Family-friendly holiday rentals in Thousand Oaks

Pool House on the Ranch/ seasonal heated pool

Experience Olive Hill Ranch! This 5 plus acre estate is an escape from daily life. Have a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool (heated summer months) hot tub, tennis, pickle ball, and putting green. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood

Historic Stay at Former Home of 6xCamarillo Mayor

Welcome to The Daily Studio — a stylish & peaceful space in the heart of Camarillo! This studio is the namesake & former family residence of six-term Mayor and designated Mayor Emeritus, Stanley Daily. The design honors Camarillo's original City Council Chambers where the Mayor gave so much. Thoughtfully appointed to give you a comfortable stay while visiting family or on business. Amenities include fast internet, a kitchenette for light cooking, breakfast items, toiletry essentials, & laundry!

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!

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.

Cottage In The Orchard

The cottage is located by our orchard, very private w views from every window. Comfortably furnished (Queen bed, couch, desk, armoire, dresser,TV) it comes w a kitchen (incl w/d), bathroom (shower) and a fenced yard to relax. It has a light and airy feel, heating and a/c. Comfortable to get to work or heal or explore SoCal's beaches, mountains, hiking, biking, visit Universal Studios or Santa Barbara a perfect little home to get away for a couple of days, weeks or even months.

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!

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.

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.