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

Hilltop Retreat | Heated Pool + Spectacular Views
Welcome to The Vibe Estate 🌴✨ A hilltop retreat designed for meaningful moments with family and friends. Enjoy breathtaking views 🌄, a heated cocktail pool 💧, and a spacious home perfect for meals, games 🎲, and connection. A peaceful escape to unwind, recharge, and create unforgettable memories together 💛. 🆓 Enjoy the Heated Pool and Propane BBQ Grill free of charge. Everything is set up to help families and friends spend quality time together. Please message host with special requests.

Birchwood A-Frame (walk to village/lake/brewery)
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.

Private HOME AWAY Cozy 2Bedrms 1Ba Ktch Lvg Rm Pkg
WIFI WORK-FRIENDLY A/C & Heating . PARK-FREE INSIDE a private drwy. IN-HOUSE WASHR& DRYR LONG STAYS WELCOME COMPLETELY SANITIZED. Beaut & Priv Loft w/hrdwd floors. 965 sqft. ENTIRE PLACE Cozy 2 bedrooms+office s Liv Rm w/sofa Bed,Large Priv. bath Fullystocked Lg Kitchen Downtown/I bk Historic Rte 66 2 mi.-(10) & 210 fwy. 15 fwy 17miles Ontario Airport, near UCR,Loma Linda Hospt Redlands Univ. Victoria Gardens,Fontana Raceway,Glen Helen, Nat'l Orng Shw(NOS) SKI Resorts+Casinos

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!

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.

Magical lake house with spectacular views
Gorgeous, tranquil retreat with enriching views of the lake and nature. A storybook bridge with the soothing flow of the stream beside it sets the mood for relaxation, inspiration and/or romance immediately. The home opens to captivating views of the entire lake from the curated, open floor plan. Ideal for cooking, quality dining, working on something creative or simply a peaceful escape from the city. Multiple terraces and balconies to enjoy the crisp air and setting.

Riverside Wood Streets Duplex 2Bdrm/1Bthrm/Kitchen
Charming 2-Bedroom English Tudor home in the Historic Wood Streets Nestled in Riverside’s iconic Wood Streets neighborhood, this beautifully preserved English Tudor home offers timeless charm with modern comfort. Enjoy scenic, tree-lined streets and lush landscaping that give the area its storybook appeal. Just a short walk to vibrant Downtown Riverside, where you’ll find the renowned Mission Inn Hotel—especially magical during the Festival of Lights holiday celebration.

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

DJ's Bed & Bistro (Xmas decor after thxsgiving!)
Rustic-elegance. New paint. Private front entrance, porch, living/dining room, bedroom w/queen size bed, & full bath. Attached but private & sealed off from the main house. NO KITCHEN and NO RESTAURANT. Self-serve/complementary coffee & tea bar with 1st day breakfast pastry. Snack center for purchases. Microwave, toaster, refrigerator, k-cup coffee, hot-water kettle. Air mattresses with bedding provided by request, with 3 or more paid guests.

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.

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!

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.
Popular amenities for house rentals in Highland
House rentals with a pool

3 BD |Large Pool|Spa|Basketball|Backyard|Ping Pong

Casa de Agua Retreat

Charming 5 bed, 3 bath home with pool

Modernized condo in the Arrowhead Village with spa

Golden Hour Oasis~MovieTheater~Hot Tub

Vineyard Retreat, Pool & Amazing Views!

Riverside Serenity Winter Oasis|Spa/Pool/Mini Golf

CHARMING POOL HOME BY DOWNTOWN *FAMILY GETAWAYS*
Weekly house rentals

Casita Verde • Luxury Kitchen & Shower

Luxury Mid-Century A-Frame Cabin Retreat

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

ThE FuN FaCtOrY

Spacious Redlands Home: Ideal for Families & Pets

Charming 3 BR Home - Near NOS Center/Mountains

Bright Modern 2-Bd House in Quiet neighborhood!

Enchanted Garden Getaway
Private house rentals

Crestline Hideaway

Casa Eliiana • Close to Bear Mtn Parking • Spa

This must be the place!

SoCal’s Pet Friendly Luxury Family Pool spa Resort

Charming Beauty with peaceful surroundings

Mountain Retreat w/Spectacular Views & King Bed

Cozy Mtn Cabin - Forest Views, Sauna, EV Charger

Pine Cone Cottage in Oak Glen
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £88 | £84 | £79 | £93 | £96 | £99 | £103 | £112 | £97 | £76 | £85 | £82 |
| 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 |
Quick stats about house rentals in Highland

Total holiday rentals
Explore 60 holiday rentals in Highland

Nightly prices starting at
Highland holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 2,180 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
60 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!
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Las Vegas Holiday rentals
- Channel Islands of California 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
- Las Vegas Strip Holiday rentals
- Cabin rentals Highland
- Rentals with a patio Highland
- Rentals with outdoor seating Highland
- Beachfront rentals Highland
- Rentals with a firepit Highland
- Pet-friendly rentals Highland
- Rentals with a fireplace Highland
- Cottage rentals Highland
- Family-friendly rentals Highland
- Rentals with pools Highland
- Rentals with a washing machine and dryer Highland
- House rentals San Bernardino County
- House rentals California
- House rentals United States
- 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
- Angel Stadium of Anaheim
- Alpine Slide at Magic Mountain
- Palm Springs Aerial Tramway
- Mesquite Golf & Country Club
- Indian Canyons
- Mountain High
- Tahquitz Creek Golf Resort
- Dos Lagos Golf Course
- Big Bear Alpine Zoo
- Indian Canyons Golf Resort
- Chino Hills State Park
- Big Morongo Canyon Preserve
- Mt. Baldy Resort
- Snow Valley Mountain Resort
- Whitewater Preserve
- Palm Springs Air Museum




