Family-friendly holiday 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.

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Guest favourite

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!

23–30 Jul

₹20,176 per night

Guest favourite

Cabin in Crestline

4.87 out of 5 average rating, 237 reviews

Cozy Cabin in Crestline/Lake Gregory

Cozy Mountain Cabin located in the sleepy town of Crestline. Lake Gregory is a 5 min drive. Close to all shops and activities. Nicely decorated mountain retreat sure to please most families. The cabin has a gas fireplace, entertainment options, and a backyard with a fire pit and bbq grill. The town of Crestline and Lake Gregory has many shops, restaurants and a bowling alley nearby. Lake Arrowhead is 20 mins away. Big Bear and other resorts are about 40 min drive. SORRY BUT NO PETS ALLOWED.

5–12 May

₹9,450 per night

Guest favourite

Guest house 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!

26 Jul – 2 Aug

₹10,855 per night

Guest favourite

Cabin in Big Bear

4.94 out of 5 average rating, 561 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.

13–20 Sep

₹6,169 per night

Guest favourite

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

30 Sep – 7 Oct

₹15,966 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!

24 Jun – 1 Jul

₹7,025 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.

10–17 Dec

₹9,126 per night

Guest favourite

Cabin in Running Springs

4.98 out of 5 average rating, 258 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

28 Dec – 4 Jan

₹20,374 per night

Guest favourite

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.

12–19 Jan

₹7,349 per night

Guest favourite

Cabin in Lake Arrowhead

4.99 out of 5 average rating, 566 reviews

Lake Arrowhead Holiday Hideaway-2 Blocks From Lake

This charming 1920s Lake Arrowhead cottage-style home is located in the exclusive neighborhood of The Palisades, amidst a serene alpine setting with ridgeline views & peeks of the lake. Our 3 rules: no smoking (thank you) no pets (sorry, no exceptions.) no grilling or bonfires (we're surrounded by trees!) Check-in: 3pm, Check-out: 11am Note: There is designated parking for up to 2 vehicles.

7–14 May

₹10,020 per night

Guest favourite

Guest suite in Riverside

4.87 out of 5 average rating, 237 reviews

💙COZY⭐️Kitchen⭐️Laundry⭐️ 55”SMART TV/Private Entry

A self-contained Studio attached to a single-family residence but separate from the main house. This is not a shared unit. Only you will have access to the space. The studio offers high-speed internet, king size bed, 55” smart TV w/ NETFLIX, hairdryer, private laundry area (washer and dryer just for you), extra large bathroom & a little eating area.

5–12 Jul

₹7,608 per night

Guest favourite

Guest house in Rancho Cucamonga

4.89 out of 5 average rating, 477 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. The stand alone air system only serves the Suite.

7–14 Jul

₹8,089 per night