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Guesthouse holiday rentals in San Bernardino

Find and book unique guesthouse rentals on Airbnb

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, 323 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, 106 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, 578 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, 250 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
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
4.95 out of 5 average rating, 219 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 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, 269 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, 262 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.

Guest favourite
A comfortable sleeping area is presented with a spacious bed topped with a floral patterned blanket. A mirrored accent and a map artwork decorate the room, while a cozy armchair and light-toned shelves add functionality and style. Natural light is softly diffused throughout the space.
Guesthouse in Riverside
4.9 out of 5 average rating, 224 reviews

Casita in Riverside

Enjoy our newly remodeled centrally-located Casita. Whether you are traveling for business or pleasure, our cozy casita will make you feel right at home. The casita has a comfortable queen size bed, kitchen with mini fridge and full bath. Enjoy a cup of coffee or glass of wine on your private patio. Conveniently located just minutes from all major freeways, including: Fwy 10, 60, 91, and 15.

Superhost
A clear view of the room is presented, showcasing a plush bed with a light brown patterned coverlet. Natural light floods in from a sliding glass door that leads to the exterior, with two decorative mirrors reflecting the inviting space.
Guesthouse in Riverside
4.84 out of 5 average rating, 155 reviews

Sweet Studio

Enjoy a stylish experience at this centrally-located place. Located in the beautiful community of Riverside, the quiet private space includes a simplistic designed bedroom with en-suite bathroom. The studio, has very comfortable and relaxing queen size bed, TV (Netflix included) and a stylish refreshment area proving a microwave, refrigerator, and Keurig for your convenience.

Guest favourite
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.
Guesthouse in Redlands
4.9 out of 5 average rating, 342 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.

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
4.97 out of 5 average rating, 233 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
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.
Guesthouse in Redlands
4.96 out of 5 average rating, 472 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 guesthouses

When is the best time to visit San Bernardino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$222 NZD$238 NZD$252 NZD$222 NZD$223 NZD$199 NZD$200 NZD$231 NZD$222 NZD$247 NZD$222 NZD$229 NZD
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Quick stats about guesthouse rentals in San Bernardino

  • Total holiday rentals

    Explore 50 holiday rentals in San Bernardino

  • Nightly prices starting at

    San Bernardino holiday rentals start at $89 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,080 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of San Bernardino holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool 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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