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

Chalet in Rialto

4.93 out of 5 average rating, 366 reviews

PrivateCozy,Lrg. 2Bedrooms 1Bath, Ktch. Lvg Rm.Pkg

WIFI WORK-FRIENDLY PARK-FREE INSIDE a private drivway IN-HOUSE WASHR& DRYR CENTRAL A/C & HEATING LONG STAYS WELCOME COMPLETELY SANITIZED. Beaut & Priv Spacious Loft w/hrdwd floors. 965 sqft. ENTIRE PLACE Cozy 2 bedrooms +Liv Rm w/sofa Bed,Large Priv. bath Fullystocked kitchen Downtown/I bk Historic Rte 66 2 miles I-(10) & 210/ nearby 15 fwy 17miles Ontario Airport, UCR,Loma Linda Hosp& Redlands Univ. Victoria Gardens Fontana Raceway,Glen Helen, Nat'l Orng Shw(NOS) SKI Resorts+Casinos

Guest favorite

Guesthouse in Redlands

4.99 out of 5 average rating, 297 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

Cabin in Big Bear

4.94 out of 5 average rating, 588 reviews

Serenity in the Tree Tops

This studio is nestled in the mountains of Big Bear with a view of a variety of pines & forestry. Perfect place for R&R and getting in touch with nature. Surround yourself with fresh air & sounds of the forest. 4.5 miles to Big Bear Lake, 4 miles to Snow Summit and 5 miles to Bear Mountain Ski Resort; 5.5 miles to The Village (shopping, dining, coffee, ice cream); 5 miles to Golf Course and Big Bear Alpine Zoo; 1.9 miles to Big Bear Speedway and Snow Play; half a mile from Community Market.

Guest favorite

Guesthouse in Rancho Cucamonga

4.9 out of 5 average rating, 527 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

Cabin in Green Valley Lake

4.85 out of 5 average rating, 291 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

Chalet in Crestline

4.85 out of 5 average rating, 192 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.

Superhost

Cabin in Big Bear

4.8 out of 5 average rating, 566 reviews

Cozy Big Bear Cabin

This is not an "INSTA BOOK" cabin, so make sure this works for you. Cozy Gambrel cabin sleeps 4 MAX & PARKING FOR 2 VEHICLES (Code enforced). There is no cleaning service, so or "wifi". Market, restaurants and national forest just 2 blocks away. Check "Amenities" before booking for a perfect match. Message with any questions regarding holidays...DURING WINTER, CHAINS ARE REQUIRED AT ALL TIMES. this is not a party cabin...you must respect our lil hood....NO PETS at this time...

Guest favorite

Cabin in Running Springs

4.9 out of 5 average rating, 423 reviews

9 minutes to Snow Valley - Small A-frame cabin

DURING WINTER CONTACT THE HOST FOR ROAD AND WEATHER CONDITIONS BEFORE BOOKING. This is a small A-frame with loft, full kitchen and bath on an unmaintained dirt road. It has 3 beds; a queen and in the loft a king and full mattress) The cabin is close to hiking and other recreational activities. The cabin has video cameras monitoring the front door and driveway. Dogs and cats allowed, $25 per pet 2 pets max per stay. Modified check-in/check-out may be available for a fee.

Superhost

Cabin in Green Valley Lake

4.78 out of 5 average rating, 313 reviews

Cozy, rustic, fun and relaxing cabin-Dog friendly!

Winterfell Lodge- The perfect place for a needed getaway. My place was designed with two things in mind: relaxation and fun. The lake is a short 10 minute walk away. The large deck is ideal for entertaining with lounging, games and bbq'ing in the shade for nearly all of the day. The cabin is stocked with many board games as well as giant Connect 4, giant Jenga and Cornhole. Great location for skiing, hiking, biking, and off-roading.

Guest favorite

Cabin in Rimforest

4.91 out of 5 average rating, 570 reviews

1930 Cozy One Bedroom Lake Arrowhead Cabin

Rustic & romantic, our cozy cabin has vaulted ceilings, original paneling, a wood-burning fireplace, and a fully outfitted kitchen. The backyard is the National Forest. The front deck is lovely for morning coffee or an evening glass of wine. WiFi (Download = 114.2 Mbps, Upload = 11.3 Mbps), Smart TV, Alexa, music player (vinyl, CD, cassette, and Bluetooth), DVDs, VHS, games, books, heating & air conditioning.

Superhost

Guest suite in Crestline

4.87 out of 5 average rating, 319 reviews

Mountain Getaway-Little Switzerland @ Lake Gregory

Nestled amidst Crestline’s pines, our cozy cabin by Lake Gregory offers an ideal mountain escape for up to 4 guests. Perfect for nature lovers and hikers, it’s a serene oasis just 5 minutes from the lake and its scenic trails. Please note, encountering insects is inevitable in this forested area, and winding mountain roads are common.

Guest favorite

Cabin in Running Springs

4.97 out of 5 average rating, 124 reviews

Stunning views + Peaceful Retreat

Ideally located between Big Bear and Lake Arrowhead. This beautiful cabin has a spectacular view of the woods, mountains, and seasonal lake! We love to sit on the deck to enjoy the peace and serenity. If you're looking for a home away from home, we hope that you choose our cabin as your getaway from the city lights and the bustle.