
Vacation rentals with a patio in Highland
Find and book unique accommodations with an outdoor patio on Airbnb
Top-rated accommodations with an outdoor patio in Highland
Guests agree: these accommodations with an outdoor patio 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!

The Acorn Cottage
Escape to the mountains and cozy up at The Acorn Cottage, a tiny oasis located near beautiful Lake Arrowhead. Featuring breakfast seating, living room for watching TV or playing games, one full-bath, a roomy bedroom upstairs, a gas fire pit and bbq on the deck with comfy seating and dining. This is the perfect little getaway! Sit outside in the morning with your cup of coffee on our beautiful patio and sit by the fireplace at night with a glass of wine or cup of tea after your daily activities.

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.

Studio in Apple valley
Cozy hilltop Studio on 5 acres Completely private with spectacular day and night views of the valley.. Everything you need is here to enjoy a relaxing sunset or drink your favorite coffee viewing a beautiful sunrise.View the night sky while enjoying a glass of wine. You will feel miles away, yet all store conveniences are just less than 10 minutes away.Come and enjoy the relaxing quietness of Apple Valley. Relaxing little walking trail in front of house .only 4 mins. hill drive to location.

The Blue Cabin
Relax at this unique, tranquil, and comfortable mini home in our backyard. Surrounded by a beautiful garden with a wide variety of succulents and a relaxing pool. With a space to enjoy reading or listening to music. Equipped with microwave, Keurig coffee machine, mini refrigerator, toaster, blender, washer/dryer, and tableware. The mini home has air conditioning and heating system for comfort and a smart TV. No parties allowed.(SPACE EQUIPPED ONLY FOR 2-3 PEOPLE *no more than 3 fit*)

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!

Romantic Holiday Escape | Prvt Hot Tub & Fireplace
Welcome to The Den, a 1960s cabin reimagined by LBL Design Co. This moody, romantic retreat blends almond-blasted ceilings, warm wood tones, and modern finishes — complete with a private hot tub under the pines. Perfectly centered in the San Bernardino Mountains, it’s your base for snow days, trail adventures, and slow, cozy nights by the fire. Sip wine on the deck, roast s’mores under the stars, and unwind beside the glowing fireplace on our plush velvet sofa.

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.

Woodland Cottage walk to shops/restaurants
Relax in the reading nook next to the fireplace, entertain or BBQ on the new deck, or work remotely in the dedicated office space. Convenient location, 15 minutes to Snow Valley, 20 minutes to Lake Arrowhead 20 minutes from the base of the. Walking distance to Groceries, Food, Farmers Mkt on Sat in summer. Parking on site, paved driveway has significant slope but parking is provided at base of driveway for snowy days.

Modern Swiss Chalet | Sweeping Views | Hot Tub
Perched on stilts, this modern Swiss chalet is nestled in the mountains of Southern California. Designed with tranquility and comfort in mind, the cabin blends its 1970’s charm while elevating modern luxuries like heated floors, a chef’s kitchen, and wall-to-wall doors. Enjoy all nature has to offer with skiing in the winter, hiking in the summer, and breathtaking views, epic sunsets, and stargazing all year round.

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.

Sunset Bungalow
Welcome to Sunset Bungalow. A beautiful guest house 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. Sit back and relax in this calm, stylish space.
Popular amenities for Highland accommodations with an outdoor patio
Apartment rentals with a patio

Large, Spacious 1 BR Apartment all to yourself!

Ski Haus - Steps to the slopes at Snow Summit

Charming Lakehouse Bungalow

Golden - 1bd Condo

Exquisite Comfort Stay

Edge of the Run at Snow Summit, Walk to the Lifts

Hill View Apartment in Oak Glen

Cozy 2 Bdrm Apt/ 1 blck U of R
House rentals with an outdoor patio

Figgy Stardust • Spa • Grill

Cozy Fall Retreat | Crackling Firepit & Game Night

A Mountain Holiday! Mins to Arrowhead Village!

Perfect home for large groups! Newly remodeled

The Maple Cottage: family cabin by @themaplecabins

Palm Paradise, Private Studio

Starry Winter Escape | Cozy Firepit & Stargazing

Scenic views pool/spa/bbq/karaoke/games No Parties
Condo rentals with a patio

Charming Condo W/ Pool, Hot Tub & Pet Friendly

Lakefront Walk 2 Village w/ Dock Access & Pets

Rch Cucamonga Luxury Cozy Modern Style w/Pool

The best memories are made here.

LakeView Condo w/shared pool/hotub Walk to Village

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

Lakefront View | King Bed with Kitchenette

Lagonita Lodge- Condo on Big Bear Lake! "Lakeside"
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $145 CAD | $154 CAD | $163 CAD | $161 CAD | $156 CAD | $181 CAD | $179 CAD | $188 CAD | $177 CAD | $139 CAD | $145 CAD | $138 CAD |
| 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 vacation rentals with a patio in Highland

Total vacation rentals
Explore 50 vacation rentals in Highland

Nightly prices starting at
Highland vacation rentals start at $55 CAD per night before taxes and fees

Verified guest reviews
Over 2,220 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and 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

Wifi availability
50 of Highland vacation 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!
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- Rentals with a patio San Bernardino County
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- Rentals with a patio 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
- Mountain High
- Palm Springs Aerial Tramway
- Alpine Slide at Magic Mountain
- Mesquite Golf & Country Club
- Indian Canyons
- Tahquitz Creek Golf Resort
- Dos Lagos Golf Course
- Big Bear Alpine Zoo
- Chino Hills State Park
- Snow Valley Mountain Resort
- Mt. Baldy Resort
- Whitewater Preserve
- Big Morongo Canyon Preserve
- Palm Springs Air Museum
- Knott's Soak City U.S.A.




