Vacation rentals in Thousand Oaks

Refreshing Resort Pool, Hot Tub, Pickleball/Tennis

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

Thousand Oaks Rabbit Hole

Centered in the Conejo (Rabbit) Valley, this Thousand Oaks neighborhood studio provides a tranquil stay close to both city and nature. Its sunny interior, rich textures, and natural materials, are an ode to the Golden State and it’s local Chumash tribe. High ceilings, sliding glass doors, stocked kitchenette, walk-in closet, 55” TV and private patio make this place feel like home. Burrow into the luxurious bedding on a quality mattress and close the blackout blinds for a night of deep sleep.

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. 🐝

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.

Citrus Tree Retreat 2 BR Sleeps 6 Near LA & Malibu

Welcome to Citrus Street Retreat, a fully private, self-contained 2-bedroom, 2-bath guest apartment centrally located between Los Angeles, Ventura, & Malibu. Set in a quiet residential neighborhood, this spacious ~1,000 sq ft retreat offers the comfort of a standalone stay with its own private entrance, kitchen, living room and dining area. Whether you’re here for a weekend getaway, business trip, or traveling the coast. the space is designed to feel easy, comfortable, & entirely your own.

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.

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.

The Oaks | Luxury Stay Near Malibu Patio Fire Pit

Welcome to our thoughtfully designed, brand-new 2-bedroom, 1-bathroom guest house in Thousand Oaks. Built for our family visiting from the UK, it offers a warm, homely atmosphere with high-quality finishes. Enjoy a fully equipped kitchen, comfortable living area with three TVs, and a private patio featuring a fire pit and BBQ—perfect for quiet evenings. This space was created with care, providing a peaceful and comfortable home away from home for your stay.

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!

Hillside Oasis: Hot Tub, Grotto, View

Welcome to our little slice of heaven in Thousand Oaks, CA. Serene retreat, situated on a hillside, with pool, grotto, and a hot tub. The house features astonishing views of the entire Conejo Valley. Great for family reunions, large groups, and pool days. Wake up to the birds singing and fall asleep to city lights. Your oasis awaits you!