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Holiday houses in Oak Park

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Oak Park

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

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Top Guest favourite
Guesthouse in Thousand Oaks
4.92 out of 5 average rating, 49 reviews

Private Guesthouse Near Shop+Eats

Newly remodeled studio with full bathroom guesthouse featuring a private entrance and fully enclosed backyard. The open-concept layout includes a charming kitchen, a bedroom area with a queen bed, sitting area to relax and watch TV and dining area. This guesthouse connects to the main house (also listed on Airbnb) and shares the backyard. Enjoy the fenced backyard for pets. Located walking distance from parks, shopping, and dining, this home offers the perfect balance of privacy and convenience.

Top Guest favourite
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, 105 reviews

808 Retreat:Casa De Luna, Shops, Pano View, 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 favourite
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, 100 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.

Guest favourite
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.

Guest favourite
Home in Oak Park
4.91 out of 5 average rating, 23 reviews

Oak Park Retreat Open Space 6 Bedroom House

Welcome to your private Southern CA escape. Nestled in a peaceful, tree-lined Oak Park neighborhood, this spacious 6-bedroom, 5-bathroom modern home offers the perfect blend of comfort, luxury, and outdoor living. With Malibu’s world-famous beaches just a short drive away and scenic walking and hiking trails all around, it’s an ideal destination for families, groups, and anyone looking to unwind. Perfect for a long weekend, extended stay, or group getaway — your Oak Park retreat awaits.

Top Guest favourite
Home in Oak Park
5.0 out of 5 average rating, 33 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.

Guest favourite
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, 133 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.

Top Guest favourite
A bright studio space features a spacious bed with crisp linens and decorative pillows. A modern kitchenette is visible, equipped with stainless steel appliances. A small dining table and comfortable seating area are situated nearby, with natural light streaming in from the windows.
Guesthouse in Thousand Oaks
4.97 out of 5 average rating, 37 reviews

Cozy Studio

This unique studio has a style all of its own. New construction with a modern farmhouse look makes you feel at home quickly while also competing with a high end hotel. Nestled in a quiet safe neighborhood of Thousand Oaks, you’ll find this cozy studio master suite with a private entrance. It’s located across the street from Los Robles golf course and hiking trails. Quick entrance to 101 freeway for easy commute to Santa Barbara, Malibu or Los Angeles. Come enjoy a stay with us!

Top Guest favourite
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, 202 reviews

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!

Guest favourite
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, 118 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.

Top Guest favourite
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, 219 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 favourite
An open-concept living space is illuminated by natural light streaming through large windows. A spacious L-shaped sofa is positioned in front of the kitchen, featuring modern high-end appliances and a wooden island with seating for four. Two pendant lights hang above the island, adding warmth to the room.
Home in Thousand Oaks
5.0 out of 5 average rating, 70 reviews

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.

Popular amenities for Oak Park holiday rentals