Holiday rentals with outdoor seating in Highland

4.99 out of 5 average rating, 120 reviews

A bright living area features a white brick fireplace with a warm fire. A light wood chair is positioned nearby, facing a large flat-screen TV. Natural light enters through the windows, complementing the wooden beams and cozy decor.

Cabin in Running Springs

Wild Olive Lodge ° / Serene Getaway Mountain Cabin

★Featured in Condé Nast Traveler★ Relax and unwind in this calm, stylish, and clean Running Springs mountain cabin★Perfect for a family retreat or a romantic getaway★Newly renovated cabin offers a serene interior, vaulted A-frame loft, inviting decks & much more★IG @wild_olive_den for more • 10m to Snow Valley Ski Resort for great skiing • 15m to Lake Arrowhead • 30m to Big Bear • 10m to Sky Park & Skyforest Close to Arrowbear Lake, Lake Gregory, and Green Valley Lake. Priceless memories await!

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, 147 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!

4.91 out of 5 average rating, 174 reviews

A cozy living area is furnished with a sectional sofa and adorned with a nature-themed mural. A wood-burning fireplace is framed by a decorative mantel. Soft lighting from a floor lamp adds warmth to the space, while a glimpse of the staircase is visible in the background.

Cabin in Big Bear Lake

Modern & Unique 2 story/2 Queen/1 King/2 Bath

Escape to our mountain cottage in the coveted lower moonridge neighborhood that is a 5 minute walk to the free Big Bear Trolley (Red Line) to Bear Mountain or Snow Summit, running every 30 mins. We provide crisp fresh white towels, a rare luxury in AirBnBs! Revel in the large, secluded deck with fire pit & BBQ. A winter wonderland awaits you with a toasty wood burning fireplace, modern kitchen, and soft comfortable beds to make this the perfect retreat. Book now for an unforgettable getaway!

4.9 out of 5 average rating, 156 reviews

A cozy living area features a modern circular coffee table and a white sectional sofa adorned with soft pillows. Large windows provide views of the surrounding greenery. A unique fireplace adds warmth, while a framed artwork of a bull enhances the room's decor.

Cabin in Lake Arrowhead

Treetop Modern Cabin Close to Village and Sky Park

Unwind in this cozy, modern Lake Arrowhead cabin with treetop views and a peaceful setting. Perfect for a relaxing retreat, this stylish getaway features all-new appliances, a fully stocked kitchen, comfy queen beds with pillow-top mattresses, luxury linens, down-alternative pillows, and plush blankets. Stay cozy with a Nest thermostat. Nestled in a quiet location with gorgeous views yet close to Lake Arrowhead Village, hiking trails, and local attractions—your perfect mountain escape awaits.

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.

Guest house 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, 108 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.

4.9 out of 5 average rating, 141 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, 153 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

4.97 out of 5 average rating, 822 reviews

A private entrance is framed by wooden gates and surrounding greenery. Potted plants add a touch of nature, while a view of the horizon showcases a blend of city lights and mountainous landscapes during twilight.

Guest suite in Riverside

Paradiso RETREATwith private PATIO/VIEWS

Step inside this beautiful, private guest suite with large patio to enjoy spectacular views. Just minutes away from Downtown Riverside and direct access to Mount Rubidoux many hiking trails. Due to COVID-19, we are taking extra care to disinfect the Suite between reservations with our enhanced cleaning routine. We are within 1 hr drive to : * Palm Springs * Hollywood * San Diego * Laguna Beach * Joshua Tree National Park * Indio/Coachella * Big Bear Ski Resort

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.

Guest house 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.

4.94 out of 5 average rating, 377 reviews

A round wooden dining table is surrounded by six upholstered chairs featuring a light fabric design. The table is set with six plates and a centerpiece of natural elements, including a candle. Soft lighting enhances the warm interior with earthy tones.

Home in Fontana

DJ's Bed & Bistro

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.

4.91 out of 5 average rating, 174 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 outdoor seating rentals in Highland

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.93 out of 5 average rating, 139 reviews

Home in Lake Arrowhead

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

4.93 out of 5 average rating, 392 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, 217 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

4.9 out of 5 average rating, 110 reviews

An open living area features a modern kitchen with green cabinetry and stainless steel appliances. A wooden coffee table is centered in the space, complemented by a light-toned floor. The room includes a fireplace and comfortable seating arrangements.

Home in Sugarloaf

Modern cabin with hot tub and fireplace

4.99 out of 5 average rating, 134 reviews

A cozy bedroom features a spacious bed with a navy blue blanket and decorative pillows. Light wood flooring complements the minimalist decor. A large window with sheer curtains opens to a private patio, while a wall-mounted TV adds modern convenience.

Home in Hesperia

Palm Paradise, Private Studio

4.94 out of 5 average rating, 119 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, 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!

4.94 out of 5 average rating, 126 reviews

A spacious living room features a stone fireplace as its focal point, with a cozy seating area that includes a leather chair and soft throw blanket. Natural light filters through the window shutters, illuminating the wood-beamed ceiling and warm wooden floors.

Home in Big Bear Lake

Steps to Village, Spa! Best Location in Big Bear!

Apartment rentals with outdoor seating

Flat in Big Bear Lake

New place to stay

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

5 out of 5 average rating, 8 reviews

Flat in Ontario

Modern/Comfort Stay ~ New

4.9 out of 5 average rating, 21 reviews

The living room features a cozy sectional sofa facing a black stone fireplace, where a warm glow is visible. Above, a large TV displays scenic mountain views. Natural light enters through large windows, and wooden beams add character to the vaulted ceiling.

Flat in Big Bear Lake

Summit Slope Winter Side: Steps 2 Slopes!

5 out of 5 average rating, 46 reviews

Flat in Colton

Eucalyptus Studio Apt.

4.86 out of 5 average rating, 96 reviews

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.

Flat in Big Bear Lake

#1 separate bedroom & full kitchen NEW BATHROOM

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.

Flat in Cedar Glen

Quiet getaway with a great view

4.84 out of 5 average rating, 166 reviews

A comfortable living space is shown, featuring a light-colored sofa adorned with decorative pillows. A glass coffee table sits centrally on a patterned area rug, while a TV is mounted on the wall. Sunlight filters through the blue curtains, creating a warm ambiance.

Flat in Claremont

PEACEFUL PRIVATE GUEST SUITE WITH CAL KING BED

4.94 out of 5 average rating, 71 reviews

Flat in Yucaipa

Hill View Apartment in Oak Glen

Apartment rentals with outdoor seating

4.75 out of 5 average rating, 4 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.

4.89 out of 5 average rating, 199 reviews

The Cozy Cottage Condo - Jacuzzi/3mi to slopes

A two-story resort building is shown, characterized by a green balcony and large windows. A snow-covered landscape surrounds the unit, while a tranquil lake extends in view, framed by snow-dusted mountains in the background. The clear blue sky adds to the serene atmosphere.

5 out of 5 average rating, 4 reviews

Lagonita Lodge - Full Lake View Villa Guaranteed!

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, 185 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

A heated outdoor pool is surrounded by lush greenery and elegant stone architecture, illuminated softly by warm lights. Comfortable lounge areas are visible, creating a relaxed atmosphere. The inviting, turquoise water provides a perfect contrast to the rustic charm of the surrounding buildings.