
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.

Cozy independent Studio in Arrowhead Country Club!
SPACIOUS, BRAND NEW, INDEPENDENT STUDIO 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 cozy 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 TV watching 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.

Cozy Cabin | Large Deck & Firepit Near Attractions
✨ Why You’ll Love It: 🔥 Wood-burning fireplace for cozy nights ☕ Large deck for morning coffee & sunset views 🛋 Stylish, open-concept living space with natural light 📍 Perfect Location: 🏞 1 mile – Lake Gregory (boating, fishing, swimming) 🍽 1 mile – Crestline’s best dining & shopping 🥾 10 mins – Heart Rock Trail (scenic waterfall hike) 🌲 15 mins – Sky Forest (charming alpine village) 🚤 20 mins – Lake Arrowhead (shopping & boat tours) ⛷ 35 mins – Snow Valley (skiing & snowboarding)

Cabin, private Sauna, private deck with fire pit
As you step into our mountain cabin, you’ll be welcomed by a bright, airy retreat where rustic charm meets laid-back summer comfort. Trade the city rush for fresh alpine air and long golden days. Sip your morning coffee on the deck, unwind in the private sauna, and spend your afternoons enjoying the cool mountain air. Whether your lounging outside, gathering around the fire pit at sunset, or simply relaxing as the mountains glow in the evening light, the mountains are waiting for you

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!

IncredibleCityView- Pet&FamFriendly PoolTble-games
Great View Chalet truly has a one-of-a-kind view! This 100 year old cabin boasts a modernized kitchen with a Pool and Ping Pong table for added family fun! Our cozy Chalet has an oversized bedroom with a King sized bed and soaking tub, an additional bathroom provides a shower. Close to downtown Crestline, 1 mi. to Lake Gregory, hiking-trails, off-roading activities, water park, snow sledding/skiing and only 15 minutes from Lake Arrowhead. Come enjoy our cabin!

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

Ski Haus - Steps to the slopes at Snow Summit

Charming Lakehouse Bungalow

Warm Brownie

Eucalyptus Studio Apt.

Golden - 1bd Condo

Full Condo in Ontario

Hill View Apartment in Oak Glen

“Peaceful Getaway Apartment | 5 min to Riverwalk”
House rentals with an outdoor patio

A Mountain Winter! Mins to Arrowhead Village!

Casa de Agua Retreat

Magical lake house with spectacular views

Fenced Yard, Central AC, Heat, Spa, Sauna, Dogs OK

Forest Views | Fire Pit | BBQ Grill | Cozy Cabin

Modern cabin with hot tub and fireplace

Hilltop Escape | Heated Pool & Epic Views

Creek House - Water Front
Condo rentals with a patio

Charming Condo W/ Pool, Hot Tub & Pet Friendly

Fully Upgraded Lakeside Hideaway for Quiet Escapes

Lakefront Walk 2 Village w/ Dock Access & Pets

Rch Cucamonga Luxury Cozy Modern Style w/Pool

Big Bear Lake Side Retreat! 3 Bedrooms Resort!

Big Bear 2BR Condo on Beautiful Resort

The best memories are made here.

LakeView Condo w/shared pool/hotub Walk to Village
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $146 CAD | $155 CAD | $164 CAD | $162 CAD | $157 CAD | $182 CAD | $180 CAD | $189 CAD | $177 CAD | $166 CAD | $158 CAD | $157 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 2,400 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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- Disneyland Park
- Knott’S Berry Farm
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Snow Summit
- Disney California Adventure Park
- Palm Springs Convention Center
- Pechanga Resort Casino
- Mountain High
- Honda Center
- National Orange Show Events Center
- Angel Stadium of Anaheim
- Palm Springs Aerial Tramway
- Disneyland Resort
- Indian Canyons
- Alpine Slide at Magic Mountain
- Tahquitz Creek Golf Resort
- Snow Valley Mountain Resort
- Glen Ivy Hot Springs Spa
- Big Bear Alpine Zoo
- Chino Hills State Park
- Whitewater Preserve
- Mt. Baldy Resort




