
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.

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!

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

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!

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*)

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.

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.

Walk to Village & 5C's & Trader Joe's/Private Pool
Welcome to our little casita! With a private side entrance, the space has an open living and sleeping area with a queen bed. The kitchen has granite counters, a microwave and a two-burner stove. It's not huge, but it's clean and the location is great -- walking distance to the Claremont Village and the 5 Claremont Colleges. People from all backgrounds are welcome in our casita. City of Claremont Short Term Rental Permit Number: STR-005

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! ✨

Claremont Guesthouse 5 Min to Colleges|Non-Smokers
Enjoy the Mediterranean patio for a morning coffee or a sunset evening glass of wine. Explore Claremont and its surroundings. You'll be 5-7 minutes from the Claremont Village and the Claremont Colleges, close to hiking trails and the mountains. Claremont Short Term Permit Number: STR-001

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 guesthouse rentals
Family-friendly guest house rentals

The Silver Lake Guesthouse

Adorable Back House w/Secluded Garden & Yard

Quiet Peaceful Studio

No Cleaning Fee! Welcome to Deer Lodge!

Cozy Long Beach guest house with hot tub

Oasis in the canyon

Casita in Riverside

Arrowhead Cottage For 2 +Jacuzzi & Wine
Guest house rentals with a patio

Glam Tiny House in the Country!

Private Spanish Guesthouse w/ Pool & Views

Midcentury studio w chef's kitchen

Modern Hillside Escape surrounded by Nature

The Retreat - Wine Country Pool House Bungalow

Newly renovated studio with balcony and kitchen

Koi House Retreat

Serene & Spacious, 15 mins to Disney & ConvCenter
Guest house rentals with a washer and dryer

Casita Ranchita Mountain Loft in Town

Luxury Stay • Airport 8 Min Free Parking

Charming 2 br condo nr. beach

Urban Retreat

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

Adorable Hillside Cabin

Cozy Hideout | Minutes From Downtown

“Orange Gem” Near Plaza & Chapman U | Dog Friendly
When is the best time to visit San Bernardino?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,165 GYD | G$28,048 GYD | G$29,723 GYD | G$26,165 GYD | G$26,374 GYD | G$23,443 GYD | G$23,653 GYD | G$27,211 GYD | G$26,165 GYD | G$24,490 GYD | G$24,071 GYD | G$27,211 GYD |
| 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 vacation rentals
Explore 50 vacation rentals in San Bernardino

Nightly prices starting at
San Bernardino vacation rentals start at G$10,466 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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- Disneyland Park
- Big Bear Mountain Resort
- Knott’S Berry Farm
- Bear Mountain Ski Resort
- Anaheim Convention Center
- Snow Summit
- Palm Springs Convention Center
- Disney California Adventure Park
- Pechanga Resort Casino
- Mountain High
- Honda Center
- Disneyland Resort
- Angel Stadium of Anaheim
- Palm Springs Aerial Tramway
- Salt Creek Beach
- California Institute of Technology
- National Orange Show Events Center
- The Huntington Library
- Alpine Slide at Magic Mountain
- Indian Canyons
- Snow Valley Mountain Resort
- Crystal Cove State Beach
- Chino Hills State Park
- Big Bear Alpine Zoo




