Guesthouse vacation rentals in Simi Valley

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Simi Valley

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

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Guest favourite

Guesthouse in Castaic

4.89 out of 5 average rating, 176 reviews

Minutes to Six Flags & Castaic Lake! Private 🚪🛁🛏🍽

Newly built little TINY boho guest studio in a super gorgeous, quiet and safe neighborhood. You have a private entrance and side yard with bistro table. Kitchenette with full size refrigerator, sink, stove and barstools. Wardrobe closet with two snugly white robes and slippers. Large full private bathroom and a full range of motion tv with roku for movie night in bed. Every guest we’ve ever had said that this bed is the most comfortable bed they have ever had at any air bnb!!! Come stay with us!

May 19 – 26

$123 CAD per night

Guest favourite

Guesthouse in Chatsworth

4.9 out of 5 average rating, 195 reviews

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 ✧street parking - free

Aug. 30 – Sep. 6

$232 CAD per night

Guest favourite

Guesthouse in Sylmar

4.98 out of 5 average rating, 169 reviews

Tranquil Studio w/ private patio

A beautiful and well maintained Tranquil Studio/ With a Private Patio. Entire Studio to yourselves. 2 guests. 1 queen bed..1 queen/futon couch, with lovely bed linens and plush towels. 1 tub/shower.Futon made up on request at the time of booking. Full kitchen with everything you’d need to make delicious meals. 55” TV/ DVDs Washer/dryer...please bring your own laundry soap and dryer sheets. The gorgeous private patio has plenty of space to relax and enjoy your meals, or just hang out.

Aug. 18 – 25

$237 CAD per night

Guest favourite

Guesthouse in Los Angeles

4.97 out of 5 average rating, 236 reviews

Backyard paradise near CSUN, Universal & 6 Flags

Spring is in bloom outside your windows. Enjoy the lemons, pomelos, honeysuckle blossoms, & other flowers. The neighborhood allows for quiet sleep and star gazing by the pool (Puffy brand queen mattress). Porter Ranch is close to the 118 & 405. Non-rush hour driving in minutes: 5 ~ CSUN 20 ~ Burbank Airport (30 LAX) 20 ~ Universal Studios 20 ~ Six Flags/Hurricane Harbor 20 ~ Getty Center 30 ~ Downtown LA/Dodger Stadium 45 ~ Disneyland 60 ~ Santa Barbara 3.5-4 hours Las Vegas

Jul. 12 – 19

$216 CAD per night

Guest favourite

Guesthouse in Santa Paula

4.94 out of 5 average rating, 209 reviews

Charming (tiny!) Casita on the Hill

A magical space in a Spanish courtyard with citrus trees perfect for unwinding and enjoying the beautiful weather. You’ll love the outdoor tub and shower. Check the reviews — it’s usually the highlight for our guests! (To note: there is NO indoor tub or shower. ) Recently upgraded WiFi makes it a great remote working option, too. *** Please be aware that Highway 150 between Santa Paula and Ojai is closed temporarily due to a landslide. Estimated reopening is May, 2024. ***

Oct. 10 – 17

$189 CAD per night

Guest favourite

Guesthouse in Thousand Oaks

4.95 out of 5 average rating, 524 reviews

Comfortable, Suite Close to Everything

Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Jul. 15 – 22

$157 CAD per night

Guest favourite

Guesthouse in Thousand Oaks

4.85 out of 5 average rating, 116 reviews

Modern Thousand Oaks Bungalow with Private Yard

Private studio apartment located in Thousand Oaks, CA. Conveniently located in the heart of Thousand Oaks, just minutes away from the Oaks Mall, Janss Marketplace, Civic Art's Plaza, Camarillo Outlets, Malibu and countless hikes nestled up near the beautiful Santa Monica Mountains. This unit has its own gated entrance, private secured yard, outdoor seating area, full kitchen, dining table, large bathroom, and smart tv.

May 13 – 20

$209 CAD per night

Guest favourite

Guesthouse in Simi Valley

5.0 out of 5 average rating, 212 reviews

Resort Oasis

This is a gorgeous 500 sq foot pool house with chef’s kitchen. Full access to pool, spa, outdoor kitchen and all the various garden areas on 1/3 of an acre. It is a large detached studio great for up to 2 guests. It’s located on a quiet cul de sac. If you’d like to have a special event or film on the property, we charge on a hourly basis depending on the number of guests and event type.

Oct. 2 – 9

$368 CAD per night

Guest favourite

Guesthouse in Thousand Oaks

4.92 out of 5 average rating, 127 reviews

Guest Flat with Conejo Valley views

Brand new in 2017 850 sq ft guest flat above detached garage. Custom hickory and limestone floors, onyx details in kitchen and bath, and gorgeous views of the Conejo Valley. Full kitchen with LG stainless steel appliances. Central A/C and heating. Restoration Hardware furniture with king sized bed and full sofa bed.

Oct. 9 – 16

$233 CAD per night

Guest favourite

Guesthouse in Camarillo

4.97 out of 5 average rating, 253 reviews

Classy Cottage with Amazing Views

California ranch house on a 7-acre avocado farm. Views of picturesque Santa Rosa Valley from your private patio. 15 min drive to Pacific Ocean & City of Camarillo and Outlet Stores. Only 45 Minute drive to Down Town Los Angeles.

Oct. 2 – 9

$210 CAD per night

Guest favourite

Guesthouse in Thousand Oaks

4.88 out of 5 average rating, 100 reviews

Adorable Entire Guesthouse in Thousand Oaks

Full-size guesthouse with fireplace with everything you need! One bedroom, one bathroom with bathtub, a full kitchen, and a HUGE walk-in closet (it can be used as a private sleeping nooks for kids if needed)

Mar. 24 – 31

$262 CAD per night