Guesthouse holiday rentals in San Bernardino

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Top-rated Guesthouses in San Bernardino

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
The outdoor space features a sparkling swimming pool surrounded by a landscaped patio. The cottage is seen in the background with large glass doors, inviting natural light. Beautiful plants and greenery enhance the serene atmosphere, providing a pleasant space for relaxation.
Guesthouse in Redlands
4.99 out of 5 average rating, 319 reviews

SOUTH REDLANDS CHARMING COTTAGE WITH POOL!

Located in beautiful South Redlands near Prospect Park, this detached cottage has its own private and inviting fenced backyard, nicely landscaped with comfortable patio furniture. Inside you will find separate living and bedroom spaces, charming decor, Heating/A/C, Cable TV, WIFI, kitchenette with microwave, Keurig coffee maker and compact refrigerator, fine linens, comfortable queen sized bed, and newer bathroom. Conveniently located near Downtown Redlands, University of Redlands and ESRI!

Top Guest favourite
The open-concept living area features cathedral ceilings and large picture windows that provide forest views. A spacious sectional sofa and a striking red area rug create a welcoming seating space. A smart TV is positioned near a wooden media console for entertainment.
Guesthouse in Skyforest
4.98 out of 5 average rating, 105 reviews

Pristine Wooded Retreat/Near SkyPark and Lakes

GREYSTONE MANOR CARRIAGE HOUSE Nestled in Sky Forest, just a five-minute drive to Lake Arrowhead Village, this stylish one- bedroom guest house offers a wooded oasis on a quiet, gated 1-acre property. The open-concept living area with cathedral ceilings offers an immaculate kitchen, a smart TV, and picture windows with forest views. Cook on the outdoor gas grill and dine alfresco at the picnic table in the back yard overlooking lush forest. Walk to local dining, antique and gift shopping.

Top Guest favourite
A modern kitchen area features rich wooden cabinetry and a mosaic tile backsplash. A small dining table with four wooden chairs is positioned near the window. Appliances include a microwave, a sink, and a countertop area with stone surface.
Guesthouse in Rancho Cucamonga
4.9 out of 5 average rating, 575 reviews

Lux Suite with Private Entrance

Private Suite with a breathtaking view from the balcony, Roku TV, private bath and a kitchen with cooktop, microwave, countertop Cuisinart air fryer oven, Keurig, toaster, and full size fridge. Located north of 210 with access to all major freeway including the 15 freeway. The stand alone air system only serves the Suite. We are a 3-minute drive to Ralph’s Shopping Center which also consist of stores such as Starbucks, Wells Fargo, UPS, and Enterprise. 15 minute drive to Ontario Airport.

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.
Guesthouse in Arrowhead
4.84 out of 5 average rating, 246 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
The open living area features a well-equipped kitchen with dark cabinets and granite countertops. A dining table with chairs is positioned near a comfortable seating area, where a sofa and decorative wall art contribute to the inviting ambiance. Natural light filters through the window, enhancing the space.
Guesthouse in Rancho Cucamonga
4.89 out of 5 average rating, 525 reviews

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.

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.
Guesthouse in Fontana
4.96 out of 5 average rating, 218 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
A cozy sleeping area is shown, featuring a spacious bed with gray bedding and a neutral-colored headboard. A gray sofa bed sits nearby, accented with a yellow pillow. Natural light enters through a window adorned with light curtains, illuminating the light-colored walls and flooring.
Guesthouse in Riverside
4.93 out of 5 average rating, 106 reviews

Cristy's Guest House

Comfortable, modern and peaceful, come to enjoy our newly built (2022) Cristy's guest house, a place where we want to please you and make you feel at home, we have taken care of every detail and make available to you great services like Tv (Nexflix, Roku included) Wifi (400 Mb) smart speaker, coffee station, fully equipped kitchen, full bathroom; relax with its rainfall shower head and entrance totally independent with self check in keypad access for your convenience.

Top Guest favourite
A charming guesthouse exterior is presented with a paved patio featuring potted plants. A comfortable seating area is visible, along with glass doors that allow natural light into the space. Lush palm trees surround the area, enhancing the inviting atmosphere.
Guesthouse in Highland
4.96 out of 5 average rating, 267 reviews

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.

Top Guest favourite
A cozy sleeping area features a spacious bed layered with a yellow blanket and decorative pillow with floral patterns. Vintage-style light bulbs hang from the ceiling, while a trailing plant adds a touch of greenery to the clean, white walls.
Guesthouse in Riverside
4.98 out of 5 average rating, 259 reviews

eclectic studio | private courtyard

Enjoy a stylish experience at this centrally-located place. The gorgeous casita is a completely remodeled garage converted into a studio with a private string lighting courtyard, making it a perfect little retreat. Whether you're a solo traveler, couple, or business person, come relax and unwind. Our home is nestled in a quiet neighborhood. UCR, CBU, RCC, Riverside Downtown, Historical Mission Inn and California School for the Deaf are less than 5 miles.

Top Guest favourite
A private deck features a two-person jacuzzi, surrounded by string lights that create a warm ambiance at night. Nearby, a seating area with a table and chairs allows for relaxation, while a fireplace adds to the inviting outdoor space.
Guesthouse in Lake Arrowhead
5 out of 5 average rating, 288 reviews

Arrowhead Cottage For 2 +Jacuzzi & Wine

Welcome to Arrowhead Cottage For 2! Our Guest House is located in the beautiful San Bernardino Mountains, in Lake Arrowhead, CA. Whether you are looking for a romantic getaway or maybe just some R&R, we hope that you find it here! Our goal is to make you feel 100% on vacation. We value cleanliness, comfort, warmth and safety. We want you to feel right at home, so kick off your shoes, relax and stay a while!

Guest favourite
The exterior of a guest house is captured, featuring a white facade and a wooden staircase leading to the entrance. Surrounding plants add greenery, and a sandy pathway extends from the driveway. A covered porch is visible, framed by wooden railings.
Guesthouse in Redlands
4.93 out of 5 average rating, 168 reviews

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.

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.
Guesthouse in Downtown Riverside
4.96 out of 5 average rating, 226 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! ✨

Popular amenities for San Bernardino guesthouses

Quick stats about guesthouse rentals in San Bernardino

  • Total rentals

    50 properties

  • Nightly prices starting at

    $77 AUD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 properties include access to Wi-Fi

Destinations to explore