Holiday rentals in Redlands

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Top-rated holiday rentals in Redlands

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Superhost
A cozy living area features a stone fireplace with a modern television mounted above. Two easy chairs are positioned beside a round wooden coffee table adorned with a glass vase holding flowers. Soft natural light filters through the nearby window with blinds.
Home in Redlands
4.75 out of 5 average rating, 112 reviews

Modern & Spacious Home • Prime Redlands Location

Stay minutes from the vibrant heart of downtown in this welcoming 4-bedroom, 2-bath home. Designed with comfort and connection in mind, it features a spacious open-concept living area and a fully stocked kitchen—perfect for families, business travelers, and groups alike. Just 1.5 miles from the University of Redlands and a quick 10-minute drive to Loma Linda University, you’re also minutes from shops, dining, and Mountain Grove Mall. Comfort, convenience, and charm—your Redlands retreat awaits!

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, 333 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, 156 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!

Top guest favourite
An open living area features a comfortable sectional sofa and a light-colored area rug. Adjacent dining space includes a table surrounded by chairs. Decorative elements include a wall clock and a welcoming sign. Natural light streams through large windows, illuminating the space.
Home in Loma Linda
5 out of 5 average rating, 45 reviews

Whole Home in Loma Linda on Quiet Cul-de-Sac

Enjoy this family-friendly haven while in the Inland Empire. Situated just minutes from the main Loma Linda Campus as well as walking distance to multiple parks and playgrounds, this quiet home on a cul-de-sac near Lawton and Bryn Mawr is perfect for families wanting a private place. We have a crib set up for you and have set up the area to be child-friendly. We love hosting families. Short drive to Historic Downtown Redlands as well as great hiking trails in the Hulda Crook hills.

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 Loma Linda
4.97 out of 5 average rating, 295 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
The kitchen area features sleek grey cabinetry, modern stainless steel appliances, and a light-colored wooden dining table surrounded by four matching chairs. The layout promotes an open feel, allowing for easy accessibility and movement.
Holiday home in Highland
5 out of 5 average rating, 47 reviews

Modern apartment ready for your enjoyment

Modern one bedroom apartment with all the amenities needed to guarantee a relaxing stay. You will only be 5 minutes from Yaamava ( San Manuel Casino) Costco, 32 miles from Big Bear, and only 25 miles from Lake Arrowhead. Night life is only a 15 minute uber drive away from Downtown Redlands. Ontario international airport is 30 minutes away. The National Oange show event center is less then 15 minutes away and the Glen Helen Amphitheater is a 20 minute drive away.

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, 123 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.

Superhost
Guest suite in Downtown Redlands
4.88 out of 5 average rating, 611 reviews

Private Cozy Suite & Bath | Self Check-In

Private-entry guest suite with keypad access, private attached bathroom, Wi-Fi, workspace, TV with streaming, mini fridge, and microwave. Cozy and ideal for 1–2 guests. Located in a historic 1895 home—updated with a few quirks: toilet paper goes in trash (older pipes), shower is simple and functional (not luxury). Climate control is via a portable AC unit and small heater (not central), which comfortably does the job. Quiet space, no parties.

Top guest favourite
Guest house in Highland
4.93 out of 5 average rating, 165 reviews

Dreamy Escape Private Entrance /pool/near Yaamava

Our location is close to dining, hiking, shopping, movie theaters, and popular attractions like the National Orange Show Event Center (NOS), Yaamava Resort & Casino, vibrant nightlife, Redlands University, and Loma Linda University. You'll love our place for its location, inviting ambiance, outdoor space, and friendly neighborhood. It's the perfect spot for couples, solo adventurers, and business travelers looking for a cozy getaway!

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
4.96 out of 5 average rating, 157 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.

Top guest favourite
The exterior of a one-story house is displayed, featuring a welcoming yellow front door and a patio area. Spiky green plants are positioned alongside the entrance, while gravel landscaping surrounds the walkways. Tall cypress trees are visible in the background, contributing to the home's appealing facade.
Home in Redlands
4.98 out of 5 average rating, 133 reviews

Charming home just minutes from downtown Redlands

Lovely 2 bedroom, 1 bath home in a desirable and quiet South Redlands neighborhood near Prospect Park. Fully equipped kitchen with updated appliances and access to laundry room. Central A/C and heat plus bedroom ceiling fans. Both bedrooms have walk out sliding glass doors directly to the patio. The property has a fenced in backyard with patio plus plenty of off street parking.

Guest favourite
A spacious bedroom features a four-poster bed adorned with vibrant floral bedding. Natural light enters through multiple windows, highlighting a reading chair and a small table set for two. Artwork and greenery add touches of color to the serene environment.
Guest suite in Redlands
4.95 out of 5 average rating, 44 reviews

Luxury Private Suite Mountain & Orange Grove Views

Welcome to Greenbriar Cottage, a private 3.5-star luxury retreat in the heart of historic Redlands walking distance from Kimberly Crest and Prospect Park. Nestled among citrus groves with breathtaking mountain views, this exclusive eco-tourist experience invites you to step into the elegance of the Gilded Age—thoughtfully updated and concierge curated for modern comfort.

Popular amenities for Redlands holiday rentals

When is the best time to visit Redlands?

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Avg. price$153 SGD$152 SGD$152 SGD$155 SGD$151 SGD$149 SGD$151 SGD$148 SGD$147 SGD$153 SGD$166 SGD$176 SGD
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Frequently Asked Questions

  • What are the best places to stay in Redlands?

    Guests often gravitate toward historic neighborhoods or tree-lined streets close to downtown for walkable access to shops, restaurants, and events. West Redlands and areas near the University of Redlands are also frequently suggested for their local character.

  • What are the best things to do in Redlands with kids?

    Families often explore Prospect Park for green space and outdoor play, or visit the San Bernardino County Museum for interactive exhibits. Seasonal festivals and farmers markets frequently feature kid-friendly activities.

  • What are some of the best things to do in Redlands?

    Explore the San Bernardino County Museum, wander through the historic downtown, and enjoy local parks or gardens. The city is known for its tree-lined streets and well-preserved architecture.

  • How is the weather in Redlands?

    Redlands has mild winters around 46–67°F (8–20°C) and hot, dry summers near 60–89°F (16–32°C), with most rainfall in winter and early spring. Light clothing, sun protection, and layers are useful for changing conditions.

  • When is the best time to visit Redlands?

    Late spring and early fall are often recommended for comfortable temperatures, moderate rain, and vibrant outdoor events. Spring brings blossoming citrus trees and seasonal markets throughout the city.

  • What are the best places to visit in Redlands?

    Wander the historic downtown for local shops and eateries, visit the San Bernardino County Museum, or relax in gardens around the University of Redlands. The Kimberly Crest House and Gardens is also frequently suggested for its architecture and grounds.

  • What are some hiking trails in Redlands?

    Redlands has trails in the hills near Prospect Park, locally maintained paths at San Timoteo Nature Sanctuary, and gentle routes in Live Oak Canyon. Many routes highlight native plants and regional views.

  • What are some family activities we can do in Redlands?

    Discover hands-on displays at the San Bernardino County Museum, enjoy a picnic in downtown’s Smiley Park, or hike easy nature trails nearby. Many parks and community centers schedule events suited to all ages.

  • What are some of the best day trip ideas from Redlands?

    You could explore mountain trails in the San Bernardino National Forest, visit towering pines around Lake Arrowhead, or spend a day at popular cultural sites in Riverside. Nearby desert parks and local wineries are also often recommended.

  • Are there any pet friendly accommodations available in Redlands?

    Many accommodations in Redlands are pet friendly, especially in neighborhoods near parks and outdoor trails. When booking, check listing details for pet-specific amenities or guidelines.

  • What are some local tips for visiting Redlands?

    Start your day early to enjoy cool mornings and open-air markets, especially during warmer months. Locals favor shaded parks, vintage shopping downtown, and trying seasonal produce at farmers markets.

  • What is Redlands known for?

    Redlands is known for its citrus-growing heritage, historic Victorian homes, and welcoming community atmosphere. The city has preserved tree-lined avenues, vintage architecture, and greenspaces that reflect its local roots.

  • What are the best hidden gems to explore in Redlands?

    Redlands has charming historic buildings, locally owned coffee shops, and quiet parks that invite deeper exploration. The city also features murals and arts spaces that reflect its community character.

  • What are the best foods to try in Redlands?

    Redlands is known for its citrus heritage, so fresh oranges and locally inspired baked goods are often suggested. The city also has a mix of family-run Mexican restaurants, as well as seasonal produce from area markets.

  • What should I bring for a trip to Redlands?

    Pack casual clothing, comfortable walking shoes, sun protection, and a reusable water bottle, especially in summer months when temperatures rise. Layers are practical for cooler mornings and evenings.

  • What is the nightlife in Redlands like?

    Redlands has a relaxed nightlife, with brewpubs, wine bars, and local music venues concentrated around downtown. Occasional open-mic nights or live shows are featured in intimate settings.

  • What are the most popular events or festivals in Redlands?

    Redlands draws people with its summer music series that highlight live performances in outdoor settings, and fall festivals celebrating local agriculture. Parades and classic car shows are also frequently suggested throughout the year.

  • Are there family friendly vacation rentals in Redlands?

    Redlands has vacation rentals in welcoming neighborhoods, with many homes and apartments designed for families. Common features include kitchens, multiple bedrooms, and locations near parks or playgrounds.

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 9,700 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

    50 properties feature pools

  • Rentals with dedicated workspaces

    130 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!

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