
Vacation rentals in Highland
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Top-rated vacation rentals in Highland
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

All New cozy SUITE in Arrowhead Country Club!
SPACIOUS, BRAND NEW, INDEPENDENT SUITE in the luxurious and peaceful Arrowhead Country Club. Independent with self-check in. 1 California bed plus 1 additional bed, kitchenette and huge shower. 500 sqft by the Golf course and 20 min. away from LAKE ARROWHEAD! Great for all seasons. Trees all around, all markets and restaurants you may need. Also 10 min. from San Manuel Casino. Close to Riverside and Redlands! We will only consider bookings for Registered ID Guests with reviews. Thank you!

Retro Retreat | Game Lounge & Vinyl Vibes
Planning your weekend escape? Retro Retreat is your perfect getaway just minutes from Yaamava Casino, ONT Airport, and Inland Empire hotspots 🔥 🎰 4 min to Yaamava Resort & Casino 🎓 18 min to Loma Linda University ✈️ 27 min to Ontario Airport (ONT) 🍔 13 min to Downtown Redlands 🎡 15 min to NOS Events Center 🌲 35 min to Lake Arrowhead After a fun night out, unwind in the peaceful sunroom with loved ones at the heart of this home. Dates fill fast. Lock in your stay at Retro Retreat!

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!

Private King Suite & Bath | Self Check-In
Spacious private-entry guest suite converted from the home’s master bedroom. Fully separate from the main house with keypad access, private attached bathroom, Wi-Fi, large TV, mini fridge, microwave, and seating area. Sleeps up to 3 with a king-size bed and optional full bed. Located in a historic 1895 home—updated but with a few quirks: toilet paper goes in the trash (older pipes). Quiet space, no parties. I live on-site, respect your privacy, and am always available if needed.

Amazing Large 1 Bedroom, No Chores Home
Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

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.

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.

Entire home near campus - private yard
Entire house with private yard and parking 1/4 mile from the U of Redlands. Built in 2022, this home with no shared walls offers two bedrooms, 1.5 bathrooms + a hot/cold outdoor shower, a fully equipped kitchen, and a washer/dryer. 50 AMP outlet for EV charging onsite. The home is 2 miles from downtown Redlands, 1.2 miles from Casey Orchards and The Grove, and 2 miles from Hanger 24 Craft Brewery.

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.

The Cozy Cabin
Get away from the hustle and bustle of the city and have yourself a peaceful and relaxing stay at this remodeled cabin in the mountains. Enjoy the large deck with some coffee in the morning, mediate and do yoga while Blue Jays fly by, or just simply enjoy nature Explore nearby hikes, great restaurants, and of course Lake Gregory!

The Porch
The Porch is located in a new and calm neighborhood. It is an attached, but separate unit from the main home. It has a private entrance, walk way, and is self check in. In our place, you will never have to worry about cleaning at the end of you trip, we take care of it all.
Popular amenities for Highland vacation rentals
Other great vacation rentals in Highland

Quiet/cozy Queen Room/private bath/TV/free parking

Urban Farm Library

A Remarkable 5 beds Home in Highland with Pool/Spa

PRIVATE BED & BATH!

Large Private Room/Bath+Keyless 100% Private Entry

Find solace in Cave Cozy Room

5 Star Host🟣Quiet🟣Clean🟣 Oak Glen

Masterbed w/private bath in Redlands 30 days min
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $144 CAD | $150 CAD | $144 CAD | $153 CAD | $149 CAD | $153 CAD | $152 CAD | $152 CAD | $146 CAD | $156 CAD | $144 CAD | $145 CAD |
| Avg. temp | 14 °C | 14 °C | 15 °C | 16 °C | 18 °C | 20 °C | 23 °C | 24 °C | 24 °C | 21 °C | 17 °C | 14 °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 270 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 vacation rentals in Highland

Total vacation rentals
Explore 100 vacation rentals in Highland

Nightly prices starting at
Highland vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 4,050 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Highland vacation 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!
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- Disneyland Park
- Big Bear Mountain Resort
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- Bear Mountain Ski Resort
- Anaheim Convention Center
- Snow Summit
- Palm Springs Convention Center
- Pechanga Resort Casino
- Disney California Adventure Park
- Mountain High
- Honda Center
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