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Guesthouse vacation rentals in Redlands

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Redlands

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

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Top guest favorite
A serene pool area is surrounded by lush greenery and features a clear, reflective surface. White outdoor furniture composed of a round table and chairs is positioned on the patio beside the pool, under the shade of a pergola.
Guesthouse in La Verne
4.98 out of 5 average rating, 376 reviews

Villa del Sol in La Verne, CA, Private Home

Beautiful Mediterranean guest house located on large lot that shares space with another home that also may hosts guests. Bedroom has a queen size bed. Private entrance with use of the pool. Parking provided on the street with a parking pass. Walking distance to Old Town La Verne and the ULV. 2 miles from the Claremont Colleges. 25 miles to downtown LA. Near to train station, public transportation and freeways. Approx. 30 miles to Disneyland. Foothills close with hiking, horse riding, biking!

Top guest favorite
A well-equipped kitchen features wooden cabinets and a light stone countertop. A stove, microwave, and dishwasher are included for convenience. Artwork depicting mountain landscapes adorns the wall. A dining area with a table covered in a winter-themed tablecloth is positioned nearby, illuminated by a pendant light.
Guesthouse in Running Springs
4.98 out of 5 average rating, 188 reviews

No Cleaning Fee! Welcome to Deer Lodge!

Only 10 minutes from Snow Valley Resort, this centrally located place is everything you could ask for at a mountain resort! Right outside, you will find your friendly neighborhood Ski and Snowboard rental shop for the winter, and Bicycle rental shop for the other seasons. Avoid the rush at the mountain and rent your equipment right next door! A quiet mountain community in between Lake Arrowhead and Big Bear Lake, Deer Lodge is located in Arrowbear Lake, and we look forward to welcoming you!

Guest favorite
The guest house features a welcoming entrance with a decorative front door and a small chair positioned by the entrance. Lush greenery surrounds the exterior, with tropical plants and palm trees enhancing the natural landscape. A clean pathway leads to the doorway.
Guesthouse in Colton
4.9 out of 5 average rating, 224 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
An antique suitcase is featured with a weathered exterior, showcasing faded travel stickers and a vintage design. Its metal clasps and handle exhibit signs of wear, highlighting its history and charm. The suitcase rests on a textured surface, adding to its nostalgic appeal.
Guesthouse in Yucaipa
4.98 out of 5 average rating, 185 reviews

Yucaipa's Cottage on a Hill

Welcome to our quiet country cottage located on top of a hill overlooking the canyon and City of Yucaipa. With all the amenities you'll need during your stay, you will feel right at home. Less than five minutes to the freeway, your home away from home will be the perfect place to rest your head at the end of the day. The Cottage is the central location to LA, the beaches, Disneyland, Palm Springs, San Diego and the mountains. And if you don't want to leave, there's plenty to do right here!

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, 336 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, 614 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.

Superhost
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, 286 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, 119 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 modern studio layout features a cozy living area with a leather couch, accented by a colorful throw pillow. A queen bed is positioned in the background, complemented by light wood cabinetry and a small dining area with a sleek table. Natural light enters through a nearby window.
Guesthouse in Canyon Crest
4.99 out of 5 average rating, 167 reviews

Casa de Palms

Enjoy a stylish experience centrally-located near UCR, welcome to Casa de Palms! 🌴 Our incredibly chic modern themed studio home. At 500 square feet, you will love the normal luxuries without sacrificing comfort! Additionally you are right around the corner from the beautiful UC Riverside, close to Riverside Community Hospital and walking distance from Canyon Crest shopping center. 🌴 Looking to work from home? Casa de Palms has fast internet, good lighting & in unit washer/dryer.

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, 279 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 La Verne
5 out of 5 average rating, 128 reviews

5-Acre Stay at The Emerald Grove

Hillside Guesthouse on 5 Acres! One of the last original orange grove homes, our property sits next to a nature preserve for a peaceful escape. Though private and serene, we're minutes from Claremont Colleges, Webb School, and local shopping. Enjoy a quiet retreat after a day of exploring, visiting family, or business. Your guesthouse features a private entrance, ample parking, and thoughtful amenities to make your stay comfortable.

Top guest favorite
A private deck features a two-person jacuzzi, surrounded by string lights that create a warm ambiance at night. Nearby, a seating area with a table and chairs allows for relaxation, while a fireplace adds to the inviting outdoor space.
Guesthouse in Lake Arrowhead
5 out of 5 average rating, 306 reviews

Arrowhead Cottage For 2 +Jacuzzi & Wine

Welcome to Arrowhead Cottage For 2! Our Guest House is located in the beautiful San Bernardino Mountains, in Lake Arrowhead, CA. Whether you are looking for a romantic getaway or maybe just some R&R, we hope that you find it here! Our goal is to make you feel 100% on vacation. We value cleanliness, comfort, warmth and safety. We want you to feel right at home, so kick off your shoes, relax and stay a while!

Popular amenities for Redlands guesthouse rentals

When is the best time to visit Redlands?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$21,963 GYDG$22,172 GYDG$22,800 GYDG$24,055 GYDG$21,335 GYDG$20,708 GYDG$20,708 GYDG$23,009 GYDG$21,754 GYDG$23,427 GYDG$22,172 GYDG$22,590 GYD
Avg. temp14°C14°C15°C16°C18°C20°C23°C24°C24°C21°C17°C14°C

Quick stats about guesthouse rentals in Redlands

  • Total vacation rentals

    Explore 30 vacation rentals in Redlands

  • Nightly prices starting at

    Redlands vacation rentals start at G$10,459 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,200 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Redlands vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Redlands rentals

  • 4.9 Average rating

    Redlands stays are highly rated by guests—averaging 4.9 out of 5!

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