Pet-friendly vacation rentals in Highland

4.89 out of 5 average rating, 112 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.

4.95 out of 5 average rating, 502 reviews

The spacious living area features a vibrant orange sectional sofa, complemented by wooden cathedral ceilings and a large window overlooking the outdoors. Decorative elements include mounted deer heads and a selection of records on a wooden shelf, creating a cozy atmosphere.

Cabin in Rimforest

Fort Black Bear w/ Hot Tub - Lake Arrowhead

Our chic mountain retreat is everything you'd want in your Lake Arrowhead getaway. Beautiful wood cathedral ceilings accent the views of trees, boulders and peeks of the city lights far below. The expansive great room is anchored by a stone fireplace, wrap around sectional and large inviting dining area. A fully outfitted cook's kitchen, roman tub with picture window, king size bed and large dining table make this the ultimate retreat. Enjoy the cedar clad hot tub set next to massive boulders!

4.95 out of 5 average rating, 192 reviews

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

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.

4.98 out of 5 average rating, 377 reviews

The rustic cabin exterior features warm wooden logs and a welcoming porch with two rocking chairs. A decorative sign reading 'Above the Clouds' is prominently displayed near the entrance. Sunlight filters through the trees, creating a serene atmosphere.

Cabin in Twin Peaks

King & Queen Beds, A/C, Spa, Fenced Yard, Dogs ok

~ Rustic 750 Sq. Ft cabin. Dog Friendly, fully fenced, beautiful lighting throughout. 8 min to Lake Arrowhead & Lake Gregory ~ Attending a Wedding at the Pine Rose? We are next door! ~ Walking distance to a small market and the best restaurant on the mountain (The Antler Grill) ~ Wood burning fireplace. Central heat & A/C, 65" TV, cable & internet ~ Backyard gas BBQ , 3 person Jacuzzi (2 seat, 1 lounge), horseshoes & outdoor shower (Indoor as well) ~ King in Bedroom/Queen foldout couch

Cabin in Green Valley Lake

4.94 out of 5 average rating, 166 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.

4.97 out of 5 average rating, 182 reviews

Cabin in Running Springs

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

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.

4.97 out of 5 average rating, 124 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.

Superhost

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

4.87 out of 5 average rating, 161 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!

4.93 out of 5 average rating, 132 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).

4.96 out of 5 average rating, 226 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

Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

4.96 out of 5 average rating, 131 reviews

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

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!

4.97 out of 5 average rating, 404 reviews

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

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: @socalstr "Top 1%" local market performer according to AirDNA

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, 162 reviews

Home in Lake Arrowhead

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

Superhost

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

4.91 out of 5 average rating, 183 reviews

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

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.

4.91 out of 5 average rating, 144 reviews

Private backyard - Walk to Downtown - Pet friendly

4.95 out of 5 average rating, 141 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*

4.98 out of 5 average rating, 120 reviews

The cottage exterior showcases a charming white facade with gray shingles, complemented by a neatly landscaped yard featuring brown mulch and small shrubs. A welcoming front porch is present, along with two comfortable chairs positioned to create a relaxing outdoor seating area.

Home in Cedar Glen

The Maple Cottage: family cabin by @themaplecabins

4.96 out of 5 average rating, 103 reviews

The living area features a spacious gray sectional sofa adorned with decorative pillows. A rustic chandelier hangs above, illuminating the room. Large windows offer views of the surrounding forest. A wooden dining table is visible in the background, accompanied by a warm wood railing along the staircase.

Home in Lake Arrowhead

Forest Views | Fire Pit | BBQ Grill | Cozy Cabin

4.9 out of 5 average rating, 115 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 Yucaipa

Vineyard Retreat, Pool & Amazing Views!

4.94 out of 5 average rating, 147 reviews

A bright living area features two distinct seating arrangements, including a brown leather sofa with striped cushions and a dark blue upholstered couch. A small coffee table is centered on a neutral rug, and a potted plant adds a touch of greenery. Natural light illuminates the space.

Home in Bloomington

2 BDRM Home Spacious Lot plenty of Parking Space

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 100 reviews

An aerial view highlights the rustic cabin-style home surrounded by the expansive desert landscape. The property is set amidst rolling hills, showcasing the pool and outdoor areas. Dirt roads lead toward the house, emphasizing its secluded location in the Mojave Desert.

Home in Lucerne Valley

One In A Trillion • 32+ Private Acres!

4.94 out of 5 average rating, 127 reviews

A private swimming pool is surrounded by a stone patio and secured by transparent fencing. A sun lounger is positioned beside the pool, offering a place to relax. Bright blue water reflects the clear skies above, enhancing the outdoor ambiance.

Home in Ontario

Charming 2BR 1BA Private pool Self check-in

4.95 out of 5 average rating, 155 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 Canyon Crest

Charming 5 bed, 3 bath home with pool

4.97 out of 5 average rating, 246 reviews

A spacious living area is showcased with a brown sectional sofa and a circular coffee table. Natural light brightens the room, highlighting a dining table with chairs adjacent to a wall featuring three framed artworks. Decorative plants add subtle greenery to the space.

Home in Upland

Mountain Serenity!

4.9 out of 5 average rating, 224 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

4.99 out of 5 average rating, 336 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!

4.94 out of 5 average rating, 188 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

4.92 out of 5 average rating, 719 reviews

A serene outdoor dining area is highlighted by a round table with four chairs, adorned with a potted plant. Soft lights hang above, illuminating the private pool and landscaped yard, with shaded trees providing a peaceful ambiance.

Home in Upland

North Upland House with a Pool

Private, pet-friendly home rentals

A wooden dining table is positioned near large sliding glass doors, revealing views of Lake Arrowhead and surrounded by tall trees. Natural light fills the space, enhancing the inviting atmosphere of the dining area with a neutral table runner and decorative plant.

4.94 out of 5 average rating, 308 reviews

Lake View, Hot Tub, Fire Pit, Love Pets, Walkable

The vintage cabin features a welcoming exterior with a wooden porch, large windows, and a flag displayed prominently. Surrounded by lush greenery and tall trees, the entrance is accessible via a small set of steps leading to the front door.

5 out of 5 average rating, 272 reviews

1929 Vintage Arrowhead Villas

A charming cabin exterior is framed by a lush, wooded landscape. The structure features a dark wood exterior with red accents, including windows and a front door. A wooden deck extends from the entrance, nestled beside a large, aged tree.

4.98 out of 5 average rating, 118 reviews

Storybook Nook- Romantic and Pet Friendly Cottage!

4.92 out of 5 average rating, 120 reviews

Chalet in Crestline

Lake Chalet- Walk to Lake and Town.

4.96 out of 5 average rating, 348 reviews

🌿 A Peaceful Getaway in Lake Arrowhead! 🌿

5 out of 5 average rating, 103 reviews

An expansive deck features a circular gas fire pit surrounded by four lounge chairs. String lights are hung above, creating a soft glow. Tall trees are visible in the background, enhancing the outdoor setting.

Cabin in Crestline

Fairy Forest Cabin - Walk to Lake, Dog-Friendly

Place to stay in Green Valley Lake

The A-frame cabin is nestled among snow-covered trees, showcasing its unique triangular design. A green door provides a welcoming entry point, while snow blankets the surrounding ground, creating a serene winter landscape. The cabin's windows reflect the tranquil atmosphere of the snowy setting.

4.97 out of 5 average rating, 116 reviews

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