Family-friendly vacation rentals in Highland

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Highland

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

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Guest favorite

The cabin is nestled among snow-covered pine trees, its warm interior light glowing through expansive windows. The unique architectural design features an elevated entrance and a staircase leading to the door, while the surrounding forest enhances the secluded atmosphere.

Cabin in Big Bear

4.91 out of 5 average rating, 588 reviews

Big Bear Treehouse - Forest Backyard, Mid-Century

Miles of National Forest and trails right off the back deck, but still just minutes from all that Big Bear has to offer–hiking, skiing, and restaurants. Featured in The Cabin Chronicles S1E8 - Mid-century modern vintage & retro style furniture - Sleeps 5 - Walk-off access into the National Forest from deck with miles of hiking trails - Cozy, wood burning fireplace w/ gas starter - 8" overhead rain shower - Quiet neighborhood on dirt road - 4 burner propane outdoor BBQ grill - Absolutely NO PETS

Guest favorite

A spacious living area features towering cathedral ceilings and floor-to-ceiling windows. Scenic views of Lake Arrowhead and the surrounding landscape are visible, while a rustic stone fireplace adds charm. Natural wood finishes create a warm ambiance, complemented by artistic lighting fixtures.

Cabin in Lake Arrowhead

4.95 out of 5 average rating, 310 reviews

Epic Lake View! "Twin Bay Lodge" Lake Access, AC

Experience Million Dollar Lake/FiIREWORKS Views at "TWIN BAY LODGE" from the moment you step inside! Watch the boats go by and activity on the lake from the deck. Enjoy your coffee in bed while watching the water skiers on North Bay. Soaring cathedral ceilings with floor to ceiling windows bring spectacular views of Lake Arrowhead and distant mountain peaks inside, filling the space. * 3.7 Miles to Arrowhead Village. * Ample level parking for 3 cars. * Access to lake and trails with wristbands.

Guest favorite

The exterior of a charming 1930s cabin is framed by tall pine trees. The vibrant green facade is accented with warm yellow trim and features multiple windows glowing softly from within. A stone wall and wooden gate lead to the welcoming entrance.

Home in Lake Arrowhead

4.93 out of 5 average rating, 203 reviews

Fully Renovated Home On Private Mountain Lake

Imagine. The quintessential 1930s-era mountain cabin in the woods, set on the edge of a glistening private alpine lake. Gorgeous architecture with beautiful brick, knotty pine, and stone. Inside, it’s a modern classic. Period furnishings, artwork, décor & hardware adorn the lovingly restored masterpiece, while gentle renovation added the luxurious comforts discerning travelers expect and deserve - plus a few unique surprises! We call our lovely cabin Cedar Circle. You’ll call it spectacular.

Top guest favorite

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

4.99 out of 5 average rating, 310 reviews

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!

Guest favorite

A modern kitchen area features rich wooden cabinetry and a mosaic tile backsplash. A small dining table with four wooden chairs is positioned near the window. Appliances include a microwave, a sink, and a countertop area with stone surface.

Guesthouse in Rancho Cucamonga

4.9 out of 5 average rating, 562 reviews

Lux Suite with Private Entrance

Private Suite with a breathtaking view from the balcony, Roku TV, private bath and a kitchen with cooktop, microwave, countertop Cuisinart air fryer oven, Keurig, toaster, and full size fridge. Located north of 210 with access to all major freeway including the 15 freeway. The stand alone air system only serves the Suite. We are a 3-minute drive to Ralph’s Shopping Center which also consist of stores such as Starbucks, Wells Fargo, UPS, and Enterprise. 15 minute drive to Ontario Airport.

Superhost

An inviting living area is highlighted by a brown leather sofa adorned with decorative pillows. A wooden dining table with multiple chairs is positioned near the kitchen. Two black armchairs are arranged around a central coffee table, creating a cozy atmosphere.

Cabin in Green Valley Lake

4.84 out of 5 average rating, 305 reviews

Little House on the Forest

Come on up to Green Valley Lake! The lake is stocked with rainbow trout and bass, the weather is cool and we're surrounded by national forest full of beautiful hiking trails. Fun for all ages with a beach for the kids and a giant swan and yellow duck paddles boats to paddle around the lake (nominal fees). Bring your bicycles or go off-roading. Completely upgraded cabin in natural setting close to private lake, village and restaurant. You'll have so much fun you'll never want to go home!

Guest favorite

A mid-century A-frame cabin is nestled among trees, showcasing large windows that reflect the surrounding nature. An expansive wooden deck extends from the structure, offering outdoor seating. The cabin's triangular roof line creates a striking silhouette against the evening sky.

Cabin in Big Bear

4.96 out of 5 average rating, 360 reviews

Alterra House Mid-Century A-frame

A cozy, mid-century A-frame nestled in a peaceful neighborhood on the north side of Big Bear Lake, but just minutes away from restaurants, shopping, skiing and more. • Panoramic views of both Bear Mountain and Snow Summit from the expansive deck • Quiet, family-friendly neighborhood • Just 3 houses in from the National Forest and miles of hiking trails • Perfect space for a romantic getaway or relaxing with family and friends • Mid-century modern decor • Efficient wood-burning stove

Guest favorite

An open-concept living space features a cozy blue couch and a wooden coffee table. Large glass doors lead to a deck, while a stone fireplace creates a central focal point. Light oak flooring and wooden walls enhance the cabin's rustic charm.

Chalet in Crestline

4.85 out of 5 average rating, 205 reviews

Private cabin w wraparound deck at Lake Gregory

Our bright and spacious chalet nestled in the San Bernardino National Forest offers peace and seclusion within a mile from Crestline Village and Lake Gregory. 15 minutes from Lake Arrowhead and Santa's Village, 20 min from Snow Summit, 40 min from Big Bear, and walking distance to Lake Gregory Water Park in spring and summer! Crestline offers amazing thrifting and antiquing, biking, hiking, boating, fishing, or just take in nature at its best from the comfort of this cozy retreat.

Guest favorite

A two-story house is depicted, featuring a green exterior with a wooden deck above. Clear views of large windows and a white front door are visible. Surrounding greenery and a lamp post add to the charming appearance of the entrance.

Guest suite in Running Springs

4.95 out of 5 average rating, 171 reviews

Bright & Cozy Cottage with Separate Entrance

Bright, cute, clean, and comfortable hideaway in Running Springs. Close to Snow Valley, Lake Arrowhead, and SkyPark Santa's Village (mountain biking and more). 5 minutes to Pali Mountain. 30 to 40 minutes to Big Bear. Cozy with blankets galore and completely private with separate entrance, level entry, no shared spaces. Ideal for couples and solo travelers, with queen bed plus a convertible sofa queen bed. Kitchenette, laundry, Netflix—everything you need. Permit #CESTRP-2021-00320

Top guest favorite

A welcoming entrance is presented by a wooden staircase leading to the cottage, flanked by vibrant autumn foliage. A tall tree stands beside the entrance, enhancing the rustic charm of the setting. The front door features a simple design, with decorative stars visible on the wall.

Cabin in Big Bear Lake

4.98 out of 5 average rating, 375 reviews

Kodiak's Cottage - A 1920’s Classic

Begin your day on the porch with a fresh cup of Keurig coffee or walk 1 block to a breakfast cafe or Boulder Bay Park. My hope is that you'll feel relaxed and comfortable as you finally reconnect with the part of you who likes a good book by the fire or listening to an album to recall a great memory. This quiet 1920s historic cottage sits below the main house at the base of a 3/4 acre lot close to the 'action' yet a world away. Now go put on one of our cozy robes and relax.

Guest favorite

A spacious wrap-around deck features two wooden chairs and a small table, offering a serene view of the surrounding pine trees and distant hills. A lantern adds a touch of charm to the outdoor setting, enhancing the tranquil atmosphere.

Cabin in Big Bear Lake

4.98 out of 5 average rating, 341 reviews

Majestic Pine Retreat-View/Close to Bear Mountain!

Majestic Pine Retreat is a secluded, fully renovated cabin perfect for couples looking for a romantic getaway or a small family wanting a clean, comfortable stay. Come relax and enjoy sweeping views of the mountains and ski-slopes on our large wrap-around deck. Modern appliances, comfortable beddings and furnishings all add to your comfort. With our majestic pine tree stretching tall through our deck, our cabin offers an unique retreat experience in the mountains.

Guest favorite

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.

Cabin in Running Springs

4.97 out of 5 average rating, 352 reviews

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

Couples, Families, & Mountain Peace Seekers only, please. Located at the base of a steep private drive and overlooking the San Bernardino Basin sits this stunning California family cabin. Originally constructed in 1965, the dwelling's Mid-Century details have been lovingly restored while not forgetting a single modern amenity. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA