Family-friendly vacation rentals in Hesperia

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Hesperia

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

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Guest favorite

Guesthouse in Upland

4.99 out of 5 average rating, 210 reviews

Claremont College Close - Private Upstairs Cottage

CHECK OUT OUR REVIEWS! Guest House Is A Totally Separate Upstairs Cottage W/Living Room/Kitchenette/Bedroom/Bathroom/Washer/Dryer/Private Entry. You Never Meet The Owners. Located At The Foot Of The Mountains. Just 5 Miles To Claremont Colleges Which Is The Majority Of Our Guests. Great Hiking Trails. 37 Miles To Disneyland, 10 To Ontario Airport, 55 To LAX Airport, 42 To LA, 8 To Mt. Baldy, 61 To Big Bear, 50 To Newport Beach. It's So Nice You Won't Want To Leave. Long Term Renters Considered.

Oct 14 – 21

R3,204 ZAR per night

Guest favorite

Cabin in Rimforest

4.96 out of 5 average rating, 390 reviews

Fort Black Bear w/ Hot Tub - Lake Arrowhead

Our chic mountain retreat is everything you'd want in your Lake Arrowhead getaway. Beautiful wood cathedral ceilings accent the views of trees, boulders and peeks of the city lights far below. The expansive great room is anchored by a stone fireplace, wrap around sectional and large inviting dining area. A fully outfitted cook's kitchen, roman tub with picture window, king size bed and large dining table make this the ultimate retreat. Enjoy the cedar clad hot tub set next to massive boulders!

Jul 9 – 16

R4,582 ZAR per night

Guest favorite

Cabin in Hesperia

4.93 out of 5 average rating, 144 reviews

Little Horsethief Hideaway at Silverwood Lake

This custom built home with spectacular views sits on 7 acres raised above the Summit Valley. Just under an hour away from most of LA and OC, this property makes an easy Hideaway for the entire family. Outside activities include ON PROPERTY hiking, LESS THAN 5 mi away great fishing/boating at Silverwood Lake with boat/jet-ski rentals and off-roading on Cleghorn Rd, NEARBY hiking are trails to water falls, the PCT, hot springs and LESS THAN 23 mi is winter skiing/summer disc golf at Mt High .

Aug 7 – 14

R7,235 ZAR per night

Guest favorite

Guesthouse in Redlands

4.99 out of 5 average rating, 278 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!

Feb 15 – 22

R2,102 ZAR per night

Guest favorite

Cabin in Lake Arrowhead

4.98 out of 5 average rating, 135 reviews

Mountain Cabin w/ Gameroom, Great Views & Spa

Recently remodeled large family home styled with modern mountain decor that captures the true beauty and serenity of the mountains. Experience the change in seasons, each with its own beauty. Take in the floor to ceiling views of the evergreens and the golf course from the main level and large upper deck. Enjoy the large game room and family rooms or take to the outdoors on one of the two decks where you can grill, dine, hot tub, or gaze at the stars. You won't want to leave this home!

Apr 16 – 23

R11,074 ZAR per night

Guest favorite

Cabin in Twin Peaks

4.97 out of 5 average rating, 272 reviews

A/C, Jacuzzi, Huge Fenced Back Yard, Dog Friendly

~ Rustic 750 Sq. Ft cabin. Dog Friendly, fully fenced, beautiful lighting throughout. 8 min to Lake Arrowhead & Lake Gregory ~ Attending a Wedding at the Pine Rose? We are next door! ~ Walking distance to a small market and the best restaurant on the mountain (The Antler Grill) ~ Romantic wood burning fireplace. Central heat & A/C, 65" TV, cable & internet ~ Backyard gas BBQ , 3 person Jacuzzi (2 seat, 1 lounge) hammock, horseshoes & outdoor shower (Indoor as well) ~ Easy parking

Aug 16 – 23

R3,626 ZAR per night

Superhost

Cabin in Green Valley Lake

4.84 out of 5 average rating, 278 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!

Jun 17 – 24

R1,597 ZAR per night

Superhost

Chalet in Crestline

4.86 out of 5 average rating, 178 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.

Oct 16 – 23

R2,077 ZAR per night

Guest favorite

Cabin in Rimforest

4.91 out of 5 average rating, 552 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 a lovely location 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.

Mar 4 – 11

R1,488 ZAR per night

Guest favorite

Cabin in Big Bear

4.98 out of 5 average rating, 330 reviews

Hilltop Boulder Shack | Hot Tub · King Bed · Views

Couples, Families, & Mountain Peace Seekers only, please. Nestled in a massive collection of San Gorgonio boulders sits this gorgeous 1961 Mid-Century skier’s cabin. In 2021, the Hilltop Boulder Shack was completely rebuilt and reimagined as the perfect home-base for whatever your Mountain dreams are made of. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

Jan 15 – 22

R5,640 ZAR per night

Guest favorite

Cabin in Lake Arrowhead

4.95 out of 5 average rating, 266 reviews

Spectacular Lake Views-Twin Bay Lodge! Lake Access

Million Dollar Lake and Mountain Views at "TWIN BAY LODGE" from the moment you step inside! Soaring cathedral ceilings with floor to ceiling windows bring the spectacular views of Lake Arrowhead inside, filling the entire room. * 3.7 Miles to Arrowhead Village. * Ample level parking for 3 cars. Early and late check-outs may be available for an additional fee if we don't have a turnover.

Jul 14 – 21

R7,988 ZAR per night

Guest favorite

Guesthouse in Hesperia

4.93 out of 5 average rating, 115 reviews

Private CASITA near Hesperia Lake

This property is nested in completely quiet and enjoyable neighborhood. Good sized CASITA with separate access. Furnished with a queen bed, one sofa bed, one multi-purpose table and private bathroom with large shower. Great place to relax or have lots of fun!!! Due to the coronavirus, we’re taking extra steps to clean and sanitize frequently touched surfaces between reservations.

Aug 25 – Sep 1

R1,590 ZAR per night