Vacation rentals in Oak Park

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Top-rated vacation rentals in Oak Park

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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, 248 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 favourite
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, 638 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.

Superhost
A private wooden deck extends from the studio, bordered by a natural landscape filled with trees. Sunlight filters through the leaves, creating a serene setting. Large windows reveal views of the surroundings, enhancing the sense of tranquility and connection to nature.
Guesthouse in Topanga
4.91 out of 5 average rating, 297 reviews

Topanga Mountain Studio Retreat

Privacy is paradise, and this studio with its own entrance, tucked away among the treetops at the end of a little known Topanga country road, provides the sanctuary you seek. Designed by one of Topanga's most beloved architects, Cary Gepner, this modern Spanish abode has breathtaking views. The tranquil studio is well appointed with modern amenities including a brand new kitchen, luxurious bathroom, and private deck. Get away from it all while still being a 15 min drive to the beach or valley. 

Guest favourite
A vintage-style Conestoga wagon features a white canopy and wooden wheels, positioned on a gravel area surrounded by a natural landscape. Nearby greenery and hills are visible in the background, providing a serene outdoor setting.
Ranch in Thousand Oaks
4.89 out of 5 average rating, 193 reviews

Glamping in Luxury Covered Wagon w/ King Bed

Experience luxurious glamping comfort in a Pioneer Conestoga wagon w/ King Bed! With a plush bed & matching bunks, our wagon is perfect for a romantic weekend, family adventure, girl's/boy's trip, or just for a few days away! Nestled in the gorgeous Santa Monica mountains with beautiful views and oak trees, this stay is a full retreat! Next door sits Prospector Ranch with an authentic saloon, horses, & hiking & biking trails. LA, the 101 freeway, beaches, breweries & wineries are minutes away!

Top guest favourite
The modern retreat showcases a long, low-slung structure with large windows reflecting warm light. Surrounded by lush greenery, the exterior features a spacious lawn and elegant outdoor seating arrangements, set against the backdrop of rolling hills and a dusky sky.
Home in Malibu
5 out of 5 average rating, 130 reviews

Encinal Mountain Malibu - Gated Retreat EV charger

Located in Malibu, and unaffected by fires. Encinal Mountain is a private gated retreat featuring two King bedrooms, central A/C, spa bathrooms, and luxurious soaking tub. Fully fenced yard is safe for pets and children. Located 2 minutes up from the Pacific Coast Hwy and El Matador State Beach sits an architectural gem on 5 acres, designed by architects Buff & Hensman. Fully renovated down to the studs it has been restored to retain the midcentury history, yet upgraded with modern luxuries.

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, 239 reviews

GREAT VIEWS Over 400-Yr Oaks • Stylish Whole Home

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 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, 494 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.

Top guest favourite
A serene bedroom features a spacious bed with a blue-striped duvet, positioned in front of a vibrant wall art piece. Natural light filters in through a window, complemented by light-colored walls and a wooden dresser. An air conditioning unit is discreetly mounted above.
Guest suite in Thousand Oaks
4.97 out of 5 average rating, 392 reviews

Malibu Room-Remodeled Entire Place-Quiet&Private

Entire place! not attached to the house except for a wall that is filled with insulation & sound proof drywall. Very quiet & a 1/2 mile from freeway or to CLU. Private entry, a patio, remodeled bedroom & bath. Cal King bed, desk for laptop, Kcup coffee, mini fridge, microwave and HD TV w/ RoKu 650mb WifI perfect for a business traveler or couple on vacation. (w/ a baby or toddler,) A toddler mattress is available on request. Free (40 amp 240volts) for your electric car 9pm-4pm off peak house

Guest favourite
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 123 reviews

Luxury Non-Toxic Stay•King Bed• Curated•30minto 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.

Superhost
A modern seating area is furnished with a gray electric sofa and two gray velvet chairs around a glass coffee table. Natural light enters through a window overlooking a private outdoor space, while abstract artwork adorns the wall beside the sofa.
Guesthouse in Oak Park
4.81 out of 5 average rating, 145 reviews

1 bd suite with full kitchen, washer, dryer, a/c.

One Bedroom Suite with Private entrance, Washer & Dryer, Free Parking on Street. please do not use driveway which is reserved for main house guests. Full Kitchen, Private Bathroom, New & Modern design, Electric Sofa can be used to sleep one kid. Bedroom with Queen Bed. portable full size bed. Private A/C Unit. 2 TV's 50 inc & 32 inc. (Youtube tv, all channels include hbo+ nfl pass + nba pass), large coffee table. Great location, 12 min from Malibu beach, safe & quiet area.

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
4.97 out of 5 average rating, 193 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!

Top guest favourite
A spacious outdoor deck features two wooden lounge chairs positioned for relaxation, with potted plants and natural greenery framing the area. Large windows of the house reflect sunlight, showcasing a blend of wood and modern architecture against the backdrop of surrounding hills.
Home in Topanga
4.93 out of 5 average rating, 416 reviews

Modern tree house in the heart of Topanga canyon

The house sits beautifully in the canyon, its organic feel and yet modern design transcends the idea of California living by blending indoor/outdoor through massive windows, incredible ceiling heights and stunning views. Nestled in the canyon, but only 5 min from Topanga town with its shops and restaurants and 10 min from the beach. You can now enjoy our new cedar wooden hot tub after a relaxing yoga session in the studio. Featured in the NYTimes, Dwell, Vogue...

Popular amenities for Oak Park vacation rentals

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  4. Ventura County
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