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!

Indoor spaces · Family · Heating

The B’s Hive French Cottage

This small, cozy cottage has been renovated and also has a hot tub, doggie wash & outdoor kitchen. Stylish décor provides a comfortable tranquil haven & perfect place to unwind in the hills of SoCal yet the neighborhood is rural-like. It is ideal for activities such as hiking and cycling, with trailhead just down the street. The stunning coastline is only about a 30-minute car ride away and many other attractions are within an hour. Relax on the breezeway, porch, or by the open fire pit. 🐝

Indoor spaces · Kitchen · Checkout

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!

Indoor spaces · Family · Breakfast

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.

Family · Kitchen · View

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.

Indoor spaces · Family · Walkability

Modern Cottage, Jacuzzi, Bistro Patio, Walk to All

Enjoy a central location with Outdoor living room complete with Jacuzzi Hot Tub, BBQ, dining table, sectional couch, TV, shade sail, bistro lights and fountain. Newly built in October 2022, sharp, clean, comfy beds, all new amenities. This city central location is close to shopping, eateries, Civic Center, wedding venues. Walk everywhere or take our complementary Beach Cruisers to pedal around town! Just over the hill to beaches, Presidential library and other cultural events/venues.

Kitchen · Indoor spaces · Parks

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.

Kitchen · Family · Hospitality

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.

Indoor spaces · Kitchen · Air conditioning

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.

Kitchen · Family · Location

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!

Indoor spaces · Family · Getting around

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.

Kitchen · Family · Cleanliness

A Happy Home w/Sparkling Pool

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!

Family · Kitchen · EV charging