Holiday rentals in Simi Valley

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Top-rated holiday rentals in Simi Valley

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Guest favourite
A bright and airy space features large windows that invite natural light and provide scenic views. A comfortable daybed and a wicker chair create a relaxed seating area. Potted plants and artwork add life, while a simple desk offers a functional workspace.
Guest house in Topanga
4.97 out of 5 average rating, 396 reviews

Peaceful Paradise With Mountain View and Full Kitchen

Step back in time in this 70s-inspired 2-story space designed to make the most of the view. Thoughtfully collected vintage pieces blend with numerous plants, plentiful books, and a record player. Watch bountiful wildlife through the windows. NOTE: we live in an area surrounded by wildlife, horses, dogs and a vast array of plants (our neighborhood is called Fernwood because it is the most green & lush from the ocean marine layer) so if you have allergies or asthma, this place may not be best for you. We also occasionally allow dogs, only if approved in advance. The upstairs space is bright and airy and all about the view! The kitchen is filled with a mix of 2nd hand and new kitchen tools. I love collecting beautiful wooden bowls and ceramics, perfect for showing off your homemade dishes. We try to keep the kitchen stocked with some basic essentials like olive oil, balsamic vinegar, sea salt, garlic, mustard, ketchup, soy sauce, and more - this way you don't have to stress about picking up so many items at the store. The bathroom is small and minimal, but has everything you need. I also included a basket with beach towels. Head downstairs to an open bedroom with wood ceilings and a large closet. The bed is a brand new Tuft & Needle King. There is a desk if you find yourself needing to do some work. The room opens up to an enclosed semi-private outdoor space. We live across the way in the main house so you may see glimpses of us through the privacy partition. I am always happy to share any herbs or veggies in the garden. There are concrete floors and lots of natural wood elements throughout the space. There is a wall heater in each room to keep things cozy. Our home was built in the 60s and then updated a lot in the 70s/80s when a hippie commune called the "Peace Farm" lived here. It has a lot of quirks, but that is why we love Topanga :) On the other side of your patio is our courtyard which features two garden beds. Feel free to check them out and pick some herbs. We often see raccoons, bobcats, squirrels and even an occasional snake in our yard, so always be aware of where you are walking. Your private entrance is right next to your parking space in the driveway, so there is a chance you may not encounter us at all. We work a lot and are always out and about, however, we love meeting guests so we can be available if you'd like to meet and get some local tips. Or if you prefer, we can totally keep our distance ;) Stroll the secret trail nestled moments away to meet some friendly neighbors and dogs. The gentle ocean breeze means that locals call this area "climate-perfect Fernwood." From here on the west side of Topanga, it's under 15 minutes to the beach. We are in the hilly part of the canyon, which means the best views, but also narrow steep roads. Take it slow and enjoy the sounds of nature! This neighborhood is known as Fernwood due to it’s lush landscape, which may not be ideal for allergies. It is best to have a car in LA because it’s so spread out. You can walk to our small town of Topanga from our house but it’s about 2 miles downhill and then you have to walk back up!! We’ve done it and it’s not bad. There are also some great walking trails just steps away from us. In our town you’ll find a great bike shop where you can rent a mountain bike and they’ll give you tons of info on where to ride. Uber & Lyft do come up here when requested, but it sometimes takes some patience. We are about 10-15 minutes driving from our local beach with tons of free street parking on Topanga Blvd (look at the signs to ensure you are in a free parking zone). The first time you drive to our house, you may be a little freaked out by the windy curves of the road! It may feel like forever, but it's actually only 1 mile off the main boulevard to our house. Drive slow and take in the sights... beautiful rock formations, the frogs singing by the creek and the quirky houses! We have two small rescue dogs that get very excited when new people visit, so if you don't like dogs, this may not be the best option ;) We take them everywhere with us, so there won't be any yappy dogs ruining your peaceful retreat. Also, we live next-door to horses, so there may be some interesting noises throughout the day and night. Parking is very limited in our small cul-de-sac, so please make sure you park in the designated spot in our driveway. I will send you instructions before you arrive. If you smoke, please use the designated ashtray on the patio. We are in a fire zone, so do not smoke near brush. If you smoke inside, I will have to take a $200 fee out of your deposit. Smoking in the canyon is pretty frowned upon since everyone is so concerned about fires, so I recommend bringing a vape pen so you can avoid glares ;) Cell reception isn't great in the canyon, so please be prepared to not have any service until you connect to our wifi. Be prepared for power and internet outages, road closures, evacuations, spiders and more! You aren't in the city and things can get wild up here ;) Like most Airbnbs, we don't allow non-registered guests on the property without our consent, so please ask us if you'd like to have visitors over and I am sure we can accommodate! There is a 3 person max for this studio for overnight guests. We keep the kitchen stocked with all the basics and try to source everything organic or GMO free: olive oil, balsamic vinegar, ketchup, mustard, soy sauce, hot sauce, crush red pepper, sea salt, cinnamon, etc. PHOTO SHOOTS: We are open to photoshoots, but this must be disclosed ahead of time as we have a separate location fee.

Top guest favourite
A spacious living area features high-vaulted ceilings and natural wood beams. A comfortable sofa and coffee table are positioned around a 65-inch Smart 4K TV. A work station and coffee bar are visible alongside a granite island, with light flooding in through large windows.
Cottage in West Hills
4.99 out of 5 average rating, 249 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 favourite
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.
Guest house in Simi Valley
4.99 out of 5 average rating, 106 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 favourite
Tiny home in Thousand Oaks
4.9 out of 5 average rating, 179 reviews

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.

Guest favourite
The kitchen features sleek white cabinetry complemented by a granite countertop. A stainless steel gas stove and microwave are positioned above. Kitchen utensils are neatly arranged beside the stove, with additional appliances visible, including a coffee maker. A waste basket is located to the left.
Guest house in Simi Valley
4.94 out of 5 average rating, 136 reviews

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.

Guest favourite
The exterior features a charming house with a triangular roof and a combination of stone and wood siding. A large window allows natural light inside, while a small patio area with two chairs is surrounded by landscaped greenery and gravel.
Home in West Hills
4.95 out of 5 average rating, 225 reviews

Newly Remodeled Cozy Studio. King bed, Disinfected

Enjoy Your stay at this cozy studio located in West Hills California! This studio is centrally located in the premier West Hills neighborhood, a short drive from Calabasas, Malibu, Santa Monica, Warner Center. Wifi and street parking are included. Close to groceries, restaurants, shopping malls. Easy access to freeways. Brand new furniture and mattress bedding. Has its own heater and AC, not shared with the rest of the building. Shares a wall with the rest of the house where my family lives.

Top guest favourite
A cozy sleeping area features a spacious bed adorned with various pillows and a textured blanket. On either side of the bed, minimalist nightstands with lamps provide lighting. Three abstract artworks are displayed above the headboard, enhancing the serene ambiance.
Guest house in Simi Valley
4.91 out of 5 average rating, 175 reviews

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.

Top guest favourite
A comfortable king-sized platform bed is adorned with textured bedding and multiple decorative pillows. Brass wall sconces provide subtle lighting beside the bed, while a small nightstand holds a decorative vase with greenery. Soft natural light enters through the nearby window, illuminating the space.
Guest house in Simi Valley
4.94 out of 5 average rating, 68 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.

Top guest favourite
Home in Simi Valley
4.93 out of 5 average rating, 161 reviews

Beautiful Guesthouse. Spacious 1,100 sqft, 2+1.

Spacious 1,100 sqft guest house has crown moldings throughout. It provides comfort, and privacy of a home away from home. Bedrooms are well appointed and have sufficient closet spaces. Cute cozy kitchen has granite counter top, refrigerator, stove & oven, cabinets. it is fully equipped with pots, pans, dishes, glasses, cups and all kitchen necessities. One bedroom and living area has laminate flooring. One bedroom has tile floor. The bathroom has granite flooring & a comfy shower .

Guest favourite
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, 1,027 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!

Top guest favourite
Guest house in Simi Valley
4.96 out of 5 average rating, 120 reviews

Rustic Ranch Retreat: Guesthouse with Nature Views

Escape to the tranquility of our picturesque working ranch, where you can experience the rustic charm of farm life like never before. Welcome to our one-of-a-kind Airbnb. Ranch Getaway: Unplug and unwind in our cozy guesthouse, nestled amidst the rolling hills of our working ranch. Here, you'll find a true escape from the hustle and bustle of city life, while only being one mile from the freeway. Parties are not allowed at The Ranch.

Top guest favourite
A serene pool area features a curved pool surrounded by lush greenery. A large pot with an agave plant accentuates the scene. The patio area is paved and includes comfortable seating, creating an inviting atmosphere for relaxation.
Guest house in Simi Valley
5 out of 5 average rating, 304 reviews

Resort Oasis

This is a gorgeous 500 sq foot pool house with chef’s kitchen. Full access to pool, spa, outdoor kitchen and all the various garden areas on 1/3 of an acre. It is a large detached studio great for up to 2 guests. It’s located on a quiet cul de sac. If you’d like to have a special event or film on the property, we charge on a hourly basis depending on the number of guests and event type.

Popular amenities for Simi Valley holiday rentals

When is the best time to visit Simi Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹12,930₹13,663₹13,480₹14,122₹14,672₹15,681₹14,947₹15,130₹14,855₹13,480₹13,755₹13,205
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 holiday rentals in Simi Valley

  • Total holiday rentals

    Explore 240 holiday rentals in Simi Valley

  • Verified guest reviews

    Over 10,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    230 of Simi Valley holiday rentals include wifi 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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