Holiday rentals in Highland

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Top-rated holiday rentals in Highland

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

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Guest favourite
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.
Guest suite in San Bernardino
4.93 out of 5 average rating, 59 reviews

3BDModern Unit-NOS/Yaamav/Mtns.

This beautiful 3beds-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 offers easy access to entertainment. This home is minutes from Yaamava and NOS Event Center and about a one-hour drive to Big Bear and Mount High Ski Resort for summer/winter activities. Smart TV. WiFi. AC Experience this Modern home with amenities and spacious accommodations. We can’t wait to welcome you.

Superhost
Guest house in San Bernardino
4.79 out of 5 average rating, 39 reviews

Attached back, House

Very Small back House behind the main residence. In the heart of busy walkable San Bernardino. one bedroom with Window, AC, one bathroom, Full bathroom, with stand up shower. Living room with a sleeper sofa. kitchen with a gas cooktop, microwave, keurig coffee machine, mimi fridge. With a shared backyard and Drive Way. Located near 215 and 210 Freeway. Just 3 miles away from N.O.S. Center. About 5 miles from Yaamava Casino. Enjoy easy access to everything near waterman ave, and baseline st

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, 257 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

Guest favourite
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
4.9 out of 5 average rating, 126 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 modern kitchen is displayed, featuring white shaker cabinets paired with sleek marbled countertops. The full-size gas stove is complemented by a stainless steel sink, and a small bar-height dining table is visible on the right. The space is illuminated by overhead lights.
Guest house in Redlands
4.97 out of 5 average rating, 29 reviews

Modern Redlands Guesthouse| Kitchen| Private Entry

Modern and fully equipped private guest suite in Redlands with its own entrance, full kitchen, dining nook,TV, and queen bed. The futon in the living room converts into Queen bed. Enjoy a private bathroom, large closet, A/C, and stylish decor throughout. Located minutes from downtown shops, the Redlands Bowl, restaurants, and parks. Ideal for solo travelers, couples, or work stays. Clean, cozy, and designed for comfort—whether you're here for a weekend escape or an extended visit.

Guest favourite
The entrance to the condo features a white door with an arched window. A welcoming doormat is placed at the entrance. Potted flowers and a decorative plant are positioned beside the door, while a light fixture is mounted above.
Flat in Loma Linda
4.9 out of 5 average rating, 20 reviews

Small Condo 5 minutes from LLUH!

Newly built small condo 5 MINUTES AWAY from Loma Linda University & Hospital Quiet and peaceful neighborhood The space is includes: - newly remodeled bathroom (necessities provided) - small kitchenette equipped with all necessities - closet space - laundry room The space is part of the house with separate access from the side of the house. The laundry is shared with another apartment adjacent to this. No access to the main house. Your space will be private.

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, 270 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.

Top guest favourite
The kitchen area features sleek grey cabinetry, modern stainless steel appliances, and a light-colored wooden dining table surrounded by four matching chairs. The layout promotes an open feel, allowing for easy accessibility and movement.
Holiday home in Highland
5 out of 5 average rating, 45 reviews

Modern apartment ready for your enjoyment

Modern one bedroom apartment with all the amenities needed to guarantee a relaxing stay. You will only be 5 minutes from Yaamava ( San Manuel Casino) Costco, 32 miles from Big Bear, and only 25 miles from Lake Arrowhead. Night life is only a 15 minute uber drive away from Downtown Redlands. Ontario international airport is 30 minutes away. The National Oange show event center is less then 15 minutes away and the Glen Helen Amphitheater is a 20 minute drive away.

A well-lit bedroom features a spacious bed with a light-colored duvet. Two bedside lamps provide soft illumination, while a decorative wall piece adds visual interest. A potted plant is positioned in one corner, and sliding closet doors are visible on the left.
Flat in Highland
5 out of 5 average rating, 10 reviews

Hightland 1BR Cozy stay 05

Welcome to our cozy home in Highland — a convenient base near Big Bear, Lake Arrowhead, and Joshua Tree. Whether you're heading on an outdoor adventure or just passing through, this location is perfect for restocking and resting. We're only 3 minutes from Yaamava’ Resort & Casino — ideal for a fun night out. Designed for great value and comfort, we’re offering first and second night discounts for all new bookings!

Superhost
Flat in San Bernardino
New place to stay

Luxury CalKing master bedroom Apartment

Luxury 600 sq. ft. Apartment Near Loma Linda Just 10 minutes from Loma Linda Hospital and 5 minutes from San Bernardino Airport, this quiet, peaceful apartment offers: • Private entry & dedicated parking • 1 bedroom, full kitchen, and modern bathroom • Living room with fireplace • Laundry room, AC, and high-speed Wi-Fi Fully equipped with 5-star hotel amenities for maximum comfort.

Guest favourite
A modern guest space features a spacious bed with a neutral-toned comforter and a yellow accent pillow. An open kitchen area with wood cabinetry is visible in the background, along with a cozy sitting area and a large wall-mounted television. Natural light brightens the room.
Guest house in Wildwood Park
4.97 out of 5 average rating, 32 reviews

Luxury Private Studio / Near Yaamava & NOS Center!

Welcome to our Luxury Guest house in San Bernardino California! Our Guest house is a new construction and everything is brand new! It can fit up to 4 people if needed but this space is Ideally for 2 people. Our guest house offers a full bathroom and kitchen. This unit is completely separate from the main unit and you will have full privacy. We are 10 minutes away from the NOS Center.

Top guest favourite
A well-appointed bedroom features a queen size bed with crisp white linens and decorative pillows. A light-colored quilt drapes over the foot of the bed. Decorative plates adorn the wall above, while two windows allow natural light to fill the space. A dresser and bedside tables complete the room.
Guest suite in Redlands
4.91 out of 5 average rating, 11 reviews

Guest suite w/private entrance

Kick back and relax in this calm, stylish space. You will have the guest suite all to yourself. If you’re coming to Redlands or Loma Linda area you will enjoy your time in this brand new guest suite with kitchenette, washer/dryer combo, a queen size bed and your private bathroom.

Popular amenities for Highland holiday rentals

When is the best time to visit Highland?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹9,438₹9,887₹9,438₹10,067₹9,797₹10,067₹9,977₹9,977₹9,618₹9,078₹9,707₹9,078
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 290 vacation rentals in North Redlands, over 260 vacation rentals in Northwest Redlands, and over 60 vacation rentals in East Highlands.

  • Do house rentals in Highland have wifi?

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

  • 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.

  • 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 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.

  • What are the most popular amenities for House Rentals in Highland?

    Enhance your stay in our House Rentals with the most popular amenities: over 60 homes with air conditioning, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Highland

  • Total holiday rentals

    Explore 100 holiday rentals in Highland

  • Nightly prices starting at

    Highland holiday rentals start at ₹3,595 per night before taxes and fees

  • Verified guest reviews

    Over 3,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    100 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!