Guesthouse vacation rentals in Simi Valley

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

Value · Location · TV

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)!

Family · Value · Breakfast

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.

Value · Location · Solo travel

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

Location · Family · Cleanliness

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. 

Value · Location · Check-in

Exquisite Topanga Cottage

Topanga Canyon is a unique, quiet, peaceful oasis tucked away in the heart of Los Angeles, a short drive to Topanga State Beach, Malibu and the West Side and quick access to the San Fernando Valley. Our cottage, with its immersion in nature, stunning views, and tall ceilings, takes serenity to a higher plain. A writer? Get ready to be inspired. An artist? Bring extra canvasses. It's perfect for a single seeking solitude, a couple eager for a romantic holiday, or anyone needing a natural high.

Value · Family · Parking

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.

Family · Location · Access

Casita Solstice

VERY PRIVATE/QUIET location overlooking Solstice Canyon Park with ocean and mountain views. We are in a rural, quiet area close to Pepperdine University, Point Dume, Zuma Beach, City Center, Restaurants and Dining. You can surf, hike, visit local wineries, or just chill and enjoy the ambiance and natural landscape. You can inquire about your furry friends (pets - extra fee). As the crow flies, we are one mile from PCH and it takes about 8 minutes to get here. Questions? Please ask us.

Value · Location · Hiking

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 · Value · Solo travel

Comfortable Private Studio - near hiking

Come get away to a slower pace at our thoughtfully appointed studio in the beautiful hills of Lake Manor! When staying at our place you will be a short drive to West Hills, Canoga Park, Calabasas, Northridge, and more. We are in a quiet neighborhood in the "country." Our studio setup allows traveling workers and getaway seekers to find the work-life balance they need with: ✧Comfy work desk ✧ High-speed Wi-Fi ✧Close by fun hiking trails ✧Roku TV ✧Shared outdoor space ✧ parking - free

Location · Value · Sleep quality

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.

Value · Family · Bathroom

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.

Location · Value · Amenities