Family-friendly holiday rentals in Thousand Oaks

Glamping in Luxury Covered Wagon w/ King Bed

Experience luxurious glamping comfort in a Pioneer Conestoga wagon w/ King Bed! With a plush bed & matching bunks, our wagon is perfect for a romantic weekend, family adventure, girl's/boy's trip, or just for a few days away! Nestled in the gorgeous Santa Monica mountains with beautiful views and oak trees, this stay is a full retreat! Next door sits Prospector Ranch with an authentic saloon, horses, & hiking & biking trails. LA, the 101 freeway, beaches, breweries & wineries are minutes away!

Conejo Valleys Nature Escape for hikers and bikers alike!

Take it easy at this unique and tranquil getaway. Our studio guest house is tucked away in the hills above Newbury Park with quick access to town for shopping or restaurants and located a short walk from the Rosewood Trailhead with access to thousands of acres of dedicated hiking and biking open space. Enjoy a private patio with beautiful views and peaceful spaces to enjoy outdoor. We live on property in the main house so additional amenities can be provided to make your stay personalized.

Over the Oaks - GREAT VIEWS - Stylish - Whole Home

VIEW! 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 200mbs WIFI! Over the Oaks!

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.

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.

500 SF Private 1 Bedroom, Living Room & Bath Suite

Our guest suite is on the ground floor of an upgraded, renovated, and well maintained 2 story home originally built in 1968. Amenities include: keyless private entrance , 10'x11' bedroom with queen size bed, private bathroom, private living room with large sectional sofa, YouTubeTV, Wi-Fi, shared laundry facilities (7 day stay and up), shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), street parking, and a work desk.

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.

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)