Holiday rentals with outdoor seating 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

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.

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.

Tiny Home in Thousand Oaks

Very Private & secure unit with no shared facilities in Thousand Oaks If you have wondered about living in a Tiny home this is your opportunity, a Tiny home with a big difference with large king size bed, large 55” TV + Wi Fi , Roku and many channels including Netflix. Fitted with HDMI cable for extra hook up to laptop etc., private bathroom & kitchenette . Car parking on driveway or street. Weekly & Monthly Discounts available. A Tiny Home is a limited space home so don't over pack.

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.

Exclusive, Peaceful Chalet

Relax in this beautifully remodeled old-meets-new chalet. Our stand alone guesthouse sits high on a bluff overlooking the city of Thousand Oaks. This is the perfect place for couples, solo travelers or business men to enjoy an exceptionally gratifying trip. We have everything you need to make you feel at home. Looking for a location for an intimate wedding of 12 or under? Ask us about our wedding pricing!