Holiday rentals in Simi Valley

Tiny home in Thousand Oaks

4.85 out of 5 average rating, 112 reviews

Unique cozy teeny tiny home

Interested in a unique, affordable and sustainable stay from which to explore So Cal from a safe, quiet home base? Then this bright, cozy, 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 & parking for you. Full fridge, stove top, microwave, cookware, Nespresso coffee, cream/sugar, fast internet, washer/dryer, large TV with Firestick, desk area, queen size bed, and tree shaded picnic table.

4.99 out of 5 average rating, 107 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

Cottage in Los Angeles County

4.99 out of 5 average rating, 226 reviews

A 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.

Guest suite in Simi Valley

4.92 out of 5 average rating, 966 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/ 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!

Guest suite in Simi Valley

5 out of 5 average rating, 233 reviews

Large Private Studio, Private Entrance - Prvt Bath

Enjoy complete privacy in a quiet neighborhood. Our home is located at the end of a cul-de-sac w/ quiet neighbors. The studio unit is recently remodeled with new furniture. It is attached to but separate from the main house. Private entrance, private bath, large shower. Kitchenette includes full size refrigerator, microwave & toaster oven. The front patio is a shared space perfect for relaxing by the cozy fire pit. We pride ourselves in providing sparkling clean accommodations for our guests.

4.94 out of 5 average rating, 126 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.

5 out of 5 average rating, 26 reviews

Barn in Simi Valley

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!

4.93 out of 5 average rating, 45 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.

4.92 out of 5 average rating, 142 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 .

4.97 out of 5 average rating, 116 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.

Guest suite in Thousand Oaks

4.89 out of 5 average rating, 288 reviews

500 SF Private 1 Bedroom, Living Room & Bath Suite

Our guest suite is on the ground floor of an upgraded, renovated, and well maintained 2 story home originally built in 1968. Amenities include: keyless private entrance , 10'x11' bedroom with queen size bed, private bathroom, private living room with large sectional sofa, YouTubeTV, Wi-Fi, shared laundry facilities (7 day stay and up), shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), street parking, and a work desk.

4.91 out of 5 average rating, 141 reviews

Casa Cachora - Newly renovated private studio

Charming, cozy and airy studio centrally located to everything the Simi Valley area has to offer. Just minutes from the freeway, shopping and restaurants. This recently renovated studio is completely private and fully equipped for your stay. A combination of modern and natural tones gives this studio a warm feeling of style and comfort. Ideal for weekenders, couples and traveling professionals looking for elegant and snug place to rest.

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Flats

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Simi Valley holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Simi Valley

5 out of 5 average rating, 36 reviews

Adorable home with big private patio Relax!

CarlosRating, 5 stars3 weeks ago

Great place, really nice, quiet location. Very clean, welcoming, and comfortable.

4.96 out of 5 average rating, 51 reviews

3 bdrm / 4 Bed / 2 bath Kitchen/Jacuzzi/Laundry

MelRating, 5 stars2 weeks ago

Gary's home may be one of the nicest AirBnB's I've stayed at, and he certainly had the best instructions/directions of any place I've been. The pool/spa are rather complicated to set up, but with his clear labeling and step-by-step folder, it was a cinch. It must be the most beautifully designed private pool I've ever seen; my kids and Mom had such a wonderful time that aside from the obligations that brought us in town, they didn't want to leave the AirBnB at all. There's a beautiful lemon tree in the back, complete with picker, and my son was thrilled to pick lemons and we made our own lemonade to drink while swimming. The home is beautifully decorated and feels so comfortable. My Mom is on the picky side and she didn't have a word of criticism. I don't recall how the price compared to other places in the area, but I don't regret the money I spent one bit. It was a lovely break and oasis.

5 out of 5 average rating, 10 reviews

Flat in Simi Valley

Sweetheart

AndreaRating, 5 stars1 month ago

We were at Mila's for a weekend and had a great time. It was a beautiful and comfortable space though we didn't get to spend much time outside.

5 out of 5 average rating, 24 reviews

Calm oasis w/ spa, speakeasy, luxury resort vibes!

KellyRating, 5 starstoday

This home was amazing. We rented it for my daughter's wedding since it was near the venue. They were fantastic. They even left my daughter a wedding necessities bag. If I ever had a question it was answered immediately. It was the perfect place for our last family stay with the same last name!!

5 out of 5 average rating, 27 reviews

Mora Meadows Ranch

NoeeRating, 5 starstoday

Arun was a great Host who was extremely kind and flexible. We really enjoyed the big open space and beauty of the property. It was great for the birthday event we had and also just for relaxing and spending time with family. We Will definitely book again if we are ever in the area. Also in a very prime location that is Very close to freeway.

5 out of 5 average rating, 14 reviews

The honey house

DianneRating, 5 stars2 weeks ago

Wonderful place to stay. Squeaky clean from bathrooms to garage. Lovely backyard. We were in town for a wedding and regret we didn't get to spend more time at the house. The amenities were more plentiful than at other Airbnbs. It was also very quiet. Shadi was extremely helpful and very responsive. I would highly recommend this house.

4.91 out of 5 average rating, 79 reviews

Adorable 1 bedroom guest with patio

JoeRating, 5 stars3 weeks ago

Miguel's place is wonderful. This is our second time staying here because of how great it is. Super clean, lots of amenities and small touches that make all the difference. Beautiful gardens/pathway. Easy to check-in and check-out. Literally perfect!