Family-friendly vacation 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!

Fun stay! in teeny tiny home, lit yard, parking

Interested in a unique, affordable and sustainable stay to explore So Cal from a safe, quiet home base? Then this bright, high-end resort coach upcycled to a teeny tiny home is for you. She's not a standard house or stale hotel, she's special, private and has a twinkling yard space & parking for you. Full size fridge, stove top, microwave, cookware, coffee maker, cream/sugar, fast wifi, washer/dryer, large TV with Firestick, desk area, queen size bed, deluxe sofa and tree shaded picnic table.

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.

The Vineyard - Solitude - Private

Enjoy some privacy! If you’re looking for a nice spot, or just want to get away, this is it. With over 750 5-star reviews, enjoy a relaxing stay in a very private location in the country, but five minutes to the store, in your own self-contained tiny space. No traffic at all. Amenities include a mini-fridge, hot water pot, microwave, heater, Smart TV, and very fast WIFI (165 Mbps). Cozy. We have 200 grape vines, and a lot of fruit trees. Read the rest of the listing. Solitude in the vineyard.

Private retreat|2 Bd|King| WD| Fst WiFi| 30 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.

Fully private cheerfull 475 square foot studio

Private gate on the right side of the house to the back studio. 1 queen bed and master bedroom. 1 Fold-out couch. Private cooking patio. kitchenette, Mini-Fridge, Microwave, coffee,maker. Lots of storage, close to shopping. Centrally located. Free WIFI and Premium TV Nine miles from the beach and State Parks. Hiking, Biking. Great starting point for many local Adventures. The studio is very pleasant modern and comfortable. Private access for the laundry room. Please message.

*New Art-Inspired Design Suite- Self Check-In &A/C

Looking for a more private and homey stay? Experience a hidden nook filled with airy designer décor. This private-attached studio dwelling is a luxury space, equipped with smart home features and devices, designated parking, private entrance, A/C, and self Check-In. Hide away from the everyday hustle in a perfect town surrounded by nature, comforting restaurants, and designer shopping outlets. Transportation through the Metrolink and Amtrak is located just a few blocks away.

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.

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.

A Happy Home

Celebrate your time off in our happy, family-friendly home. This four-bedroom single-story house boasts an AMAZING kitchen, an expansive pet-friendly backyard, a refreshing swimming pool, and beautifully decorated living room and bedroom spaces. The water pressure in both of the home's walk-in showers will blow your mind and everyone will want to try out the remote-controlled bidet in the Master Bathroom. We look forward to hosting you and yours!

The Garden Suite-Private 500 sq.ft

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.