Holiday rentals in Highland

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Top-rated holiday rentals in Highland

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Guest favourite
The living area is highlighted by a large cross-beam ceiling and extensive glass doors showcasing outdoor views. A modern wood stove stands centrally, complemented by black accents. A cozy armchair and a wall-mounted TV contribute to the functional space, while plants frame the windows.
Cabin in Big Bear
4.96 out of 5 average rating, 582 reviews

Nordik Eskape-Romantic Scandinavian Treetop Cabin

Enjoy the mountains by ski, board, foot, boat or bike. You'll want to come home to this Scandinavian Hideaway by day's end. While relaxing in the hammock, dining on the deck, or nestling by the fire you can retreat and rejuvenate. Unwind as the light of the sun setting paints the two story window wall. The 22 foot ceilings beside the painted wood walls. Nordik Eskape has both adventure and intimacy. See more @Nordik_Eskape WE DO NOT ALLOW PETS. This cabin was renovated by a Swedish Interior Designer and an American Architect. Refrigerator/Freezer, Washer/Dryer, Dishwasher, Gas Stove, Microwave, Keurig Coffee Maker, French Press, Electric Kettle, Toaster, Central Heating (Nest), Pots and Pans, Tableware, Cookbooks and Condiments, Wood Burning Stove, Firewood, Fire Extinguishers, Amazon Fire TV, Amazon Echo, Queen Size Sleeper Sofa, Extra Blankets and Linens, Rocking Chairs, Ice Scraper, Books, Magazine and Games, Queen Size Bed, Down Comforter, Underbed Storage with Extra Pillows and Blankets, Humidifier, Master Patio with Rocking Chair, Bidets, Heated Toilet Seats, Heated Towel Rack (Master), Hair Dryers, Showers with Shampoo, Conditioner and Body Wash. Extra Towels and First Aid Kit (Guest), Wrap Around Patio with 4 Burner Gas BBQ and Grill, Bar Cart and Cooler, Patio Dining Table and Chairs, Patio Umbrella, Arlo Constant Active Monitoring, Master Vault Key Protection, Ash Receptacle, Shed, Trash Bins and 3 Parking Spaces, Sleds, Hammocks, Snow Shovel and Extra Firewood Via phone, email or text. The cabin is four miles from Bear Mountain Resort, with Snow Summit and the Village just a little further. It's only two blocks from the Community Market, a local favorite. Activities include skiing, hiking, climbing, biking, zip-lining, and boating. The mountain does have a shuttle service as well as access to Uber, Lyft and other taxi arrangements.

Top guest favourite
An A-frame cabin stands amidst lush trees, illuminated by evening lights. A cedar hot tub, surrounded by natural boulders, emits steam, inviting relaxation. The exterior features large windows that bring the outdoors in, while a seating area is positioned nearby for enjoying the serene atmosphere.
Cabin in Running Springs
5 out of 5 average rating, 230 reviews

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Hiking

❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings and high-end linens ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso espresso, coffee ★ 55" TV, WiFi, games ★ Gas grill ★ 7 min to Snow Valley ★ 5 min to Running Springs ★ 13 min to Sky-Park ★ 19 min to Lake Arrowhead ★ 25 min to Big Bear Lake ★ We welcome people from all backgrounds No pets permitted

Top guest favourite
Cabin in Rimforest
4.95 out of 5 average rating, 501 reviews

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!

Guest favourite
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, 189 reviews

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.

Guest favourite
A spacious living room features high cathedral ceilings and large windows allowing natural light to enter. Modern blue sofas are arranged around a glass coffee table, complemented by stylish accent chairs. A lush indoor plant adds a touch of greenery, enhancing the warm atmosphere.
Villa in Redlands
4.93 out of 5 average rating, 160 reviews

Peaceful Private Retreat In The Heart Of Town

Meticulously designer-renovated modern home “The Nest “is surrounded by mature tree and nestled beneath the mountains in South Redlands. Whether you’re looking to spend time with loved ones, vacationing or work remotely in a peaceful environment, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, with pleasant sparkling pool, grill and chill on the backyard, and explore nature right outside your front door. Conveniently located in Redlands!

Top guest favourite
Home in Highland
5 out of 5 average rating, 42 reviews

Retro Retreat | Hot Tub Oasis + Games Near Yaamava

From warm ambient lighting glowing across the backyard to thoughtfully curated interior details, Retro Retreat was designed as an immersive getaway for guests from the moment they arrive! 🌴 Visiting Southern California? Checkout what’s nearby: 🎰 4 min to Yaamava Resort & Casino 🎓 18 min to Loma Linda University 🍔 13 min to Downtown Redlands 🎡 15 min to NOS Events Center ✈️ 30 min to Ontario Airport 🌲 60 min to Big Bear Lake 🏰 75 min to Disneyland Resort 🏖️ 90 min to Laguna Beach

Guest favourite
A spiral staircase leads to a lofted sleeping area, featuring a railing that offers safety. The main level displays a seating arrangement with a lamp beside a cozy sofa. A television is mounted on the wall, while decorative accents enhance the space.
Guest house in Arrowhead
4.85 out of 5 average rating, 281 reviews

Guesthouse with Loft & ICE COLD AC

This private and stylish guest house is perfect for group trips or the single traveler. Will sleep 4 adults and 1 kid with a Q bed, Q leather sofa fold out and a D futon. Quality bedding and pillow top mattress are very comfortable. K-Cups of coffee are provided along with bath sheets. Work at the desk or watch the game on the 50" big screen. Close to Yaamava Casino, Glen Helen Amphitheatre, Crestline, and three major hospitals. It's quiet and peaceful. Smoke outside only. Ice-cold A/C

Superhost
Home in Amber Hills
4.87 out of 5 average rating, 158 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 favourite
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, 112 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.

Top guest favourite
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 favourite
Cabin in Running Springs
4.99 out of 5 average rating, 308 reviews

Mid-Century Perfect Romantic Getaway Hot Tub|Sauna

This Black A-Frame cabin sits high among the pines in Running Springs, offering peaceful treetop views from decks on all three levels. With warm mid-century modern design, it’s the perfect romantic escape. Snuggle in the cozy loft, enjoy vinyl or a movie in the secret cinema room, and unwind together in the new barrel sauna. Perfect for couples celebrating anniversaries, honeymoons, special getaways, or simply enjoying quiet, meaningful time together in the forest.

Top guest favourite
A charming guesthouse exterior is presented with a paved patio featuring potted plants. A comfortable seating area is visible, along with glass doors that allow natural light into the space. Lush palm trees surround the area, enhancing the inviting atmosphere.
Guest house in Highland
4.96 out of 5 average rating, 277 reviews

Serene Escape Tiny House Living /pool/near Yaamava

We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Popular amenities for Highland holiday rentals

When is the best time to visit Highland?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price₹10,326₹10,230₹11,186₹10,708₹10,421₹10,708₹10,613₹10,613₹10,230₹10,899₹10,039₹10,135
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Frequently Asked Questions

  • How much does it cost to stay in house rentals in Highland?

    Experience the best of Highland with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Highland?

    Yes! Work meets play with ease at over 30 house rentals in Highland featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Highland?

    Make yourself at home in Highland by choosing from our most frequently booked neighborhoods. We have over 300 vacation rentals in North Redlands, over 280 vacation rentals in Northwest Redlands, and over 50 vacation rentals in East Highlands.

  • Are there family-friendly house rentals in Highland?

    Highland has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Highland?

    Four-legged friends are welcome in Highland. Choose from more than 10 house rentals for guests traveling with pets.

  • Are there Highland house rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Highland, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Highland have air conditioning?

    Absolutely! We offer over 60 house rentals with air conditioning in Highland. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Highland have wifi?

    Absolutely! We offer over 70 house rentals with wifi in Highland. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Highland

  • Total holiday rentals

    Explore 90 holiday rentals in Highland

  • Nightly prices starting at

    Highland holiday rentals start at ₹3,824 per night before taxes and fees

  • Verified guest reviews

    Over 4,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    90 of Highland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Highland rentals

  • 4.8 Average rating

    Highland stays are highly rated by guests – averaging 4.8 out of 5!