Holiday rentals in Redlands

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Top-rated holiday rentals in Redlands

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A small living area features light-colored sofas adorned with patterned cushions. A coffee table is placed on a textured red rug, with a decorative item at its center. A television is positioned on a stand next to a door leading outside, with natural light filtering through nearby windows.
Flat in Redlands
4.89 out of 5 average rating, 142 reviews

2-BDR attached apt in rural Redlands neighborhood.

“RURAL REDLANDS” has a quiet neighborhood with a few creatures (coyotes, rabbits and squirrels). Although other hosts welcome pets, we request “no pets” (returning guests with allergies). Older 60’s home; not fancy but comfortable. Two bedrooms, kitchenette and living room. Private entrance; we share a living room wall and A/C. We are near U of Redlands, Downtown Redlands, restaurants, Oak Glen apple farms. . We’re 60-70 miles from Palm Springs, Casinos, BigBear Mtns, Disneyland, & beaches

Top guest favourite
A charming exterior of a single-story house is framed by lush palm trees and vibrant greenery. The front yard showcases a variety of plants, with a well-maintained pathway leading to the entrance. Clear blue skies provide a bright backdrop to this inviting structure.
Guest suite in San Bernardino
4.99 out of 5 average rating, 142 reviews

All New cozy SUITE in Arrowhead Country Club!

SPACIOUS, BRAND NEW, INDEPENDENT SUITE in the luxurious and peaceful Arrowhead Country Club. Independent with self-check in. 1 California bed plus 1 additional bed, kitchenette and huge shower. 500 sqft by the Golf course and 20 min. away from LAKE ARROWHEAD! Great for all seasons. Trees all around, all markets and restaurants you may need. Also 10 min. from San Manuel Casino. Close to Riverside and Redlands! We will only consider bookings for Registered ID Guests with reviews. Thank you!

Guest favourite
Cabin in Crestline
4.94 out of 5 average rating, 139 reviews

Designer cabin at LAKE Gregory- walk to town

A sanctuary to provide respite from the fast- paced modern lifestyle where time seems to stand still, allowing for reconnection with nature and a focus on the simple pleasures of life. Located in the mountains next to Lake Gregory. 1930s cabin filled with vintage charm, nestled admits a lush pine forest. Newly renovated fully equipped kitchen, heat/AC, wifi. Enjoy lake activities and nearby skiing and let this special cabin transport you to a bygone era while evoking nostalgia and tranquility.

Top guest favourite
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.
Guest house in Redlands
4.99 out of 5 average rating, 321 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!

Guest favourite
A spacious living room features high cathedral ceilings and large windows allowing natural light to enter. Modern blue sofas are arranged around a glass coffee table, complemented by stylish accent chairs. A lush indoor plant adds a touch of greenery, enhancing the warm atmosphere.
Villa in Redlands
4.92 out of 5 average rating, 142 reviews

Peaceful Private Retreat In The Heart Of Town

Meticulously designer-renovated modern home “The Nest “is surrounded by mature tree and nestled beneath the mountains in South Redlands. Whether you’re looking to spend time with loved ones, vacationing or work remotely in a peaceful environment, this is the place to do it all. Relax by the fireplace while light pours in from the wall of windows, with pleasant sparkling pool, grill and chill on the backyard, and explore nature right outside your front door. Conveniently located in Redlands!

Guest favourite
The exterior of a historic two-story house is visible, surrounded by well-kept grass and mature trees. A porch extends across the front, and multiple windows offer glimpses into the interior. The building reflects classic architecture with a subtle, inviting color palette.
Guest suite in Downtown Redlands
4.89 out of 5 average rating, 457 reviews

(2) Downtown Redlands Retreat: Cozy Master Suite

This is a nice master bedroom, converted to a guest suite. The room has a private entrance, and private bathroom. Walls were recently torn down & made sound proof so as to not disrupt our guest with noises inside the house. This house has a lot of history, it’s over 120 years old. It’s perfectly situated about a minute away from the freeway is a central locations, in the beautiful & historic city of Redlands. Security cameras recording at all times all around the outdoors of the property.

Top guest favourite
The exterior of a two-story home is presented, featuring a blend of neutral tones. A well-maintained landscape of low shrubs and decorative stones surrounds the property, enhancing the curb appeal. A driveway leads to a single-car garage, contributing to a welcoming street view.
Guest suite in Redlands
4.97 out of 5 average rating, 278 reviews

Amazing Large 1 Bedroom, No Chores Home

Bring the whole family to this wonderful place in the heart of Loma Linda. The bedroom has its own retreat with a sleeper sofa for the kids or friends. Within a couple of miles you have Loma Linda University and Loma Linda VA. A couple miles East and you are in Downtown Redlands where you have entertainment, plentiful restaurants, and nightlife. Or enjoy the peaceful citrus trails this beautiful neighborhood offers which lead you to large parks where you can enjoy a picnic.

Top guest favourite
A serene exterior view of a white two-story home is presented, with a wide driveway leading toward the entrance. To the left, rows of grapevines are visible, framed by mountainous greenery under a clear blue sky.
Home in Yucaipa
4.96 out of 5 average rating, 139 reviews

Quiet Vineyard View 2-bedroom Home Near Oak Glen

This 1700sqft spacious vineyard-view home is nestled on Yucaipa's North Bench in a peaceful, rural cul-de-sac. Close proximity to Oak Glen and Yucaipa's dedicated open space make this home a perfect landing spot for comfort and safety. Beautiful views of the mountain and vineyards. Centrally located to Oak Glen, Big Bear, Palm Springs. Bedroom 1: CalKing Bed Bedroom 2: Queen Bed Additional Beds: (2) Twins and pack-n-play upon request No parties/events are permitted

Guest favourite
A private entrance is framed by wooden gates and surrounding greenery. Potted plants add a touch of nature, while a view of the horizon showcases a blend of city lights and mountainous landscapes during twilight.
Guest suite in Riverside
4.97 out of 5 average rating, 806 reviews

Paradiso RETREATwith private PATIO/VIEWS

Step inside this beautiful, private guest suite with large patio to enjoy spectacular views. Just minutes away from Downtown Riverside and direct access to Mount Rubidoux many hiking trails. Due to COVID-19, we are taking extra care to disinfect the Suite between reservations with our enhanced cleaning routine. We are within 1 hr drive to : * Palm Springs * Hollywood * San Diego * Laguna Beach * Joshua Tree National Park * Indio/Coachella * Big Bear Ski Resort

Top guest favourite
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.
Guest house in Highland
4.96 out of 5 average rating, 267 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 favourite
A comfortable living area features a beige sectional sofa and two armchairs arranged around a coffee table. A flat-screen television is mounted above a modern fireplace. A dining table with four chairs is positioned nearby, with a large area rug beneath them.
Home in Redlands
4.99 out of 5 average rating, 116 reviews

Spacious 4 bedroom home in the heart of town!

Your entire group will enjoy easy access to everything from this centrally located home. Only one mile to the University of Redlands, and less than a mile to all the great restaurants, bars, and shopping boutiques on State St. Easy access to both on and off-ramps of the 10 freeway. Almost everything inside the house is new! With over 2 years of ALL 5-star reviews, this is hands down the best place to stay in Redlands! Don't hesitate, we book up fast.

Guest favourite
The living area features a blue sofa and a gray armchair, arranged around a low coffee table. Natural light fills the space through a large window with horizontal blinds. A bright yellow door adds a pop of color, enhancing the modern kitchen view in the background.
Home in Redlands
4.95 out of 5 average rating, 139 reviews

Entire home near campus - private yard

Entire house with private yard and parking 1/4 mile from the U of Redlands. Built in 2022, this home with no shared walls offers two bedrooms, 1.5 bathrooms + a hot/cold outdoor shower, a fully equipped kitchen, and a washer/dryer. 50 AMP outlet for EV charging onsite. The home is 2 miles from downtown Redlands, 1.2 miles from Casey Orchards and The Grove, and 2 miles from Hanger 24 Craft Brewery.

Popular amenities for Redlands holiday rentals

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Quick stats about holiday rentals in Redlands

  • Total holiday rentals

    Explore 240 holiday rentals in Redlands

  • Nightly prices starting at

    Redlands holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,610 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    230 of Redlands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Redlands rentals

  • 4.8 Average rating

    Redlands stays are highly rated by guests – averaging 4.8 out of 5!