Holiday houses in Redlands

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Top-rated holiday rentals in Redlands

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Guest favourite
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.
Apartment in Redlands
4.9 out of 5 average rating, 149 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
The living area features a plush sectional sofa adorned with colorful pillows, creating a vibrant focal point. A wall-mounted Smart TV is positioned for easy viewing. An open kitchen with modern appliances is visible in the background, alongside a dining area with bright chairs.
Home in Redlands
4.91 out of 5 average rating, 111 reviews

Bright Vibes Home|Sleeps 8|1Blk to Univ|Pacman+BBQ

Step into our inviting Redlands home full of bright vibes and fun! Centrally located near the University, this lively gem features an indoor gym, playful outdoor spaces with Tic-Tac-Toe, fire pit + BBQ, and a lively atmosphere. Whip up culinary delights in the fully equipped kitchen, unwind in cozy bedrooms, and enjoy modern amenities. Explore downtown's lively scene, indulge in local attractions, and create unforgettable memories at our spirited Redlands retreat! 30+ day/ insurance stays okay.

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.
Guesthouse in Redlands
4.99 out of 5 average rating, 334 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!

Superhost
Guest suite in Downtown Redlands
4.88 out of 5 average rating, 475 reviews

Private King Suite & Bath | Self Check-In

Spacious private-entry guest suite converted from the home’s master bedroom. Fully separate from the main house with keypad access, private attached bathroom, Wi-Fi, large TV, mini fridge, microwave, and seating area. Sleeps up to 3 with a king-size bed and optional full bed. Located in a historic 1895 home—updated but with a few quirks: toilet paper goes in the trash (older pipes). Quiet space, no parties. I live on-site, respect your privacy, and am always available if needed.

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, 290 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.

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, 819 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 cabin entrance is framed by tall trees, featuring a wooden ramp with decorative diamond cutouts for easy access. The stone façade adds character, while the inviting front doors are flanked by large windows, allowing natural light to brighten the space.
Cabin in Twin Peaks
4.99 out of 5 average rating, 147 reviews

· Under the White Fir at The Twin Peaks Lodge ·

A short walk to the National Forest and a 10-minute drive to both Lake Arrowhead and Lake Gregory, the historic Twin Peaks Lodge offers 21 unique cabins with a top-rated restaurant on site. Our 3 rules: no smoking no pets (sorry, no exceptions) no grilling or bonfires (we're surrounded by trees!) Some things to note: we have a microwave & small fridge at the cabin, and our restaurant is open for dinner and there's a little market open late just next door!

Top Guest favourite
Guesthouse in Highland
4.93 out of 5 average rating, 164 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!

Top Guest favourite
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
4.94 out of 5 average rating, 191 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 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, 150 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, 127 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.

Top Guest favourite
A modern studio is framed by a large glass door, revealing a neatly made queen bed with crisp white linens. Green plants are positioned outside, complementing the inviting atmosphere. The kitchen area is subtly visible in the background, featuring sleek appliances and light-colored cabinetry.
Guesthouse in Downtown Riverside
4.97 out of 5 average rating, 261 reviews

Casa Blanca: Guesthouse in Downtown Riverside

Welcome to our cozy tiny home in the heart of Downtown Riverside! Walk to top restaurants, cafes, nightlife, museums, and more. Perfect for a weekend getaway, business trip, staycation, or exploring the city. Enjoy comfort, convenience, and the charm of Riverside — all just steps away. We look forward to hosting you! ✨

Popular amenities for Redlands holiday rentals

When is the best time to visit Redlands?

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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 $17 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    230 of Redlands holiday rentals include Wi-Fi 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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