Family-friendly holiday rentals in Simi Valley

Tiny home in Thousand Oaks

4.87 out of 5 average rating, 135 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, 111 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 suite in Simi Valley

4.92 out of 5 average rating, 984 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, 239 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.

Guest suite in Thousand Oaks

4.9 out of 5 average rating, 161 reviews

Conejo Valleys Nature Escape for hikers and bikers alike!

Take it easy at this unique and tranquil getaway. Our studio guest house is tucked away in the hills above Newbury Park with quick access to town for shopping or restaurants and located a short walk from the Rosewood Trailhead with access to thousands of acres of dedicated hiking and biking open space. Enjoy a private patio with beautiful views and peaceful spaces to enjoy outdoor. We live on property in the main house so additional amenities can be provided to make your stay personalized.

4.95 out of 5 average rating, 128 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.

4.96 out of 5 average rating, 245 reviews

Guest suite in Castaic

Family Home Guesthouse - Near Magic Mountain!

Casita Barcelona, a quaint guest-room adjacent our main home in the Castaic Canyon. Offering a private entry, botanic garden, & all the comforts of home. You can experience an abundance of active and peaceful pleasures right outside your door or a short distance away. *Important: An Airbnb account w/ verified ID and a clear photo w/ legal name is required for each guest (You +1) on the booking. No Smoking of any kind. The pool & spa are not available for guest use. Message host w/questions.

4.92 out of 5 average rating, 153 reviews

Serene 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.

4.92 out of 5 average rating, 149 reviews

Home in Simi Valley

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 .

4.94 out of 5 average rating, 108 reviews

Home in Moorpark

Private Pool House on the Ranch

Experience Olive Hill Ranch! This 5 plus acre estate is an escape from daily life. Have a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool, hot tub, tennis, pickle ball, and putting green. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood.

4.92 out of 5 average rating, 119 reviews

Farm stay in Simi Valley

Farm Stay

This is a VERY unique experience, it combines tree house and tiny house with farm stay and you'll be in the middle of an orchard in a newer structure that is built VERY strong, level and with attention to detail. We've had many guests tell us that our Airbnb is by far the best they've been to and our treehouse was rated within the top 7 in SoCal.....it's also the only tree house that a noted author said he would want to return to after visiting over 30 tree houses.