Vacation rentals in Oak Park

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Top-rated vacation rentals in Oak Park

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A spacious living area is bathed in natural light, featuring large windows that frame scenic views of the surrounding hills. A comfortable sectional sofa centers the space, complemented by a dining table nearby. Soft drapes add a touch of warmth to the modern decor.
Home in Thousand Oaks
4.97 out of 5 average rating, 106 reviews

808 Retreat:Casa de la Luna, Shops, Views, Hiking

Breathtaking Sunsets: Stunning views nightly from the upstairs patio. Total Comfort: High-quality beds + 600TC cotton sheets, jacuzzi soaking tub Nature Lover's: Ideal for hiking & mountain biking in surrounding hills or just relax! Fully equipped to cook! Coffee corner w/ K-cup, Drip, French press. BBQ with views! Great for kids also! High chair, crib, games avail Privacy & Convenience: Secluded, yet 5 mins from shops & restaurants. Tranquil: Perfect for meditation, creativity, & finding peace

Top guest favorite
An outdoor space features a fire pit surrounded by Adirondack chairs. A shade sail provides cover, while bistro lights hang above. In the background, a sectional sofa and dining area are visible on a well-maintained lawn, offering a cozy retreat for gatherings.
Home in Thousand Oaks
4.97 out of 5 average rating, 101 reviews

Cozy Cottage, Brand NEW, Private yard, Walk to All

Brand new quaint 1 Br + 1 Bath Cottage with private yard. This intimate retreat features an outdoor area complete with sectional, TV, shade sails, bistro lights, fire pit, and games. Enjoy the snug living room, full kitchen, large shower, and LG washtower. Private backyard, fully fenced, sectional and dining set. Warm fire pit surrounded by Adirondack chairs under shade sail and quaint bistro lighting, creates an enchanting atmosphere. Plus, it's just a short walk to local shops and eateries.

Top guest favorite
A spacious outdoor seating area features comfortable gray sofas surrounding a low glass table. Views of a lush green golf course and rolling hills are visible in the background, with sunlight illuminating the scene. A natural fiber rug adds warmth to the space.
Home in Thousand Oaks
4.9 out of 5 average rating, 186 reviews

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!

Guest favorite
Townhouse in Oak Park
5.0 out of 5 average rating, 12 reviews

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.

Top guest favorite
Home in Oak Park
5.0 out of 5 average rating, 35 reviews

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.

Top guest favorite
Home in Simi Valley
4.92 out of 5 average rating, 170 reviews

Beautiful Guesthouse. Spacious 1,100 sqft, 2+1.

Spacious 1,100 sqft guest house has crown moldings throughout. It provides comfort, and privacy of a home away from home. Bedrooms are well appointed and have sufficient closet spaces. Cute cozy kitchen has granite counter top, refrigerator, stove & oven, cabinets. it is fully equipped with pots, pans, dishes, glasses, cups and all kitchen necessities. One bedroom and living area has laminate flooring. One bedroom has tile floor. The bathroom has granite flooring & a comfy shower .

Guest favorite
The living room features a large leather couch accompanied by two cozy armchairs. A round wooden coffee table sits in the center. Natural light enters through a window adorned with woven shades, while a potted plant adds a touch of greenery.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 134 reviews

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.

Guest favorite
An inviting living area is showcased, featuring a light gray sectional couch and a round wooden coffee table. A textured blue rug anchors the space, while a tall plant adds greenery. A fireplace and built-in shelves are visible in the background, enhancing the bright ambiance.
Home in Thousand Oaks
4.96 out of 5 average rating, 119 reviews

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.

Guest favorite
The exterior of the mid-century modern home is showcased at dusk, highlighting a pool in the foreground. A dining set sits beside the pool, with large windows revealing the interior space. Architectural elements include a stone chimney and surrounding greenery.
Home in Thousand Oaks
4.98 out of 5 average rating, 220 reviews

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.

Top guest favorite
Double French doors open to an inviting interior, revealing a spacious living area complemented by wooden ceiling beams and modern decor. Natural light fills the room, enhancing the cozy atmosphere with a plush rug, stylized furniture, and a vibrant artwork accenting the wall.
Guest suite in Thousand Oaks
4.98 out of 5 average rating, 203 reviews

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.

Top guest favorite
A modern kitchen features sleek countertops and dark cabinetry, complemented by a stylish tile backsplash. High-end stainless steel appliances are integrated, with a spacious open layout that allows for easy movement. Natural light streams in through the window, illuminating the inviting cooking space.
Home in Thousand Oaks
4.98 out of 5 average rating, 185 reviews

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!

Top guest favorite
Home in Thousand Oaks
4.97 out of 5 average rating, 101 reviews

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!

Popular amenities for Oak Park vacation rentals