
Family-friendly vacation rentals in Highland
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Top-rated family-friendly rentals in Highland
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Highland family-friendly rentals
Family-friendly home rentals with a hot tub

Rustic Luxury~Theater Room, 2 King Suites &HotTub
Nice private location with gorgeous views. Shelly was extremely responsive, friendly, and helpful.

Cozy Big Bear Cabin with Spa Near Skiing & Lake
This cabin was very cozy and comfortable! Small but not cramped and perfect for a couple. The bathroom was especially nice - huge and well appointed. There are a few neighbors close by but we didn’t see or hear them once over our weekend stay. Highly recommended and we would definitely stay again!

Exquisite Mountain Home Near Lake and Village
We’ve stayed here numerous times and wouldn’t want to stay anywhere else when we’re in Arrowhead! Gorgeous house and the best hosts! The Village is literally around the corner too.

Romantic Mountain Escape
Lovey Dovey was nothing short of hospitable and welcoming! The house was clean and provided pretty much ALL amenities you may need from a washer and dryer with pods to that hair dryer you always forget at home! 10/10 would recommend and would stay there again.

Cozy, Private Moonridge Cabin w/ NEW Hot Tub!
We have stayed at Leslie’s beautiful cabin for years now; we love it more & more every time! Leslie is extremely accommodating & responds for whatever is needed. Thank you for an amazing stay as always!

Dylan's Secret Hideaway: Pool Table! Hot Tub!
Dylan's Hideaway was the perfect home for our family. Easy to find and great, upper-scale location for shopping, grocery stores, ski resorts, and the lake during the summer. We all enjoyed the pool table, air hockey, foosball, and large TVs in every room, and the water pressure was great! The fenced-in yard allowed our little ones to play in the snow freely without worrying about them running into streets or where we couldn't find them. They loved it! The hosts were fantastic with instructions and responding to any questions/needs we had. We WILL be back to stay here.

Little Bear Cabin in the Woods- Hot Tub+Game Room!
We had such a great stay! The location is perfect for families. Walk to trails, zoo, coffee and trolley. The kids enjoyed the spa tub and ping pong table. We had everything we needed for a memorable vacation.

Mountain Home w/ Gameroom, Great Views & Spa
Lovely home with Amazing views. Very peaceful place to stay. Home is very beautiful with so much space. House is equipped with many things to enjoy.
Family- and pet-friendly home rentals

Wrightwood Cozy Cabin! WoodFireplc|BBQ|Fenced Yard
We had a lovely stay at this cozy cabin in the mountains. It was everything we were looking for as far as coziness, character, heating, cleanliness, & a fully stocked kitchen. The bathroom also featured a heated toilet seat which we really enjoyed. Also, the hosts were extremely attentive & allowed us to check in slightly early which was very much appreciated. The only thing I'd say that can stand for improvement is the comfort of the mattress in the bedroom on the first floor. The bed sunk down in the middle making it extremely uncomfortable to sleep & get in & out of. My partner & I had stiff necks, backs, & found it difficult to get a good nights rest but otherwise, everything else about this place was enjoyable. P.S. This has nothing to do with the place but I'd like to share with future guests to be aware of potential altitude sickness due to the high altitude. My partner and I experienced headache & grogginess. Perhaps mention of this can help guests to be prepare if need be.

Private cabin w wraparound deck at Lake Gregory
I stayed at Eagle's Nest in Crestline for a work trip, and it exceeded my expectations! Nestled in the serene San Bernardino National Forest, the chalet offered a perfect mix of seclusion and convenience. It’s just minutes from Crestline Village and Lake Gregory, with easy access to other nearby attractions like Lake Arrowhead and Big Bear. The chalet itself is spacious and well-equipped, with an open-concept kitchen, dining area, and great room ideal for both work and relaxation. The wrap-around deck and stone patio were perfect for unwinding after a busy day. I found the accommodations very comfortable, especially the cozy primary bedroom with its en suite bath. Though I was there for work, I thoroughly enjoyed the peaceful setting and natural beauty around me. I’m already looking forward to booking Eagle’s Nest again for a vacation. It’s the perfect spot for anyone looking to escape and enjoy the mountains while having access to nearby activities.

Lake Arrowhead Forested Modern A-Frame Cabin
Jose was an awesome host! Home felt like home, very comfortable and relaxing in a great location. Highly recommend this place 😀

BEST VALUE BIG BEAR-QUIET-COZY-PET FRIENDLY WIFI
was a great place and we had great time, he was always responsive when needed, we look forward to coming back again

Steps to Snow Summit. Park free & Walk
As advertised and walking distance to the slopes. A much better deal than a couple hotel rooms. Great place to hang out, have a meal, watch a program together and recharge before hitting the slopes again the next day.

🌿 A Peaceful Getaway in Lake Arrowhead! 🌿
We had an absolutely wonderful stay at Jessica and Sean’s home! From the moment we arrived, we felt completely at ease. It was a quick trip with my two besties and Mom. The space was perfect for the four of us. The cabin was cozy, beautifully decorated, and equipped with everything we could possibly need for a relaxing getaway. The views were breathtaking, and we spent hours just soaking in the natural beauty around us from both balconies. We enjoyed a warm fire and appreciated the firewood. The host was incredibly thoughtful, providing helpful recommendations for local activities and making sure we had everything we needed. Whether you’re looking for a peaceful retreat or an adventure in nature, this place offers the perfect balance. Highly recommend it to anyone seeking a tranquil escape!

Light soaked & dog friendly 2400 sq ft Aframe
We had the best time at this home for our family Christmas get-together! The house, location, and decor were perfect. The spacious main room was ideal for family time, and the beautifully decorated Christmas tree made us feel so welcome. The home was spotless, the beds super comfy with plenty of extra blankets, and the kitchen had everything we needed. The stocked coffee maker was a nice touch too! The game room with the pool table was a big hit, especially with the kids. We really appreciated how thoughtful the hosts were, with everything from humidifiers to easy-to-use climate controls. Bonus: we accidentally left behind a Christmas gift, and the host quickly shipped it back to us! We’ve stayed at Airbnbs around the world, and this one was one of the best in every way. Highly recommend!

OASISinWoodsStepstoLakeLgFencedYd4DogsSpaBocceBall
We had such a great time at the cabin! Lisa thought of everything: a well appointed kitchen, robes, plenty of extra blankets and towels, TVs in every room, lots of games to play, and super cute decor. We enjoyed the hot tub, the fireplace, and the fully fenced yard for our dogs. Great location. We will definitely stay here again!
Family-friendly home rentals with a pool

Lagonita Lodge - Heated Indoor Pool/Spa 4
My girlfriend and I loved this place as soon as we stepped in the door. Scott’s place was super clean and very spacious. The view is very beautiful and peaceful. You have a view of the lake and also ducks. My girlfriend and I were pretty cold but the heater and fireplace warmed us up really quick. We were 5 minutes without traffic from the village and 10 minutes with traffic. We would definitely come back!

Beautiful Two-Bedroom Condo Close to The Village
Fred is an amazing person very friendly! The house is super clean me and family had an amazing time you wouldn’t regret it! Check in service amazing that woman Rain super nice love everything about this place!

500 ft to the lifts and your own cozy hot tub
Christine's place was extremely cozy, this was our second time staying here. Very clean, great furniture , perfect location and overall a comfortable home. Christine is also a wonderful host,very accomadating.

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!
We loved staying at this beautiful cottage. Impressed by the attention to detail! Kitchen was stocked with all the essentials and the bed was incredibly comfortable. Elizabeth is a great host, very easy to communicate with. Thank you for the cheese a crackers - we really enjoyed that.

❤️Large & COZY , 6 Bedrooms With 65” Tvs + Pool ❤️
I had a very pleasurable experience staying at John’s! It’s amazing with a big group of people because there are so many rooms with huge couch space where you can hang out depending on the vibe. The place was basically spotless and was equipped with all the essentials. John was responsive and was so helpful with any requests. Would highly recommend staying here!

Big Bear 2 Bdrm Twin Condo Resort
This place was great for our family. We got a unit close to the pool (which is heated, and has a kiddie pool next to it) and spent a lot of time with our daughter going back and forth. It's close enough to The Village that we were able to enjoy the lake, restaurants, and shopping without much of a drive. We will definitely be back!

"Reality Escape" Escape reality w/Spa & Fireplace
It’s only the 2nd time in 3 yrs that I used Airbnb - so I had some issues w/locating and entering. Boris was unfailingly polite, responsive and patient with my questions. (Note: local authority directed me to a waste station charging $15 to take my garbage.) Altogether the place is clean and comfortable as well as convenient. My family thoroughly enjoyed our stay, and wished we could have stayed longer to enjoy the hot tub and the array of entertainment options provided in the cabin. I highly recommend, THANK YOU Boris!

Morongo Star Ranch By Homestead Modern
It’s beautiful, private and quiet. There are so many birds if you’re a bird watcher. We did see a coyote, but heard them every night. Close to Joshua Tree, Yucca Valley and Morongo actually had some very cool shops.
Quick stats about vacation rentals that are family-friendly in Highland
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
640 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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