
Holiday rentals with outdoor seating in Highland
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Highland
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Adorable Cozy Cottage, base of Beautiful Mountains
This adorable cottage is located at the base of the San Bernardino mountains where you have views of the snow-capped mountains in the colder seasons & views of the beautiful sunsets all year! Close to freeways, malls & hiking trails. Relax poolside as the cottage doors open to the pool & outdoor BBQ & fire pit. It's a great get-away location with all newly remodeled amenities for a comfortable stay. Plenty of parking. NEW onsite DAY SPA services! THIS SPACE IS NOT SUITABLE FOR SMALL CHILDREN

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Hiking
❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings and high-end linens ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso espresso, coffee ★ 55" TV, WiFi, games ★ Gas grill ★ 7 min to Snow Valley ★ 5 min to Running Springs ★ 13 min to Sky-Park ★ 19 min to Lake Arrowhead ★ 25 min to Big Bear Lake ★ We welcome people from all backgrounds No pets permitted

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!

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.

A-Frame in the Sky - “Rim of the World” Views!
Breathtakingly Gorgeous Views, like nothing you've seen before. EV charger, SAUNA, spa and Views to the Pacific Ocean and Catalina Island. Golden hour sunsets that fade into the city lights for 100 mile views. AFrame in the Sky, sits up high in the clouds and is backed up to the National Forest. Hiking Trails are out your front door. Snow Valley Ski Resort is 10 minutes away and Lake Arrowhead less than five minutes away. Hot Springs, hiking, shopping, fine dining, skiing, snowboarding

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!

LUX 4BR near NOS & Yaamava with Private Backyard
Nestled on the foothills of the San Bernardino Mountains is our luxurious 4BR house, boasting a professionally designed interior that will capture your heart immediately! Only 5-minute drive to downtown, while the top destinations of Lake Arrowhead, Disneyland, and Palm Springs are within an hour's journey. 2300 sq. ft. of space awaits – a 55” HDTV, a foosball table, ultra-fast 500 MB/s Wi-Fi, and access to a private backyard with jacuzzi and BBQ (extra fee need to apply).

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.

Serene Escape Tiny House Living /pool/near Yaamava
We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

Chalet A-Frame w Lake & Forest Views
Welcome to your elevated A-frame escape—guests love the stunning lake & ski slope views, stylish design, and luxurious comfort throughout. A perfect blend of modern and rustic for a memorable getaway. Sleeps 5 | 2 bedrooms | 5 beds | 1 baths Panoramic lake & ski slope views Iconic A-frame w/ mid-century modern style Luxury bedding & new mattresses Fully stocked kitchen for easy meals Bright, design-forward living space Ideal for year-round stays & relaxation

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.

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.
Popular amenities for Highland outdoor seating rentals
Holiday House Rentals with Outdoor Seating

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

Mtn. Hideaway: Your Relaxing Escape (Sauna & Cozy)

Casa de Agua Retreat

Magical lake house with spectacular views

Balsam Bungalow - Lake View 1 min to ski - Hot Tub

Modern cabin with hot tub and fireplace

Hilltop Escape | Heated Pool & Epic Views

Creek House - Water Front
Apartment rentals with outdoor seating

Apple Studio | Kitchenette, WiFi, No Stairs

Modern/Comfort Stay ~ New

⚡️⚡️Modern Central Apt Riverside Downtown #2⚡️⚡️

Eucalyptus Studio Apt.

#1 separate bedroom & full kitchen NEW BATHROOM

✹Cozy Apt in the Heart of Dtwn Riverside ✹

Quiet getaway with a great view

Hill View Apartment in Oak Glen
Condo rentals with outdoor seating

PartialView-1BCondo-2Bth-4ppl-Q&Sofabd-Ktchnt-LLLV

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

Lakefront Walk 2 Village w/ Dock Access & Pets

Kuma Lodge, 1 Night Free!

Lakeside condo

The Adler's Nest | Lakefront w/ Pool & Spa

Big Bear 2BR Condo on Beautiful Resort

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*
When is the best time to visit Highland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $175 NZD | $178 NZD | $199 NZD | $200 NZD | $187 NZD | $200 NZD | $190 NZD | $185 NZD | $183 NZD | $240 NZD | $180 NZD | $266 NZD |
| 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 holiday rentals with outdoor seating in Highland

Total holiday rentals
Explore 20 holiday rentals in Highland

Nightly prices starting at
Highland holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 1,960 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Highland holiday 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!
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Channel Islands of California Holiday rentals
- Las Vegas 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
- Rentals with a fire pit Highland
- Beachfront rentals Highland
- Family-friendly rentals Highland
- Rentals with a patio Highland
- Pet-friendly rentals Highland
- Rentals with pools Highland
- Cottage rentals Highland
- House rentals Highland
- Cabin rentals Highland
- Rentals with a washing machine and dryer Highland
- Rentals with a fireplace Highland
- Rentals with outdoor seating San Bernardino County
- Rentals with outdoor seating California
- Rentals with outdoor seating United States
- Disneyland Park
- Knott’S Berry Farm
- Big Bear Mountain Resort
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Disney California Adventure Park
- Palm Springs Convention Center
- Snow Summit
- Pechanga Resort Casino
- Mountain High
- National Orange Show Events Center
- Honda Center
- Palm Springs Aerial Tramway
- Angel Stadium of Anaheim
- Disneyland Resort
- Indian Canyons
- Tahquitz Creek Golf Resort
- Glen Ivy Hot Springs Spa
- Snow Valley Mountain Resort
- Chino Hills State Park
- Big Bear Alpine Zoo
- Alpine Slide at Magic Mountain
- Palm Springs Air Museum
- Whitewater Preserve




