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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
Home in San Bernardino
4.99 out of 5 average rating, 106 reviews

Hilltop Retreat | Heated Pool + Spectacular Views

Welcome to The Vibe Estate 🌴✨ A hilltop retreat designed for meaningful moments with family and friends. Enjoy breathtaking views 🌄, a heated cocktail pool 💧, and a spacious home perfect for meals, games 🎲, and connection. A peaceful escape to unwind, recharge, and create unforgettable memories together 💛. 🆓 Enjoy the Heated Pool and Propane BBQ Grill free of charge. Everything is set up to help families and friends spend quality time together. Please message host with special requests.

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, 145 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!

Top guest favourite
A well-structured guest house is displayed with a covered porch, featuring two seating chairs and a small table. The exterior includes light-colored walls and green shutters, complemented by a stone base. A serene pool reflects the sky, enhancing the inviting outdoor space.
Guest house in Rubidoux
4.97 out of 5 average rating, 86 reviews

All-in-One Pool Guest House w Private Backyard!

We’d love to host you at our cozy and fully equipped guest house—perfect for families and friends! Located in a quiet, premiere gated community, just 6 min off the 60 fwy. You'll have the guest house all to yourself!This private guest house has its own entrance, pool, and private backyard, offering 600+ sqft of space, including a studio layout, 1 bathroom, and all the essentials you need for a comfortable stay. We can accommodate up to 4 guests and always do our best to meet your needs!

Top guest favourite
Home in Highland
5 out of 5 average rating, 33 reviews

Cozy Fall Retreat | Crackling Firepit & Game Night

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!

Top 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, 357 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.

Guest favourite
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.
Guest house in Fontana
4.95 out of 5 average rating, 225 reviews

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*)

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, 281 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 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
4.97 out of 5 average rating, 810 reviews

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

Superhost
A modern kitchen is visible, featuring sleek white cabinetry, stainless steel appliances, and a spacious countertop. Natural light fills the area, reflecting off the wood-style flooring. A cozy seating area is adjacent, decorated with a patterned red cushion and a light-colored sofa.
Guest house in Arrowhead
4.97 out of 5 average rating, 29 reviews

New&Cozy 1BR with Private Yard near NOS & Yaamava

Welcome to this brand-new, cute 1B/1B with a private backyard, offering a perfect blend of comfort and convenience! Enjoy high-speed wifi, a fully equipped kitchen, dishwasher, washer/dryer, AC, and TV - all in a stylish and modern space. Conveniently located just minutes from San Bernardino downtown, NOS Event Center, and Yaamava Casino. Perfect for couples, solo travelers, or business stays! Book now for a serene yet convenient retreat!

Guest favourite
A well-arranged bedroom features a spacious bed with crisp white linens and a navy blue throw blanket. Two bedside lamps illuminate the area beside elegant wall art. Natural light filters in through a window, complemented by soft wall colors and wooden flooring.
Guest house in San Bernardino
4.88 out of 5 average rating, 49 reviews

High finished ADU One queen bed and one sofa bed

Newly built ADU 5 MINUTES AWAY from Loma Linda University & Hospital Quiet and peaceful neighborhood The space is includes: - New white bathroom (necessities provided) - New Kitchen equipped with all necessities - Closet space - Laundry room The space is attached to the existing house with separate access from the side of the house. Your space will be 100% private. With digital lock.

Top guest favourite
A modern studio is framed by a large glass door, revealing a neatly made queen bed with crisp white linens. Green plants are positioned outside, complementing the inviting atmosphere. The kitchen area is subtly visible in the background, featuring sleek appliances and light-colored cabinetry.
Guest house in Downtown Riverside
4.97 out of 5 average rating, 243 reviews

Casa Blanca: Guesthouse in Downtown Riverside

Welcome to our cozy tiny home in the heart of Downtown Riverside! Walk to top restaurants, cafes, nightlife, museums, and more. Perfect for a weekend getaway, business trip, staycation, or exploring the city. Enjoy comfort, convenience, and the charm of Riverside — all just steps away. We look forward to hosting you! ✨

Top guest favourite
Guest house in San Bernardino
5 out of 5 average rating, 13 reviews

King Bed -THE URBAN NEST-

Welcome to The Urban Nest — your cozy hideaway in the city. This modern guesthouse studio blends warm design with practical comfort. Inside, you’ll find everything you need for a relaxing stay. Enjoy secure gated parking right inside the property, making your stay easy and worry-free.

Popular amenities for San Bernardino holiday rentals

When is the best time to visit San Bernardino?

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Avg. price$218 SGD$207 SGD$203 SGD$198 SGD$199 SGD$195 SGD$204 SGD$200 SGD$187 SGD$204 SGD$211 SGD$231 SGD
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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 61,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    670 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 530 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    690 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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