Pet-friendly holiday rentals in Highland

4.94 out of 5 average rating, 175 reviews

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

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😀

Outdoor spacesPetsCondition

4.9 out of 5 average rating, 124 reviews

Home in Redlands

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.

Outdoor spacesWalkabilityDecor

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.

4.94 out of 5 average rating, 228 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.

WalkabilityOutdoor spacesSolo travel

4.99 out of 5 average rating, 270 reviews

Guest suite in Crestline

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 spacesPetsFamily

4.99 out of 5 average rating, 137 reviews

Cabin in Big Bear Lake

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!

WalkabilityPetsQuiet

4.97 out of 5 average rating, 147 reviews

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

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.

PetsOutdoor spacesWi-Fi

4.88 out of 5 average rating, 182 reviews

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

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!

Outdoor spacesWalkabilityAccuracy

4.93 out of 5 average rating, 137 reviews

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

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).

WalkabilityPetsComfort

4.91 out of 5 average rating, 169 reviews

Home in San Bernardino

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.

Outdoor spacesPetsAccess

4.99 out of 5 average rating, 185 reviews

A private outdoor space is surrounded by tall trees, featuring a new hot tub illuminated softly in blue. Cozy seating areas with comfortable chairs and a patterned rug provide a perfect setting for relaxation. The inviting entrance to the cabin is visible in the background.

Cabin in Running Springs

Romantic Hot tub • Fireplace | Near Snow Valley

Welcome to The Den, a 1960s cabin reimagined by LBL Design Co. This moody, romantic retreat blends almond-blasted ceilings, warm wood tones, and modern finishes — complete with a private hot tub under the pines. Perfectly centered in the San Bernardino Mountains, it’s your base for snow days, trail adventures, and slow, cozy nights by the fire. Sip wine on the deck, roast s’mores under the stars, and unwind beside the glowing fireplace on our plush velvet sofa.

Outdoor spacesPetsHot tub

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.

4.97 out of 5 average rating, 149 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!

Outdoor spacesWalkabilityLocation

Guest suite in San Bernardino

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.

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.

Getting aroundLocationKitchen

4.94 out of 5 average rating, 104 reviews

Popular amenities for Highland pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.92 out of 5 average rating, 227 reviews

A modern kitchen featuring a large island with bar seating. Sleek dark cabinetry contrasts with light countertops and stainless steel appliances. The open design connects to a spacious living area, with steps leading to the upper level visible in the background.

Home in Riverside

King Bed, Renovated. Heated Swimspa.sleeps upto 16

WalkabilityOutdoor spacesDecor

4.98 out of 5 average rating, 122 reviews

A spacious pool area is showcased with a clear blue pool reflecting the evening sky. Surrounding the pool are lounge chairs and a dining table with an umbrella for shade. The house features large windows that invite natural light, enhancing the outdoor living experience.

Home in Riverside

Tesla EV Charger, 2 KING BEDs, 3 minute to UCR

PetsWalkabilityBathroom

Home in Downtown Riverside

The blue cottage features a welcoming exterior with large windows allowing warm light to shine through in the evening. A well-maintained lawn surrounds the home, accentuated by shrubs and small trees, creating an inviting atmosphere for guests.

Private backyard - Walk to Downtown - Pet friendly

Outdoor spacesWalkabilityLocation

4.92 out of 5 average rating, 159 reviews

4.95 out of 5 average rating, 117 reviews

A wooden picnic table is positioned beside a gently flowing creek, surrounded by lush greenery and trees. Sunlight filters through the leaves, casting dappled shadows on the rocks and water, creating a serene and inviting outdoor space.

Home in Lytle Creek

Creek House - Water Front

Outdoor spacesWalkabilityLocation

4.92 out of 5 average rating, 184 reviews

Home in Lake Arrowhead

Peaceful A-Frame-Walk to Village & Lake - New AC

WalkabilityPetsLaundry

4.9 out of 5 average rating, 114 reviews

A multi-level home is nestled among trees in a serene outdoor setting. A flat, well-kept grass area is visible, set against a backdrop of lush greenery. A red umbrella provides a pop of color on the deck, enhancing the outdoor living space.

Home in Crestline

Walk to Lake|Fenced Yard|Sleeps 8!

Outdoor spacesWalkabilityCheckout

4.84 out of 5 average rating, 243 reviews

An entertainment area is highlighted by a billiard table centered in the space. Comfortable seating is arranged around the table, with a vintage fireplace located beside it. Natural light enters through the window, and a chalkboard and dining setup are visible in the background.

Home in Fontana

🥳Pub Style Family-Friendly Entertainment Paradise💯

Outdoor spacesWalkabilityLayout

4.92 out of 5 average rating, 182 reviews

A collage of images showcasing the property. A spacious living area is displayed with high ceilings and views of the surrounding trees and lake. The colorful ball pit adds a playful element to the kid-friendly loft, along with a cozy bedroom featuring a large bed and wooden accents.

Home in Lake Arrowhead

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

Outdoor spacesWalkabilityValue

Pet-friendly home rentals with a pool

4.99 out of 5 average rating, 340 reviews

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.

Guesthouse in Redlands

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

WalkabilityOutdoor spacesLayout

4.94 out of 5 average rating, 172 reviews

A spacious outdoor pool is surrounded by a concrete patio and palm trees, providing a relaxing area for guests. The lush greenery and well-maintained landscaping enhance the outdoor setting, while the house features a tiled roof and large windows that allow natural light.

Home in Riverside

Charming 5 bed, 3 bath home with pool

Outdoor spacesPetsLong stay

4.9 out of 5 average rating, 127 reviews

An outdoor living space features a large pool surrounded by sun loungers, with a cozy fire pit area nearby. The two-story estate is visible in the background, showcasing a blend of modern and rustic elements against a backdrop of mountainous scenery.

Home in Cherry Valley

Vineyard Retreat, Pool & Amazing Views!

PetsWalkabilityIndoor spaces

4.86 out of 5 average rating, 588 reviews

Cabin in Big Bear Lake

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

WalkabilityPetsComfort

4.95 out of 5 average rating, 200 reviews

A comfortable living area features a brown sofa and two green chairs arranged around a circular black table. Light streams through sheer curtains, enhancing the warmth from a fireplace. Decorative plants and a subtle lamp complete the inviting space.

Condo in Big Bear Lake

Casita Condo | Jacuzzi | 3mi to slopes

PetsWalkabilityLayout

4.9 out of 5 average rating, 228 reviews

The guest house features a welcoming entrance with a decorative front door and a small chair positioned by the entrance. Lush greenery surrounds the exterior, with tropical plants and palm trees enhancing the natural landscape. A clean pathway leads to the doorway.

Guesthouse in Colton

Oasis in the canyon

Outdoor spacesPetsAmenities

4.94 out of 5 average rating, 131 reviews

Condo in Big Bear Lake

Lakefront Walk 2 Village, Dock Access & Pets

PetsWalkabilityParks

4.92 out of 5 average rating, 377 reviews

The kitchen features a spacious countertop with gold pendant lights above. White cabinetry complements the granite surface. Floating wood shelves display glassware, while a stone accent wall adds texture. A stainless-steel dishwasher and modern sink enhance functionality, and a mounted television is positioned nearby.

Condo in Big Bear Lake

Modern Farmhouse Condo steps from Lake | Jacuzzi

Outdoor spacesPetsHiking

Private, pet-friendly home rentals

4.97 out of 5 average rating, 114 reviews

Cozy Updated Cabin w/ Views, Walk to Lake Gregory

Outdoor spacesWalkabilityCondition

4.83 out of 5 average rating, 252 reviews

Cabin in Lake Arrowhead

Vacation Party Snow fishing Hiking Pickleball Wine

Outdoor spacesPetsPool

4.88 out of 5 average rating, 389 reviews

A+ Alpine A-Frame | Hot Tub+Views | 95 Min from LA

WalkabilityOutdoor spacesFamily

4.97 out of 5 average rating, 266 reviews

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 Lake

Modern Swiss Chalet | Sweeping Views | Hot Tub

PetsWalkabilityBathroom

4.92 out of 5 average rating, 136 reviews

A private hot tub is situated under a wooden overhang, surrounded by rustic wooden fencing. The bubbling water invites relaxation, while greenery peeks through the open spaces of the fence. Natural light pours in, highlighting the tranquil setting.

Cabin in Lake Arrowhead

Peaceful Mountain Retreat

Outdoor spacesPetsParking

4.89 out of 5 average rating, 450 reviews

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

1965 Mid-Century A-Frame • Forest Views

Outdoor spacesWalkabilityTV

Cabin in Green Valley Lake

The Best Views and Vintage Cozy Cabin!

PetsOutdoor spacesGetting around

4.95 out of 5 average rating, 184 reviews