Guesthouse vacation rentals in Thousand Oaks

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Top-rated guesthouse rentals in Thousand Oaks

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

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Top guest favorite
A cozy seating area is set on a wooden deck, framed by a canvas canopy. Soft cushions adorn the light-colored sofas, while a small table holds a plant and decorative items. The view showcases rolling hills and a sunset sky, blending warm colors.
Guesthouse in Malibu
4.98 out of 5 average rating, 250 reviews

Views along the Malibu, private, tiny-guesthouse

NOT FIRE AREA & MALIBU is OPEN! ❤️Best views in Malibu! Nestled in the mountainside, this tiny guest-house, has unobstructed, spectacular views of the Santa Monica Mountains and the Pacific Ocean. Clean cozy comfortable modern tiny home tucked behind Malibu’s iconic steel and glass house, Blu Space. The tiny guest-house is best for couples or solo travelers. property borders Solstice Canyon National Park-centrally located to beaches, restaurants and shops ❤️ Must climb stairs- pls read house rules

Top guest favorite
A vibrant cluster of orange poppies is set against lush greenery and rolling mountains. The landscape is characterized by a mix of wildflowers and shrubs under a cloudy sky, presenting a natural and serene environment.
Guesthouse in Calabasas
4.99 out of 5 average rating, 639 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.

Top guest favorite
Guesthouse in Malibu
4.99 out of 5 average rating, 495 reviews

Casita Solstice

VERY PRIVATE/QUIET location overlooking Solstice Canyon Park with ocean and mountain views. We are in a rural, quiet area close to Pepperdine University, Point Dume, Zuma Beach, City Center, Restaurants and Dining. You can surf, hike, visit local wineries, or just chill and enjoy the ambiance and natural landscape. You can inquire about your furry friends (pets - extra fee). As the crow flies, we are one mile from PCH and it takes about 8 minutes to get here. Questions? Please ask us.

Guest favorite
The kitchen features sleek white cabinetry complemented by a granite countertop. A stainless steel gas stove and microwave are positioned above. Kitchen utensils are neatly arranged beside the stove, with additional appliances visible, including a coffee maker. A waste basket is located to the left.
Guesthouse in Simi Valley
4.94 out of 5 average rating, 143 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.

Guest favorite
The living room features a large leather couch accompanied by two cozy armchairs. A round wooden coffee table sits in the center. Natural light enters through a window adorned with woven shades, while a potted plant adds a touch of greenery.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 123 reviews

Luxury Non-Toxic Stay•King Bed• Curated•30minto LA

Discover a designer 2 bed/1 bath, 750 sqft getaway where style meets sustainability. Every corner is intentionally curated with polished concrete floors, artisan stoneware, warm salt lamps, and green living essentials. The space feels light, open, and elevated—stocked with everything to make your stay effortless. A perfect hub for traveling professionals or families who want to explore Malibu’s beaches and Los Angeles highlights, while enjoying more space and value outside the city.

Top guest favorite
An expansive view of rolling mountains and lush greenery is visible from the deck. The foreground features a railing, with a mix of trees and open land adding to the natural scenery. A clear blue sky enhances the tranquil setting.
Guesthouse in Topanga
4.92 out of 5 average rating, 472 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.

Top guest favorite
A spacious living area is presented, featuring a modern sectional sofa and a coffee table. A small kitchenette with a microwave and refrigerator is visible to the left. Dark curtains frame the window, and the room is well-lit by overhead lighting, enhancing the clean, comfortable atmosphere.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 642 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.

Top guest favorite
A tranquil garden setting features vibrant flowers and greenery surrounding a flowing fountain. Umbrellas provide shade over seating areas, and scenic mountains rise in the background under a clear blue sky. The landscape is designed for relaxation and outdoor enjoyment.
Guesthouse in Simi Valley
4.96 out of 5 average rating, 145 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.

Top guest favorite
Guesthouse in Simi Valley
4.96 out of 5 average rating, 136 reviews

Rustic Ranch Retreat: Guesthouse with Nature Views

Escape to the tranquility of our picturesque working ranch, where you can experience the rustic charm of farm life like never before. Welcome to our one-of-a-kind Airbnb. Ranch Getaway: Unplug and unwind in our cozy guesthouse, nestled amidst the rolling hills of our working ranch. Here, you'll find a true escape from the hustle and bustle of city life, while only being one mile from the freeway. Parties are not allowed at The Ranch.

Guest favorite
Guesthouse in Thousand Oaks
4.87 out of 5 average rating, 163 reviews

Pet friendly Thousand Oaks Bungalow & Private Yard

Private studio 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.

Top guest favorite
A spacious living area is highlighted by a large glass coffee table, surrounded by dark sofas and light-colored accent pillows. Natural light fills the room through the expansive windows, and artwork adorns the walls, enhancing the inviting environment.
Guesthouse in Thousand Oaks
4.92 out of 5 average rating, 175 reviews

Guest Flat with Conejo Valley views

Brand new in 2017 800 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.

Top guest favorite
A spacious bedroom features a queen bed with a crisp white comforter and blue accents. Mirrored sliding doors reflect the room's design, enhancing the light from the large window. Two bedside lamps and a textured area rug add warmth to the modern decor.
Guesthouse in Simi Valley
4.96 out of 5 average rating, 183 reviews

Casita Azul - 2 bedroom guesthouse in Simi Valley

Welcome to our newly built guest house. Located in a quiet neighborhood and tucked away behind the main house with its own private entrance. This home is just minutes from shops, dinning, and freeway access. Great for short term and long term stays we offer anything you might need during your stay.

Popular amenities for Thousand Oaks guesthouse rentals

When is the best time to visit Thousand Oaks?

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Avg. priceﺩ.ﺇ566ﺩ.ﺇ558ﺩ.ﺇ595ﺩ.ﺇ573ﺩ.ﺇ676ﺩ.ﺇ657ﺩ.ﺇ606ﺩ.ﺇ606ﺩ.ﺇ595ﺩ.ﺇ599ﺩ.ﺇ562ﺩ.ﺇ547
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Quick stats about guesthouse rentals in Thousand Oaks

  • Total vacation rentals

    Explore 40 vacation rentals in Thousand Oaks

  • Nightly prices starting at

    Thousand Oaks vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 3,030 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Thousand Oaks vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Thousand Oaks rentals

  • 4.8 Average rating

    Thousand Oaks stays are highly rated by guests—averaging 4.8 out of 5!

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