
Holiday houses in Simi Valley
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Top-rated holiday rentals in Simi Valley
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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.

Cozy Family Hideaway, sleeps 8, yard, hikes, shops
Cozy gem in an area full of entertainment, sightseeing, beaches, boulders, trails, Colleges, Wedding Events and nature preserves. Complete house with free garage and driveway parking. 3 bedrooms, sleeps 8. Cozy setup, spacious living area & high-vaulted ceilings in all rooms. Fully airconditioned. Quiet, rural neighborhood, 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.

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/ full size fridge. HDTV with Amazon FireTV stick 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!

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.

Thousand Oaks Rabbit Hole
Centered in the Conejo (Rabbit) Valley, this Thousand Oaks neighborhood studio provides a tranquil stay close to both city and nature. Its sunny interior, rich textures, and natural materials, are an ode to the Golden State and it’s local Chumash tribe. High ceilings, sliding glass doors, stocked kitchenette, walk-in closet, 55” TV and private patio make this place feel like home. Burrow into the luxurious bedding on a quality mattress and close the blackout blinds for a night of deep sleep.

Fun stay! in teeny tiny home, lit yard, parking
Interested in a unique, affordable and sustainable stay to explore So Cal from a safe, quiet home base? Then this bright, high-end resort coach upcycled to a teeny tiny home is for you. She's not a standard house or stale hotel, she's special, private and has a twinkling yard space & parking for you. Full size fridge, stove top, microwave, cookware, coffee maker, cream/sugar, fast wifi, washer/dryer, large TV with Firestick, desk area, queen size bed, deluxe sofa and tree shaded picnic table.

Adorable Studio With Private Entrance
Enjoy your stay in this cozy, Brand New Attached ADU with its own private entrance. Located in a Beautiful quiet neighborhood in Simi Valley with tons of Hiking Trails, Beautiful Parks, Shopping at the Simi Valley Town Center, and lots of Restaurants. This cozy unit is perfect for a weekend getaway or even a home away from home. The unit is to the left of the main house comes with its own Full Bathroom, Queen memory foam mattress, sitting area , 40" smart tv, dinning area, and a Full kitchen.

Family Home Guesthouse - Near Magic Mountain!
Casita Barcelona, a quaint guest-room adjacent our main home in the Castaic Canyon. Offering a private entry, botanic garden, & all the comforts of home. You can experience an abundance of active and peaceful pleasures right outside your door or a short distance away. *Important: An Airbnb account w/ verified ID and a clear photo w/ legal name is required for each guest (You +1) on the booking. No Smoking of any kind. The pool & spa are not available for guest use. Message host w/questions.

Central Studio | Modern Touches & Natural Light
Modern studio centrally located to everything the Simi Valley area has to offer. Just a few minutes from the freeway, shopping and restaurants. This recently renovated, private studio is fully equipped for your stay. A combination of modern and natural tones gives this studio a warm feeling of style and comfort. Just right for couples or solo travelers looking for a snug place to rest. Please note the studio is attached to the main home and a train passes nearby. Possible noise may be heard.

Private Guesthouse
This is a very comfortable NON-SMOKING guesthouse/ studio room with private entrance. Absolutely NO ANIMALS allowed due to my allergies. It has one queen bed. Private full bathroom. There is dresser space as well as hangers. It also has a desk for work space. Smart TV can be used with streaming services. This space does not have a kitchen. But it does have a small fridge and a microwave. Absolutely no filming or photography anywhere on the premises. No visitors allowed without my consent.

Farm Life at The Green Barn
Welcome to The Green Barn: Your Rustic Escape Stay in a charming converted barn with modern comforts! Enjoy a cozy bedroom with queen bed, living room with TV, full kitchen, patio with rocking chairs, and peacocks. Feed horses twice daily (when available) and spot sheep and llamas in the yard. Perfect for families with a pack and play provided. Located near Disneyland, Universal Studios, Six Flags, Hollywood, Malibu, Santa Monica, and Zuma Beach. Your unforgettable farm adventure awaits!

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.
Popular amenities for Simi Valley holiday rentals
Other great holiday rentals in Simi Valley

Private Bath • Free Parking • Blackout curtains

Ocean Views Studio Getaway

My lovely little place!

Oak Tree House 4

Bedroom #2, Rose Garden View

Japanese guest house in private backyard garden

Danni's Home Away From Home Rm #1

Private Guest Room Suite w/patio 400 sq ft!
When is the best time to visit Simi Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 NZD | $259 NZD | $255 NZD | $268 NZD | $278 NZD | $297 NZD | $283 NZD | $287 NZD | $281 NZD | $255 NZD | $261 NZD | $250 NZD |
| Avg. temp | 13°C | 13°C | 14°C | 14°C | 15°C | 17°C | 19°C | 19°C | 18°C | 18°C | 15°C | 13°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 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.
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.
Are there vacation rentals with a dedicated workspace in Simi Valley?
Yes! Work meets play with ease at over 150 vacation rentals in Simi Valley featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Simi Valley vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Simi Valley, available on Airbnb. Make a splash and soak up the sun in style!
Quick stats about holiday rentals in Simi Valley

Total holiday rentals
Explore 240 holiday rentals in Simi Valley

Verified guest reviews
Over 9,770 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
230 of Simi Valley holiday 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!
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