
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.

A-Frame in the Sky - “Rim of the World” Views!
Breathtakingly Gorgeous Views, like nothing you've seen before. 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 Skiing & Mountain Bike Park 5-Miles Away. Crestline & SkyForest within minutes and Lake Arrowhead less than five minutes away. Hot Springs, hiking, shopping, fine dining & music

Wilderness Road A Frame Mountain Cabin
Mid-Century 1960's A Frame in Running Springs, CA. 30 Minutes to Big Bear, 15 to Lake Arrowhead, and also LOTS to do within minutes of the house including Santa's Village and Sky Park. 2 Bedrooms and a full bathroom are located on the first floor and an additional bedroom is upstairs in the loft. Note that the upstairs room does not have a door but it is private with a wall to block the view from the first floor. Stocked kitchen, linen service for sheets and towels and a large deck w/ Grill

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.

Treetop Modern Cabin Close to Village and Sky Park
Unwind in this cozy, modern Lake Arrowhead cabin with treetop views and a peaceful setting. Perfect for a relaxing retreat, this stylish getaway features all-new appliances, a fully stocked kitchen, comfy queen beds with pillow-top mattresses, luxury linens, down-alternative pillows, and plush blankets. Stay cozy with a Nest thermostat. Nestled in a quiet location with gorgeous views yet close to Lake Arrowhead Village, hiking trails, and local attractions—your perfect mountain escape awaits.

Breathtaking Mountain Views | Romantic Hideaway
Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patios and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic

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!

A-Frame Apogee | Hot Tub · Epic Views · Swing Set
Couples, Families & Mountain Peace Seekers only, please. Perched on stilts and boasting unrivaled mountain and valley views, sits this incomparable A-Frame. Since 1964, this gorgeous example of Mid-Century A-Frame architecture has graced the Arrowbear Lake Valley. In 2022, it completed a full restoration and has since become the standard by which all other A-Frames are measured. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

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 w 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!

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

Figgy Stardust • Spa • Grill

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

Lake & Mountain Views / Pet-Friendly /Trail Nearby

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Great Views, Spa, Game Room, Fam Friendly!

Bright, Beautiful, & Tranquil Riverside Haven

Mountain Serenity!

Under the Pines Hideout with Hot Tub
Pet-friendly home rentals with a pool

Lakefront Walk 2 Village w/ Dock Access & Pets

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

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

Tranquil Retreat | Private Guest Quarters + Pool
Private, pet-friendly home rentals

Magical A-Frame Chalet• Fire Pit• Hot tub • EV

A-Frame of Arrowbear; stunning cabin w/ epic view

Single-Story Cabin with Hot Tub, EV Charger & Yard

HoneyBearCabin: treehouse-feel, w hiking, sledding

Hot Tub • Outdoor Movie & Fire | Pet-Friendly

RetroRainbowAframe-Walk to the Village&Lake Trail!

1930 Cozy One Bedroom Lake Arrowhead Cabin

Cozy Treetop A-Frame• Fireplace •Arcade •King Bed•
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $150 SGD | $150 SGD | $170 SGD | $150 SGD | $150 SGD | $150 SGD | $163 SGD | $182 SGD | $167 SGD | $144 SGD | $144 SGD | $143 SGD |
| 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 $52 SGD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Highland holiday rentals include wifi 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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- Rentals with a fireplace Highland
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- Pet-friendly rentals San Bernardino County
- Pet-friendly rentals California
- Pet-friendly rentals United States
- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- Disney California Adventure Park
- Pechanga Resort Casino
- Honda Center
- Angel Stadium of Anaheim
- Alpine Slide at Magic Mountain
- Mesquite Golf & Country Club
- Indian Canyons
- Palm Springs Aerial Tramway
- Tahquitz Creek Golf Resort
- Dos Lagos Golf Course
- Mountain High
- Big Bear Alpine Zoo
- Big Morongo Canyon Preserve
- Chino Hills State Park
- Indian Canyons Golf Resort
- Mt. Baldy Resort
- Whitewater Preserve
- Palm Springs Air Museum
- Snow Valley Mountain Resort




