Guesthouse vacation rentals in Simi Valley

Find and book unique guesthouse rentals on Airbnb

Quick stats about guesthouse rentals in Simi Valley

  • Total vacation rentals

    Explore 30 vacation rentals in Simi Valley

  • Nightly prices starting at

    Simi Valley vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 2,900 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Simi Valley vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Simi Valley rentals

  • 4.8 Average rating

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

Top-rated guesthouse rentals in Simi Valley

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

1 of 1 pages1 / 1
Guest favorite
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.
Guesthouse in Topanga
4.96 out of 5 average rating, 431 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 favorite
A cozy seating area is set on a wooden deck, framed by a canvas canopy. Soft cushions adorn the light-colored sofas, while a small table holds a plant and decorative items. The view showcases rolling hills and a sunset sky, blending warm colors.
Guesthouse in Malibu
4.98 out of 5 average rating, 263 reviews

Views along the Malibu, private, tiny-guesthouse

NOT FIRE AREA & MALIBU is OPEN! ❤️Best views in Malibu! Nestled in the mountainside, this tiny guest-house, has unobstructed, spectacular views of the Santa Monica Mountains and the Pacific Ocean. Clean cozy comfortable modern tiny home tucked behind Malibu’s iconic steel and glass house, Blu Space. The tiny guest-house is best for couples or solo travelers. property borders Solstice Canyon National Park-centrally located to beaches, restaurants and shops ❤️ Must climb stairs- pls read house rules

Guest favorite
A wooden bench sits under a large tree, positioned to overlook a scenic valley. The landscape features rolling hills and greenery, with soft hues of sunset visible in the distance. The atmosphere appears calm and inviting, ideal for relaxation.
Guesthouse in Topanga
4.91 out of 5 average rating, 545 reviews

FAIRY RIDGE - AMAZING VIEWS - STEPS TO THE TRAILS

Escape into Topanga Canyon, the largest state park within city limits in the world, cozy up in this serene, private, and stunning 2 bedroom bungalow located only a 5 minute walk to the park trails and 12 min to the beach! Enjoy the freedom to walk to the trails, some with ocean views. Relax on the patio with a complimentary bottle of wine, enjoy the hammocks, hot tub, go surfing or watch your favorite shows from every room. You can even book a massage right on the property (pending avails)!

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

Guest favorite
A private wooden deck extends from the studio, bordered by a natural landscape filled with trees. Sunlight filters through the leaves, creating a serene setting. Large windows reveal views of the surroundings, enhancing the sense of tranquility and connection to nature.
Guesthouse in Topanga
4.91 out of 5 average rating, 304 reviews

Topanga Mountain Studio Retreat

Privacy is paradise, and this studio with its own entrance, tucked away among the treetops at the end of a little known Topanga country road, provides the sanctuary you seek. Designed by one of Topanga's most beloved architects, Cary Gepner, this modern Spanish abode has breathtaking views. The tranquil studio is well appointed with modern amenities including a brand new kitchen, luxurious bathroom, and private deck. Get away from it all while still being a 15 min drive to the beach or valley. 

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, 112 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
An outdoor clawfoot tub is positioned on a wooden deck, surrounded by greenery and a wooden fence. Soft lighting is provided by overhead string lights. A person is seated in the tub, wrapped in a pink towel, reading a newspaper, creating a relaxed atmosphere.
Guesthouse in Topanga
4.93 out of 5 average rating, 258 reviews

Outdoor Clawfoot, Hot Tub, Deck

Welcome to the Farmhouse, a cozy studio retreat nestled in the Topanga hills. This cozy space features a comfy queen canopy bed, en-suite bath, and a kitchenette for light meals. The room opens onto a private deck and patio, perfect for waking up with the singing birds, small pond, and an outdoor clawfoot tub for a relaxing soak under the trees. Enjoy easy access to local attractions including cafes and restaurants, village shops, hiking trails with breathtaking views, and Malibu beaches.l

Guest favorite
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.
Guesthouse in Simi Valley
4.94 out of 5 average rating, 144 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 favorite
The living room features a large leather couch accompanied by two cozy armchairs. A round wooden coffee table sits in the center. Natural light enters through a window adorned with woven shades, while a potted plant adds a touch of greenery.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 127 reviews

Luxury Stay•2/1•King Bed•Private•WD•30 mins to LA

Discover a designer 2 bed/1 bath, 750 sqft getaway where style meets sustainability. Every corner is intentionally curated with polished concrete floors, artisan stoneware, warm salt lamps, and green living essentials. The space feels light, open, and elevated—stocked with everything to make your stay effortless. A perfect hub for traveling professionals or families who want to explore Malibu’s beaches and Los Angeles highlights, while enjoying more space and value outside the city.

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, 148 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.

Top guest favorite
Guesthouse in Simi Valley
4.96 out of 5 average rating, 143 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.

Popular amenities for Simi Valley guesthouse rentals

When is the best time to visit Simi Valley?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 452ﺩ.ﺇ 444ﺩ.ﺇ 452ﺩ.ﺇ 488ﺩ.ﺇ 521ﺩ.ﺇ 525ﺩ.ﺇ 448ﺩ.ﺇ 477ﺩ.ﺇ 477ﺩ.ﺇ 441ﺩ.ﺇ 492ﺩ.ﺇ 488
Avg. temp13°C13°C14°C14°C15°C17°C19°C19°C18°C18°C15°C13°C

Destinations to explore