Holiday rentals in San Bernardino

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Top-rated holiday rentals in San Bernardino

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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!

Superhost
A dining area is visible with a wooden table surrounded by four chairs, positioned against a green accent wall. Near the table, a television is mounted on a light-colored wall unit that features decorative items and small plants, enhancing the welcoming ambience of the space.
Apartment in Downtown Riverside
4.88 out of 5 average rating, 220 reviews

Quaint Farmhouse Getaway - Entire Place (Condo)

Enjoy your stay at this farmhouse style 2 bed 2 bath condo! Extremely clean and well maintained, this space is conveniently located a few minutes from the downtown area, Central Plaza, and walking distance from Riverside's well known Mt. Rubidoux Hike; a 1-mile trek that gives a stunning view of the entire city. There is a park across the street that kids love which also has a nice walking path. The neighborhood is very quiet and peaceful. Access to Wifi, washer/dryer, 2 car garage, and more!

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

Guest favourite
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
4.93 out of 5 average rating, 392 reviews

Private HOME AWAY Cozy 2Bedrms 1Ba Ktch Lvg Rm Pkg

WIFI WORK-FRIENDLY A/C & Heating . PARK-FREE INSIDE a private drwy. IN-HOUSE WASHR& DRYR LONG STAYS WELCOME COMPLETELY SANITIZED. Beaut & Priv Loft w/hrdwd floors. 965 sqft. ENTIRE PLACE Cozy 2 bedrooms+office s Liv Rm w/sofa Bed,Large Priv. bath Fullystocked Lg Kitchen Downtown/I bk Historic Rte 66 2 mi.-(10) & 210 fwy. 15 fwy 17miles Ontario Airport, near UCR,Loma Linda Hospt Redlands Univ. Victoria Gardens,Fontana Raceway,Glen Helen, Nat'l Orng Shw(NOS) SKI Resorts+Casinos

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.

Top 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, 237 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*)

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.

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, 818 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

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
A sectional sofa with orange accent pillows is positioned against a vibrant turquoise wall. A small round tray with a lit candle rests on a nearby ottoman. Framed artwork hangs on the wall, adding a touch of decor to the cozy seating area.
Home in San Bernardino
4.9 out of 5 average rating, 187 reviews

Private Casita with Jacuzzi, newly remodeled.

Enjoy a stylish experience at this centrally-located home with its own private basketball half court (ball not included) hot tub, and grill. Close to downtown San Bernardino, where you will find great eating places, close to mountains, casinos, The NOS Center, National Orange Show(7 minute drive.) Less than 1 hour from Lake Arrowhead & Big Bear Lake. p.s if you don't like neighbors, this is the house for you.

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.

Popular amenities for San Bernardino holiday rentals

When is the best time to visit San Bernardino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price£122£116£114£111£111£109£114£112£105£114£118£129
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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