
Holiday houses in Simi Valley
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Top-rated holiday rentals in Simi Valley
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

Paradise Retreat | Private 3 Bedroom w/ Pool & Spa
Welcome to Paradise Retreat! This rustic 3BR/2.5BA home features a private sparkling pool, spa, and outdoor dining patio and plenty of space to lounge in the sun—perfect for couples, families and friends. Located on the east end of Simi Valley near parks, hiking, and Ventura beaches, it's a peaceful getaway with cozy interiors and sunset views. Minutes from restaurants, shopping, Corriganville Park, and the Reagan Library. Unwind, relax, and make lasting memories at your home away from home.

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.

Magnolia Cottage- a tranquil and inviting home.
Magnolia cottage is a charming family home located in a peaceful neighborhood, close to all that our beautiful area has to offer. Minutes from California Lutheran University, Moorpark College & the Ronald Reagan Library . With quick access to freeways, our cottage is 40 minutes to Malibu beaches or breathtaking drives into the canyons and Ojai . There are wonderful hiking/biking trails surrounding the property and shops and restaurants all within comfortable walking distance of the cottage.

Calm oasis w/ spa, speakeasy, luxury resort vibes!
Welcome to Hacienda Madera, an oasis of calm in the foothills of Simi Valley. Slip into the backyard spa and soak in the majestic views. Then, head over to the speakeasy to mix yourself a cocktail or explore California's wine regions with picks from our in-house sommelier. Less than an hour from Los Angeles and Santa Barbara, our location makes us perfect for a weekend (or mid-week) escape. Or come stay with us when you're in the area for a wedding at one of our many local wedding venues!

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.

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 .

Peace of Paradise
Relax at this peaceful place to stay. Enjoy all the amenities this Peace of Paradise has to offer. Featuring 4 bedrooms, 3 bathrooms. Inside you are greeted with a tastefully remodeled kitchen that opens to the dining room, entertainment room provides a pool table. upstairs are 4 bedrooms, primary bedroom has a bathroom with walk-in closet. Secondary bedrooms are spacious. The backyard is perfect to swim in the refreshing pool or relax in the spa while BBQing some delicious food.
Popular amenities for Simi Valley holiday rentals
Other great holiday rentals in Simi Valley

Private Entry Master Suite!

Lovely Queen Bdrm with en suite

Bedroom #2, Rose Garden View

Alexander’s room

Private Room for Rent

Oak Tree House 1

Bedroom In Newbury Park

Danni's Home Away From Home Rm #1
When is the best time to visit Simi Valley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 NZD | $264 NZD | $261 NZD | $273 NZD | $284 NZD | $303 NZD | $289 NZD | $292 NZD | $287 NZD | $261 NZD | $266 NZD | $255 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 |
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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