Pet-friendly holiday rentals in Highland

4.95 out of 5 average rating, 166 reviews

Cabin in Crestline

Cozy Mountain 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.

Cabin in Green Valley Lake

A covered patio is displayed with a striped awning and a wooden table surrounded by colorful seating. A potted plant sits at the center of the table. The natural view of trees and distant mountains creates a serene outdoor environment.

4.94 out of 5 average rating, 158 reviews

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.

4.98 out of 5 average rating, 130 reviews

The exterior of the studio is illuminated by string lights, creating a warm ambiance at dusk. A fenced area features a covered patio with dining chairs and a small table, while the structure is surrounded by natural landscaping and hills in the background.

Home in Apple Valley

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.

A cozy living area features a modern circular coffee table and a white sectional sofa adorned with soft pillows. Large windows provide views of the surrounding greenery. A unique fireplace adds warmth, while a framed artwork of a bull enhances the room's decor.

4.9 out of 5 average rating, 154 reviews

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.

4.99 out of 5 average rating, 334 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.

Guest house in Redlands

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!

4.97 out of 5 average rating, 304 reviews

The entrance features a welcoming door with glass accents, flanked by a light fixture. A small bench is placed on the wooden deck, complemented by a carved bear statue atop a stump, surrounded by trees that provide a natural backdrop.

Cabin in Big Bear

The 717 - Upper Moonridge - VERY Close to Resorts!

Close to everything! A homestyle cabin with two bedrooms and two full bathrooms in Upper Moonridge. Located within minutes of Bear Mountain, Snow Summit, Big Bear Lake, fishing spots, national forest, hiking, biking, 4x4 trails, and “The Village”. We have parking for two vehicles, free WiFi, coffee, water, and many other amenities. We also have a fireplace, a Wii game console and a foosball table. This cabin is perfect for two couples or a small family who are looking for a peaceful getaway.

4.9 out of 5 average rating, 141 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 Amber Hills

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!

4.93 out of 5 average rating, 126 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 Arrowhead

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).

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.

4.96 out of 5 average rating, 105 reviews

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.

4.97 out of 5 average rating, 189 reviews

A cabin nestled among trees displays a well-structured exterior with a spacious deck leading to the entrance. Soft lighting illuminates the doorway, while adjacent seating enhances the outdoor space. The natural surroundings provide a sense of seclusion, highlighting a peaceful retreat setting.

Cabin in Twin Peaks

Sunshine Peak at Twin Peaks, 3bd Lake Arrowhead

Welcome to your cozy getaway. Here you will find that peace inherent to a natural setting. Sitting atop a small hill, find yourself closer to tree lined sunsets. In addition to that natural setting, high speed Wi-Fi, blender, microwave, coffee maker, television, and washing facilities are available. A 50 ft deck and propane grill offers a setting for outdoor meals. A smart television is provided to access your account and pickup where you left off.

4.83 out of 5 average rating, 515 reviews

The living area features a high A-frame ceiling with wood paneling, large windows allowing natural light, and a wood-burning fireplace surrounded by a circular hearth. A modern yellow sofa contrasts with dark wood furniture, and a spiral staircase leads to the loft above.

Cabin in Arrowbear Lake

Quaint & Cozy A frame by the Lake! Serine getaway

Our serene and cozy A frame cabin is the perfect blend of rustic and modern comfort; tucked away on a quaint private street, nestled among tall pine and oak trees, this is a place to relax and recharge while enjoying the convenient proximity to beautiful snow play resorts, hiking and biking trails, Big Bear Lake, Green Valley Lake, Lake Arrowhead, Lake Gregory, Snow Valley, Sky Park (Santa's Village) and many other attractions.

4.91 out of 5 average rating, 173 reviews

A unique barrel sauna is positioned on a stone path, surrounded by tall trees. Softly glowing string lights are hung above, illuminating the area near the entrance. The structure features a wooden exterior with a welcoming entryway, providing a serene atmosphere for relaxation.

Home in Running Springs

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!

Popular amenities for Highland pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 213 reviews

A comfortable living room is depicted, featuring a dark sofa and an armchair positioned around a low coffee table. A decorative fireplace is highlighted, with light streaming through the windows. A doorway leads to the exterior, complemented by a welcoming entrance area.

Home in Wood Streets

1923 Wood Street Retreat: Minutes to Downtown

4.93 out of 5 average rating, 139 reviews

Home in Lake Arrowhead

Birchwood A-Frame (walk to village/lake/brewery)

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.

4.9 out of 5 average rating, 132 reviews

Private backyard - Walk to Downtown - Pet friendly

4.95 out of 5 average rating, 130 reviews

The exterior of the A-frame cabin is showcased amid tall trees, with large windows reflecting natural light. A wooden deck is visible, enhancing the connection to the surrounding landscape, while fall foliage adds warmth to the scene.

Home in Lake Arrowhead

Dragonfly Landing *Lake Access *Dog Friendly*Spa*

4.97 out of 5 average rating, 217 reviews

A spacious terrace extends alongside the home, offering unobstructed views of the lake and surrounding hills at sunset. Subtle lighting illuminates the area, while a pair of outdoor chairs provides a cozy spot to enjoy the serene backdrop.

Home in Crestline

Magical lake house with spectacular views

4.98 out of 5 average rating, 121 reviews

A charming blue house is surrounded by tall trees, featuring a bright red front door. An artificial grass yard offers a lush appearance, complemented by smooth stones that line the pathway. The front porch, adorned with white railings, invites relaxation and outdoor enjoyment.

Home in Big Bear Lake

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

4.94 out of 5 average rating, 118 reviews

A bubbling hot tub is viewed from the edge, with a patio area visible in the background. Soft lighting highlights the space, and a modern TV is mounted on the wall, adding to the cozy ambiance of the outdoor setting.

Home in San Bernardino

Luxury Home w/Private Jacuzzi & Firepit

4.85 out of 5 average rating, 164 reviews

A gaming area features a retro Pac-Man arcade game alongside a classic jukebox. Discoballs hang from the ceiling, reflecting light across the room. A shelf displays various books, complementing the colorful design and inviting atmosphere.

Home in Running Springs

Under the Pines Hideout with Hot Tub

Pet-friendly home rentals with a pool

Apartment in Big Bear Lake

The living room features a comfortable seating area with a natural stone fireplace and a media console. A large flat-screen TV displays a serene lake view. Natural light floods the space through sliding glass doors leading to a balcony with lakefront views.

4.95 out of 5 average rating, 114 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

Apartment in Big Bear Lake

An open kitchen features modern cabinetry and stainless steel appliances, including a microwave and refrigerator. A breakfast bar with four stools provides seating. Pendant lights hang above the counter, while a wooden shelf displays potted plants. Light colors and wood accents create a welcoming atmosphere.

4.89 out of 5 average rating, 199 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

4.96 out of 5 average rating, 275 reviews

A serene outdoor space features a well-maintained pool surrounded by lounge chairs and umbrellas. Stone steps lead to a home with a large patio. A gazebo is visible, enhancing the setting with additional outdoor seating.

Guest suite in Oak Hills

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

4.99 out of 5 average rating, 117 reviews

Home in San Bernardino

Hilltop Escape | Heated Pool & Epic Views

4.9 out of 5 average rating, 220 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.

Guest house in Colton

Oasis in the canyon

4.93 out of 5 average rating, 181 reviews

A serene pool area is illuminated by soft blue lights under a night sky, surrounded by lush greenery and potted plants. Comfortable seating options are available, enhancing the inviting ambiance created by string lights overhead.

Guest suite in Riverside

Tranquil Retreat | Private Guest Quarters + Pool

Apartment in Big Bear Lake

The bedroom features a queen bed with a red and black checkered blanket. A mirror wardrobe is visible, reflecting light from the nearby window. Wooden floors add warmth, and a wooden side table holds two lamps. A rustic decorative element is mounted on the wall above the bed.

4.91 out of 5 average rating, 209 reviews

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

4.97 out of 5 average rating, 263 reviews

A welcoming entryway features a decorative iron door with a 'Welcome' sign. A cozy bench is positioned to the side, complemented by a small table adorned with potted plants and decorative items. A doormat invites guests with the message 'welcome to our home.'

Guest suite in Norco

Norco country private entrance

Private, pet-friendly home rentals

4.97 out of 5 average rating, 121 reviews

A clean, modern bathroom is shown, featuring a white vanity with a sink and mirror. Elegant black and white wall art depicts natural landscapes. Shelves are mounted on the wall, displaying decorative items. Light from a window brightens the space.

Tiny home in Eastvale

Separate Entry Studio

The architectural design of the cabin is showcased with a unique flying W roofline. Surrounded by tall trees, outdoor decks are visible with lounge areas and rattan swings, inviting relaxation in a serene forest setting.

4.98 out of 5 average rating, 171 reviews

Dog Friendly A-Frame in the Treetops w firepit

An outdoor seating area features a fire pit surrounded by two lounge chairs with yellow cushions. A large dining table is positioned under strung lights, with a stone pathway leading up to the main cabin, nestled among tall trees.

5 out of 5 average rating, 108 reviews

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

4.99 out of 5 average rating, 172 reviews

An A-frame cabin is nestled among trees, featuring a warm glow emanating from the windows. The wooden deck showcases a dining table, inviting relaxation in a natural setting. The sloped roof and large ornamental windows highlight the cabin's architectural charm.

Chalet in Sugarloaf

Romantic A Frame w/Eco Organic Bed+Wood Stove

4.92 out of 5 average rating, 146 reviews

An A-frame living area features a large sectional sofa, accented with decorative pillows. A stone fireplace and wooden ceiling beams provide a cozy touch. A round chandelier hangs above a coffee table, while large windows offer views of the surrounding trees, allowing natural light to fill the space.

Cabin in Twin Peaks

Our Place: A-Frame

The cabin features a striking red exterior nestled among tall trees, enhancing the natural surroundings. Multiple balconies are visible on the upper levels, providing elevated views of the landscape. The structure has a sloped roof, complementing the mountainous terrain.

4.88 out of 5 average rating, 135 reviews

Pet/Kid Friendly Retro Cabin, BBQ, Views

4.89 out of 5 average rating, 133 reviews

A cozy bedroom features a queen bed with soft white bedding, complemented by a decorative pillow. A wooden dresser stands against one wall. Natural light filters in through a window, enhancing the inviting feel. A piece of wall art depicting a serene landscape adds character.

Cabin in Sugarloaf

The Sugarloaf Chalet: family & dog friendly cabin