Holiday rentals in Thousand Oaks

Private Guesthouse Near Shop+Eats

Newly remodeled studio with full bathroom guesthouse featuring a private entrance and fully enclosed backyard. The open-concept layout includes a charming kitchen, a bedroom area with a queen bed, sitting area to relax and watch TV and dining area. This guesthouse connects to the main house (also listed on Airbnb) and shares the backyard. Enjoy the fenced backyard for pets. Located walking distance from parks, shopping, and dining, this home offers the perfect balance of privacy and convenience.

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. 🐝

Pool | XL Hot Tub | King Bed | WD | Workspace

Designed for business travelers and extended stays, this fully furnished mid-century modern apartment features fast Wi-Fi, workspace, in-unit laundry, parking, and a fully equipped kitchen. Enjoy resort-style amenities including a pool, hot tub, gym, and BBQ area - all in a convenient location between Los Angeles and Santa Barbara. INCLUDED ✓ In-unit washer & dryer ✓ Fully equipped kitchen ✓ Free parking ✓ Fast Wi-Fi ✓ Workspace ✓ Smart TV ✓ Pool, hot tub & gym ✓ Complimentary coffee & tea

New Remodel Vintage Curated Canyon House w/Views

Nestled at the base of the Santa Monica Mountains, this home has all the creature comforts you’ll need for your short or long stay. Artfully curated furnishings and decor. On the compact side at 1365 square feet you’ll find plenty of space to cook in the beautiful new kitchen, dine & cozy up in the family room or get some work done in the office with the hillside views. The beautiful deck off the two bedrooms is a perfect spot to wind down at the end of the day. Available for extended stays.

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.

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.

Luxury Stay•2/1•King Bed•Private•WD•30 mins to 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.

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!

Eichler -Private- Oasis: Pool & Spa Escape

Welcome to the Eichler House in Thousand Oaks! This mid-century modern home features a pool, jacuzzi, fireplace, and built-in BBQ—perfect for entertaining or relaxing. Fully remodeled with modern amenities, it boasts an atrium, open floor plan, and floor-to-ceiling windows for seamless indoor-outdoor living. Nestled on a private lot backing to open space, it offers tranquility while being minutes from hiking trails, shopping, and 30 minutes from the beach.

The Oaks | Luxury Stay Near Malibu Patio Fire Pit

Welcome to our thoughtfully designed, brand-new 2-bedroom, 1-bathroom guest house in Thousand Oaks. Built for our family visiting from the UK, it offers a warm, homely atmosphere with high-quality finishes. Enjoy a fully equipped kitchen, comfortable living area with three TVs, and a private patio featuring a fire pit and BBQ—perfect for quiet evenings. This space was created with care, providing a peaceful and comfortable home away from home for your stay.

Thousand Oaks Retreat | Peaceful SoCal Escape

Escape to this peaceful Thousand Oaks retreat, perfectly located near Westlake, The Oaks Mall for shopping & dining and local soccer fields. With easy access to the 101 & 23 freeways, exploring Malibu, Santa Barbara, or Los Angeles is a breeze. Relax in the private backyard, enjoy the above-ground jacuzzi under the stars, unwind in the cozy living spaces, or take advantage of the converted garage bonus room your ideal SoCal getaway awaits!

Vista Over the Vineyard - View!

The Vista, "in a tiny experience." Enjoy a relaxing stay in a tranquil location with a nice view above the 200 vine vineyard. Listen to the sounds of birds. Includes a full kitchen, bathroom, queen bed located in the loft (you must go up narrow steep steps,) convection oven/microwave, induction range, air conditioner, heater, desk, indoor and outdoor shower, and quaint patio. Very fast WIFI. The home has both an indoor and outdoor shower.