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 favourite
A cozy seating area is set on a wooden deck, framed by a canvas canopy. Soft cushions adorn the light-colored sofas, while a small table holds a plant and decorative items. The view showcases rolling hills and a sunset sky, blending warm colors.
Guesthouse in Malibu
4.98 out of 5 average rating, 284 reviews

Views along the Malibu, private, tiny-guesthouse

NOT FIRE AREA & MALIBU is OPEN! ❤️Best views in Malibu! Nestled in the mountainside, this tiny guest-house, has unobstructed, spectacular views of the Santa Monica Mountains and the Pacific Ocean. Clean cozy comfortable modern tiny home tucked behind Malibu’s iconic steel and glass house, Blu Space. The tiny guest-house is best for couples or solo travelers. property borders Solstice Canyon National Park-centrally located to beaches, restaurants and shops ❤️ Must climb stairs- pls read house rules

Guest favourite
A light-filled living area features a dark coffee table centered on a decorative area rug. Two black chairs with yellow-accented cushions sit adjacent to the modern entertainment unit, which displays a flat-screen TV. Large windows offer views of the outdoors.
Home in Thousand Oaks
4.93 out of 5 average rating, 247 reviews

GREAT VIEWS • Over 400-Yr Oaks • Near Hiking

If you're looking for an entire STYLISH residential home with a GREAT VIEW, this is it! Enjoy a relaxing stay tucked amongst a tightly knit series of homes with a nice view above the city's 400-YEAR-OLD OAK TREES. Includes a full kitchen, 2 separate bedrooms, 1.5 bathrooms, in a 2-story home. One queen bed, a queen pullout, & a bunk bed. Also included is a full kitchen, AC, heater, desk, Smart TV, deck with a view, and very fast WIFI! Over the Oaks! VIEW! Perfect for families or small groups!

Top guest favourite
A bedroom is shown with a spacious bed featuring decorative pillows and a textured white coverlet. Complementary accents are present, including a patterned rug, a side table, and wall sconces. Natural light filters through patterned curtains, illuminating the inviting decor.
Home in Thousand Oaks
4.99 out of 5 average rating, 114 reviews

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.

Top guest favourite
Home in Malibu
4.98 out of 5 average rating, 45 reviews

Airstream Dream Views Above Clouds -HOT TUB-Cinema

This ultimate romantic glamping retreat offers a unique, transformative escape in nature ✨Perched atop the Malibu hills ABOVE THE CLOUDS ☁️at the edge of a cliff, it features one of the most spectacular mountain views on the West Coast🌄Enjoy a custom Airstream with large glass sliding doors, a wood hot tub 🛁, outdoor cinema 🎬,swing, and outdoor shower surrounded by giant boulders. A once-in-a-lifetime dream experience 💫 Below we offer a lot of adds on to make your stay even more unique

Guest favourite
Townhouse in Oak Park
5 out of 5 average rating, 10 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 out of 5 average rating, 31 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 favourite
A charming tiny home is set against a natural backdrop, featuring a welcoming front deck with wooden railings. Large windows allow sunlight to fill the interior, while surrounding greenery enhances the tranquil atmosphere. The outdoor area includes landscaped pathways and decorative potted plants.
Cabin in Topanga
4.94 out of 5 average rating, 281 reviews

The Canyon Cabin

Private, bright tiny home with a loft nestled into the canyon hillside of Old Topanga. Independent, fully furnished with everything one to two people could need to have a relaxing retreat and enjoy the peaceful canyon views, nearby hiking trails, and escape the business of LA. You will have full access to the entire cabin, including front wrap-around porch, back patio, and yard. Full indoor bath as well as an outdoor clawfoot bathtub allows you to enjoy a relaxing soak with a view.

Guest favourite
A serene bedroom features a spacious bed with neutral bedding and decorative pillows. Natural light filters through a window, complemented by light, flowing curtains. A textured area rug adds warmth to the concrete floor, while soft lighting enhances the calming atmosphere.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 132 reviews

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.

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, 200 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
A glass table is set with two tumblers and a bottle of wine, positioned against a backdrop of a colorful sunset over rolling hills. The distant ocean is faintly visible, completing a serene atmosphere.
Guest suite in Malibu
4.96 out of 5 average rating, 335 reviews

A Retreat for Couples - Large Ocean Private Deck

UNAFFECTED BY RECENT FIRES - One of a kind studio apartment with expansive Ocean and Canyon views. Enjoy breathtaking birds-eye views from your own huge private deck of the Pacific Ocean, Point Dume and Solstice Canyon. Minutes to the beach, hiking, shopping or dining (when open). Quiet and remote. French doors open up to your private deck for a unique and unforgettable stay. Great for couples looking to get away. Community has it's own fire station and truck.

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.

Popular amenities for Oak Park vacation rentals