
Pet-friendly holiday rentals in Highland
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Highland
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Romantic A Frame w/Eco Organic Bed+Late Checkout
Surround yourself in the peacefulness of trees and listen to birds sing @Natures_Lovers_Aframe a True & Authentic 1964 A-Frame Cabin with 21 foot high ceilings, organic bed & wood burning stove & free firewood. Large Deck & Bbq. Romantic for 2, sleeps 4 guests comfortably. 2 Queen bedrooms & 1 bath. Upstairs loft has Avocado Green Organic queen mattress. Easy Self check-in, Fast WIFI (500mbps up/down) , Dog-friendly & access to Level 2 EV Charger. Driveway and lot is flat & easy to park

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!

A-Frame Modern Chalet near Snow Valley + Hot Tub
As you walk up stairs passing native boulders and trees, you see an A-frame cabin in the woods begin to peek out, inviting you. Once upon the front deck, the large pane windows draw you into this spacious, high-ceiling, open-concept cabin. Inside, these same windows that drew you in, will encourage the same gazing now, except outwardly. Tastefully designed and relaxing, you may not want to leave, though Big Bear, and Lake Arrowhead all beckon within 30 mins drive... Welcome to The Scandia 🦌

Designer Cabin at LAKE Gregory- walk to town
A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

The Best Views and Vintage Cozy Cabin!
The most stunning sunset you have ever experienced with a scenic view of Lake Arrowhead in the distance! This rustic cabin sits on the edge of the San Bernardino Mountains, and has everything you need to get away. Green Valley Lake is located at 7200 feet making it the highest village, meaning more snow in winter and cooler temps in the summer. There is a swimming beach w/ lifeguards, boats to rent, and a well-stocked fishing lake 5 minutes away. We’re close to the ski slopes and hikes too.

Wilderness Road A Frame Mountain Cabin
Mid-Century 1960s A-Frame Cabin in Running Springs, California Escape to this stylish A-frame nestled in the trees —perfectly located just 30 minutes to Big Bear, 15 minutes to Lake Arrowhead, and minutes from SkyPark at Santa’s Village, hiking trails and cafés. Two bedrooms on the main floor plus a third bedroom in the loft. Enjoy a fully stocked kitchen and fresh linens and towels. A spacious wraparound deck with seating and a grill—ideal for morning coffee, outdoor dining, and star-gazing.

A-Frame in the Sky - “Rim of the World” Views!
Breathtakingly Gorgeous Views, like nothing you've seen before. EV charger, SAUNA, spa and Views to the Pacific Ocean and Catalina Island. Golden hour sunsets that fade into the city lights for 100 mile views. AFrame in the Sky, sits up high in the clouds and is backed up to the National Forest. Hiking Trails are out your front door. Snow Valley Ski Resort is 10 minutes away and Lake Arrowhead less than five minutes away. Hot Springs, hiking, shopping, fine dining, skiing, snowboarding

Ray of sunshine Cottage.
Cozy and centrally-located home to relax, work, go to the casino, attend concerts or events near by. Down the street (1.2 miles) from Yaamava Resort & Casino. 14 min (6.8 miles) from National Orange Show Event center (NOS). 9 min (4.3 miles) from San Bernardino International Airport. 25 min (25 miles) from Ontario International Airport. Conveniently located as it’s at walking distance to restaurants, Starbucks, retail store; as well as food market, fast food places and more!

LUX 4BR near NOS & Yaamava with Private Backyard
Nestled on the foothills of the San Bernardino Mountains is our luxurious 4BR house, boasting a professionally designed interior that will capture your heart immediately! Only 5-minute drive to downtown, while the top destinations of Lake Arrowhead, Disneyland, and Palm Springs are within an hour's journey. 2300 sq. ft. of space awaits – a 55” HDTV, a foosball table, ultra-fast 500 MB/s Wi-Fi, and access to a private backyard with jacuzzi and BBQ (extra fee need to apply).

IncredibleCityView- Pet&FamFriendly PoolTble-games
Great View Chalet truly has a one-of-a-kind view! This 100 year old cabin boasts a modernized kitchen with a Pool and Ping Pong table for added family fun! Our cozy Chalet has an oversized bedroom with a King sized bed and soaking tub, an additional bathroom provides a shower. Close to downtown Crestline, 1 mi. to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our cabin!

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

Modern Swiss Chalet | Sweeping Views | Hot Tub
Perched on stilts, this modern Swiss chalet is nestled in the mountains of Southern California. Designed with tranquility and comfort in mind, the cabin blends its 1970’s charm while elevating modern luxuries like heated floors, a chef’s kitchen, and wall-to-wall doors. Enjoy all nature has to offer with skiing in the winter, hiking in the summer, and breathtaking views, epic sunsets, and stargazing all year round.
Popular amenities for Highland pet-friendly home rentals
Pet-friendly house rentals

Birchwood A-Frame (walk to village/lake/brewery)

Chic Mountaintop retreat! Hot tub & Sauna

Private backyard - Walk to Downtown - Pet friendly

Lakeview House

Hygge House: AC + hot tub + dog friendly

Fenced Yard, Central AC, Heat, Spa, Sauna, Dogs OK

Forest Views | Fire Pit | BBQ Grill | Cozy Cabin

🥳Pub Style Family-Friendly Entertainment Paradise💯
Pet-friendly home rentals with a pool

Lakefront Walk 2 Village w/ Dock Access & Pets

Charming 2BR 1BA Private pool Self check-in

Charming 5 bed, 3 bath home with pool

DMO 1 Bdr+ Suite. Private Pool, Spa, Luxury & Fun

Vineyard Retreat, Pool & Amazing Views!

Oasis in the canyon

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Norco country private entrance
Private, pet-friendly home rentals

1929 Vintage Cabin in Arrowhead Villas

Pet friendly, Romantic, Fast WiFi, 1m from Village

Lake Chalet- Walk to Lake and Town.

Cozy Monthly Stay :Your Home-Entire Guest House

Beary Romantic Jacuzzi Cabin in the Woods

A-Frame Soul 3 mi. to Ski Resort Arrowbear Lake

Rustic Modern Lake Gregory Cabin Dogs OK

Cabin in the Sky in Pine Cove-Idyllwild
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $200 NZD | $200 NZD | $228 NZD | $200 NZD | $200 NZD | $200 NZD | $217 NZD | $244 NZD | $223 NZD | $261 NZD | $230 NZD | $238 NZD |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°C |
Quick stats about holiday rentals that are pet-friendly in Highland

Total holiday rentals
Explore 30 holiday rentals in Highland

Nightly prices starting at
Highland holiday rentals start at $70 NZD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Highland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highland rentals

4.8 Average rating
Highland stays are highly rated by guests—averaging 4.8 out of 5!
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- Pet-friendly rentals San Bernardino County
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- Disneyland Park
- Knott’S Berry Farm
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Disney California Adventure Park
- Palm Springs Convention Center
- Snow Summit
- Pechanga Resort Casino
- Mountain High
- Honda Center
- National Orange Show Events Center
- Angel Stadium of Anaheim
- Palm Springs Aerial Tramway
- Disneyland Resort
- Indian Canyons
- Alpine Slide at Magic Mountain
- Tahquitz Creek Golf Resort
- Glen Ivy Hot Springs Spa
- Snow Valley Mountain Resort
- Chino Hills State Park
- Big Bear Alpine Zoo
- Whitewater Preserve
- Mt. Baldy Resort




