Vacation rentals in Simi Valley

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Top-rated vacation rentals in Simi Valley

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

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Top guest favorite
A scenic view captures the mountains enveloped in delicate marine layer clouds at sunrise. Soft hues of pink, orange, and purple blend seamlessly in the sky, while the foreground features lush greenery, adding depth to the tranquil atmosphere.
Tiny home in Topanga
4.99 out of 5 average rating, 219 reviews

The Tiny Surfer's Ocean-Inspired Mountain Cabana

A healing retreat, in mountainous cloud forest setting, just above the Pacific Ocean. Hugged by marine layer clouds and mountains, our tiny cabana and sauna offers the healing serenity of nature. A quiet resting place for all; tiny house living removes distractions. With little more than what you truly need, you can reconnect to your heart and find balance. A respite for surfers, spiritual seekers, nature lovers, and city folks, our aim is for you to connect with that which matters most to you.

Top guest favorite
A vibrant cluster of orange poppies is set against lush greenery and rolling mountains. The landscape is characterized by a mix of wildflowers and shrubs under a cloudy sky, presenting a natural and serene environment.
Guesthouse in Calabasas
4.99 out of 5 average rating, 647 reviews

Monte Nido Retreat, minutes to Malibu/Pepperdine

Monte Nido is nestled in the Santa Monica Mountains between Calabasas and Malibu, 5 minutes away from Pepperdine University in Malibu. You can walk to the Backbone trail head from our yard. The guest house has a private entrance, full kitchen, bath and french doors that open up to a private patio with a fountain. There is also a private deck for star gazing and afternoon naps. Perfect for hiking, biking, surfing, and relaxation. There are no streetlights or sidewalks. It is truly paradise.

Guest favorite
An aerial view captures the expansive property featuring a spacious guest suite, inviting pool area, and various outdoor sitting spaces. Lush greenery and palm trees surround the layout, while colorful umbrellas and seating arrangements provide relaxation options in the sun. Scenic walking paths are visible throughout.
Guesthouse in Simi Valley
4.98 out of 5 average rating, 115 reviews

Hotel California: Gated & secluded resort w/views

The Last Resort; poolside guest suite situated on 1.3+ hilly acres. The comforts and privacy of home with private bath, private sitting areas, pool, Jacuzzi & spectacular views Take a relaxing stroll through the grassy knoll or to the top of the property for a view of beautiful rolling hills as far as the eye can see. Right off the beaten path yet miles away. Solar and salt systems keeps this pool at the perfect temperature naturally and without chemicals! Peace and quiet or fun in the sun

Top guest favorite
Cottage in Los Angeles County
4.99 out of 5 average rating, 263 reviews

Hidden Gem by Nature Preserve + Private Parking

A gem in the area of boulders, trails and nature preserve on a private street with plenty of parking! The guesthouse offers a cozy setup with spacious living area; high-vaulted ceilings in all rooms; a 65 inch Smart 4K TV with FREE streaming apps (Netflix in 4K and more) plus local news. Located in a rural neighborhood, yet 5-10 minutes to the nearest dining, groceries, theaters, shopping and a 30-minute scenic drive away to the beach and major Los Angeles & Simi-Valley tourist attractions.

Top guest favorite
A cozy living room features a dark blue sofa adorned with a yellow throw blanket. A round coffee table sits in the center, accompanied by colorful poufs and a decorative plant. Natural light enters through a nearby door, highlighting the warm wooden flooring.
Guesthouse in Simi Valley
4.99 out of 5 average rating, 111 reviews

New Modern guesthouse with pool in Simi Valley

Welcome to this little gem. Our beautiful centrally located 1 bedroom guesthouse has vaulted ceilings, full size kitchen, spacious living room (optional additional queen bed) and a gorgeous bathroom. This modern 500 sq. ft. place is ALL yours to enjoy! Relax, have a cup of pour-over coffee, tea, or any of the Keurig varieties. Enjoy the many Roku selections like Disney+/Apple TV/Hulu/Amazon/Netflix/HBO Max and more. Short walk to the community pools/basketball/tennis/volleyball, and BBQ areas.

Top guest favorite
A vibrant sunset is captured over the horizon, with shades of orange, pink, and purple merging into a soft blue sky. The distant silhouettes of islands are visible, framed by the expansive view of the ocean, creating a serene natural setting.
Guesthouse in Somis
4.97 out of 5 average rating, 209 reviews

Tuscan Villa Guest House

Lovely, private guest house in the middle of an avocado orchard with swimming pool & hot tub & spectacular views of the Channel Islands. Sunsets are unbelievable! Feels like you're in the Tuscan hills of Italy with an ocean view in the distance. Tranquil & secluded yet only 10 minutes from Camarillo Airport & the Camarillo Outlet stores, 20 minutes to beaches, 30 minutes to Malibu, 45 minutes to Santa Barbara, 1 hour North of Los Angeles. Cal State University Channel Islands is 15 minutes away.

Top guest favorite
A serene bedroom features a spacious bed with a blue-striped duvet, positioned in front of a vibrant wall art piece. Natural light filters in through a window, complemented by light-colored walls and a wooden dresser. An air conditioning unit is discreetly mounted above.
Guest suite in Thousand Oaks
4.97 out of 5 average rating, 398 reviews

Malibu Room-Remodeled Entire Place-Quiet&Private

Entire place! not attached to the house except for a wall that is filled with insulation & sound proof drywall. Very quiet & a 1/2 mile from freeway or to CLU. Private entry, a patio, remodeled bedroom & bath. Cal King bed, desk for laptop, Kcup coffee, mini fridge, microwave and HD TV w/ RoKu 650mb WifI perfect for a business traveler or couple on vacation. (w/ a baby or toddler,) A toddler mattress is available on request. Free (40 amp 240volts) for your electric car 9pm-4pm off peak house

Top guest favorite
Guesthouse in Simi Valley
4.94 out of 5 average rating, 80 reviews

Secluded Simi Sensation

A sensational & secluded guest house offering comfort & luxury in Simi Valley! Brand new build with no expenses spared boasting quartz countertops, stainless steel appliances, gas range, LG washer/dryer, high end fixtures & a KING-sized bed! Central location- shopping/dining & 118 FWY are 5-10 min away. 15 min to Hummingbird Nest Ranch, 10 min to Ronald Reagan Library, 7 min to Adventist Health, 30 min to BUR airport & close to Thousand Oaks, Canoga Park, Moorpark & Santa Monica Mtns.

Guest favorite
The exterior of a two-story home is captured, showcasing a landscaped front yard with lush greenery and a large tree providing shade. A low stone wall borders the flowerbeds, and a driveway leads up to a garage, all under a clear blue sky.
Guest suite in Thousand Oaks
4.88 out of 5 average rating, 322 reviews

The Garden Suite-Private 500 sq.ft

We kindly ask that you show the same respect, consideration, and politeness toward us and our home as you would expect from guests in your own home. Our guest suite is on the ground floor of an upgraded,renovated, 2 story home built in 1968. Amenities include: keyless entrance,10'x11' bedroom with queen size bed, private bathroom, private living room with sectional sofa, YouTubeTV, Wi-Fi,shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), and a work desk.

Top guest favorite
A spacious private deck overlooks scenic hills and rock formations. Lush greenery and trees surround the area, enhancing the natural beauty. The deck features a metal railing and a seating area, inviting relaxation outdoors. A grill is also visible, perfect for outdoor meals.
Guest suite in Simi Valley
4.92 out of 5 average rating, 1,064 reviews

Mountain Views in Simi Valley....No Cleaning Fee!

Lovely one bedroom studio apartment. Amazing views, lemon trees and dozens of wild peacocks roam the yard. Very relaxing and peaceful, perfect for couples. Attached in-law suite with a private entrance. You have the entire space to yourself! 450 sq ft, full bath with washer/dryer. Kitchenette w/ fridge. HDTV with Amazon FireTV and free WiFi. Heating and A/C. There is a huge private deck w/ seating and a BBQ. One queen bed w/ down comforter and down mattress topper...very comfy!

Guest favorite
The front exterior of the home features a well-maintained lawn with a mixture of green grass and shrubs. A spacious driveway leads to a two-car garage with white doors, and a inviting entryway with a dark red door can be seen.
Home in Simi Valley
4.89 out of 5 average rating, 75 reviews

Simi Oasis

Welcome to our serene oasis in the heart of Simi Valley! Nestled at the end of a peaceful cul de sac, our charming 3-bedroom, 2-bathroom home offers a tranquil escape while being conveniently close to all that Simi Valley has to offer. Centrally located near all amenities, this beautifully curated space offers a cozy, home- away-from-home experience. Enjoy the three TVs inside, and relax in the lush backyard. Your tranquil Simi Valley escape awaits!

Top guest favorite
A tranquil garden setting features vibrant flowers and greenery surrounding a flowing fountain. Umbrellas provide shade over seating areas, and scenic mountains rise in the background under a clear blue sky. The landscape is designed for relaxation and outdoor enjoyment.
Guesthouse in Simi Valley
4.97 out of 5 average rating, 146 reviews

Casita del Sol

Welcome to Casita del Sol, a charming two-bedroom, two-bathroom standalone guest house on the West-end of Simi Valley, a quaint and peaceful town. A short distance to local restaurants + shopping, and the Ronald Reagan Library and just 45 minutes from Los Angeles, Ventura or Malibu, Casita del Sol is a modern contemporary home perfect for a mini staycation or a long vacation. Relax, unwind and dine al fresco on your very own deck with garden views.

Popular amenities for Simi Valley vacation rentals

When is the best time to visit Simi Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,845 GYDG$34,309 GYDG$33,263 GYDG$32,217 GYDG$33,472 GYDG$35,773 GYDG$34,100 GYDG$34,518 GYDG$33,891 GYDG$32,845 GYDG$35,355 GYDG$34,100 GYD
Avg. temp13°C13°C14°C14°C15°C17°C19°C19°C18°C18°C15°C13°C

Frequently Asked Questions

  • What are the best places to stay in Simi Valley?

    Simi Valley has relaxing neighborhoods with quiet streets and welcoming local cafes. Many travelers frequently choose stays near central parks or around the foothills to enjoy green spaces and convenient access to local sights.

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

    Simi Valley has interactive exhibits at the Skateboarding Hall of Fame, outdoor adventures along Rocky Peak Park trails, and history to explore at Strathearn Historical Park and Museum. Families often enjoy blending education and nature throughout the area.

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

    Wander the exhibits at the Ronald Reagan Presidential Library, hike scenic trails in Rocky Peak Park, or experience local performance at the Simi Valley Cultural Arts Center. Outdoor activities and historical sites are frequently suggested.

  • How is the weather in Simi Valley?

    Simi Valley has mild winters, usually between 44–66°F (7–19°C), with more rain in February and December, and dry, warm summers near 58–74°F (15–23°C). Layers and sun protection help for seasonal shifts and sunny days.

  • When is the best time to visit Simi Valley?

    Late spring and early autumn are often recommended for milder temperatures around 65–73°F (18–23°C) and lower rainfall. These seasons are popular for outdoor activities and local celebrations.

  • What are the best places to visit in Simi Valley?

    Explore the Ronald Reagan Presidential Library, wander gardens at Strathearn Historical Park and Museum, or stroll Corriganville Park with its film history and scenic trails. Simi Valley has a mix of cultural landmarks and outdoor sites for visitors.

  • What are some hiking trails in Simi Valley?

    Explore the trails at Rocky Peak Park and Corriganville Park for scenic views and wildlife spotting. Oak Park has quieter paths suited for shorter strolls and family adventures.

  • What are some family activities we can do in Simi Valley?

    Families frequently explore nature at Rocky Peak Park, participate in hands-on history at Strathearn Historical Park and Museum, or enjoy a show at the Simi Valley Cultural Arts Center. Parks and indoor spaces suit many interests.

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

    Locals often suggest visits to nearby beaches, mountain parks, or arts districts in surrounding cities. Wine country excursions and nature preserves are also frequently recommended for travelers seeking variety.

  • Are there any pet friendly accommodations available in Simi Valley?

    Pet friendly stays are available in several neighborhoods throughout Simi Valley, with easy access to local parks and trails. Many hosts welcome guests traveling with pets, and amenities can include enclosed yards or nearby walking paths.

  • What are some local tips for visiting Simi Valley?

    Layers are useful for the changing temperatures, especially if you plan outdoor excursions. Locals appreciate early morning hikes and often suggest reserving ahead for museums or community events during weekends.

  • What is Simi Valley known for?

    Simi Valley is widely recognized for its presidential library, scenic foothills, and links to the film industry. The area blends suburban parks with cultural heritage sites.

  • What are the best hidden gems to explore in Simi Valley?

    Explore the quiet paths at Oak Park, discover local art at the Simi Valley Cultural Arts Center, or visit small, family-owned antique shops throughout town. These often-recommended spots highlight community character and creativity.

  • What are the best foods to try in Simi Valley?

    Simi Valley’s diners and family-run restaurants are frequently suggested for classic American comfort food, fresh tacos, and locally rooted Mediterranean dishes. Bakeries around town are known for seasonal fruit pies.

  • What should I bring for a trip to Simi Valley?

    Pack layers for shifting temperatures and a hat or sunscreen for sunny afternoons. Comfortable shoes help for exploring trails, parks, and museums around town.

  • What is the nightlife in Simi Valley like?

    Simi Valley has cozy pubs, family-friendly bowling, and community theater performances at the Simi Valley Cultural Arts Center. Nightlife often features relaxed gatherings and live local music.

  • What are the most popular events or festivals in Simi Valley?

    The Happy Face Music Festival, seasonal harvest celebrations, and community art fairs are frequently suggested events in Simi Valley. These bring together music, local food, and arts for residents and visitors throughout the year.

  • Are there family friendly vacation rentals in Simi Valley?

    Many vacation rentals in Simi Valley are family friendly, with spacious layouts, nearby parks, and quiet residential areas. Listings often include outdoor areas and flexible amenities for group stays.

Quick stats about vacation rentals in Simi Valley

  • Total vacation rentals

    Explore 240 vacation rentals in Simi Valley

  • Verified guest reviews

    Over 10,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Vacation rentals with a pool

    80 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Simi Valley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Simi Valley rentals

  • 4.8 Average rating

    Simi Valley stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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