House vacation rentals in Highland

Find and book unique houses on Airbnb

Top-rated house rentals in Highland

Guests agree: these houses are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
Home in Redlands
4.89 out of 5 average rating, 110 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.

Guest favorite
Natural light fills the living area through large glass doors, offering views of the surrounding trees and hills. A simple rug is placed on the floor, with two chairs and a bar area featuring tall stools visible in the space.
Home in Big Bear Lake
4.85 out of 5 average rating, 507 reviews

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

Balsam Bungalow is a Mid-century bungalow, nestled on a piney hillside, with state forest and Lake views, in the exclusive & charming Moonridge neighborhood. Walk/drive to Big Bear slopes located .3 miles away. Snow Summit 9 min drive. State Forest Hiking trails 2 blocks away. Snuggle by the masonry fireplace & take in the picturesque view w/ ceiling to floor windows. Enjoy the wooded yard with wrap around deck, fire pit, BBQ, eating area & scenic hot tub- that is serviced after each guest.

Top guest favorite
An open living area features a modern kitchen with green cabinetry and stainless steel appliances. A wooden coffee table is centered in the space, complemented by a light-toned floor. The room includes a fireplace and comfortable seating arrangements.
Home in Sugarloaf
4.91 out of 5 average rating, 128 reviews

Modern cabin with hot tub and fireplace

Escape to the mountains in this stylish and newly remodeled 4-person cabin, designed by an architect with your comfort in mind. Enjoy the fresh air from your private hot tub. Inside: One bedroom: Featuring a comfortable queen-size bed. Living area: Relax on a plush sleeper sofa perfect for two guests. Outside: Private hot tub: Soak in the warmth and enjoy the mountain scenery. Location: Conveniently located near Big Bear Lake and within easy reach of the ski slopes via direct bus service.

Guest favorite
The game room features a variety of recreational areas, including a black-felt pool table, a poker table with chips, and an arcade console. Bar stools are positioned around a rustic bar, and ambient lighting is provided by string lights. A dartboard can also be seen on the wall.
Home in Big Bear
4.92 out of 5 average rating, 146 reviews

The Alpine Oasis: Sauna, Jacuzzi, Game Room!

Welcome to The Alpine Oasis, your retreat nestled in the heart of Big Bear, California! This cozy haven invites you to unwind in style, boasting a barrel sauna for ultimate relaxation. Immerse yourself in the rejuvenating bubbles of the jacuzzi, or gather in the game room and enjoy the arcade console with 3000+ classic arcade games! Embrace the serene mountain vibes as you escape to this charming chalet. This is the perfect getaway for those seeking a blend of adventure and tranquility.

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, 156 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!

Guest favorite
A bright sleeping area features a spacious bed with stylish linens and decorative pillows. A round mirror hangs above a modern sink in an adjoining area, complemented by floating shelves adorned with towels and greenery. A dining table with sleek chairs occupies the cozy kitchen space.
Home in San Bernardino
4.92 out of 5 average rating, 110 reviews

Bright Modern 2-Bd House in Quiet neighborhood!

This bright modern house was recently remodeled and it's ready for you to enjoy! The home is situated in a very quiet and safe neighborhood at the end of a cul-de-sac in the foothills of the San Bernardino mountains. This house is the perfect place to use as a basecamp when exploring San Bernardino (Yaamava Resort and Casino, NOS, the first McDonald's museum, Big Bear, Lake Arrowhead, Joshua Tree, Palm Springs, Orange County (Disneyland, Knotts), LA and so many more places.

Guest favorite
An outdoor space is presented, featuring a sparkling pool and a relaxing Jacuzzi under a wooden gazebo. Colorful murals adorn the surrounding wall, with warm light illuminating the area at dusk. Comfortable lounge chairs are positioned around the pool for leisure.
Home in Wildwood Park
4.82 out of 5 average rating, 222 reviews

Hot Tub, Fire Pit/Game Room/ Near NOS Center

Welcome to our meticulously clean three-bedroom, two-bath haven in San Bernardino! This gorgeous house is designed for comfort and entertainment. Unwind in the game room with a pool table or gather around the patio's fire pit. Experience the charm of our outdoor space, featuring a second fire pit in the grass area. Create lasting memories surrounded by freshly painted murals near the inviting pool and brand-new Jacuzzi – perfect for starlit evenings with friends and family.

Top guest favorite
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
4.96 out of 5 average rating, 226 reviews

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.

Top guest favorite
A serene exterior view of a white two-story home is presented, with a wide driveway leading toward the entrance. To the left, rows of grapevines are visible, framed by mountainous greenery under a clear blue sky.
Home in Yucaipa
4.96 out of 5 average rating, 144 reviews

Quiet Vineyard View 2-bedroom Home Near Oak Glen

This 1700sqft spacious vineyard-view home is nestled on Yucaipa's North Bench in a peaceful, rural cul-de-sac. Close proximity to Oak Glen and Yucaipa's dedicated open space make this home a perfect landing spot for comfort and safety. Beautiful views of the mountain and vineyards. Centrally located to Oak Glen, Big Bear, Palm Springs. Bedroom 1: CalKing Bed Bedroom 2: Queen Bed Additional Beds: (2) Twins and pack-n-play upon request No parties/events are permitted

Top guest favorite
The master bedroom features a soft pink color palette, complemented by elegant decor. A clawfoot tub is positioned beside the bed, while large windows allow natural light to illuminate the space. Luxurious bedding and coordinated furnishings enhance the cozy atmosphere.
Home in Crestline
4.99 out of 5 average rating, 353 reviews

Unique mountain lake pink bedroom private cabin

Welcome to Hillside House Boutique themed couples retreat in the mountains Here you will find everything you need for the perfect luxury getaway for two or the ideal writers/artist/solo peaceful vacation Every element has been carefully curated to create an unforgettable experience Featuring victorian inspired living room, huge bedroom with claw foot bath and secluded back yard with private hot tub Take a look at our insta page @hillsidehouseca

Guest favorite
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
4.97 out of 5 average rating, 105 reviews

Creek House - Water Front

Home has direct access to a year long running creek in the back yard. Water is coming from a spring in the mountains. Feels like your in Yosemite, but we are only 50 miles from Los Angeles. We are located inside the San Bernardino Forest tucked away in the mountains less that 5 miles from the freeway. You are still close to all the shops and restaurants, but a world away nestled inside the mountains. Fall asleep to the sound of the creek.

Superhost
A modern kitchen features white cabinetry and a sleek black countertop. Stainless steel appliances, including an oven and refrigerator, are present. Four black bar stools are arranged at the island, which is adorned with a decorative vase. Natural light brightens the space from a nearby window.
Home in San Bernardino
4.89 out of 5 average rating, 103 reviews

Charming 3 BR Home - Near NOS Center/Mountains

Welcome to this beautifully renovated 900 sq. ft. home, carefully designed to be your home away from home. Inside you will find a full kitchen, washer/dryer, and three bedrooms (full beds, TVs, desks). Only 10–15 mins to NOS Event Center, plus easy drives to Big Bear, Palm Springs, and beaches. For your peace of mind, the property has 3 exterior cameras which actively record audio/video and are monitored 24/7 for security.

Popular amenities for Highland house rentals

When is the best time to visit Highland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,541 GYDG$26,588 GYDG$31,194 GYDG$25,750 GYDG$26,588 GYDG$27,425 GYDG$28,472 GYDG$30,984 GYDG$26,797 GYDG$27,425 GYDG$24,285 GYDG$24,494 GYD
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Quick stats about house rentals in Highland

  • Total vacation rentals

    Explore 70 vacation rentals in Highland

  • Nightly prices starting at

    Highland vacation rentals start at G$8,374 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 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!