
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.

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!

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.

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.

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

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*)

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.

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.

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.

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.

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.

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! ✨

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
Family-Friendly guesthouses

Walk to Village & 5C's & Trader Joe's/Private Pool

Classic Charm in Claremont Village

No Cleaning Fee! Welcome to Deer Lodge!

The Lemondrop Cottage

The Carriage House

2x Queen Serta / Laundry / Driveway Parking

Poolhouse studio

Orange County Country Cottage
Guesthouses with a patio

Luxury Cottage Near Old Town, Rosebowl, and More

An LA Escapade.

Adorable Back House w/Secluded Garden & Yard

Private Spanish Guesthouse w/ Pool & Views

Midcentury studio w chef's kitchen

Modern Hillside Escape surrounded by Nature

Cottage Beach guest house

Newly renovated studio with balcony and kitchen
Guest house rentals with a washing machine and dryer

Casita Ranchita Mountain Loft in Town

City Terrace with a View!

Quiet Peaceful Studio

Urban Retreat

Quiet Upland Guest House Near Claremont & Trails

Walk to the 5C’S, Modern Village Guest House

Quiet Getaway in an Italian Renaissance Suite in Long Beach

Two-room Cottage/Kitchen/Tennis Ct/Pool
When is the best time to visit San Bernardino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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. 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 |
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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