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!

GREAT VIEWS • Over 400-Yr Oaks • Near Hiking

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 queen pullout, & a bunk bed. Also included is a full kitchen, AC, heater, desk, Smart TV, deck with a view, and very fast WIFI! Over the Oaks! VIEW! Perfect for families or small groups!

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.

White Dove Inn, private studio with own entrance

Surrounded by trees and flowers this totally private studio is roomy, light and airy. A king size bed plus a sleeper couch offer restful sleep for 2 adults and one child. There is plenty room to comfortably add a bed for a 2nd child. (We did it several times around Christmas) We are off of a private road it feels like a trip to a European countryside. Still we are just a short drive from businesses, mall, dining, theaters and near hiking, biking and riding trails and beaches. Private bath.

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.

Island Style Oasis Home- Island in the Sky

Welcome to Island Style Oasis– your very own private paradise! Our luxurious retreat is the perfect place to escape the hustle and bustle of everyday life and indulge in some much-needed relaxation. Nestled in a peaceful and serene valley our stunning property offers everything you need to rejuvenate your body and mind. Whether you want to take a dip in our sparkling pool, soak in one of our Jacuzzi tubs, or unwind in our steam showers and dry sauna, we've got you covered.

Rose Garden Home, Thousand Oaks

The Rose Garden House, situated in Thousand Oaks on the border of Los Angeles and Ventura counties, is conveniently located near the 101 and PCH. It's an ideal stop for a group road trip through beautiful Southern California. It also provides proximity to serene hiking trails, golf courses, and horse riding clubs, ensuring a balanced blend of convenience and tranquility for your stay. There are Tesla superchargers and EV charging stations 5-7 min driving distances.

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.

3Br Home, Hot Tub, Large Private yard, Walk to All

Enjoy a central location with Outdoor living room complete with Jacuzzi, mini Ping Pong, Bistro lights, BBQ, dining table, sectional couch, and TV all in a beautifully new natural stone patio. Newly renovated, sharp, clean, comfy beds and new amenities. This city central location is close to shopping, eateries, Civic Center, wedding venues. Walkable to numerous restaurants and eateries.