue, complementing the tranquil setting.
Home in Riverside

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

4.96 out of 5 average rating, 150 reviews
Superhost
Home in San Bernardino

Valle de Guadalupe Escape gem

4.92 out of 5 average rating, 100 reviews
Superhost
A dining area is visible with a wooden table surrounded by four chairs, positioned against a green accent wall. Near the table, a television is mounted on a light-colored wall unit that features decorative items and small plants, enhancing the welcoming ambience of the space.
Apartment in Downtown Riverside

2BR Condo w/ 2-Car Garage — Steps to Mt. Rubidoux

4.87 out of 5 average rating, 273 reviews
Guest favourite
Cabin in Crestline

A+ Alpine A-Frame | Hot Tub+Views | 95 Min from LA

4.88 out of 5 average rating, 387 reviews
Guest favourite
Guest house in Highland

Dreamy Escape Private Entrance/pool/near Yaamava

4.93 out of 5 average rating, 174 reviews
Top guest favourite
A backyard space features a swimming pool with clear water, surrounded by a stone patio. The home has a covered sitting area with chairs and table, enhanced by potted plants. A wooden fence encloses the yard, with neighboring houses visible in the background.
Home in Hesperia

New listing *King bed/pool +WiFi

4.93 out of 5 average rating, 140 reviews
Guest favourite
A serene outdoor dining area is highlighted by a round table with four chairs, adorned with a potted plant. Soft lights hang above, illuminating the private pool and landscaped yard, with shaded trees providing a peaceful ambiance.
Home in Upland

North Upland House with a Pool

4.92 out of 5 average rating, 735 reviews

When is the best time to visit Redlands?

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Avg. price£152£147£183£165£166£164£163£157£145£168£170£159
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