Holiday houses in Thousand Oaks

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Top-rated holiday rentals in Thousand Oaks

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

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Top Guest favourite
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, 241 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 favourite
The kitchen features modern white cabinetry complemented by dark wood accents. A tile backsplash with a geometric pattern adds visual interest, and a spacious island provides additional prep space. Six white chairs surround a wooden dining table, and a cozy wood stove is visible in the corner.
Cottage in Ventu Park
4.93 out of 5 average rating, 191 reviews

The B’s Hive French Cottage

This small, cozy cottage has been renovated and also has a hot tub, doggie wash & outdoor kitchen. Stylish décor provides a comfortable tranquil haven & perfect place to unwind in the hills of SoCal yet the neighborhood is rural-like. It is ideal for activities such as hiking and cycling, with trailhead just down the street. The stunning coastline is only about a 30-minute car ride away and many other attractions are within an hour. Relax on the breezeway, porch, or by the open fire pit. 🐝

Top Guest favourite
A serene bedroom features a spacious bed with a blue-striped duvet, positioned in front of a vibrant wall art piece. Natural light filters in through a window, complemented by light-colored walls and a wooden dresser. An air conditioning unit is discreetly mounted above.
Guest suite in Thousand Oaks
4.97 out of 5 average rating, 379 reviews

Malibu Room-Remodeled Entire Place-Quiet&Private

Entire place! not attached to the house except for a wall that is filled with insulation & sound proof drywall. Very quiet & a 1/2 mile from freeway or to CLU. Private entry, a patio, remodeled bedroom & bath. Cal King bed, desk for laptop, Kcup coffee, mini fridge, microwave and HD TV w/ RoKu 650mb WifI perfect for a business traveler or couple on vacation. (w/ a baby or toddler,) A toddler mattress is available on request. Free (40 amp 240volts) for your electric car 9pm-4pm off peak house

Top Guest favourite
The living area features a dark sectional sofa accented with decorative cushions. A coffee table sits centrally, with a stylish lamp nearby. Natural light enters through two horizontal slatted windows, illuminating a textured area rug on the floor. A wall clock and bookshelf complete the cozy setting.
Guest suite in Newbury Park
5 out of 5 average rating, 276 reviews

Citrus Street Retreat 2 Bedroom Sleeps 6

Welcome to Citrus Street Retreat, a fully private, self-contained 2-bedroom, 2-bath guest apartment centrally located between Los Angeles, Ventura, & Malibu. Set in a quiet residential neighborhood, this spacious ~1,000 sq ft retreat offers the comfort of a standalone stay with its own private entrance, kitchen, living room and dining area. Whether you’re here for a weekend getaway, business trip, or traveling the coast. the space is designed to feel easy, comfortable, & entirely your own.

Guest favourite
An outdoor living area features a spacious sectional couch adorned with vibrant yellow pillows. A dining table is positioned nearby under a fabric canopy, illuminated by bistro lights. Stone flooring and lush greenery enhance the private garden ambiance, while a hot tub is visible to the left.
Home in Thousand Oaks
4.93 out of 5 average rating, 117 reviews

Modern Cottage, Jacuzzi, Bistro Patio, Walk to All

Enjoy a central location with Outdoor living room complete with Jacuzzi Hot Tub, BBQ, dining table, sectional couch, TV, shade sail, bistro lights and fountain. Newly built in October 2022, sharp, clean, comfy beds, all new amenities. This city central location is close to shopping, eateries, Civic Center, wedding venues. Walk everywhere or take our complementary Beach Cruisers to pedal around town! Just over the hill to beaches, Presidential library and other cultural events/venues.

Guest favourite
A light-filled living area features a dark coffee table centered on a decorative area rug. Two black chairs with yellow-accented cushions sit adjacent to the modern entertainment unit, which displays a flat-screen TV. Large windows offer views of the outdoors.
Home in Thousand Oaks
4.93 out of 5 average rating, 235 reviews

GREAT VIEWS - Stylish - Whole Home - Over the Oaks

If you're looking for an entire STYLISH residential home with a GREAT VIEW, this is it! Enjoy a relaxing stay tucked amongst a tightly knit series of homes with a nice view above the city's 400-YEAR-OLD OAK TREES. Includes a full kitchen, 2 separate bedrooms, 1.5 bathrooms, in a 2-story home. One queen bed, a bunk bed, and a convertible full couch to sleep up to six. Also included is a full kitchen, AC, heater, desk, Smart TV, deck with a view, and very fast WIFI! Over the Oaks! VIEW!

Guest favourite
The exterior of a two-story home is captured, showcasing a landscaped front yard with lush greenery and a large tree providing shade. A low stone wall borders the flowerbeds, and a driveway leads up to a garage, all under a clear blue sky.
Guest suite in Thousand Oaks
4.88 out of 5 average rating, 317 reviews

The Garden Suite-Private 500 sq.ft

We kindly ask that you show the same respect, consideration, and politeness toward us and our home as you would expect from guests in your own home. Our guest suite is on the ground floor of an upgraded,renovated, 2 story home built in 1968. Amenities include: keyless entrance,10'x11' bedroom with queen size bed, private bathroom, private living room with sectional sofa, YouTubeTV, Wi-Fi,shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), and a work desk.

Guest favourite
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 favourite
An inviting living area is showcased, featuring a light gray sectional couch and a round wooden coffee table. A textured blue rug anchors the space, while a tall plant adds greenery. A fireplace and built-in shelves are visible in the background, enhancing the bright ambiance.
Home in Thousand Oaks
4.97 out of 5 average rating, 106 reviews

Rose Garden Home, Thousand Oaks

The Rose Garden House, situated in Thousand Oaks on the border of Los Angeles and Ventura counties, is conveniently located near the 101 and PCH. It's an ideal stop for a group road trip through beautiful Southern California. It also provides proximity to serene hiking trails, golf courses, and horse riding clubs, ensuring a balanced blend of convenience and tranquility for your stay. There are Tesla superchargers and EV charging stations 5-7 min driving distances.

Top Guest favourite
Double French doors open to an inviting interior, revealing a spacious living area complemented by wooden ceiling beams and modern decor. Natural light fills the room, enhancing the cozy atmosphere with a plush rug, stylized furniture, and a vibrant artwork accenting the wall.
Guest suite in Thousand Oaks
4.97 out of 5 average rating, 190 reviews

Casa Rancho El Segundo - NO Cleaning Fees

No Cleaning Fees – Pets Welcome (Just Ask First!) Escape to our peaceful guest house in Thousand Oaks—your cozy ranch getaway with private entrance, parking, and a fenced side yard perfect for BBQs and evenings by the fire pit. Meet Larry the llama, Bob the alpaca, and their furry friends! Take the bikes for a neighborhood spin or bring along cut-up carrots and apples—they’ll love the treat. Book now and enjoy comfort, charm, and a sprinkle of countryside magic!

Guest favourite
The cabin, elevated on a wooden base, features a large glass front, allowing for abundant natural light. Surrounding rocky formations and lush greenery create a serene environment. A wooden deck leads to a circular hot tub, positioned close to the cabin for relaxation.
Tiny home in Topanga
4.96 out of 5 average rating, 289 reviews

Cabin on the Rocks

As featured in Time Out’s ‘10 best Airbnbs near Los Angeles’, our award winning cabin provides an authentic Scandinavian aesthetic and ergonomic smart spatial design all located within a canyon setting. An A-frame glass window frames the scene: uninterrupted views across Topanga imbuing a sense of peace. This is a 'retreat like' experience you'll (hopefully) remember. A relaxing space to decompress, read and disconnect.

Guest favourite
An outdoor area features a hot tub surrounded by a paved patio. A dining table is positioned under a shaded canopy, with a BBQ grill nearby. Decorative bistro lights are strung overhead, enhancing the serene atmosphere. Lush greenery and a mini putting green are also visible.
Home in Thousand Oaks
4.92 out of 5 average rating, 150 reviews

Retro Cottage, Hot Tub, Putting Green, walk to all

This newly renovated Cottage is fully rehabbed with all the modern conveniences while still maintaining the Retro vibe of yesteryear. Enjoy the 3 bedrooms, outdoor seating/dining area with shade sails; take a nice hot Jacuzzi while BBQing at night under the bistro lights; play a round of mini golf on the putting green, all just steps away from city central. Walk to dining, bar, entertainment, close to everything.

Popular amenities for Thousand Oaks holiday rentals

When is the best time to visit Thousand Oaks?

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Frequently Asked Questions

  • Where should I stay in Thousand Oaks?

    Make yourself at home in Thousand Oaks by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in Ventu Park, over 130 vacation rentals in Hidden Valley, and over 200 vacation rentals in Westlake Village.

  • Are there pet-friendly vacation rentals in Thousand Oaks?

    Four-legged friends are welcome in Thousand Oaks. Choose from more than 170 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Thousand Oaks?

    Yes! Work meets play with ease at over 330 vacation rentals in Thousand Oaks featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Thousand Oaks vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 190 vacation homes with pools in Thousand Oaks, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly guesthouse rentals in Thousand Oaks?

    Thousand Oaks has more than 10 family-friendly guesthouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in guesthouse rentals in Thousand Oaks?

    Experience the best of Thousand Oaks with our guesthouse rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do townhouse rentals in Thousand Oaks have air conditioning?

    Absolutely! We offer over 20 townhouse rentals with air conditioning in Thousand Oaks. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Thousand Oaks have wifi?

    Absolutely! We offer over 20 private suite rentals with wifi in Thousand Oaks. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Thousand Oaks have a bbq area?

    Absolutely! We offer over 70 house rentals with a bbq area in Thousand Oaks. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Thousand Oaks have a gym?

    Absolutely! We offer over 40 house rentals with a gym in Thousand Oaks. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Thousand Oaks

  • Total holiday rentals

    Explore 490 holiday rentals in Thousand Oaks

  • Verified guest reviews

    Over 18,780 verified reviews to help you choose

  • Family-friendly holiday rentals

    240 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    190 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wi-Fi availability

    480 of Thousand Oaks holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Thousand Oaks rentals

  • 4.9 Average rating

    Thousand Oaks stays are highly rated by guests—averaging 4.9 out of 5!

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