
Pet-friendly vacation 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.

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.

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.

Studio in Apple valley
Cozy hilltop Studio on 5 acres Completely private with spectacular day and night views of the valley.. Everything you need is here to enjoy a relaxing sunset or drink your favorite coffee viewing a beautiful sunrise.View the night sky while enjoying a glass of wine. You will feel miles away, yet all store conveniences are just less than 10 minutes away.Come and enjoy the relaxing quietness of Apple Valley. Relaxing little walking trail in front of house .only 4 mins. hill drive to location.

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!

Birchwood A-Frame (walk to village/lake/brewery)
You can search far and wide, and not find an A-frame as impeccably designed as this one. It's one-of-a-kind for Lake Arrowhead and we can't wait for you to experience this gem in person. The beauty of nature surrounding the home perfectly complements the natural elements used within the home. You'll love the feeling of complete tranquility from the moment you walk through the door. We invite you to be our guest and come relax in the mountains. We do not allow fires in the blue fireplace.

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).

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.

Idyllic A-Frame - Lake rights - Hot tub
Relax and get away at this beautiful A-frame that combines the peacefulness of a cozy cabin along with easy access to all that Lake Arrowhead has to offer. Our home has been updated and remodeled while still maintaining the original details that make this A-frame so special. Our home has lake access for registered guests. Please inquire about wristbands if you’d like to use the lake. Featured on Apartment Therapy!

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)
Welcome to Iris & Pine Cottage! Relax among the pines with your drink of choice. Enjoy the local nature, Saturday farmers market, local hikes, and food. Conveniently located: Snow Valley (6 mi), Lake Arrowhead (8.7 mi), Santa's Village (5.7 mi), and Big Bear (12.9 mi). Easy parking, fast WiFi, desk & printer, fireplace, outdoor grill, and deck with string lights. Book now for an unforgettable stay!

Peaceful A-Frame Cabin with Hot Tub Escape
Welcome to the Running Springs Tree House! Nestled in nature, our cozy retreat is the perfect getaway. Ski at Snow Valley—just a 10-minute drive away—or explore trails and seasonal creeks with a short walk to the San Bernardino National Forest. Visit Santa’s Village at Sky Park nearby. After a day of adventure, unwind in the hot tub or cook a meal in our fully equipped kitchen. Relax and rejuvenate!
Popular amenities for Highland pet-friendly home rentals
Pet-friendly house rentals

Thunderbird Cabin - The Family Mountain Getaway!

1923 Wood Street Retreat: Minutes to Downtown

The Maple Cottage: family cabin by @themaplecabins

Mountain Serenity!

Hot Tub - Pet Friendly - Luxury Private Studio

✧ PANORAMIC Views, Pet/Child Friendly, Gameroom! ✧

Kid's Paradise! Ball Pit 2 Lofts Lakeview 5 bd,3ba

Terra Cottage • MidCentury Modern • A Frame • Spa
Pet-friendly home rentals with a pool

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

Norco country private entrance
Private, pet-friendly home rentals

The Best Views and Vintage Cozy Cabin!

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

The little gambrel

A-Frame of Mind • Fenced Yard - Lake Access - AC

B&G Studio Space Guesthouse

3BDModern Unit-NOS/Yaamav/Mtns.

Luxurious Mountain Home I Views + Free Lake Access

Secluded A-Frame, Hot Tub, Lake Access
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$23,983 GYD | G$23,983 GYD | G$27,320 GYD | G$23,983 GYD | G$23,983 GYD | G$23,983 GYD | G$26,069 GYD | G$29,197 GYD | G$26,694 GYD | G$23,149 GYD | G$23,149 GYD | G$22,941 GYD |
| 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 vacation rentals that are pet-friendly in Highland

Total vacation rentals
Explore 30 vacation rentals in Highland

Nightly prices starting at
Highland vacation rentals start at G$8,342 GYD per night before taxes and fees

Verified guest reviews
Over 770 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Highland vacation 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
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
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- Pechanga Resort Casino
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- Honda Center
- Angel Stadium of Anaheim
- Mountain High
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- Big Bear Alpine Zoo
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- Whitewater Preserve
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- Knott's Soak City U.S.A.




