
Holiday rentals in Highland
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Highland
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

Bright Vibes Home|Sleeps 8|1Blk to Univ|Pacman+BBQ
Step into our inviting Redlands home full of bright vibes and fun! Centrally located near the University, this lively gem features an indoor gym, playful outdoor spaces with Tic-Tac-Toe, fire pit + BBQ, and a lively atmosphere. Whip up culinary delights in the fully equipped kitchen, unwind in cozy bedrooms, and enjoy modern amenities. Explore downtown's lively scene, indulge in local attractions, and create unforgettable memories at our spirited Redlands retreat! 30+ day/ insurance stays okay.

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.

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.

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.

Pet-Friendly Cabin | Trails Nearby | Private Deck
Escape to Double Diamond Cabin—your cozy, pet-friendly mountain retreat! Just a 5-min walk to trails or a short drive to Green Valley Lake. Relax by the fire or stargaze from the deck. With fast Wi-Fi, a fenced yard, and the comforts of home, it’s perfect for couples, families, and remote workers. A $300 refundable pet deposit is required. Well-behaved pets welcome!

Sunset Cottage
Welcome to Sunset Cottage. A newly renovated home located on historic Sunset Dr in the city of Redlands. Within walking distance to renowned Kimberly Crest Mansion at Prospect Park. Downtown Redlands is just a few short minutes drive away along with University of Redlands, Loma Linda University, Redlands Hospital, Loma Linda Hospital, VA Hospital and ESRI.

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.

Safe & Quiet ADU in Redlands, CA
ADU with the following: Private One Bedroom, Bath, Living Room, and In-unit washer/dryer, Private Entrance, and free designated parking. In a quiet and safe modern neighborhood.
Popular amenities for Highland holiday rentals
Other great holiday rentals in Highland

Home away from home! Cleaned daily.

PRIVATE BED & BATH!

Large Private Room/Bath+Keyless 100% Private Entry

Find solace in Cave Cozy Room

5 Star Host🟣Quiet🟣Clean🟣 Oak Glen

Quiet, valley view, relaxing,

Masterbed w/private bath in Redlands 30 days min

Charming Spanish 1BR: AC, Kitchenette & Bath
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 90 | € 94 | € 90 | € 96 | € 93 | € 96 | € 95 | € 95 | € 92 | € 87 | € 93 | € 87 |
| 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 holiday rentals in Highland

Total holiday rentals
Explore 100 holiday rentals in Highland

Nightly prices starting at
Highland holiday rentals start at € 34 per night before taxes and fees

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

Family-friendly holiday rentals
40 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!
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Channel Islands of California Holiday rentals
- Las Vegas Holiday rentals
- San Diego Holiday rentals
- Phoenix Holiday rentals
- Central California Holiday rentals
- Palm Springs Holiday rentals
- San Fernando Valley Holiday rentals
- Henderson Holiday rentals
- Big Bear Lake Holiday rentals
- Cabin rentals Highland
- House rentals Highland
- Rentals with a patio Highland
- Pet-friendly rentals Highland
- Rentals with a firepit Highland
- Cottage rentals Highland
- Rentals with a fireplace Highland
- Family-friendly rentals Highland
- Rentals with pools Highland
- Beachfront rentals Highland
- Rentals with a washing machine and dryer Highland
- Rentals with outdoor seating Highland
- San Bernardino National Forest
- Disneyland Park
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Knott’S Berry Farm
- Snow Summit
- Pechanga Resort Casino
- Disney California Adventure Park
- Honda Center
- Mountain High
- Angel Stadium of Anaheim
- Palm Springs Aerial Tramway
- Alpine Slide at Magic Mountain
- Indian Canyons
- Anaheim Convention Center
- Tahquitz Creek Golf Resort
- Disneyland Resort
- Snow Valley Mountain Resort
- Big Bear Alpine Zoo
- Chino Hills State Park
- Mt. Baldy Resort
- Whitewater Preserve
- Palm Springs Air Museum
- Big Morongo Canyon Preserve




