
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.

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!

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.

Contemporary Cabin, flat entry for 3 cars!
This gorgeous two level mountain home has been fully remodeled from top to bottom offering 3 bedrooms, 2 full bathrooms, with laundry, gorgeous furniture & finishes over 2000 ft.² of brand new decking overlooking the tree lines, multiple areas to enjoy peace or to entertain with hammocks, swing chairs, barbecue grill, and fire pit! There is vaulted beam ceilings throughout central heat, and central air as well as two wood-burning fireplaces! Truly a one-of-a-kind property in the mountains!

(2) Downtown Redlands Retreat: Cozy Master Suite
This is a nice master bedroom, converted to a guest suite. The room has a private entrance, and private bathroom. Walls were recently torn down & made sound proof so as to not disrupt our guest with noises inside the house. This house has a lot of history, it’s over 120 years old. It’s perfectly situated about a minute away from the freeway is a central locations, in the beautiful & historic city of Redlands. Security cameras recording at all times all around the outdoors of the property.

Cozy Fall Retreat | Crackling Firepit & Game Night
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!

#1 Cozy Tinyhouse "Route 66" container- private
Longterm Rental, peaceful, rural neighborhood- No Smoking property, no animals allowed due to health conditions. Right in the center of all: 1.5 hour to Santa Monica, Venice Beach, less than 2 hours from San Diego, 3 hours to Las Vegas, 5 min from the world famous motocross track, Glen Helen Amphitheater, Route 66, and hot spot for paragliding is close by. CozyTiny Container home is private, with all comforts. Peaceful, calm at the foot of the mountains with 1 dedicated parking spot.

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!

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.

Attached back apartment
Very Small back House behind the main residence, 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. Conveniently 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 located near waterman ave, and baseline st

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.
Popular amenities for Highland holiday rentals
Other great holiday rentals in Highland

Private Entrance, Private Patio, Private Shower.

separate room+ Private bathroom独立房间+独立卫浴

Home away from home! Cleaned daily.

A Cozy Stay in a Newly Built Modern Home

Upstairs bedroom

Cozy Room in the Heart of Eastvale CA

Rm 101 | En-suite | 1st Fl | Cozy | Near Hwy & ONT

Master Bedroom With Golf Course View
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $137 SGD | $144 SGD | $137 SGD | $146 SGD | $142 SGD | $146 SGD | $145 SGD | $145 SGD | $140 SGD | $132 SGD | $141 SGD | $132 SGD |
| 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 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 $52 SGD 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!
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