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.

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Guest favourite
Cabin in Running Springs
4.96 out of 5 average rating, 165 reviews

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

Guest favourite
The mid-century A-frame house is surrounded by tall trees, showcasing its distinctive triangular roof and large front window. A spacious deck extends from the house, providing a welcoming entrance, while a gravel driveway leads up to the property.
Cabin in Running Springs
4.88 out of 5 average rating, 409 reviews

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

Guest favourite
Cabin in Crestline
4.94 out of 5 average rating, 141 reviews

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.

Guest favourite
A covered patio is displayed with a striped awning and a wooden table surrounded by colorful seating. A potted plant sits at the center of the table. The natural view of trees and distant mountains creates a serene outdoor environment.
Cabin in Green Valley Lake
4.93 out of 5 average rating, 147 reviews

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.

Guest favourite
A cozy living area features a modern circular coffee table and a white sectional sofa adorned with soft pillows. Large windows provide views of the surrounding greenery. A unique fireplace adds warmth, while a framed artwork of a bull enhances the room's decor.
Cabin in Lake Arrowhead
4.91 out of 5 average rating, 138 reviews

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.

Guest favourite
A person sits at a table with a small vase of flowers, enjoying a scenic view of rolling green mountains and a clear blue sky. The lush landscape extends into the distance, with varying shades of green and hills melting into the horizon.
Guest suite in Crestline
4.99 out of 5 average rating, 243 reviews

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

Top guest favourite
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.
Guest house in Redlands
4.99 out of 5 average rating, 323 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!

Guest favourite
The A-Frame exterior showcases its distinctive triangular structure, framed by a backdrop of trees and snow. Softly glowing lights illuminate the entryway, and the expansive deck features seating, providing a welcoming atmosphere among the serene mountain landscape.
Cabin in Arrowbear Lake
4.96 out of 5 average rating, 300 reviews

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

Superhost
The living room is furnished with a dark brown sectional sofa, a white coffee table, and a pair of armchairs. A television is positioned against a gray wall, while natural light enters through the windows, which are adorned with navy blue curtains. Decorative elements enhance the space.
Home in Amber Hills
4.89 out of 5 average rating, 119 reviews

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!

Guest favourite
A modern living room features a sleek leather sofa and a cozy ottoman centered on a decorative area rug. A stylish light fixture hangs overhead, while a fireplace with an elegant mantel adds warmth. Large windows invite ample natural light, showcasing outdoor views.
Villa in Arrowhead
4.93 out of 5 average rating, 121 reviews

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).

Guest favourite
A spacious deck is shown with comfortable seating arranged to enjoy expansive views of the landscape. The area is surrounded by tall trees, allowing natural light to filter through and offering a serene outdoor escape.
Cabin in Crestline
4.95 out of 5 average rating, 109 reviews

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!

Guest favourite
The A-frame chalet showcases large wall-to-wall glass doors, inviting natural light. A spacious deck with comfortable outdoor seating surrounding a bright orange fireplace offers views of the surrounding wooded landscape and boulders.
Cabin in Big Bear
4.94 out of 5 average rating, 176 reviews

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

When is the best time to visit Highland?

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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
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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!