Family-friendly vacation rentals in Redlands

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.

4.92 out of 5 average rating, 127 reviews

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.

KitchenFamilyAccess

A spacious deck features a cozy wooden seating area with a light gray sofa and accent chair, surrounded by lush greenery and mountains in the distance. A small side table holds a decorative plant, adding a touch of nature to the serene outdoor space.

4.97 out of 5 average rating, 304 reviews

@wild_olive_den • Serene Mountain Getaway Cabin

★ Featured in Condé Nast Traveler ★ Experience a designer escape at the Wild Olive Den. Perched above Running Springs with panoramic views, our cabin features a relaxing hot tub, EV charger, and 3 scenic decks. Perfect for families or a romantic getaway: 🏔 15min to Lake Arrowhead & Snow Valley Ski 🎡 7min to SkyPark / Santa’s Village 💻 Fast 370 Mbps Wi-Fi 🧸 Fully kid-equipped (Pack & Play/High chair) + Central A/C & Backup Generator! Relax by the fire or spin vinyl on the record player!

FamilyKitchenWalkability

4.99 out of 5 average rating, 336 reviews

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.

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!

KitchenFamilyLocation

4.9 out of 5 average rating, 125 reviews

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!

Indoor spacesKitchenBathroom

4.92 out of 5 average rating, 167 reviews

A spacious living room features high cathedral ceilings and large windows allowing natural light to enter. Modern blue sofas are arranged around a glass coffee table, complemented by stylish accent chairs. A lush indoor plant adds a touch of greenery, enhancing the warm atmosphere.

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!

FamilyIndoor spacesBathroom

A welcoming entrance is framed by lush green ivy climbing over a covered porch. The dark front door is adorned with a seasonal wreath. Rocking chairs and potted plants create an inviting atmosphere, while a small doormat adds a pop of color near the entrance.

4.95 out of 5 average rating, 102 reviews

Downtown Redlands Historic Wonderland

Downtown Redlands 2 Min Walk From State St. Food, Bars, Fun. Peace & Yoga I own a studio & teach private classes in the back studio- I am very quiet, you are always welcomed to join & I love helping Great for a couple/Travel Nurse & Medical/ Student or World Travelers 🧳 LAX Ontario & San Bernardino Airports within 20 minutes. Located near LLU, SB County, Káiser, Redlands Hospital & The University of Redlands, SBCU, LLUMC Valley & Crafton & of course Coachella & Bicycle Classics.

FamilyKitchenCheck-in

Guest suite in Loma Linda

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.

4.97 out of 5 average rating, 315 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.

Indoor spacesFamilyCheck-in

4.96 out of 5 average rating, 154 reviews

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

Indoor spacesFamilyCheckout

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.

4.99 out of 5 average rating, 136 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.

Indoor spacesFamilyBeach

4.92 out of 5 average rating, 192 reviews

Home in Grand Terrace

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf

Welcome to our exquisite Riverside retreat, where luxury meets family fun! Here's what makes our place truly special: 🔥 Cozy Fireplace for Chilly Evenings 🌴 Tropical Oasis with a Sparkling Pool 🌟 Jacuzzi Bliss under the Stars ⛳ Mini Golf Extravaganza. 🏡 Spacious and Clean Rooms 📍 Centrally Located Convenience: Downtown Riverside, UCR, NOS Center, 210 Freeway, Yaamava, and local shops *~Fun-Filled Family Environment!~* Book now!

Indoor spacesKitchenHospitality

4.94 out of 5 average rating, 172 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!

Indoor spacesKitchenLocation

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.

4.95 out of 5 average rating, 175 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.

KitchenFamilySleep quality

Popular amenities for Redlands family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 148 reviews

Casa de Agua Retreat

KitchenIndoor spacesHeating

4.99 out of 5 average rating, 322 reviews

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

FamilyKitchenNearby

4.95 out of 5 average rating, 106 reviews

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!

Indoor spacesFamilyPool

4.99 out of 5 average rating, 321 reviews

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

Indoor spacesFamilyParking

A charming cabin is nestled among trees, featuring a warm exterior and large windows. A wooden deck surrounds a circular hot tub, ready for relaxation. The setting sun casts a soft glow, highlighting the natural landscape surrounding the home.

4.97 out of 5 average rating, 416 reviews

Glen Oak Rim | Hot Tub · Game Room · Epic Views

FamilyKitchenAmenities

Superhost

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

4.95 out of 5 average rating, 112 reviews

Creek House - Water Front

FamilyKitchenWalkability

4.82 out of 5 average rating, 232 reviews

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

KitchenFamilyAmenities

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.

5.0 out of 5 average rating, 105 reviews

Cubby Cabin / Hot Tub with a View

Indoor spacesFamilyBathroom

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 122 reviews

Cabin in Big Bear Lake

The Capricorn Cabin

FamilyKitchenSleep quality

Home in Downtown Riverside

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.

4.92 out of 5 average rating, 154 reviews

Private backyard - Walk to Downtown - Pet friendly

KitchenFamilyAccess

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.

4.95 out of 5 average rating, 168 reviews

Charming 5 bed, 3 bath home with pool

FamilyIndoor spacesBiking

Guesthouse in Cherry Valley

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.

4.97 out of 5 average rating, 117 reviews

Secluded & Quiet Guest House-Cherry Valley-Morongo

FamilyKitchenLayout

Superhost

A unique barrel sauna is positioned on a stone path, surrounded by tall trees. Softly glowing string lights are hung above, illuminating the area near the entrance. The structure features a wooden exterior with a welcoming entryway, providing a serene atmosphere for relaxation.

Home in Running Springs

4.91 out of 5 average rating, 187 reviews

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

KitchenFamilyOutdoor spaces

Cabin in San Bernardino County

An A-frame cabin is nestled among tall trees, featuring a sloped roof and large glass windows reflecting the surrounding greenery. A wooden deck extends from the front, offering seating for relaxation amidst the natural setting.

4.9 out of 5 average rating, 273 reviews

Up In The Oaks A-Frame

Indoor spacesFamilyAmenities

4.95 out of 5 average rating, 216 reviews

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!

Indoor spacesKitchenHiking

Cabin in Idyllwild-Pine Cove

An inviting living space features wood paneled walls and large windows that allow natural light to fill the room. A cozy couch is positioned next to a wooden coffee table, with a splash of color provided by a vibrant red door in the background.

4.99 out of 5 average rating, 314 reviews

DTWild House A-frame vibes/hot tub/ping pong/creek

FamilyKitchenWalkability

Family-friendly home rentals with a pool

Condo in Downtown Riverside

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.

4.87 out of 5 average rating, 266 reviews

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

KitchenIndoor spacesValue

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.

4.96 out of 5 average rating, 149 reviews

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

Indoor spacesKitchenBathroom

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.

4.97 out of 5 average rating, 119 reviews

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

Indoor spacesFamilyLaundry

4.9 out of 5 average rating, 227 reviews

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.

Guesthouse in Colton

Oasis in the canyon

KitchenIndoor spacesBackyard

4.98 out of 5 average rating, 130 reviews

A well-structured guest house is displayed with a covered porch, featuring two seating chairs and a small table. The exterior includes light-colored walls and green shutters, complemented by a stone base. A serene pool reflects the sky, enhancing the inviting outdoor space.

Guesthouse in Riverside

All-in-One Pool Guest House w Private Backyard!

KitchenFamilyAmenities

4.96 out of 5 average rating, 153 reviews

Guest suite in Riverside

Gated Suite - King Bed, Cozy, Quiet, Kitchen, Pool

Indoor spacesFamilyAmenities

Cottage in San Bernardino

4.95 out of 5 average rating, 349 reviews

Adorable Cozy Cottage, base of Beautiful Mountains

FamilyKitchenBiking

Superhost