Vacation rentals in Oak Park

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 · Value · Beach

Crystal Island, Where Dreams Come True

Entertainers, paradise. Enhance your serenity while enjoying the spectacular views of the golf course and mountains surrounding this modern, comfortable, large 5 bedroom, 3 bath home. Just moments off the freeway but yet peaceful surroundings in the Sunset Hills area of Thousand Oaks. Soak in our new hot tub!! Kick back watching views of sunrise thru sunset. Gorgeous open kitchen, huge dining room, three social/den/living areas. Each Bedroom has a queen bed for a comfortable nights rest!

Location · Family · Layout

Serene Modern Farmhouse: Fire Pit & Fast Wi-Fi

Escape to this serene, upgraded 3-bed sanctuary in quiet Oak Park. Features solid wood flooring, stylish furniture, and a custom stone fireplace with a 150-year-old wood mantle. The Primary Suite offers a luxury hotel-grade mattress for ultimate rest and recovery. NEW: Private patio with a fire pit, tiered fountain, and ambient lighting. Includes 100+ Mbps Wi-Fi, in-unit W/D, community pool/jacuzzi, and 2 Smart TVs. Steps from elite hiking trails and dining. A peaceful, high-end home base.

Family · Location · Hiking

Mountain View Home in Oak Park

Welcome to this fully remodeled bright home with mountain view! Located in a very quiet and peaceful neighborhood, this family-friendly home boasts three bedrooms with one king bed, one queen bed, one twin over full bunk bed and one single twin bed, each fitted with comfortable new mattresses and beddings. Fun-filling backyard with mini golf course and fabulous mountain view. Close to hiking trails. Short distance drive to Universal Studios Hollywood, UCLA, Los Angeles and Malibu beach.

Location · Family · Check-in

Private Stay•2/1•King Bed•Central•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.

Family · Value · TV

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.

Location · Family · Outdoor spaces

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.

Family · Location · Hiking

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.

Family · Location · Check-in

Casa Rancho El Segundo - NO Cleaning Fees

Relax in a comfortable private guest space with a queen bed, queen sofa sleeper, full kitchen, dedicated heat and A/C, private entrance, and reserved parking in front of the Magnolia tree. Enjoy your large private patio with fire pit and BBQ, perfect for morning coffee or unwinding outdoors. Located in a quiet neighborhood near parks and trails, plus a short walk to visit Larry the llama, Henry the alpaca, Daisy the pig, and the rest of our animal crew.

Value · Family · Biking

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!

Location · Value · Outdoor spaces

Private Agoura Hills Guestroom Near Malibu

Relax at our peaceful guesthouse in Agoura Hills, nestled in the Santa Monica Mountains. Enjoy a private entrance, main bedroom with queen bed, small room with daybed, bathroom, and kitchenette with fridge, coffee maker, and toaster oven. A/C split in bedroom, Wifi, 40" Smart TV, and board games included. Take in the beautiful mountain views. Guesthouse is a part of the house, but has locked door and separate entrance in the back of the property.

Location · Family · Sleep quality

Thousand Oaks Retreat | Peaceful SoCal Escape

Escape to this peaceful Thousand Oaks retreat, perfectly located near Westlake, The Oaks Mall for shopping & dining and local soccer fields. With easy access to the 101 & 23 freeways, exploring Malibu, Santa Barbara, or Los Angeles is a breeze. Relax in the private backyard, enjoy the above-ground jacuzzi under the stars, unwind in the cozy living spaces, or take advantage of the converted garage bonus room your ideal SoCal getaway awaits!

Location · Family · Quiet