Vacation rentals in Oak Park

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Top-rated vacation rentals in Oak Park

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Top guest favorite
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, 273 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

Top guest favorite
A vibrant cluster of orange poppies is set against lush greenery and rolling mountains. The landscape is characterized by a mix of wildflowers and shrubs under a cloudy sky, presenting a natural and serene environment.
Guesthouse in Calabasas
4.99 out of 5 average rating, 654 reviews

Monte Nido Retreat, minutes to Malibu/Pepperdine

Monte Nido is nestled in the Santa Monica Mountains between Calabasas and Malibu, 5 minutes away from Pepperdine University in Malibu. You can walk to the Backbone trail head from our yard. The guest house has a private entrance, full kitchen, bath and french doors that open up to a private patio with a fountain. There is also a private deck for star gazing and afternoon naps. Perfect for hiking, biking, surfing, and relaxation. There are no streetlights or sidewalks. It is truly paradise.

Top guest favorite
A scenic view of rolling hills descends toward the ocean, with a vast blue sky above. Lush green plants and grasses are positioned in the foreground, contrasting with the earthy tones of the landscape. This serene setting captures the natural beauty of the surrounding area.
Guesthouse in Malibu
4.99 out of 5 average rating, 511 reviews

Casita Solstice

VERY PRIVATE/QUIET location overlooking Solstice Canyon Park with ocean and mountain views. We are in a rural, quiet area close to Pepperdine University, Point Dume, Zuma Beach, City Center, Restaurants and Dining. You can surf, hike, visit local wineries, or just chill and enjoy the ambiance and natural landscape. You can inquire about your furry friends (pets - extra fee). As the crow flies, we are one mile from PCH and it takes about 8 minutes to get here. Questions? Please ask us.

Guest favorite
Townhouse in Oak Park
5 out of 5 average rating, 9 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 favorite
Home in Oak Park
4.9 out of 5 average rating, 20 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 favorite
Home in Oak Park
5 out of 5 average rating, 28 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 favorite
An outdoor living area features a spacious sectional couch adorned with vibrant yellow pillows. A dining table is positioned nearby under a fabric canopy, illuminated by bistro lights. Stone flooring and lush greenery enhance the private garden ambiance, while a hot tub is visible to the left.
Home in Thousand Oaks
4.93 out of 5 average rating, 126 reviews

Modern Cottage, Jacuzzi, Bistro Patio, Walk to All

Enjoy a central location with Outdoor living room complete with Jacuzzi Hot Tub, BBQ, dining table, sectional couch, TV, shade sail, bistro lights and fountain. Newly built in October 2022, sharp, clean, comfy beds, all new amenities. This city central location is close to shopping, eateries, Civic Center, wedding venues. Walk everywhere or take our complementary Beach Cruisers to pedal around town! Just over the hill to beaches, Presidential library and other cultural events/venues.

Guest favorite
A serene bedroom features a spacious bed adorned with soft linens and multiple pillows. Natural light filters through a window dressed with sheer curtains. A decorative pendant light hangs from the ceiling, while a woven rug adds texture to the concrete floor.
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 129 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 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
4.97 out of 5 average rating, 196 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 favorite
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, 332 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 favorite
Two chaise lounges are positioned on a gravel surface, facing the ocean view. The lounges feature green cushions, and a stone wall surrounds the area. The landscape in the background includes rolling hills and a glimpse of the coastline beneath a clear blue sky.
Home in Malibu
4.97 out of 5 average rating, 395 reviews

Sweeping Ocean & Mountain Views, Private

Located Mid-Malibu, (not near fire zone) a 5 minute breathtaking drive up the canyon from Malibu Seafood Cafe, Solstice Canyon Trails, and Corral Beach, this 1 bedroom guest house is surrounded by the Santa Monica mountains, overlooking L.A., and sweeping ocean views. Enjoy a trailhead right on the property with views of Catalina Islands, surf at the beach below, ride nearby trails, or just relax in the backyard overlooking Pt Dume. Private & romantic.

Top guest favorite
Home in Malibu
5 out of 5 average rating, 35 reviews

Dream OceanView HOT TUB Cinema Fire-pit 8 minBeach

Perched atop the Malibu hills, this dreamy ocean-view retreat offers a magical escape in the heart of nature 🌅 Surrounded by wild beauty and endless ocean views, unwind in the wood hot tub, enjoy movies under the stars at the outdoor cinema 🎬, play games with friends, barbecue at sunset, and gather around the spectacular fire pit 🔥 A soulful, once-in-a-lifetime getaway where luxury, adventure, and nature create unforgettable memories ✨

Popular amenities for Oak Park vacation rentals

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