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Holiday rentals in San Bernardino

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Top-rated holiday rentals in San Bernardino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in San Bernardino
4.94 out of 5 average rating, 340 reviews

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

Guest favourite
The outdoor patio features a rustic fire pit surrounded by several Adirondack chairs, inviting relaxation. A wooden deck leads to the entrance of the cabin, set against lush greenery and shade provided by tall trees. The cabin's stone chimney adds character to the setting.
Cabin in Crestline
4.95 out of 5 average rating, 189 reviews

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.

Top guest favourite
A private patio is viewed, featuring a thatched umbrella providing shade over a table. Colorful cushions adorn the outdoor seating. Lush greenery and trees are visible in the background, with expansive views of rolling hills and mountains under a clear blue sky.
Guest suite in Riverside
4.98 out of 5 average rating, 80 reviews

Hillside Retreat w Patio & Views

★ "This retreat truly lived up to its name" • Entire king suite w/ spa-style bath • Private entrance & private string-lit patio, no shared spaces • Oversized jetted soaking tub • Plush king bed & blackout curtains • Panoramic views of the mountains and city below • Quiet, calm neighborhood, located on golf course • *NEW* self-control air-conditioning/heater • Smart TV w/ Netflix & Prime included • Desk & dining setup for remote work, 500mbps internet • Keyless self check-in anytime after 3pm

Guest favourite
A spacious living room features high cathedral ceilings and large windows allowing natural light to enter. Modern blue sofas are arranged around a glass coffee table, complemented by stylish accent chairs. A lush indoor plant adds a touch of greenery, enhancing the warm atmosphere.
Villa in Redlands
4.93 out of 5 average rating, 160 reviews

Peaceful Private Retreat In The Heart Of Town

Meticulously designer-renovated modern home “The Nest “is surrounded by mature tree and nestled beneath the mountains in South Redlands. Whether you’re looking to spend time with loved ones, vacationing or work remotely in a peaceful environment, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, with pleasant sparkling pool, grill and chill on the backyard, and explore nature right outside your front door. Conveniently located in Redlands!

Guest favourite
A spiral staircase leads to a lofted sleeping area, featuring a railing that offers safety. The main level displays a seating arrangement with a lamp beside a cozy sofa. A television is mounted on the wall, while decorative accents enhance the space.
Guest house in San Bernardino
4.85 out of 5 average rating, 281 reviews

Guesthouse with Loft & ICE COLD AC

This private and stylish guest house is perfect for group trips or the single traveler. Will sleep 4 adults and 1 kid with a Q bed, Q leather sofa fold out and a D futon. Quality bedding and pillow top mattress are very comfortable. K-Cups of coffee are provided along with bath sheets. Work at the desk or watch the game on the 50" big screen. Close to Yaamava Casino, Glen Helen Amphitheatre, Crestline, and three major hospitals. It's quiet and peaceful. Smoke outside only. Ice-cold A/C

Top guest favourite
A welcoming entrance is framed by lush green ivy climbing over a covered porch. The dark front door is adorned with a seasonal wreath. Rocking chairs and potted plants create an inviting atmosphere, while a small doormat adds a pop of color near the entrance.
Home in Redlands
4.97 out of 5 average rating, 89 reviews

Downtown Redlands Historic Wonderland

Downtown Redlands 2 Min Walk From State St. Food, Bars, Fun. Peace & Yoga I own a studio & teach private classes in the back studio- I am very quiet, you are always welcomed to join & I love helping Great for a couple/Travel Nurse & Medical/ Student or World Travelers 🧳 LAX Ontario & San Bernardino Airports within 20 minutes. Located near LLU, SB County, Káiser, Redlands Hospital & The University of Redlands, SBCU, LLUMC Valley & Crafton & of course Coachella & Bicycle Classics.

Guest favourite
A bright sleeping area features a spacious bed with stylish linens and decorative pillows. A round mirror hangs above a modern sink in an adjoining area, complemented by floating shelves adorned with towels and greenery. A dining table with sleek chairs occupies the cozy kitchen space.
Home in San Bernardino
4.92 out of 5 average rating, 111 reviews

Bright Modern 2-Bd House in Quiet neighborhood!

This bright modern house was recently remodeled and it's ready for you to enjoy! The home is situated in a very quiet and safe neighborhood at the end of a cul-de-sac in the foothills of the San Bernardino mountains. This house is the perfect place to use as a basecamp when exploring San Bernardino (Yaamava Resort and Casino, NOS, the first McDonald's museum, Big Bear, Lake Arrowhead, Joshua Tree, Palm Springs, Orange County (Disneyland, Knotts), LA and so many more places.

Top guest favourite
The exterior of a two-story home is presented, featuring a blend of neutral tones. A well-maintained landscape of low shrubs and decorative stones surrounds the property, enhancing the curb appeal. A driveway leads to a single-car garage, contributing to a welcoming street view.
Guest suite in Loma Linda
4.97 out of 5 average rating, 301 reviews

Amazing Large 1 Bedroom, No Chores Home

Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

Top guest favourite
The exterior of a charming structure is surrounded by desert landscaping, featuring a mix of greenery and rock features. Warm sunset hues fill the sky, and a welcoming porch is presented under a pitched roof. Outdoor seating and games are available nearby.
Guest house in Temecula
4.98 out of 5 average rating, 172 reviews

The Roadhouse Follow us at @roadhousewinecountry

The RoadHouse! A cozy, stylish spot smack dab in the middle of wine country. You can walk to many wineries from our location, really! Or stay on site and enjoy the private jacuzzi spa (always hot!), have a round of mini golf or just relax on the deck. Located on a fully fenced property The Roadhouse has everything you need for a fantastic wine country getaway. Don’t forget to get up early and check out the hot air balloons. They land outside our fence most days!

Superhost
An inviting outdoor space features a well-lit pool surrounded by a spacious patio. Dining furniture is positioned near the edge, offering views of the landscape at sunset. Soft lighting enhances the tranquil atmosphere, making it suitable for relaxation and gatherings.
Home in San Bernardino
4.85 out of 5 average rating, 59 reviews

Mountaintop Pool Paradise | Mins to NOS Center

🏔️🏝️Welcome to Your Private Oasis!🏝️🏔️ Nestled in a serene gated community, this 2,300 sq. ft. 3-bedroom, 2.5-bath home offers the ultimate retreat. Relax by the pool or enjoy quality time in the cozy, open living spaces. Conveniently located, you’re just 10 minutes from SB Raceway, 15 minutes from San Manuel Casino, 20 minutes from the scenic Cajon Pass, close to NOS Center, Cabazon Outlets and under an hour from Disneyland.

Guest favourite
The serene bedroom features a spacious bed with decorative pillows, complemented by a ceiling fan and two bedside tables. Natural light enters through large, sheer curtains and a window, while framed art adds visual interest to the walls.
Home in Downtown Riverside
4.95 out of 5 average rating, 56 reviews

CasitaBachelor | Luxury Bath & Kitchen

Discover the charm of this cozy one-bedroom casita, your perfect urban retreat. This compact gem boasts a thoughtfully designed layout, blending modern comfort with efficient use of space. Enjoy a stylish kitchen, inviting living area, serene bedroom, and a sleek bathroom. Ideal for city dwellers seeking simplicity without compromise. Embrace minimalist living in this smartly crafted oasis.

Superhost
Flat in San Bernardino
4.87 out of 5 average rating, 30 reviews

Luxury CalKing master bedroom Apartment

Luxury 600 sq. ft. Apartment Near Loma Linda Just 10 minutes from Loma Linda Hospital and 5 minutes from San Bernardino Airport, this quiet, peaceful apartment offers: • Private entry & dedicated parking • 1 bedroom, full kitchen, and modern bathroom • Living room with fireplace • Laundry room, AC, and high-speed Wi-Fi Fully equipped with 5-star hotel amenities for maximum comfort.

Popular amenities for San Bernardino holiday rentals

When is the best time to visit San Bernardino?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price£125£122£119£113£114£112£117£115£107£115£126£143
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Frequently Asked Questions

  • What are the best things to do in San Bernardino with kids?

    Families often explore local playgrounds, interactive museums, and hands-on science centers. Animal parks and nearby hiking paths with easy trails are also frequently suggested for active outings with kids.

  • What are some of the best things to do in San Bernardino?

    Explore museums, enjoy performances at local theaters, and wander public art installations around downtown. Nature enthusiasts frequently visit parks and hiking areas near the foothills, especially for scenic walks.

  • How is the weather in San Bernardino?

    San Bernardino has mild winters around 46–67°F (8–20°C), and warm, dry summers reaching 87–89°F (31–32°C). Light rain is more common from late fall through early spring, while summer is mostly dry.

  • What are the best places to visit in San Bernardino?

    San Bernardino has popular stops like regional parks, historic downtown attractions, and the original McDonald's site. The San Bernardino History and Railroad Museum is frequently suggested for history enthusiasts.

  • What are some hiking trails in San Bernardino?

    Around San Bernardino, hikers explore trails in San Bernardino National Forest, visit Perris Hill Park, or follow urban paths at Seccombe Lake Park. Each area offers a different blend of scenery and accessibility.

  • What are some family activities we can do in San Bernardino?

    Families can discover local museums, play at regional parks, and enjoy community events throughout the year. Interactive exhibits and outdoor recreational spaces are frequently suggested for group fun.

  • What are some of the best day trip ideas from San Bernardino?

    Spend a day exploring mountain communities nearby, visit regional lakes for water activities, or discover historic mining towns in the foothills. Nature parks around San Bernardino also invite hikers and picnic groups.

  • Are there any pet friendly accommodations available in San Bernardino?

    San Bernardino has pet friendly vacation rentals throughout various neighborhoods, including areas near parks and nature trails. Look for listings that mention dog-friendly features or outdoor access.

  • What are some local tips for visiting San Bernardino?

    Bring sunscreen and layered clothing to adjust to changing temperatures, especially if exploring local parks or mountains. Discover local dining spots featuring regional flavors, and check community calendars for cultural events.

  • What is San Bernardino known for?

    San Bernardino is known for its links to the historic Route 66, proximity to mountain recreation, and diverse cultural heritage. The city frequently hosts regional events highlighting music, art, and local traditions.

  • What are the best hidden gems to explore in San Bernardino?

    Look for small galleries, neighborhood coffee shops, and historical markers tucked throughout the city. Urban parks with quiet trails are also often recommended for a relaxed, local experience.

  • What are the best foods to try in San Bernardino?

    San Bernardino has Mexican-inspired dishes, locally rooted barbecue, and classic diner fare like burgers and shakes. Regional citrus is often highlighted in desserts and beverages.

  • What should I bring for a trip to San Bernardino?

    Pack comfortable walking shoes for urban and park adventures, along with a hat and sunscreen for sunny days. Layers help with cool evenings or trips to higher elevations in nearby mountains.

  • What is the nightlife in San Bernardino like?

    San Bernardino has a mix of casual bars, live music venues, and locally focused restaurants. Downtown and nearby neighborhoods host events, open mics, and cultural performances throughout the week.

  • What are the most popular events or festivals in San Bernardino?

    San Bernardino frequently hosts community festivals, outdoor concerts, and car culture events rooted in its Route 66 history. Summer and fall often bring arts celebrations and seasonal fairs.

  • Are there family friendly vacation rentals in San Bernardino?

    Many vacation rentals in San Bernardino welcome families, especially in quiet neighborhoods and areas near parks. Look for homes with multiple bedrooms and accessible outdoor areas for group stays.

  • When is the best time to visit San Bernardino?

    Late spring and early fall are often recommended for pleasant temperatures and clearer skies. Seasonal community events also draw visitors throughout the year.

  • What are the best places to stay in San Bernardino?

    San Bernardino has a mix of stays near downtown, the historic neighborhoods, and areas around nature sites. Some guests favor spots close to local parks or mountain foothills for quiet surroundings and outdoor access.

Quick stats about holiday rentals in San Bernardino

  • Total holiday rentals

    Explore 1,180 holiday rentals in San Bernardino

  • Nightly prices starting at

    San Bernardino holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 65,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    730 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 500 rentals that welcome pets

  • Holiday rentals with a pool

    160 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wifi availability

    1,180 of San Bernardino holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across San Bernardino rentals

  • 4.8 Average rating

    San Bernardino stays are highly rated by guests – averaging 4.8 out of 5!

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