Guesthouse holiday 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, 175 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!

4 – 11 Dec

$979 AUD total

Guest favourite

Guesthouse in Calabasas

4.99 out of 5 average rating, 510 reviews

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.

1 – 8 Mar

$2,319 AUD total

Guest favourite

Guesthouse in Los Angeles

4.98 out of 5 average rating, 562 reviews

Safe Guesthouse /K bd /near Topanga Cyn /Calabasas

Perfect getaway for anyone looking for a SAFE and CLEAN gated and secure sanctuary that is conveniently located near Warner Center, Westfield Topanga ,The Village, Topanga Canyon and the beach! STRONG WIFI PERFECT FOR WOMEN TRAVELING ALONE The guest space us 484 sq ft (detached from front house) with KITCHENETTE (no stove or sink) including a Microwave, large Refrigerator with Freezer, Keurig with coffee/ Tea also plates, bowls, glasses, cups and Ice. 6 windows Air Cond/ Heating unit

30 Aug – 6 Sept

$1,676 AUD total

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

30 Aug – 6 Sept

$1,869 AUD total

Guest favourite

Guesthouse in Sylmar

4.98 out of 5 average rating, 168 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.

18 – 25 Aug

$1,848 AUD total

Guest favourite

Guesthouse in Los Angeles

4.97 out of 5 average rating, 235 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

12 – 19 July

$1,630 AUD total

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. ***

21 – 28 July

$1,468 AUD total

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.

14 – 21 June

$1,220 AUD total

Guest favourite

Guesthouse in Pacific Palisades, Los Angeles

4.93 out of 5 average rating, 602 reviews

Cottage Near the Sea!

Our lovely, comfortable cottage guest room with private entrance is just blocks from the beach. Enjoy your own private garden view and patio. It comfortably sleeps two and is convenient to all of LA including Santa Monica, Venice Beach, Hollywood, LAX. Easy access to bus lines. And now we have 100 MPS Broadband for strong Wi-Fi for all your personal or business needs. Minimum stay: 3 nights. Maximum stay: 28 nights. We are both fully vaccinated.

17 – 24 Mar

$1,985 AUD total

Guest favourite

Guesthouse in Camarillo

4.93 out of 5 average rating, 701 reviews

The Vineyard - Solitude - Private

Solitude in the vineyard. If you’re looking for a nice spot, or just want to get away, this is it. With nearly 700 5-star reviews, enjoy a relaxing stay in a very private location, in your own self-contained space. No traffic at all. Amenities include a mini-fridge, hot water pot, microwave, heater, Smart TV, and very fast WIFI (165 Mbps). Cozy. We have 200 grape vines, and a lot of fruit trees. Enjoy some privacy!

7 – 14 Sept

$1,198 AUD total

Guest favourite

Guesthouse in Simi Valley

5.0 out of 5 average rating, 211 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.

13 – 20 Mar

$2,857 AUD total

Guest favourite

Guesthouse in Thousand Oaks

4.93 out of 5 average rating, 126 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.

9 – 16 Oct

$1,819 AUD total