Vacation rentals with outdoor seating in Highland

5 out of 5 average rating, 206 reviews

The exterior of a striking A-frame cabin is prominently displayed, framed by snow-covered ground and bare trees. Large front windows reflect the surrounding nature, while a balcony extends from the structure, providing a vantage point over the serene landscape.

Cabin in Running Springs

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Skiing

❤️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

Guest suite in San Bernardino

A charming exterior of a single-story house is framed by lush palm trees and vibrant greenery. The front yard showcases a variety of plants, with a well-maintained pathway leading to the entrance. Clear blue skies provide a bright backdrop to this inviting structure.

4.99 out of 5 average rating, 150 reviews

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!

4.98 out of 5 average rating, 284 reviews

A spacious deck features a cozy wooden seating area with a light gray sofa and accent chair, surrounded by lush greenery and mountains in the distance. A small side table holds a decorative plant, adding a touch of nature to the serene outdoor space.

Cabin in Running Springs

@wild_olive_den ~ Serene Weekend Getaway Cabin

★ Featured in Condé Nast Traveler ★ Experience a designer escape at the Wild Olive Den. Perched above Running Springs with panoramic views, our cabin features a relaxing hot tub, EV charger, and 3 scenic decks. Perfect for families or a romantic getaway: 🏔 15min to Lake Arrowhead & Snow Valley Ski 🎡 7min to SkyPark / Santa’s Village 💻 Fast 370 Mbps Wi-Fi 🧸 Fully kid-equipped (Pack & Play/High chair) + Central A/C & Backup Generator! Relax by the fire or spin vinyl on the record player!

4.99 out of 5 average rating, 334 reviews

The outdoor space features a sparkling swimming pool surrounded by a landscaped patio. The cottage is seen in the background with large glass doors, inviting natural light. Beautiful plants and greenery enhance the serene atmosphere, providing a pleasant space for relaxation.

Guesthouse in Redlands

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

4.98 out of 5 average rating, 110 reviews

A bright living area features large windows allowing natural light to fill the space. A spacious sofa adorned with textured throw pillows and a cozy blanket is positioned next to a round coffee table. Rattan dining chairs surround a wooden table, complementing the warm interior design.

Cabin in Crestline

Cozy A-Frame in The Tree Tops

A COZY A-FRAME NESTLED IN THE TREETOPS *1 hour from LA *3 minutes to Lake Gregory *10 Minutes to Arrowhead Get away from it all and enjoy the peace and quiet. Lounge on two scenic decks and stylishly furnished interiors. Relax in the spacious bathroom featuring a large sink and a roomy walk-in shower for two. The queen bed offers a cozy retreat looking into tree tops. Stay connected with WiFi, unwind with Netflix on the smart TV, and make use of the full kitchen in this charming cabin.

4.95 out of 5 average rating, 241 reviews

A two-story mini home is showcased beside a refreshing swimming pool, surrounded by a neatly landscaped garden filled with various plants. The clear blue sky enhances the peaceful outdoor atmosphere, while a palm tree rises above the structure.

Guesthouse in Fontana

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*)

4.9 out of 5 average rating, 142 reviews

The living room is furnished with a dark brown sectional sofa, a white coffee table, and a pair of armchairs. A television is positioned against a gray wall, while natural light enters through the windows, which are adorned with navy blue curtains. Decorative elements enhance the space.

Home in Amber Hills

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!

4.91 out of 5 average rating, 155 reviews

A spacious bedroom features a king-size bed covered in an orange quilt, accompanied by a white nightstand with a small plant. A bench sits at the foot of the bed, and an open closet with hanging space is visible, alongside a gray dresser against the wall.

Home in San Bernardino

2-King size bed: Hidden Gem

Join the fuss, come and relax in this NEW lively & stylish rear space. Here you have one master bedroom with a king-size bed and its private restroom, TV with Netflix. Send your guest to the second bedroom also king size bed & TV, and leave that one friend to sleep in the sofa bed joined by another TV. Fully stocked kitchen plus We offer free coffee ☕️ ◆15 minute drive to Yaamava' Resort & Casino ◆9 minute drive to National Orange Show (NOS) Center ig arbnbproperties

4.96 out of 5 average rating, 274 reviews

A charming guesthouse exterior is presented with a paved patio featuring potted plants. A comfortable seating area is visible, along with glass doors that allow natural light into the space. Lush palm trees surround the area, enhancing the inviting atmosphere.

Guesthouse in Highland

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.

4.96 out of 5 average rating, 208 reviews

The A-frame chalet showcases large wall-to-wall glass doors, inviting natural light. A spacious deck with comfortable outdoor seating surrounding a bright orange fireplace offers views of the surrounding wooded landscape and boulders.

Cabin in Big Bear

Modern Swiss Chalet | Sweeping Views | Hot Tub

Come see the snow!!!! 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.

4.94 out of 5 average rating, 198 reviews

The exterior of a guest house is captured, featuring a white facade and a wooden staircase leading to the entrance. Surrounding plants add greenery, and a sandy pathway extends from the driveway. A covered porch is visible, framed by wooden railings.

Guesthouse in Redlands

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.

4.91 out of 5 average rating, 176 reviews

A unique barrel sauna is positioned on a stone path, surrounded by tall trees. Softly glowing string lights are hung above, illuminating the area near the entrance. The structure features a wooden exterior with a welcoming entryway, providing a serene atmosphere for relaxation.

Home in Running Springs

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!

Popular amenities for Highland outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.93 out of 5 average rating, 394 reviews

A comfortable living room features a gray sectional sofa adorned with colorful patterned pillows. Natural light enters through two large windows, illuminating a vibrant floral area rug. Potted plants and fresh flowers add a touch of greenery to the inviting space.

Home in Rialto

Private HOME AWAY Cozy 2Bedrms 1Ba Ktch Lvg Rm Pkg

4.97 out of 5 average rating, 218 reviews

A spacious terrace extends alongside the home, offering unobstructed views of the lake and surrounding hills at sunset. Subtle lighting illuminates the area, while a pair of outdoor chairs provides a cozy spot to enjoy the serene backdrop.

Home in Crestline

Magical lake house with spectacular views

4.97 out of 5 average rating, 100 reviews

The living area features a spacious gray sectional sofa adorned with decorative pillows. A rustic chandelier hangs above, illuminating the room. Large windows offer views of the surrounding forest. A wooden dining table is visible in the background, accompanied by a warm wood railing along the staircase.

Home in Lake Arrowhead

Forest Views | Fire Pit | BBQ Grill | Cozy Cabin

4.94 out of 5 average rating, 102 reviews

Home in Nuevo

Peaceful & Private w Stunning Mountain View’s

4.94 out of 5 average rating, 124 reviews

A bubbling hot tub is viewed from the edge, with a patio area visible in the background. Soft lighting highlights the space, and a modern TV is mounted on the wall, adding to the cozy ambiance of the outdoor setting.

Home in San Bernardino

Luxury Home w/Private Jacuzzi & Firepit

4.99 out of 5 average rating, 341 reviews

The master bedroom features a soft pink color palette, complemented by elegant decor. A clawfoot tub is positioned beside the bed, while large windows allow natural light to illuminate the space. Luxurious bedding and coordinated furnishings enhance the cozy atmosphere.

Home in Crestline

Unique mountain lake pink bedroom private cabin

4.99 out of 5 average rating, 121 reviews

A comfortable living area features a beige sectional sofa and two armchairs arranged around a coffee table. A flat-screen television is mounted above a modern fireplace. A dining table with four chairs is positioned nearby, with a large area rug beneath them.

Home in Redlands

Spacious 4 bedroom home in the heart of town!

4.96 out of 5 average rating, 628 reviews

A living area showcases a spacious blue sofa facing a stone fireplace, with wooden beams and a skylight ceiling above. Family photos are framed on the walls, and a large flat-screen TV is mounted for entertainment. Natural light filters through the windows.

Home in Big Bear Lake

Ski Chalet Inspired Rustic Modern Cabin in Big Bear Lake

Apartment rentals with outdoor seating

Apartment in Big Bear Lake

New place to stay

Mtn-View Condo Near Snow Summit w/Fireplace & Deck

5 out of 5 average rating, 9 reviews

Apartment in Ontario

Modern/Comfort Stay ~ New

5 out of 5 average rating, 46 reviews

Apartment in Colton

Eucalyptus Studio Apt.

Apartment in Big Bear Lake

The exterior of a charming two-story house is showcased, blanketed in fresh snow. The green siding is complemented by white framing around the windows, with a white picket fence surrounding the front yard. Snow rests on the roof and the surrounding trees.

4.86 out of 5 average rating, 96 reviews

#1 separate bedroom & full kitchen NEW BATHROOM

Apartment in Downtown Riverside

4.83 out of 5 average rating, 265 reviews

✹Cozy Apt in the Heart of Dtwn Riverside ✹

5 out of 5 average rating, 3 reviews

A covered porch area features a comfortable seating space and a stylish lantern near the entrance. The outdoor space is surrounded by trees, providing a serene view of the landscape and nearby water, enhancing the sense of tranquility.

Apartment in Cedar Glen

Quiet getaway with a great view

Apartment in Big Bear Lake

4.75 out of 5 average rating, 8 reviews

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

4.94 out of 5 average rating, 71 reviews

Apartment in Yucaipa

Hill View Apartment in Oak Glen

Condo rentals with outdoor seating

4.6 out of 5 average rating, 5 reviews

Fully Upgraded Lakeside Hideaway for Quiet Escapes

The living room features a comfortable seating area with a natural stone fireplace and a media console. A large flat-screen TV displays a serene lake view. Natural light floods the space through sliding glass doors leading to a balcony with lakefront views.

4.95 out of 5 average rating, 114 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

An open kitchen features modern cabinetry and stainless steel appliances, including a microwave and refrigerator. A breakfast bar with four stools provides seating. Pendant lights hang above the counter, while a wooden shelf displays potted plants. Light colors and wood accents create a welcoming atmosphere.

4.9 out of 5 average rating, 200 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

4.86 out of 5 average rating, 96 reviews

Kuma Lodge, Walk to Snow Summit

The exterior of a green cabin is surrounded by tall trees, with a snow-covered ground creating a serene ambiance. A picnic table is positioned on the snow, accompanied by an umbrella. Steps lead to the cabin's entrance, set against a clear blue sky.

4.88 out of 5 average rating, 187 reviews

lakeside hideaway walk to ski resorts and village

A view from a private deck showcases trees with bare branches and a glimpse of the lake in the background. A nearby cottage can be seen, blending harmoniously with the surrounding nature under a clear blue sky.

4.81 out of 5 average rating, 21 reviews

Lakeside condo

An outdoor balcony features a table and four chairs, complemented by a gas grill. Scenic views of Big Bear Lake and surrounding trees provide a serene backdrop, enhancing the outdoor dining experience.

4.88 out of 5 average rating, 26 reviews

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

The spacious living area features a cozy leather seating arrangement surrounding a wooden coffee table. A stone fireplace serves as a focal point, complemented by a wall-mounted television. Large windows allow natural light to illuminate the space, with a comfortable nook visible in the background.