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

Total vacation rentals
Explore 70 vacation rentals in Highland

Nightly prices starting at
Highland vacation rentals start at $40 per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Highland vacation rentals include wi-fi 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.

House & Barn Historic Beauty •Events & gatherings!
A block from downtown State street. Tall trees line the streets of the historical magic that is Redlands 🍊 ✨I have a sister house! Next door is The Olive Branch. This is perfect for larger parties An inground fire pit is the perfect way to get everyone together & cuddle. Or maybe just night under the stars as the sound from The Redlands Bowl Plays into the yard Spend the day playing poker downstairs in the Carriage house or make your way up the stairs and drift away in to hippie land.
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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.
FamilyValueHospitality

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.
FamilyLocationAmenities

Peaceful A-Frame-Walk to Village & Lake - New AC
You can search far and wide, and not find an A-frame as impeccably designed as this one. It's one-of-a-kind for Lake Arrowhead and we can't wait for you to experience this gem in person. The beauty of nature surrounding the home perfectly complements the natural elements used within the home. You'll love the feeling of complete tranquility from the moment you walk through the door. We invite you to be our guest and come relax in the mountains. We do not allow fires in the blue fireplace.
FamilyLocationCheckout

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
FamilyLocationSleep quality

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!
ValueLocationParks

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.
ValueLocationComfort

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.
FamilyLocationAccess

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
LocationValueIndoor spaces

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.
LocationFamilyTV

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.
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Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)
Welcome to Iris & Pine Cottage! Relax among the pines with your drink of choice. Enjoy the local nature, Saturday farmers market, local hikes, and food. Conveniently located: Snow Valley (6 mi), Lake Arrowhead (8.7 mi), Santa's Village (5.7 mi), and Big Bear (12.9 mi). Easy parking, fast WiFi, desk & printer, fireplace, outdoor grill, and deck with string lights. Book now for an unforgettable stay!
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Popular amenities for Highland house rentals
House rentals with a pool

Casa de Agua Retreat
FamilyLocationGetting around

Vineyard Retreat, Pool & Amazing Views!
ValueLocationAccuracy

Riverside Serenity Spring Oasis|Spa/Pool/Mini Golf
FamilyValueGrill

A Lovely Home with a piece of PARADISE!
ValueFamilyHeating

Tesla EV Charger, 2 KING BEDs, 3 minute to UCR
ValueLocationLayout

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*
LocationFamilyNearby

Luxury 5BR Pool Home | ONT, Victoria Gdns & Mills
LocationFamilyNearby

Charming 5 bed, 3 bath home with pool
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Weekly house rentals

Creek House - Water Front
FamilyValueRiver

Cozy Quiet Private Rose House laundry cooking
LocationFamilyGetting around

Unique mountain lake pink bedroom private cabin
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Private backyard - Walk to Downtown - Pet friendly
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Dragonfly Landing *Lake Access *Dog Friendly*Spa*
LocationFamilyGetting around

Updated Mountain Home w/ AC, Hot Tub
FamilyLocationNearby

Spacious 4 bedroom home in the heart of town!
LocationValueSleep quality

The BobKat LodgeRomantic A-Frame Mountain Getaway
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Private house rentals

Hidden Elmwood- 3 bedroom - 1 queen bed / 2 full
ValueLocationCleanliness

Romantic 1920s cabin | modern, cozy, cedar hot tub
LocationFamilyCheck-in

Modern & Spacious Home • Prime Redlands Location
FamilyValueKitchen

Entire house near Redlands
LocationFamilyNearby

2 Bed, 1 Story Cozy Home
LocationFamilyBathroom

Backyard Paradise – Pool, Firepit & Outdoor Dining
FamilyLocationBiking

Cozy, Romantic Cabin for Two | The Squirrel House
LocationValueKitchen

Valle de Guadalupe Escape gem
LocationValueAmenities
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 | $127 | $149 | $118 | $135 | $117 | $136 | $148 | $128 | $131 | $116 | $117 |
| Avg. temp | 57°F | 57°F | 59°F | 61°F | 64°F | 68°F | 74°F | 75°F | 75°F | 71°F | 63°F | 57°F |
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- 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
- Yaamava' Resort & Casino
- Honda Center
- Bear Mountain Ski Resort
- Palm Springs Aerial Tramway
- Glen Ivy Hot Springs Spa
- Indian Canyons
- Irvine Spectrum Center
- Great Park
- Snow Summit
- Tahquitz Creek Golf Resort
- Morongo Casino Resort & Spa
- Snow Valley Mountain Resort
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