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Pet-friendly vacation rentals in Highland

Find and book unique pet-friendly homes on Airbnb

Quick stats about vacation rentals that are pet-friendly in Highland

  • Total vacation rentals

    Explore 20 vacation rentals in Highland

  • Nightly prices starting at

    Highland vacation rentals start at G$16,702 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,030 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

    20 of Highland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Highland rentals

  • 4.9 Average rating

    Highland stays are highly rated by guests—averaging 4.9 out of 5!

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 favorite
A bright bedroom features a white wooden bed frame adorned with a blue and aqua bedding set. Colorful pillows add a touch of vibrancy. Soft lighting from two bedside lamps creates a warm glow, and a window with blinds allows for natural light to filter in.
Home in North Fontana
4.94 out of 5 average rating, 171 reviews

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😀

PetsOutdoor spacesWifi

Top guest favorite
Home in Redlands
4.9 out of 5 average rating, 124 reviews

House & Barn Historic Beauty •Events & gatherings!

A block from downtown State street. Tall trees line the streets of the historical magic that is Redlands 🍊 ✨I have a sister house! Next door is The Olive Branch. This is perfect for larger parties An inground fire pit is the perfect way to get everyone together & cuddle. Or maybe just night under the stars as the sound from The Redlands Bowl Plays into the yard Spend the day playing poker downstairs in the Carriage house or make your way up the stairs and drift away in to hippie land.

WalkabilityPetsCheck-in

Top guest favorite
Guest suite in Crestline
4.99 out of 5 average rating, 270 reviews

100-Mile View | Romantic Chalet • Dogs Welcome

Holly Hill Chalet is designed 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 dissolves into a sea of twinkling city lights, igniting a garden of whimsical light, chandeliers, and magic.✨

Outdoor spacesPetsLong stay

Guest favorite
The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.
Cabin in Crestline
4.95 out of 5 average rating, 226 reviews

Designer Cabin at LAKE Gregory- walk to shops!

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.

Outdoor spacesWalkabilityLocation

Guest favorite
Cabin in Big Bear Lake
4.99 out of 5 average rating, 136 reviews

The Capricorn Cabin

Welcome to the Capricorn Cabin! Built in 1961, this cozy mid-century modern A-frame cabin in Big Bear blends historic charm with hygge comfort featuring vintage décor, a modern gel-fuel fireplace, vaulted ceilings, and king bed sleeping loft. Located in the historic Big Bear neighborhood Sugarloaf, this cabin is perfect for a romantic getaway, trip with your small family, or solo retreat. Just minutes from the lake, slopes, and village, with easy access by bus. We'd be happy to host you!

Outdoor spacesWalkabilityCleanliness

Guest favorite
A spacious living area showcases high vaulted ceilings and large floor-to-ceiling windows framing expansive views of the mountains. A leather sofa sits atop a light-colored rug, adjacent to a stone fireplace with a warm glow. Rustic chandeliers provide soft ambient lighting, enhancing the inviting space.
Cabin in Lake Arrowhead
4.97 out of 5 average rating, 145 reviews

Modern Cabin with Stunning Views, Outdoor Firepit

Lake Pass Included In Your Stay! “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.

PetsWalkabilityView

Guest favorite
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 Highland
4.88 out of 5 average rating, 181 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!

WalkabilityPetsKitchen

Superhost
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 San Bernardino
4.93 out of 5 average rating, 137 reviews

Stunning 4BR near NOS & Yaamava with Private Yard

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).

PetsWalkabilityNearby

Superhost
Home in San Bernardino
4.91 out of 5 average rating, 169 reviews

Luxury Home w/Private Jacuzzi & Firepit

Welcome to your modern and cozy luxury retreat in San Bernardino, California! This stylish 3-bedroom home is perfect for families, groups, and business travelers looking for comfort, relaxation, and convenience. 💡no parties or events allowed. 💡no loud music during quiet hours 💡quiet hours start at 11 PM Jacuzzi Notice: (MARCH- SEPTEMBER) The jacuzzi is kept cool during summer months for comfort. If you’d like it heated, please request at least 24 hours in advance.

PetsOutdoor spacesHospitality

Top guest favorite
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
4.97 out of 5 average rating, 146 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!

PetsOutdoor spacesValue

Guest favorite
A modern kitchen and dining area features sleek white cabinetry and stainless steel appliances. A spacious island with seating for four stands at the center. Light wood flooring complements the area, while large windows allow natural light to brighten the space.
Guest suite in San Bernardino
4.94 out of 5 average rating, 103 reviews

Clean Modern ADU Close to NOS/ Yaamava/ Big Bear

This beautiful ADU-full-home is perfect for families or groups of up to 6 guests. With a private entrance and free parking, you’ll enjoy the freedom to come and go as you please. This home is minutes from Yaamava, NOS Event Center, Big Bear, or Mount High Ski Resort for summer/winter activities. Great for those going to Coachella, Los Angeles, Anehiem, or Orange County. Smart TV. WiFi. A/C. Washer and Dryer. Kitchen. Self Check-in. Close to freeways.

BathroomDecorWifi

Top guest favorite
A charming cabin is nestled among trees, featuring a warm exterior and large windows. A wooden deck surrounds a circular hot tub, ready for relaxation. The setting sun casts a soft glow, highlighting the natural landscape surrounding the home.
Cabin in Running Springs
4.97 out of 5 average rating, 422 reviews

Glen Oak Rim | Hot Tub · Game Room · Epic Views

Couples, Families, & Mountain Peace Seekers only, please. Located at the base of a steep private drive and overlooking the San Bernardino Basin sits this stunning California family cabin. Originally constructed in 1965, the dwelling's Mid-Century details have been lovingly restored while not forgetting a single modern amenity. Brilliantly designed by SoCalSTR® | IG: @ "Top 1%" local market performer according to AirDNA

PetsOutdoor spacesLayout

Popular amenities for Highland pet-friendly home rentals

Private, pet-friendly home rentals

Guest favorite
A shaded deck presents a series of dark wicker lounge furniture with blue cushions, facing a tranquil lake. Tall trees surround the area, offering a sense of privacy while enhancing the natural beauty of the serene landscape.
Cabin in Green Valley Lake
4.87 out of 5 average rating, 104 reviews

Lakefront at Green Valley Lake

WalkabilityOutdoor spacesAir conditioning

Top guest favorite
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
4.89 out of 5 average rating, 449 reviews

1965 Mid-Century A-Frame • Forest Views

WalkabilityPetsAccuracy

Guest favorite
Cabin in Big Bear Lake
4.99 out of 5 average rating, 116 reviews

Running Wolves Lodge: Slope Views, Gym, Spa, Pets

Outdoor spacesWalkabilityIndoor spaces

Top guest favorite
Cabin in Lake Arrowhead
4.99 out of 5 average rating, 159 reviews

Enclosed Backyd; Walk 2Lake; Fire Pit, EV Charger

Outdoor spacesWalkabilityLayout

Top guest favorite
A snow-covered exterior of a multi-garage property is depicted, featuring a light green facade and three peaked windows. Snow drifts accumulate around the base, obscuring the ground, while trees in the background are blanketed in white. Soft light peeks through the clouds.
Guesthouse in Running Springs
4.96 out of 5 average rating, 151 reviews

New secluded apt nestled amongst tall pine trees

Outdoor spacesPetsFamily

Top guest favorite
Cabin in Lake Arrowhead
4.93 out of 5 average rating, 146 reviews

Lakeview House w/ Hot Tub, Game Room & Guest House

WalkabilityPetsComfort

Guest favorite
Place to stay in Green Valley Lake
4.96 out of 5 average rating, 126 reviews

A Frame-Hot Tub-GameRoom-Lake Walkable-BBQ

Outdoor spacesPetsSolo travel

Top guest favorite
Cabin in Green Valley Lake
4.95 out of 5 average rating, 184 reviews

The Best Views and Vintage Cozy Cabin!

WalkabilityOutdoor spacesSleep quality

When is the best time to visit Highland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,470 GYDG$24,009 GYDG$29,646 GYDG$27,976 GYDG$36,327 GYDG$32,569 GYDG$26,097 GYDG$29,228 GYDG$26,723 GYDG$31,316 GYDG$27,558 GYDG$28,602 GYD
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