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Guesthouse vacation rentals in Redlands

Find and book unique guesthouse rentals on Airbnb

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 ﺩ.ﺇ 184 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!

Top-rated guesthouse rentals in Redlands

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

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Guest favorite
An outdoor gazebo is illuminated by soft blue lights, featuring a dining set and comfortable seating area. The space is surrounded by a well-kept patio, providing an inviting atmosphere for evening gatherings under the night sky.
Guesthouse in Cherry Valley
4.96 out of 5 average rating, 113 reviews

Secluded & Quiet Guest House-Cherry Valley-Morongo

Enjoy the lovely setting of this romantic spot in nature. Secluded and located in a farm area overlooking the San Gorgonio/San Bernardino National Forest/Big Bear mountains and yet just two miles away from the freeway 10. You will love the darkness and tranquility of rural life at night. Close to Oak Glen, Yucaipa, Redlands, Beumont, Banning, San Jacinto wedding venues and outdoor activities. No more CA blackouts with our Tesla battery back up. Free 2-220v level-2 EV charging at your convenience

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, 189 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, 227 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, 190 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
Guesthouse in Skyforest
4.98 out of 5 average rating, 117 reviews

Pristine Wooded Getaway/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.

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, 623 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 San Bernardino
4.84 out of 5 average rating, 289 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
Guesthouse in La Verne
5 out of 5 average rating, 136 reviews

5-Acre Stay at The Emerald Grove

Hillside Guesthouse on 5 Acres! One of the last original orange grove homes in the area, our property sits next to a nature preserve for a peaceful escape. Though private and serene, we're minutes from Claremont Colleges and Claremont village, Webb School, and La Verne downtown 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 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, 283 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
An outdoor seating area features two wooden chairs positioned along a paved patio. A potted plant adds a touch of greenery, while a doormat welcomes guests at the entrance. A wooden fence provides privacy, complementing the tranquil setting.
Guesthouse in Perris
5 out of 5 average rating, 128 reviews

beautiful private little house

Enjoy this beautiful private little house that is separate from the main house. It has parking included inside the property,and more outside on the street. Quiet, central, and private. 10 minutes from Lake Perris, Toro Wapo, just 4 minutes from Freeway 215, shopping center 2 minutes from shops and restaurants. If you are a fan of adrenaline, Skydive Perris is 7 minutes away. Netflix and live channels on both televisions a/c and heating.

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
4.9 out of 5 average rating, 372 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.

Popular amenities for Redlands guesthouse rentals

When is the best time to visit Redlands?

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Avg. priceﺩ.ﺇ 386ﺩ.ﺇ 389ﺩ.ﺇ 400ﺩ.ﺇ 422ﺩ.ﺇ 375ﺩ.ﺇ 364ﺩ.ﺇ 364ﺩ.ﺇ 404ﺩ.ﺇ 382ﺩ.ﺇ 411ﺩ.ﺇ 389ﺩ.ﺇ 397
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