
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😀

Secluded & Quiet Guest House-Cherry Valley-Morongo
Enjoy the lovely setting of this romantic spot in nature. Secluded and located in a farm area overlooking the San Gorgonio/San Bernardino National Forest/Big Bear mountains and yet just two miles away from the freeway 10. You will love the darkness and tranquility of rural life at night. Close to Oak Glen, Yucaipa, Redlands, Beumont, Banning, San Jacinto wedding venues and outdoor activities. No more CA blackouts with our Tesla battery back up. Free 2-220v level-2 EV charging at your convenience

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.

Secluded A-Frame, Hot Tub, Lake Access
“The Avian” is a 2 bedroom A-frame with king size bed in the loft with a 1/2 bath. The 1st level bedroom has a queen & twin loft bed. Both bedrooms are equipped with AC, blackout curtains, comfortable bedding, additional blankets/pillows and fans. The living room has a wood burning fire place, 4K TV, Record & Bluetooth player, Apple TV, Acoustic Guitar, Blankets and Board Games. Other Amenities include Central Heat, W/D, parking, Hot Tub, outdoor gas fire pits, gas grill and outdoor seating

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!

Single-Story Cabin with Hot Tub, EV Charger & Yard
Welcome to Little Bearfoot Cabin! A 1925 single-story cabin with modern spa-like amenities and separate A-Frame office with fast wi-fi for digital nomads. Luxurious summer camp vibes. Cozy up by the fire pit making s'mores, enjoy al fresco dinners, and relax in the hot tub nestled under towering evergreens. If not outdoors in the amazing yard, enjoy central heat. Less than a mile to lake, Village, and Lake Arrowhead Brewery. Access to walk the private trails. Dog & kid friendly. EV Charger

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

100-Mile View | Romantic Mountain Hideaway
Holly Hill Chalet is curated for romantic interludes and peaceful retreats. While the interior is stylish and cozy, the true star of the show is the view: an ever-changing masterpiece that transitions from golden sunrises to cinematic sunsets. From our expansive patios and park-like garden, you have a front-row seat to the awe-inspiring expanse below. As twilight descends, the horizon transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of mountain magic.❤️

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!

Modern Swiss Chalet | Sweeping Views | Hot Tub
Check out our Winter Promotions! 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)

Private backyard - Walk to Downtown - Pet friendly

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

Forest Views | Fire Pit | BBQ Grill | Cozy Cabin

Great Views, Spa, Game Room, Fam Friendly!

Hilltop Escape | Heated Pool & Epic Views

Creek House - Water Front

Luxury Home w/Private Jacuzzi & Firepit
Pet-friendly home rentals with a pool

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Charming 2BR 1BA Private pool Self check-in

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

Charming 5 bed, 3 bath home with pool

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

Mountain Serenity!

Oasis in the canyon

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

Majestic Log A-Frame Cabin | Walk to Lake

The Maple Haus: family cabin by @themaplecabins

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

Beautiful, private, peaceful guest house

Quiet Upland Guest House Near Claremont & Trails

HoneyBearCabin: treehouse-feel, w hiking, sledding

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

Spacious 2 Bedroom Apt in Downtown Riverside
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$24,051 GYD | G$24,051 GYD | G$27,397 GYD | G$24,051 GYD | G$24,051 GYD | G$24,051 GYD | G$26,142 GYD | G$29,279 GYD | G$26,769 GYD | G$31,370 GYD | G$27,606 GYD | G$28,652 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$8,365 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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- Disneyland Park
- Big Bear Mountain Resort
- Knott’S Berry Farm
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Snow Summit
- Palm Springs Convention Center
- Disney California Adventure Park
- Pechanga Resort Casino
- Mountain High
- Honda Center
- Disneyland Resort
- Palm Springs Aerial Tramway
- National Orange Show Events Center
- Indian Canyons
- Alpine Slide at Magic Mountain
- Tahquitz Creek Golf Resort
- Snow Valley Mountain Resort
- Chino Hills State Park
- Big Bear Alpine Zoo
- Mt. Baldy Resort
- Glen Ivy Hot Springs Spa
- Whitewater Preserve
- Big Morongo Canyon Preserve




