Guesthouse vacation rentals in San Bernardino County

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Top-rated guesthouse rentals in San Bernardino County

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

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Top guest favorite

An inviting exterior view of a single-story cottage, featuring a spacious driveway leading to a front porch with railings. Flanked by trees, the home displays a light-colored façade and contrasting trim. Surrounding landscaping includes shrubs and a gravel area, enhancing the tranquil atmosphere.

Guesthouse in Upland

4.99 out of 5 average rating, 236 reviews

Claremont College Close - Private Upstairs Cottage

CHECK OUT OUR REVIEWS! Guest House Is A Totally Separate Upstairs Cottage W/Living Room/Kitchenette/Bedroom/Bathroom/Washer/Dryer/Private Entry. You Never Meet The Owners. Located At The Foot Of The Mountains. Just 5 Miles To Claremont Colleges Which Is The Majority Of Our Guests. Great Hiking Trails. 37 Miles To Disneyland, 10 To Ontario Airport, 55 To LAX Airport, 42 To LA, 8 To Mt. Baldy, 61 To Big Bear, 50 To Newport Beach. It's So Nice You Won't Want To Leave. Long Term Renters Considered.

Guest favorite

A view of the outdoor patio area is framed by an open door. The landscape features arid terrain with sparse desert vegetation. A turquoise seating arrangement is visible on the patio, alongside a dark-colored chair. Bright blue sky and distant hills create a serene backdrop.

Guesthouse in Twentynine Palms

4.86 out of 5 average rating, 850 reviews

Hilltop Cabin + Starlink + Views + 10 mins to Park

At the top of the hill, past giant saguaros, open the gate and drive up to a small cabin on five boulder-strewn fascinating acres on one of the highest points in the city of Twentynine Palms, with huge views to the north, west, and east. Bask in the private hot tub or just sit at the private fire pit and enjoy the stars, take the mile-long trail through the property, or check out the wildlife at the pond. Inside, unwind in a cozy studio (320 sq ft), with a really comfortable queen bed, linen she

Guest favorite

A tranquil backyard scene features a circular pool surrounded by lush palm trees and tropical plants. Natural stone accents enhance the serene atmosphere, while ample patio space offers room for relaxation under clear skies.

Guesthouse in Colton

4.9 out of 5 average rating, 206 reviews

Oasis in the canyon

This charming guest house is well lit located on a quiet neighborhood easy access from two mayor interstates and shopping a 15 min drive to Redlands and 7 min to Loma Linda hospital what ever the reason of your stay if you want peace and quiet and a fun place to enjoy the cool evenings this is it. Don’t forget the pool to relax during hot days of summer we have a piece of tropical paradise on our backyard also we are at the guest request only 30 feet and a knock on our back door! WE HAVE DOGS!

Top guest favorite

Guesthouse in Joshua Tree

4.96 out of 5 average rating, 479 reviews

Joshua Tree Modern Guest House

This is a 1000 square foot Guest House with an open loft-like feel located on 4+ private gated acres in Joshua Tree with panoramic views of the surrounding mountains and desert. Enjoy the hot tub, hammocks, fire pit, and starlit sky! A Level 2 Autel 40A EV charger with Tesla adapter is available for your use as well as a great stereo with record player, DVD/CD player, and AUX, Bluetooth, and Alexa interfaces. There is fast and dependable wifi via Spectrum and a large flat screen TV with Roku.

Guest favorite

A set of laundry appliances is positioned side by side. On the left, a modern dryer with a glass door provides a view of the inside drum. Adjacent to it, a top-loading washing machine showcases a control panel featuring multiple settings.

Guesthouse in San Bernardino

4.83 out of 5 average rating, 225 reviews

Guesthouse Surprise W/Loftm

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 favorite

The exterior of the guesthouse is showcased, featuring a two-story structure with a warm yellow facade. Arched balconies adorn the upper level, supported by tall white columns. Lush landscaping includes palm trees and shrubs, creating a pleasant entrance with a spacious driveway.

Guesthouse in Rancho Cucamonga

4.9 out of 5 average rating, 497 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 favorite

The living area features wooden ceilings and light-colored walls, creating an airy feeling. A comfortable sofa is positioned beside a small table with a lamp. Doorways lead to a kitchenette and a bathroom. Natural light pours in from the windows, enhancing the welcoming ambiance.

Guesthouse in Claremont

5 out of 5 average rating, 205 reviews

Classic Charm in Claremont Village

Come get away and relax in our 1 BR guest cottage in the lovely village of Claremont, walkable to town and the Colleges. Hit the french bakery for breakfast, hike the Claremont loop before lunch. The beach or winter skiing are both within 60 mins. A library of books, a calming pond outside, and a private patio area out back make it easy to unwind. Contactless entry, and we have a 2015 Toyota 4Runner Limited that is available to rent on the TURO App (subject to availability)

Guest favorite

Guesthouse in Yucca Valley

4.92 out of 5 average rating, 761 reviews

Hilltop Casita-Amazing Views-Western Hills Estates

Our guest home is located behind the main house in the beautiful neighborhood of Western Hills Estates, we are located near Joshua Tree National Park and Pioneer Town. Our guest home is fully furnished to make your stay comfortable, including a kitchenette with mini fridge, hot plate, and microwave. Enjoy the amazing sunrise, sunsets and views over Yucca Valley and Joshua Tree from this hill top retreat. Please note we do allow dogs with an extra $30 fee.

Guest favorite

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, 136 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.

Guest favorite

A pathway lined with stone pavers leads to a bright yellow door, flanked by artistic metal sculptures and planters. The yard features a fenced area with greenery and a glimpse of the outdoor space beyond the guest house.

Guesthouse in Claremont

4.9 out of 5 average rating, 223 reviews

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

Enjoy this private guest house, tucked away in the historic village of Claremont. This Mid Century Modern property has been renovated from top to bottom with stunning slate floors, full kitchen with high end appliances and cabinets, A/C, a large oversized walk-in shower, a generous vanity and sink area. The main room has a luxury king bed, dining for 4, a queen sleeper sofa and a washer and dryer.

Top guest favorite

A charming studio guest house, Pink Sky Casita, is nestled against a backdrop of rugged mountains. Desert vegetation, including cacti and shrubs, surrounds the property, emphasizing its serene desert environment. The exterior features a light pink hue and offers an inviting outdoor space with lounge chairs.

Guesthouse in Joshua Tree

4.99 out of 5 average rating, 421 reviews

Pink Sky Casita in Joshua Tree

Pink Sky Casita is a 498 square foot studio guest house on our 2.5 acre property. The Casita is east-facing with a view to the national park entrance. It has one comfy queen bed and a sofa that folds flat to a double bed. The Casita is best for a couple or small family. Parking for two vehicles is close to the guest house.

Superhost

The entrance to the guest house features a well-lit doorway with an oval window and a decorative light fixture. A small tree is positioned beside the entrance, enhancing the welcoming ambiance. Artificial grass provides a neat, green border alongside the decorative pathway leading to the door.

Guesthouse in Banning

4.93 out of 5 average rating, 137 reviews

Adorable newly built guesthouse close to freeway.

This unique place has a style all its own. Home is where the heart is. And I take pride in my home. I created a beautiful warm place where I can host. Our home is fenced and we have private parking. We are a quiet couple with no children. Our guest house is newly built. And we are ready to exceed your expectations!