
House holiday rentals in Highland
Find and book unique houses on Airbnb
Quick stats about house rentals in Highland

Total holiday rentals
Explore 70 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 2,650 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Highland holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Highland rentals

4.8 Average rating
Highland stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated house rentals in Highland
Guests agree: these houses are highly rated for location, cleanliness and more.

Balsam Bungalow - Lake View 1 min to ski - Hot Tub
Balsam Bungalow is a Mid-century bungalow, nestled on a piney hillside, with state forest and Lake views, in the exclusive & charming Moonridge neighborhood. Walk/drive to Big Bear slopes located .3 miles away. Snow Summit 9 min drive. State Forest Hiking trails 2 blocks away. Snuggle by the masonry fireplace & take in the picturesque view w/ ceiling to floor windows. Enjoy the wooded yard with wrap around deck, fire pit, BBQ, eating area & scenic hot tub- that is serviced after each guest.

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.

Mountain Lake A-Frame | Forest, AC, Auto-Generator
Enchanting A-Frame cabin offers the perfect blend of adventure and tranquility. Explore trails, mountain towns, or unwind in the hammocks. Sits on a double lot, so you have space to yourself. Cutest small mtn town & 30 min to Big Bear 🔸Auto Generator (no worrying @ blackouts, summer or winter, happens often) 🔸NEW AC mini split 🔸 NEW cozy couch 🔸Propane BBQ & Fire Pit (with tanks) 🔸Private acre of forest 🔸 5-minute walk to lake 🔸 Hammocks & swing 🔸 Fireplace 🔸 Washer/Dryer BYOD

Downtown Redlands Historic Wonderland
Downtown Redlands 2 Min Walk From State St. Food, Bars, Fun. Peace & Yoga I own a studio & teach private classes in the back studio- I am very quiet, you are always welcomed to join & I love helping Great for a couple/Travel Nurse & Medical/ Student or World Travelers 🧳 LAX Ontario & San Bernardino Airports within 20 minutes. Located near LLU, SB County, Káiser, Redlands Hospital & The University of Redlands, SBCU, LLUMC Valley & Crafton & of course Coachella & Bicycle Classics.

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!

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.

Hot Tub, Fire Pit/Game Room/ Near NOS Center
Welcome to our meticulously clean three-bedroom, two-bath haven in San Bernardino! This gorgeous house is designed for comfort and entertainment. Unwind in the game room with a pool table or gather around the patio's fire pit. Experience the charm of our outdoor space, featuring a second fire pit in the grass area. Create lasting memories surrounded by freshly painted murals near the inviting pool and brand-new Jacuzzi – perfect for starlit evenings with friends and family.

Quiet Vineyard View 2-bedroom Home Near Oak Glen
This 1700sqft spacious vineyard-view home is nestled on Yucaipa's North Bench in a peaceful, rural cul-de-sac. Close proximity to Oak Glen and Yucaipa's dedicated open space make this home a perfect landing spot for comfort and safety. Beautiful views of the mountain and vineyards. Centrally located to Oak Glen, Big Bear, Palm Springs. Bedroom 1: CalKing Bed Bedroom 2: Queen Bed Additional Beds: (2) Twins and pack-n-play upon request No parties/events are permitted

Spacious 4 bedroom home in the heart of town!
Your entire group will enjoy easy access to everything from this centrally located home. Only one mile to the University of Redlands, and less than a mile to all the great restaurants, bars, and shopping boutiques on State St. Easy access to both on and off-ramps of the 10 freeway. Almost everything inside the house is new! With over 2 years of ALL 5-star reviews, this is hands down the best place to stay in Redlands! Don't hesitate, we book up fast.

Creek House - Water Front
Home has direct access to a year long running creek in the back yard. Water is coming from a spring in the mountains. Feels like your in Yosemite, but we are only 50 miles from Los Angeles. We are located inside the San Bernardino Forest tucked away in the mountains less that 5 miles from the freeway. You are still close to all the shops and restaurants, but a world away nestled inside the mountains. Fall asleep to the sound of the creek.

Charming 3 BR Home - Near NOS Center/Mountains
Welcome to this beautifully renovated 900 sq. ft. home, carefully designed to be your home away from home. Inside you will find a full kitchen, washer/dryer, and three bedrooms (full beds, TVs, desks). Only 10–15 mins to NOS Event Center, plus easy drives to Big Bear, Palm Springs, and beaches. For your peace of mind, the property has 3 exterior cameras which actively record audio/video and are monitored 24/7 for security.

Private Casita with Jacuzzi, newly remodeled.
Enjoy a stylish experience at this centrally-located home with its own private basketball half court (ball not included) hot tub, and grill. Close to downtown San Bernardino, where you will find great eating places, close to mountains, casinos, The NOS Center, National Orange Show(7 minute drive.) Less than 1 hour from Lake Arrowhead & Big Bear Lake. p.s if you don't like neighbors, this is the house for you.
Popular amenities for house rentals in Highland
House rentals with a pool

Spacious Pool|Jacuzzi|Pool Table|BBQ Gril|Bketball

Mountaintop Pool Paradise | Mins to NOS Center

Casa de Agua Retreat

Charming 5 bed, 3 bath home with pool

Vineyard Retreat, Pool & Amazing Views!

Hilltop Escape | Heated Pool & Epic Views

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*

Luxury 5BR Pool Home | ONT, Victoria Gdns & Mills
Weekly house rentals

Cactus Casino- w/game room-next to Yaamava Casino!

Peaceful A-Frame-Walk to Village & Lake - New AC

Cozy Quiet Private Rose House laundry cooking

Designer Home Free Tesla Charging

Perfect Weekend Retreat | Hot Tub+Firepit+Games

Perfect home for large groups! Newly remodeled

Entire house near Redlands

Backyard Paradise – Pool, Firepit & Outdoor Dining
Private house rentals

Cozy, Romantic Cabin for Two | The Squirrel House

Cozy Home in Loma Linda

A Pet Friendly, Quiet Space, Imperfectly Country

So. Cal. Living near Redlands-Beautiful 3,000+Home

This must be the place!

ThE FuN FaCtOrY

Rancho Pines I Little Pine, Ski+ Hiking+Lake

Role Linda Villa Vista
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $158 SGD | $164 SGD | $192 SGD | $159 SGD | $164 SGD | $169 SGD | $176 SGD | $191 SGD | $165 SGD | $169 SGD | $150 SGD | $151 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 |
Destinations to explore
- San Diego Holiday rentals
- Los Angeles Holiday rentals
- Phoenix Holiday rentals
- Las Vegas Holiday rentals
- Palm Springs Holiday rentals
- Big Bear Lake Holiday rentals
- Tijuana Holiday rentals
- Joshua Tree Holiday rentals
- Mammoth Lakes Holiday rentals
- Long Beach Holiday rentals
- Santa Barbara Holiday rentals
- West Hollywood Holiday rentals
- Cabin rentals Highland
- Rentals with a patio Highland
- Rentals with a fireplace Highland
- Pet-friendly rentals Highland
- Rentals with a firepit Highland
- Beachfront rentals Highland
- Cottage rentals Highland
- Family-friendly rentals Highland
- Rentals with pools Highland
- Rentals with a washing machine and dryer Highland
- Rentals with outdoor seating Highland
- House rentals San Bernardino County
- House rentals California
- House rentals United States
- Disneyland Park
- Knott’S Berry Farm
- Disney California Adventure Park
- Pechanga Resort Casino
- National Orange Show Events Center
- Anaheim Convention Center
- Big Bear Mountain Resort
- Disneyland Resort
- University of California Irvine
- Palm Springs Convention Center
- Mountain High
- Angel Stadium of Anaheim
- Honda Center
- Bear Mountain Ski Resort
- Palm Springs Aerial Tramway
- Yaamava' Resort & Casino
- Glen Ivy Hot Springs Spa
- Indian Canyons
- Irvine Spectrum Center
- Snow Summit
- Tahquitz Creek Golf Resort
- Great Park
- Snow Valley Mountain Resort
- Chino Hills State Park





