Vacation rentals in Redlands

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Top-rated vacation rentals in Redlands

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Top guest favorite
The exterior of a striking A-frame cabin is prominently displayed, framed by snow-covered ground and bare trees. Large front windows reflect the surrounding nature, while a balcony extends from the structure, providing a vantage point over the serene landscape.
Cabin in Running Springs
5 out of 5 average rating, 195 reviews

Romantic A-Frame Cabin | Hot Tub, Fire Pit, Skiing

❤️Escape to the most romantic cabin in Southern California-featured in Dwell Magazine❤️ ★ Perfect for a couple's getaway ★ Designer furnishings, high-end linens, luxury details ★ Hot tub surrounded by boulders ★ Firepit ★ Cozy fireplace ★ Hiking out the back door ★ Nespresso Vertuo espresso, coffee ★ 55" TV, WiFi, games ★ Gas grill ★ 7 min to Snow Valley ★ 5 min to Running Springs ★ 13 min to Sky-Park ★ 19 min to Lake Arrowhead ★ 25 min to Big Bear Lake ★ We welcome people from all backgrounds

Guest favorite
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, 145 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

Guest favorite
A vibrant yellow vintage car is parked on a gravel driveway, surrounded by colorful flowers and lush greenery. Small, charming container homes are visible in the background, nestled among the trees under a clear blue sky.
Shipping container in San Bernardino
4.92 out of 5 average rating, 312 reviews

#2 Cozy Tinyhouse"Route 66" Container- private

Longterm rental, peaceful, rural neighborhood, if you’re looking to get just outside of the city. No smoking , NO animals due to health conditions. 1.5 hour or less to Santa Monica, Venice Beach, less than 2 hours from San Diego, & 3 hours to Las Vegas. 5 min from the world famous motocross track! Glen Helen amphitheater, Route 66, and hot spot for paragliding is just 5 minutes away! CozyTiny Container home is private, with all comforts. Relax at the foot of the mountains with 1 parking spot.

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, 331 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
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, 287 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 favorite
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, 816 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 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, 270 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
A rustic cabin is surrounded by towering trees, featuring a textured wooden deck with diamond cutouts. The structure has light-colored siding and a sloped roof, complemented by a set of small windows with white frames, providing a cozy, inviting appearance.
Cottage in Twin Peaks
4.97 out of 5 average rating, 171 reviews

° The Alpine Getaway 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 favorite
A modern cabin is positioned on a raised deck, surrounded by tall trees. Warm lighting from the exterior illuminates the entrance, enhancing the cozy atmosphere as the dusk sets in. Stairs lead up to the deck, providing access to the inviting space.
Cabin in Running Springs
4.98 out of 5 average rating, 150 reviews

Peaceful A-Frame Cabin with Hot Tub Escape

Welcome to the Running Springs Tree House! Nestled in nature, our cozy retreat is the perfect getaway. Ski at Snow Valley—just a 10-minute drive away—or explore trails and seasonal creeks with a short walk to the San Bernardino National Forest. Visit Santa’s Village at Sky Park nearby. After a day of adventure, unwind in the hot tub or cook a meal in our fully equipped kitchen. Relax and rejuvenate!

Guest favorite
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, 149 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 favorite
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.

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
4.89 out of 5 average rating, 356 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 places to stay

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 vacation rentals in Redlands

  • Total vacation rentals

    Explore 240 vacation rentals in Redlands

  • Nightly prices starting at

    Redlands vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 10,610 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Redlands vacation 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!