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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
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.
Guest suite in San Bernardino
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!

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 Arrowhead
4.85 out of 5 average rating, 264 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
Home in Highland
5 out of 5 average rating, 35 reviews

Retro Retreat | Game Lounge & Vinyl Vibes

Planning your weekend escape? Retro Retreat is your perfect getaway just minutes from Yaamava Casino, ONT Airport, and Inland Empire hotspots 🔥 🎰 4 min to Yaamava Resort & Casino 🎓 18 min to Loma Linda University ✈️ 27 min to Ontario Airport (ONT) 🍔 13 min to Downtown Redlands 🎡 15 min to NOS Events Center 🌲 35 min to Lake Arrowhead After a fun night out, unwind in the peaceful sunroom with loved ones at the heart of this home. Dates fill fast. Lock in your stay at Retro Retreat!

Guest favourite
A cozy studio space is highlighted by a colorful ceiling with projected stars and soft lighting. A neatly made bed is positioned against the wall, while a desk and shelves offer functional arrangements. A television is mounted on the wall, enhancing the inviting atmosphere.
Tiny home in San Bernardino
4.88 out of 5 average rating, 367 reviews

#1 Cozy Tinyhouse "Route 66" container- private

Longterm Rental, peaceful, rural neighborhood- No Smoking property, no animals allowed due to health conditions. Right in the center of all: 1.5 hour to Santa Monica, Venice Beach, less than 2 hours from San Diego, 3 hours to Las Vegas, 5 min from the world famous motocross track, Glen Helen Amphitheater, Route 66, and hot spot for paragliding is close by. CozyTiny Container home is private, with all comforts. Peaceful, calm at the foot of the mountains with 1 dedicated parking spot.

Superhost
Guest suite in Downtown Redlands
4.88 out of 5 average rating, 472 reviews

Private King Suite & Bath | Self Check-In

Spacious private-entry guest suite converted from the home’s master bedroom. Fully separate from the main house with keypad access, private attached bathroom, Wi-Fi, large TV, mini fridge, microwave, and seating area. Sleeps up to 3 with a king-size bed and optional full bed. Located in a historic 1895 home—updated but with a few quirks: toilet paper goes in the trash (older pipes). Quiet space, no parties. I live on-site, respect your privacy, and am always available if needed.

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 Redlands
4.97 out of 5 average rating, 288 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
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
4.94 out of 5 average rating, 373 reviews

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.

Guest favourite
Flat in San Bernardino
5 out of 5 average rating, 8 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.

Guest favourite
A spacious studio featuring a comfortable bed dressed in light blue linens. A small dining area is set with outdoor-inspired chairs, while a kitchenette is visible in the background. Natural light enters through a window, complementing the modern grey walls.
Flat in Moreno Valley
5 out of 5 average rating, 14 reviews

Cozy Private Studio Hideaway

Discover this charming studio located in the scenic Moreno Valley. Equipped with air conditioning, heating, and WiFi, guests are assured a pleasant and convenient stay. The bathroom includes a revitalizing shower. We believe our accommodation will enhance your experience of all that Moreno Valley has to offer. it simple at this peaceful and centrally-located place.

Superhost
The exterior of Sunset Cottage is shown, featuring a welcoming porch with a railing and an umbrella providing shade. The white building displays a tiled roof and a wooden door, surrounded by a grassy area, under a partly cloudy sky.
Guest house in Redlands
4.89 out of 5 average rating, 358 reviews

Sunset Cottage

Welcome to Sunset Cottage. A newly renovated home 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.

Superhost
A remodeled kitchen area features a wooden ceiling with exposed beams. A central island with bar stools provides seating. Appliances, including a refrigerator and washing machine, are present. Patterns on the backsplash add visual interest, and natural light enters through a window.
Cabin in Crestline
4.9 out of 5 average rating, 356 reviews

The Cozy Cabin

Get away from the hustle and bustle of the city and have yourself a peaceful and relaxing stay at this remodeled cabin in the mountains. Enjoy the large deck with some coffee in the morning, mediate and do yoga while Blue Jays fly by, or just simply enjoy nature Explore nearby hikes, great restaurants, and of course Lake Gregory!

Top guest favourite
A living room area features a neutral-toned couch complemented by decorative pillows. A round ottoman sits in the center atop a patterned area rug. A large mirror and wall art add visual interest, while plants bring a touch of greenery to the space.
Guest house in Redlands
4.96 out of 5 average rating, 485 reviews

The Porch

The Porch is located in a new and calm neighborhood. It is an attached, but separate unit from the main home. It has a private entrance, walk way, and is self check in. In our place, you will never have to worry about cleaning at the end of you trip, we take care of it all.

Popular amenities for San Bernardino holiday rentals

When is the best time to visit San Bernardino?

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Avg. price$215 SGD$203 SGD$200 SGD$194 SGD$196 SGD$192 SGD$201 SGD$197 SGD$184 SGD$201 SGD$207 SGD$228 SGD
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Frequently Asked Questions

  • 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.

  • 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.

Quick stats about holiday rentals in San Bernardino

  • Total holiday rentals

    Explore 1,200 holiday rentals in San Bernardino

  • Verified guest reviews

    Over 62,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    680 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 510 rentals that welcome pets

  • Holiday rentals with a pool

    150 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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