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 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, 258 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, 646 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.

Guest favorite
A bright living area features large windows offering views of surrounding greenery. Comfortable seating arrangements include a sleek dark sofa and chairs. A modern entertainment unit is mounted on the wall, while a coffee table rests on an area rug that complements the room's decor.
Home in Thousand Oaks
4.93 out of 5 average rating, 240 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 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, 498 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
The image captures a Jacuzzi hot tub surrounded by a serene outdoor setting. Soft bistro lights hang above, creating a cozy ambiance. A shaded area is visible in the background, with a barbecue grill and windows of the adjoining cottage reflecting a tranquil evening atmosphere.
Home in Thousand Oaks
4.93 out of 5 average rating, 123 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.

Top guest favorite
Cabin in Topanga
4.93 out of 5 average rating, 245 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 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, 125 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
The kitchen area features modern cabinetry in a light finish, complemented by a dark countertop. A two-stool bar area is present, and appliances include a microwave and a refrigerator. Soft overhead lighting enhances the spacious design, with sleek, neutral tiles covering the floor.
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 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, 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!

Guest favorite
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, 418 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...

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
4.97 out of 5 average rating, 324 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
A sleek indoor seating area is viewed through large glass doors, framed by a lush palm plant. The outdoor space features a saltwater pool with lounge chairs nearby, surrounded by a clean, modern patio design.
Home in Thousand Oaks
4.98 out of 5 average rating, 212 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

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