Family-friendly vacation rentals in Highland

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Highland family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The cabin features a unique A-frame design surrounded by trees, showcasing multiple decks and large windows that invite natural light. A red chair adds a pop of color on the upper deck, while a small potted plant enhances the outdoor space.
Cabin in Idyllwild-Pine Cove
4.97 out of 5 average rating, 181 reviews

Rustic Luxury~Theater Room, 2 King Suites &HotTub

DavidRating, 5 stars1 week ago
Nice private location with gorgeous views. Shelly was extremely responsive, friendly, and helpful.
Guest favorite
The exterior of a rustic cabin is framed by tall trees, showcasing a wooden façade with cream-colored accents. A stone pathway leads to the entrance, which features a set of steps. A wooden railing lines the porch, creating an inviting atmosphere.
Cabin in Big Bear Lake
4.84 out of 5 average rating, 465 reviews

Cozy Big Bear Cabin with Spa Near Skiing & Lake

EvanRating, 5 starstoday
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!
Guest favorite
An outdoor entertainment area is illuminated by soft lighting and a chandelier. A hot tub with underwater lighting and massage jets is positioned alongside a cozy seating arrangement that includes comfortable chairs and a fire pit. A grill is visible nearby, enhancing the outdoor experience.
Home in Lake Arrowhead
4.94 out of 5 average rating, 271 reviews

Exquisite Mountain Home Near Lake and Village

AutumnRating, 5 stars1 week ago
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.
Guest favorite
A modern bedroom features a spacious bed adorned with white linens and a red accent. Framed landscape photographs hang above, complementing the serene atmosphere. A large Jacuzzi tub nearby is elegantly arranged with rose petals, enhancing a romantic setting near a window adorned with natural light.
Cabin in Big Bear Lake
4.95 out of 5 average rating, 887 reviews

Romantic Mountain Escape

MichaelRating, 5 stars2 weeks ago
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.
Guest favorite
A two-story cabin is presented with a green exterior and white trim. Sturdy stairs lead to a covered front porch with wooden railings. A sign is visible near the entrance, indicating a welcoming atmosphere, while tall trees surround the property, enhancing its natural setting.
Cabin in Big Bear Lake
4.73 out of 5 average rating, 399 reviews

Cozy, Private Moonridge Cabin w/ NEW Hot Tub!

DestaniRating, 5 stars1 week ago
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!
Superhost
Home in Big Bear Lake
4.73 out of 5 average rating, 113 reviews

Dylan's Secret Hideaway: Pool Table! Hot Tub!

Coach CraigRating, 5 stars1 month ago
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.
Guest favorite
Cabin in Big Bear Lake
4.89 out of 5 average rating, 343 reviews

Little Bear Cabin in the Woods- Hot Tub+Game Room!

LynnetteRating, 5 stars1 week ago
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.
Top guest favorite
An open living area is highlighted by high cathedral ceilings and a large stone fireplace. Expansive windows offer views of surrounding trees, while a cozy seating arrangement invites relaxation. A dining area can be seen in the background, enhanced by natural light streaming through the windows.
Cabin in Lake Arrowhead
4.98 out of 5 average rating, 151 reviews

Mountain Home w/ Gameroom, Great Views & Spa

TonyRating, 5 stars2 months ago
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

Superhost
The exterior of a vintage cabin is framed by tall trees and lush greenery. A stone pathway leads to the entrance, flanked by a natural landscape featuring a mixture of plants and red mulch. The cabin's two-story design is complemented by green balconies and a wooden porch.
Cabin in Wrightwood
4.98 out of 5 average rating, 375 reviews

Wrightwood Cozy Cabin! WoodFireplc|BBQ|Fenced Yard

BrittneyRating, 5 stars1 week ago
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.
Superhost
A chalet is nestled among tall trees, featuring a wrap-around deck with an umbrella over a dining area. A stone path leads to a seating area with four chairs, surrounded by a natural landscape, creating a serene outdoor space.
Chalet in Crestline
4.85 out of 5 average rating, 203 reviews

Private cabin w wraparound deck at Lake Gregory

SarahRating, 5 stars2 weeks ago
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.
Superhost
A bathroom is displayed featuring a spacious vanity with a large mirror above it. A bathtub with a shower curtain is visible, along with a toilet. Natural light enters through a small window. A blue towel hangs on a rod, complementing the neutral color scheme.
Cabin in Lake Arrowhead
4.92 out of 5 average rating, 147 reviews

Lake Arrowhead Forested Modern A-Frame Cabin

DanielRating, 5 stars1 month ago
Jose was an awesome host! Home felt like home, very comfortable and relaxing in a great location. Highly recommend this place 😀
Superhost
A cozy fireplace with a brick surround serves as the focal point of the living area, with soft flames providing warmth. Decorative cushions are scattered around, and a wooden coffee table is placed nearby, offering a welcoming space for relaxation.
Cottage in Big Bear
4.79 out of 5 average rating, 285 reviews

BEST VALUE BIG BEAR-QUIET-COZY-PET FRIENDLY WIFI

ConnieRating, 5 stars2 months ago
was a great place and we had great time, he was always responsive when needed, we look forward to coming back again
Superhost
The bathroom features a light-colored countertop with a sink and two mirrors mounted above it. Dark wood cabinetry offers storage space, while brown towels hang neatly on the wall. A toilet and a shower area are also visible in the well-lit space.
Cabin in Big Bear Lake
4.82 out of 5 average rating, 733 reviews

Steps to Snow Summit. Park free & Walk

ChadRating, 5 stars2 weeks ago
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.
Superhost
A welcoming living area features a stone fireplace with a wooden mantel, complemented by two stylish chairs and a large coffee table. A modern TV is mounted above a wooden console. Natural light filters through the windows, creating a warm atmosphere with wooden beams overhead.
Cabin in Lake Arrowhead
4.96 out of 5 average rating, 331 reviews

🌿 A Peaceful Getaway in Lake Arrowhead! 🌿

Jo AnnRating, 5 stars3 weeks ago
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!
Superhost
Cabin in Lake Arrowhead
4.97 out of 5 average rating, 194 reviews

Light soaked & dog friendly 2400 sq ft Aframe

MichaelRating, 5 stars4 months ago
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!
Superhost
A charming cabin sits nestled among towering pine trees, showcasing a well-maintained front porch with a wooden railing. The exterior features a mix of warm earth tones, with a small statue of a bear adding a rustic touch to the landscaped yard.
Cabin in Big Bear Lake
4.88 out of 5 average rating, 207 reviews

OASISinWoodsStepstoLakeLgFencedYd4DogsSpaBocceBall

ChelseaRating, 5 stars2 months ago
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

Superhost
Villa in Big Bear Lake
5 out of 5 average rating, 5 reviews

Lagonita Lodge - Heated Indoor Pool/Spa 4

AlexRating, 5 stars16 months ago
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!
Superhost
A colorful playground features multiple slides and climbing structures, designed for children's enjoyment. Surrounding trees provide shade, and a grassy area is visible in the background. Safety mats are installed on the ground to ensure a safe play environment.
Apartment in Big Bear Lake
4.83 out of 5 average rating, 35 reviews

Beautiful Two-Bedroom Condo Close to The Village

MireyaRating, 5 stars15 months ago
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!
Top guest favorite
An outdoor area features a green picnic table and a charcoal grill set on a concrete slab. Surrounding greenery includes various trees and bushes, with a wooden fence that provides a natural, secluded backdrop.
Townhouse in Big Bear Lake
4.9 out of 5 average rating, 201 reviews

500 ft to the lifts and your own cozy hot tub

IrisRating, 5 stars2 weeks ago
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.
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, 307 reviews

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

JoannaRating, 5 stars1 month ago
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.
Guest favorite
A stylish living area features a spacious brown leather sectional and unique wooden coffee tables. Natural light filters through a window with blinds, illuminating the artwork on the back wall. An elegant accent chair adds an inviting touch to the layout.
Home in Fontana
4.94 out of 5 average rating, 209 reviews

❤️Large & COZY , 6 Bedrooms With 65” Tvs + Pool ❤️

AshleyRating, 5 stars4 weeks ago
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!
Superhost
A colorful playground features multiple slides and climbing structures, surrounded by a bed of mulch. Tall trees provide shade, and green grass forms the backdrop. The area is enclosed by a low fence, offering a safe play space for children.
Apartment in Big Bear Lake
4.83 out of 5 average rating, 18 reviews

Big Bear 2 Bdrm Twin Condo Resort

ValerieRating, 5 stars84 months ago
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!
Superhost
A cozy cabin is framed by tall pine trees, featuring a front deck with wooden railings. The charming exterior displays decorative elements, and a gravel path leads to the entrance. A vehicle is parked in the foreground, enhancing the inviting feel of the space.
Home in Big Bear
4.65 out of 5 average rating, 71 reviews

"Reality Escape" Escape reality w/Spa & Fireplace

AmyRating, 5 stars1 week ago
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!
Superhost
A vibrant orange sofa is positioned in a bright living area, complemented by blue and patterned pillows. Two lamps provide soft lighting on either side, while artwork adorns the walls, creating an inviting space that connects to the open kitchen in the background.
Home in Morongo Valley
4.81 out of 5 average rating, 282 reviews

Morongo Star Ranch By Homestead Modern

ShandiRating, 5 stars1 month ago
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

Destinations to explore