Guesthouse vacation rentals in Thousand Oaks

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Top-rated guesthouse rentals in Thousand Oaks

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Top guest favorite
A bright and airy space features large windows that invite natural light and provide scenic views. A comfortable daybed and a wicker chair create a relaxed seating area. Potted plants and artwork add life, while a simple desk offers a functional workspace.
Guesthouse in Topanga
4.97 out of 5 average rating, 390 reviews

Peaceful Paradise With Mountain View and Full Kitchen

Step back in time in this 70s-inspired 2-story space designed to make the most of the view. Thoughtfully collected vintage pieces blend with numerous plants, plentiful books, and a record player. Watch bountiful wildlife through the windows. NOTE: we live in an area surrounded by wildlife, horses, dogs and a vast array of plants (our neighborhood is called Fernwood because it is the most green & lush from the ocean marine layer) so if you have allergies or asthma, this place may not be best for you. We also occasionally allow dogs, only if approved in advance. The upstairs space is bright and airy and all about the view! The kitchen is filled with a mix of 2nd hand and new kitchen tools. I love collecting beautiful wooden bowls and ceramics, perfect for showing off your homemade dishes. We try to keep the kitchen stocked with some basic essentials like olive oil, balsamic vinegar, sea salt, garlic, mustard, ketchup, soy sauce, and more - this way you don't have to stress about picking up so many items at the store. The bathroom is small and minimal, but has everything you need. I also included a basket with beach towels. Head downstairs to an open bedroom with wood ceilings and a large closet. The bed is a brand new Tuft & Needle King. There is a desk if you find yourself needing to do some work. The room opens up to an enclosed semi-private outdoor space. We live across the way in the main house so you may see glimpses of us through the privacy partition. I am always happy to share any herbs or veggies in the garden. There are concrete floors and lots of natural wood elements throughout the space. There is a wall heater in each room to keep things cozy. Our home was built in the 60s and then updated a lot in the 70s/80s when a hippie commune called the "Peace Farm" lived here. It has a lot of quirks, but that is why we love Topanga :) On the other side of your patio is our courtyard which features two garden beds. Feel free to check them out and pick some herbs. We often see raccoons, bobcats, squirrels and even an occasional snake in our yard, so always be aware of where you are walking. Your private entrance is right next to your parking space in the driveway, so there is a chance you may not encounter us at all. We work a lot and are always out and about, however, we love meeting guests so we can be available if you'd like to meet and get some local tips. Or if you prefer, we can totally keep our distance ;) Stroll the secret trail nestled moments away to meet some friendly neighbors and dogs. The gentle ocean breeze means that locals call this area "climate-perfect Fernwood." From here on the west side of Topanga, it's under 15 minutes to the beach. We are in the hilly part of the canyon, which means the best views, but also narrow steep roads. Take it slow and enjoy the sounds of nature! This neighborhood is known as Fernwood due to it’s lush landscape, which may not be ideal for allergies. It is best to have a car in LA because it’s so spread out. You can walk to our small town of Topanga from our house but it’s about 2 miles downhill and then you have to walk back up!! We’ve done it and it’s not bad. There are also some great walking trails just steps away from us. In our town you’ll find a great bike shop where you can rent a mountain bike and they’ll give you tons of info on where to ride. Uber & Lyft do come up here when requested, but it sometimes takes some patience. We are about 10-15 minutes driving from our local beach with tons of free street parking on Topanga Blvd (look at the signs to ensure you are in a free parking zone). The first time you drive to our house, you may be a little freaked out by the windy curves of the road! It may feel like forever, but it's actually only 1 mile off the main boulevard to our house. Drive slow and take in the sights... beautiful rock formations, the frogs singing by the creek and the quirky houses! We have two small rescue dogs that get very excited when new people visit, so if you don't like dogs, this may not be the best option ;) We take them everywhere with us, so there won't be any yappy dogs ruining your peaceful retreat. Also, we live next-door to horses, so there may be some interesting noises throughout the day and night. Parking is very limited in our small cul-de-sac, so please make sure you park in the designated spot in our driveway. I will send you instructions before you arrive. If you smoke, please use the designated ashtray on the patio. We are in a fire zone, so do not smoke near brush. If you smoke inside, I will have to take a $200 fee out of your deposit. Smoking in the canyon is pretty frowned upon since everyone is so concerned about fires, so I recommend bringing a vape pen so you can avoid glares ;) Cell reception isn't great in the canyon, so please be prepared to not have any service until you connect to our wifi. Be prepared for power and internet outages, road closures, evacuations, spiders and more! You aren't in the city and things can get wild up here ;) Like most Airbnbs, we don't allow non-registered guests on the property without our consent, so please ask us if you'd like to have visitors over and I am sure we can accommodate! There is a 3 person max for this studio for overnight guests. We keep the kitchen stocked with all the basics and try to source everything organic or GMO free: olive oil, balsamic vinegar, ketchup, mustard, soy sauce, hot sauce, crush red pepper, sea salt, cinnamon, etc. PHOTO SHOOTS: We are open to photoshoots, but this must be disclosed ahead of time as we have a separate location fee.

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 Monte Nido
4.99 out of 5 average rating, 619 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.

Guest favorite
The cozy studio cabin is framed by lush greenery and palm trees against a pastel sky. Soft outdoor lights create a welcoming ambiance, highlighting the exterior's rustic charm, while a large window allows natural light to fill the space. A tranquil setting invites relaxation.
Guesthouse in Malibu
4.92 out of 5 average rating, 225 reviews

Two Goat farm in Malibu Mountains, Cozy & Charming

Rustic canyon getaway in clean-air, rural Malibu mountains! Private gravel entrance w parking. Adjacent to incredible canyon & ocean views, singing birds, hiking. Quiet neighborhood for heavenly sleeps. One queen bed, One trundle bed with two single mattresses, one air mattress. A/C for summer, space heater for winter. Kitchenette (no kitchen sink) and full bath. Highlights! Claw-foot Tub Mountain Sunsets Amazon Echo Wild Bird families & bunnies Hiking at end of road 2.5 miles to the beach

Top guest favorite
A scenic view of rolling hills descends toward the ocean, with a vast blue sky above. Lush green plants and grasses are positioned in the foreground, contrasting with the earthy tones of the landscape. This serene setting captures the natural beauty of the surrounding area.
Guesthouse in Malibu
4.99 out of 5 average rating, 460 reviews

Casita Solstice

VERY PRIVATE 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.

Top 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
4.96 out of 5 average rating, 112 reviews

Modern 2BR Retreat • King Bed • Fast WiFi • WD

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
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, 619 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, 133 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
A spacious bedroom includes a large bed with a light coverlet, complemented by natural light from two windows dressed with soft curtains. A small wooden table and a woven basket provide additional decor, while greenery adds a fresh touch to the inviting space.
Guesthouse in Simi Valley
4.96 out of 5 average rating, 115 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
A spacious kitchen area features light wood cabinetry, a large island with seating, and modern appliances. Natural light pours in through large windows, illuminating the open living space that includes a cozy sitting area and a staircase leading to the loft above.
Guesthouse in Topanga
4.95 out of 5 average rating, 101 reviews

The Hideaway Retreat - Mountain Loft with Sauna

Experience this unique mountain loft, designed by a local Topanga artist, with 16' ceilings and views of the surrounding epic mountains. Enjoy a complimentary bottle of wine, our outdoor barrel steam sauna, and bring the kids or pets for hikes right outside the front door. Book an on-site massage or do a yoga session, watch movies on TVs in every room, or simply relax. Medley Ln offers some of the best views in all of Topanga.

Guest favorite
Guesthouse in Thousand Oaks
4.87 out of 5 average rating, 153 reviews

Pet friendly Thousand Oaks Bungalow & 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.

Top guest favorite
Lush bougainvillea in vibrant shades of pink lines the driveway, contrasting with the green foliage surrounding the guest house. Sunny skies and wispy clouds create a tranquil atmosphere, while a serene landscape blends harmoniously with the structure, which features large windows inviting natural light.
Guesthouse in Woodland Hills
4.97 out of 5 average rating, 155 reviews

Guesthouse studio nested in the Hills+Gym, Netflix

Stay in style. In your own upscale 550 sq ft guest house, tucked up and away, with private entrance less than 5 minutes from the idyllic luxury of Calabasas Commons, Topanga Westfield and Warner Center. Enjoy the Saturday farmer’s market, countless hiking trails, or take the scenic route, 10 minutes into Topanga, 20 minutes to the beaches of Malibu only.

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 Newbury Park
4.92 out of 5 average rating, 167 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.

Popular amenities for Thousand Oaks guesthouse rentals

When is the best time to visit Thousand Oaks?

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Quick stats about guesthouse rentals in Thousand Oaks

  • Total vacation rentals

    Explore 50 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 2,850 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

    50 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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