
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.

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.

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!

#2 Cozy Tinyhouse"Route 66" Container- private
Longterm rental, peaceful, rural neighborhood, if you’re looking to get just outside of the city. No smoking , NO animals due to health conditions. 1.5 hour or less 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 just 5 minutes away! CozyTiny Container home is private, with all comforts. Relax at the foot of the mountains with 1 parking spot.

Breathtaking Mountain Views | Romantic Hideaway
Holly Hill Chalet is ideal for romantic interludes or peaceful retreats, we promise an unforgettable experience. Expansive patios and park-like setting for garden. The true star of the show is the view an ever-changing masterpiece that transitions from incredible sunrises to beautiful sunsets, all the while offering a front-row seat to the awe-inspiring expanse below. As twilight descends, the view transforms into a sea of twinkling city lights, igniting the atmosphere with a touch of magic

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

PRIVATE COZY GUEST HOUSE IN BEAUTIFUL NEIGHBORHOOD
The private guesthouse is newly renovated on a half acre of landscaped property, with a blooming backyard and a great view of the mountains. We are in an upscale residential area, it’s quiet, safe and beautiful. You can hike up the mountain to enjoy the city view or go down the street to explore lovely Heritage Park. We are located 15 mins from Ontario Int airport (ONT), 15 mins from both Ontario Mills and Victoria Gardens malls, & less than 10 mins from over ten grocery locations.

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.

2-King size bed: Hidden Gem
Join the fuss, come and relax in this NEW lively & stylish rear space. Here you have one master bedroom with a king-size bed and its private restroom, TV with Netflix. Send your guest to the second bedroom also king size bed & TV, and leave that one friend to sleep in the sofa bed joined by another TV. Fully stocked kitchen plus We offer free coffee ☕️ ◆15 minute drive to Yaamava' Resort & Casino ◆9 minute drive to National Orange Show (NOS) Center ig arbnbproperties

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

Serene Escape Tiny House Living /pool/near Yaamava
We are located close to dining , hiking, shopping, movie theaters, National Orange Show Event Center (NOS Events), Yaamava Resort and Casino, some nightlife, Redlands University and Loma Linda University. You’ll love my place because of the location, the people, the ambiance, the outdoors space, and the neighborhood. Our place is good for couples, solo adventurers, and business travelers. Perfect little getaway! I have another listing-click on my photo to view.

DJ's Bed & Bistro (Xmas decor after thxsgiving!)
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.

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 San Bernardino holiday rentals
Stay near San Bernardino's top sights
Other great holiday rentals in San Bernardino

Mountaintop Pool Paradise | Mins to NOS Center

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

Cozy Fall Retreat | Crackling Firepit & Game Night

King Bed -THE URBAN NEST-

Cottage

High finished ADU One queen bed and one sofa bed

B & G Studio Space Guesthouse

Adorable Cozy Cottage, base of Beautiful Mountains
When is the best time to visit San Bernardino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 14°C | 14°C | 15°C | 16°C | 18°C | 20°C | 23°C | 24°C | 24°C | 21°C | 17°C | 14°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 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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