Guesthouse holiday rentals in Thousand Oaks

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Top-rated Guesthouses in Thousand Oaks

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

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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.

8–15 Jan

$363 NZD per night

Guest favourite

Guesthouse in Santa Paula

4.94 out of 5 average rating, 210 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. ***

1–8 Nov

$229 NZD per night

Guest favourite

Guesthouse in Topanga

4.93 out of 5 average rating, 348 reviews

Cool and cozy Topanga retreat

Private brand new 1 bedroom detached guesthouse with beautiful views of Topanga. Spacious great room with large kitchen and huge dining table. A deck to enjoy your coffee or wine while taking in the fabulous views. Large comfy couch to relax on after an eventful day. The cozy bedroom has a comfortable queen size bed that will allow you to get all the sleep you need. The bathroom is functional funky and cool. Come enjoy the outdoors and the city life of LA.

18–25 Sep

$325 NZD 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.

15–22 Jul

$191 NZD per night

Guest favourite

Guesthouse in Ventura

4.94 out of 5 average rating, 175 reviews

🏖Cozy Studio w/ Full Kitchen in Ventura🏝

Permit #: 2354 Walk into this cozy beach themed studio and relax and unwind. There is a comfortable queen bed, a full kitchen, a private bathroom, central air and heating, and a ceiling fan. You can watch Hulu & Amazon Prime on the 50" smart TV. There is a cozy sitting area to relax and read a book. We offer a Keurig coffee maker that you can do coffee pods or regular ground coffee. We provide coffee pods, creamer, and snacks.

22–29 Aug

$319 NZD 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.

13–20 May

$254 NZD per night

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!

21–28 Sep

$187 NZD per night

Guest favourite

Guesthouse in Agoura Hills

5.0 out of 5 average rating, 163 reviews

Malibu wine trail "mini" guest retreat.

Surrounded by Santa Monica mountain vineyards, close to Malibu wine tasting, wine safari, hiking trails, horseback riding, & mountain bike riding. Minutes to Malibu beaches, restaurants & historical old town of Cornell, Malibu lake & Paramount ranch. If you need more accommodations , look at malibu trail FARMHOUSE which includes main house. Total combined sleeps 6.

14–21 May

$339 NZD 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.

9–16 Oct

$283 NZD per night

Guest favourite

Guesthouse in Ventura

4.91 out of 5 average rating, 440 reviews

Private Studio in Ventura Bungalow

Our fully remodeled 1950's MidTown Craftsman Home is perfect for enjoying all that Ventura offers. Less than 2 miles from the beach. Centrally located with great access to the surf, area trails, and the downtown shops and dining establishments.

9–16 Jul

$251 NZD 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.

2–9 Oct

$255 NZD 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)

24–31 Mar

$318 NZD per night