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!

1 bd suite with full kitchen, washer, dryer, a/c.

One Bedroom Suite with Private entrance, Washer & Dryer, Free Parking on Street. please do not use driveway which is reserved for main house guests. Full Kitchen, Private Bathroom, New & Modern design, Electric Sofa can be used to sleep one kid. Bedroom with Queen Bed. portable full size bed. Private A/C Unit. 2 TV's 50 inc & 32 inc. (Youtube tv, all channels include hbo+ nfl pass + nba pass), large coffee table. Great location, 12 min from Malibu beach, safe & quiet area.

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!

Orange Tree Casita — Tiny Home Getaway

Enjoy this roomy, custom built tiny home featuring a large loft with extra spacious clearance, a full kitchen, flushing toilet, shower, and closet. Whether you’re just passing through or visiting for awhile, this is a perfect place to rest your head. Our tiny home is nestled under a citrus tree in the back corner of our yard. Positioning of the tiny home provides for a semi-private patio includes a table for 2. Please expect to hear our kids playing in the yard.

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.

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.

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)