Guesthouse vacation rentals in San Bernardino

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Top-rated guesthouse rentals in San Bernardino

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 334 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 favorite
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
4.91 out of 5 average rating, 600 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 favorite
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
4.85 out of 5 average rating, 271 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 favorite
A well-structured guest house is displayed with a covered porch, featuring two seating chairs and a small table. The exterior includes light-colored walls and green shutters, complemented by a stone base. A serene pool reflects the sky, enhancing the inviting outdoor space.
Guesthouse in Rubidoux
4.97 out of 5 average rating, 102 reviews

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

We’d love to host you at our cozy and fully equipped guest house—perfect for families and friends! Located in a quiet, premiere gated community, just 6 min off the 60 fwy. You'll have the guest house all to yourself!This private guest house has its own entrance, pool, and private backyard, offering 600+ sqft of space, including a studio layout, 1 bathroom, and all the essentials you need for a comfortable stay. We can accommodate up to 4 guests and always do our best to meet your needs!

Top guest favorite
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, 240 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 favorite
A wall covered with an array of artificial flowers in various colors and sizes creates a vibrant backdrop. The flowers include delicate roses, sunflowers, and other floral elements, set against a turquoise wall, enhancing the visual appeal of the space.
Guesthouse in Sierra Lakes
4.91 out of 5 average rating, 226 reviews

Cozy Monthly Stay :Your Home-Entire Guest House

This charming guest house is attached to the main home and sits right on the golf course. It offers self-check-in and self-check-out experience. Inside, you’ll find two cozy bedrooms, a comfortable living room, a fully equipped kitchen, and a private backyard. The location is highly convenient—just a short walk to Ralph’s and nearby restaurants. Costco is only 2 minutes away, while the popular Ontario Mills and Victoria Gardens shopping centers are both within a 15-minute driving.

Top guest favorite
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, 274 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 favorite
Guesthouse in Riverside
4.98 out of 5 average rating, 280 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 favorite
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
4.89 out of 5 average rating, 362 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 favorite
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, 269 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 favorite
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, 488 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.

Guest favorite
A modern studio presents spacious living areas with vaulted ceilings and abundant natural light. The full-sized kitchen features a marble countertop, while a compact workspace is visible. A green couch adds a pop of color, and laundry appliances are neatly integrated into the design.
Guesthouse in Redlands
4.93 out of 5 average rating, 198 reviews

Industrial Modern Studio blocks from Downtown

Modern studio with vaulted ceilings and lots of natural light. Our property is 1.5 miles away from Downtown Redlands located in a quiet neighborhood off of the historic Olive Avenue. We have provided a full-sized kitchen, laundry facilities, and walk-in shower.

Popular amenities for San Bernardino guesthouse rentals

When is the best time to visit San Bernardino?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$26,145 GYDG$28,027 GYDG$29,701 GYDG$26,145 GYDG$26,354 GYDG$23,426 GYDG$23,635 GYDG$27,191 GYDG$26,145 GYDG$24,472 GYDG$24,053 GYDG$27,191 GYD
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Quick stats about guesthouse rentals in San Bernardino

  • Total vacation rentals

    Explore 50 vacation rentals in San Bernardino

  • Nightly prices starting at

    San Bernardino vacation rentals start at G$10,458 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,320 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of San Bernardino vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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