
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.

Cozy Quiet Private Rose House laundry cooking
The home is conveniently located next to Highway 210, less than 2 miles from Costco and several business districts; less than 20 minutes from the largest outlet Ten Doors, about 20 minutes from Ontario Airport, 10 minutes from Victoria Garden Mall Leisure Shopping District, 48 miles from Arrow Lake… Comfortable and beautiful garden, quiet and tidy space, fully equipped living space, fully functional private residence, super comfortable latex memory mattress from Costco, cozy rose home for two, welcome😀

The Sugarloaf Shack is Cozy / Dog friendly!
Bring your family & friends to this stylish retreat located just blocks from local trails. With a fully fenced yard, gas fire-pit, gas-BBQ, shaded seating area & picnic table. This cabin has a fully equipped kitchen for holiday dinners and everyday meals. With TV's in each room, you can have time apart to do your own thing. We love dogs and you'll find everything you need so they feel at home too. Bowls, beds, blankets and toys. Wifi, Netflix, Showtime, Disney, Amazon & lots of games to enjoy!

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.

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.

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!

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!

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 Cabin with Stunning Views, Outdoor Firepit
“Skyridge Cabin” is a modern 3-bedroom, 2-bath A-frame retreat in Lake Arrowhead with stunning mountain and desert views. It features two king bedrooms, and a queen with a trundle, accommodating up to 6 guests. Highlights include a wood-burning fireplace (wood provided), a balcony with Adirondack chairs, a fire pit, new Nest-powered AC/heat, games for kids, Google Home, and a Frame Smart TV in the living room. Perfect for a secluded mountain getaway.

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

Private backyard - Walk to Downtown - Pet friendly

The Maple Cottage: family cabin by @themaplecabins

Magical lake house with spectacular views

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

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

Luxury Home w/Private Jacuzzi & Firepit

Under the Pines Hideout with Hot Tub

Pet-friendly Woodland Escape - Sugar Pine Hollow
Pet-friendly home rentals with a pool

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

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

Vineyard Retreat, Pool & Amazing Views!

Snow Summit Townhouse Unit 41

Skyline Escape | Heated Pool & Epic Views

Oasis in the canyon

Ski-In/Ski-Out Remodeled Property at Snow Summit

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

Majestic Log A-Frame | Lake Walk

A-Frame in the Sky - “Rim of the World” Views!

Romantic A Frame w/Eco Organic Bed+Wood Stove

Modern Swiss Chalet | Sweeping Views | Hot Tub

Charming Cabin, Amazing Mountain Views & Hot Tub

HoneyBearCabin: treehouse-feel, w hiking, sledding

NEW! ModernRusticLogCabin-RARE SkiView-Spa-Firepit

Beautiful private guest suite
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,058 GYD | G$24,058 GYD | G$27,406 GYD | G$24,058 GYD | G$24,058 GYD | G$24,058 GYD | G$26,150 GYD | G$29,288 GYD | G$26,778 GYD | G$23,221 GYD | G$23,221 GYD | G$23,012 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$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 870 verified reviews to help you choose

Family-friendly vacation rentals
20 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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- San Bernardino National Forest
- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- Anaheim Convention Center
- Palm Springs Convention Center
- Pechanga Resort Casino
- Disney California Adventure Park
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- Honda Center
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- Angel Stadium of Anaheim
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- Indian Canyons
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- National Orange Show Events Center
- Snow Valley Mountain Resort
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