Holiday rentals with a patio in Highland

Guesthouse in Running Springs

A well-equipped kitchen features wooden cabinets and a light stone countertop. A stove, microwave, and dishwasher are included for convenience. Artwork depicting mountain landscapes adorns the wall. A dining area with a table covered in a winter-themed tablecloth is positioned nearby, illuminated by a pendant light.

4.98 out of 5 average rating, 165 reviews

No Cleaning Fee! Welcome to Deer Lodge!

Only 10 minutes from Snow Valley Resort, this centrally located place is everything you could ask for at a mountain resort! Right outside, you will find your friendly neighborhood Ski and Snowboard rental shop for the winter, and Bicycle rental shop for the other seasons. Avoid the rush at the mountain and rent your equipment right next door! A quiet mountain community in between Lake Arrowhead and Big Bear Lake, Deer Lodge is located in Arrowbear Lake, and we look forward to welcoming you!

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, 142 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!

4.99 out of 5 average rating, 293 reviews

The exterior of the cabin features a welcoming front porch with a swing and a wooden beam structure. Framed by tall trees, the white facade and large windows complement the natural surroundings, creating a serene entryway for guests.

Cabin in Twin Peaks

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.

4.94 out of 5 average rating, 139 reviews

Cabin in Crestline

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.

4.93 out of 5 average rating, 216 reviews

The exterior of the cottage is nestled among tall trees, showcasing wooden siding and warm lighting. Stairs lead up to a deck area, while a stone pathway connects to outdoor seating. The property reflects a blend of rustic charm and cozy ambience within a natural setting.

Cabin in Blue Jay

Enchanted Cabin with Treehouse Vibes near Lakes

Come and stay at this enchanted tiny cottage where you can relax in the shade of the giant trees with a cold drink or explore the hiking trails in the back yard. Conveniently located off Highway 189, just a few minutes to swimming, hiking, shopping, and other outdoor activities. The cottage sits high on the mountainside among the old trees. It has an authentic rustic charm with all the modern conveniences you will need regardless of season. It's a perfect retreat for a couple or small family.

4.99 out of 5 average rating, 144 reviews

A private outdoor space is surrounded by tall trees, featuring a new hot tub illuminated softly in blue. Cozy seating areas with comfortable chairs and a patterned rug provide a perfect setting for relaxation. The inviting entrance to the cabin is visible in the background.

Cabin in Running Springs

Romatic Hot Tub & Fireplace w/Private Backyard

Welcome to The Den, designed by LBL Design Co. Our cozy cabin from the 1960s has been fully renovated creating a romantic moody retreat. Features a fresh look with almond blasted ceilings that is woodsy yet modern, along with a private hot tub. Centrally located to everything you’ll want to explore in the San Bernardino Mountains. Gather on our deck for beers and conversation. Roast gooey s’mores beneath a sky of stars. And curl up on our velvet sofa as the fireplace glows before you.

4.96 out of 5 average rating, 299 reviews

The A-Frame exterior showcases its distinctive triangular structure, framed by a backdrop of trees and snow. Softly glowing lights illuminate the entryway, and the expansive deck features seating, providing a welcoming atmosphere among the serene mountain landscape.

Cabin in Arrowbear Lake

A-Frame Apogee | Hot Tub · Epic Views · Swing Set

Couples, Families & Mountain Peace Seekers only, please. Perched on stilts and boasting unrivaled mountain and valley views, sits this incomparable A-Frame. Since 1964, this gorgeous example of Mid-Century A-Frame architecture has graced the Arrowbear Lake Valley. In 2022, it completed a full restoration and has since become the standard by which all other A-Frames are measured. Brilliantly designed by SoCalSTR® | IG: @socalstr "Top 1%" local market performer according to AirDNA

4.96 out of 5 average rating, 218 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*)

4.89 out of 5 average rating, 119 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!

4.89 out of 5 average rating, 124 reviews

A stylish indoor bar area features sleek stools and illuminated counters, creating a modern social space. An outdoor scene reveals palm trees and a beautifully lit pool, creating a serene retreat. A vibrant putting green is visible, along with a red billiard table, showcasing recreational options.

Home in San Bernardino

Tropical Oasis Heated Pool & Spa/Firepit/Game Room

Pool HEATER and Jacuzzi HEATER HAVE SEPERATE ADDITIONAL FEES READ UNDER OUR POOL INFORMATION Experience a resort-style retreat nestled against the breathtaking backdrop of mountains and palm trees. Indulge in a rejuvenating stay at our home, designed to provide the perfect blend of relaxation and excitement. Located in the serene north part of San Bernardino, our inviting home is ideal for intimate getaways or gatherings with family and loved ones.

Cottage in Running Springs

A cozy reading nook is positioned beside a window, featuring a cushioned seat with assorted pillows. A wooden dining table is seen in the background, accompanied by black chairs. Decorative stained glass complements the room, while soft natural light filters through the windows.

4.98 out of 5 average rating, 364 reviews

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.

4.93 out of 5 average rating, 171 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.

Popular amenities for Highland Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.87 out of 5 average rating, 30 reviews

The bedroom features a wooden bed frame with a queen-sized mattress, dressed in light bedding. A dark blanket is placed at the foot of the bed. Vertical blinds partially cover a window, allowing soft light to enter the space while the carpeted floor adds warmth.

Apartment in Redlands

Large, Spacious 1 BR Apartment all to yourself!

Apartment in Big Bear Lake

The open living area features a modern couch arranged around a rustic fireplace. Exposed wooden beams highlight the ceiling, while large windows allow natural light to fill the space. A dining area with bar stools sits near the galley kitchen, enhancing the inviting atmosphere.

4.89 out of 5 average rating, 9 reviews

Ski Haus - Steps to the slopes at Snow Summit

5 out of 5 average rating, 14 reviews

An outdoor area features a well-maintained lawn bordered by shrubs and a stone pathway. Comfortable seating is arranged around a fire pit, while a staircase leads to an upper level of the property, surrounded by trees for added privacy.

Apartment in Cedar Glen

Charming Lakehouse Bungalow

Apartment in Sierra Lakes

A modern living space features a large sectional sofa adorned with yellow and cream throw pillows. A glass coffee table sits in front, while a vibrant landscape television display captures attention. The open kitchen area, equipped with white cabinetry and bar stools, is visible in the background.

4.94 out of 5 average rating, 51 reviews

Golden - 1bd Condo

4.89 out of 5 average rating, 71 reviews

A modern kitchen space features a sleek countertop with a round woven basket holding a potted plant. In the background, subtle cabinetry and a bar-style seating area create a functional and welcoming atmosphere. Natural light filters through a nearby window.

Apartment in Ontario

Exquisite Comfort Stay

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

4.93 out of 5 average rating, 61 reviews

Apartment in Yucaipa

Hill View Apartment in Oak Glen

4.83 out of 5 average rating, 18 reviews

A modern kitchen area is positioned adjacent to a comfortable living space. A leather sectional sofa with throw pillows faces a round coffee table. A dining table with high chairs is visible, alongside stainless steel appliances and ample natural light from the window.

Apartment in Redlands

Cozy 2 Bdrm Apt/ 1 blck U of R

Holiday House Rentals with a Verandah

4.98 out of 5 average rating, 111 reviews

A charming white cottage is surrounded by a blanket of fresh snow, with trees dusted in white. The entrance is framed by a picket fence and features two inviting outdoor chairs by the door. Shadows and sunlight play across the snow-covered path.

Home in Cedar Glen

The Maple Cottage: family cabin by @themaplecabins

4.91 out of 5 average rating, 123 reviews

Home in Nuevo

Mountain Views Near Lake - Spacious Rural Retreat

4.97 out of 5 average rating, 99 reviews

A wooden picnic table is positioned beside a gently flowing creek, surrounded by lush greenery and trees. Sunlight filters through the leaves, casting dappled shadows on the rocks and water, creating a serene and inviting outdoor space.

Home in Lytle Creek

Creek House - Water Front

4.98 out of 5 average rating, 117 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

4.92 out of 5 average rating, 72 reviews

A stone pathway leads to the welcoming entrance of a small white house with a bright red door. Lush greenery and various plants are framed by a peaceful garden setting, enhancing the serene atmosphere.

Home in Mentone

A Pet Friendly, Quiet Space, Imperfectly Country

4.96 out of 5 average rating, 28 reviews

A shaded patio area features a comfortable seating arrangement with soft cushions, positioned beside a sparkling pool. A stunning sunset casts warm light across the landscape, creating a serene backdrop with lush greenery and distant hills visible in the horizon.

Home in Highland

Scenic views pool/spa/bbq/karaoke/games No Parties

4.98 out of 5 average rating, 320 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 victorian pink bedroom house

4.98 out of 5 average rating, 45 reviews

A single-story house is depicted from the front, featuring a sandy-colored exterior and a covered porch. The yard is expansive, with lush green grass and a few scattered trees. Windows are visible, allowing natural light into the living spaces. Parking is available in the driveway.

Home in San Bernardino

ThE FuN FaCtOrY

Holiday condos with a patio

The master bedroom features a spacious bed with a checkered duvet, complemented by rustic wood paneling. Natural light illuminates the room, which includes a soft area rug and bedside lamps. A sliding door offers access to the outdoor area, enhancing the inviting ambiance.

4.9 out of 5 average rating, 42 reviews

Charming Condo W/ Pool, Hot Tub & Pet Friendly

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.

4.94 out of 5 average rating, 107 reviews

Lakefront Walk 2 Village w/ Dock Access & Pets

4.89 out of 5 average rating, 92 reviews

An open-concept living area features a light-gray sofa and a round mirror on the wall. A dining area with a black table and chairs is visible, along with a modern kitchen accented by bar stools and stainless-steel appliances.

Condo in Ontario

Rch Cucamonga Luxury Cozy Modern Style w/Pool

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.

5 out of 5 average rating, 4 reviews

Big Bear 2BR Condo on Beautiful Resort

A modern living area displays a sleek black sofa positioned near a light-colored stone fireplace. A large flat-screen TV is mounted on the wall opposite. Natural light filters through the window, illuminating the space, which connects to a kitchen area with light cabinetry.

5 out of 5 average rating, 20 reviews

The best memories are made here.

The main living area features vaulted wooden ceilings and large windows allowing ample natural light. A comfortable couch and chairs are arranged around a central glass coffee table, with a dining area and modern kitchen visible in the background.

4.85 out of 5 average rating, 87 reviews

Casa De Lago - Beautifully Upgraded Lakeside Gem!

The bedroom features a queen bed with a red and black checkered blanket. A mirror wardrobe is visible, reflecting light from the nearby window. Wooden floors add warmth, and a wooden side table holds two lamps. A rustic decorative element is mounted on the wall above the bed.

4.92 out of 5 average rating, 191 reviews

Lakeside Lumberjack Lodge - Condo *Pool/Jacuzzi*

A sleek, black futon is placed in a wooden living area, accompanied by a gray blanket and a decorative cushion. A wooden railing separates the space from a dining area with a light wooden table and four chairs. A kitchenette is visible in the background.