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

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

4.98 out of 5 average rating, 296 reviews

Top guest favorite

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

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

4.98 out of 5 average rating, 411 reviews

Guest favorite

Townhouse in Oak Park

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.

5.0 out of 5 average rating, 12 reviews

Top guest favorite

Home in Oak Park

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.

5.0 out of 5 average rating, 36 reviews

Top guest favorite

Home in Simi Valley

Beautiful Guesthouse. Spacious 1,100 sqft, 2+1.

Spacious 1,100 sqft guest house has crown moldings throughout. It provides comfort, and privacy of a home away from home. Bedrooms are well appointed and have sufficient closet spaces. Cute cozy kitchen has granite counter top, refrigerator, stove & oven, cabinets. it is fully equipped with pots, pans, dishes, glasses, cups and all kitchen necessities. One bedroom and living area has laminate flooring. One bedroom has tile floor. The bathroom has granite flooring & a comfy shower .

4.92 out of 5 average rating, 170 reviews

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

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.

4.95 out of 5 average rating, 135 reviews

Superhost

Home in Agoura Hills

Vista Noir | Pool - Spa - Private Court

𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐄𝐥𝐞𝐯𝐚𝐭𝐞𝐝 𝐋𝐢𝐯𝐢𝐧𝐠 Welcome to your private hilltop sanctuary. This modern 5-bedroom estate blends panoramic mountain views with resort-caliber amenities, including a heated pool, spa, outdoor bar, and private sports court. Expansive, refined, and intentionally designed for elevated entertaining, the home offers seamless indoor-outdoor flow and complete privacy — just minutes from the best of Agoura Hills. Where luxury meets elevation

4.83 out of 5 average rating, 18 reviews

Guest favorite

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

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.

4.95 out of 5 average rating, 121 reviews

Top guest favorite

Home in Thousand Oaks

6BR Oasis | Pool, Spa & Thousand Oaks

Your Thousand Oaks getaway awaits! This spacious 6-bedroom home features a private pool, spa, gas fire pit, built-in BBQ, and smoker — perfect for entertaining the whole group. Spend sunny days poolside, evenings around the fire, and explore nearby hiking trails, wineries, and shopping. Just a short drive to Malibu beaches and LA attractions. Perfect for family reunions, friend getaways, or special celebrations. Come make memories in sunny Southern California!

5.0 out of 5 average rating, 13 reviews

Top guest favorite

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

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.

5.0 out of 5 average rating, 74 reviews

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

Casa Rancho El Segundo - NO Cleaning Fees

Relax in a comfortable private guest space with a queen bed, queen sofa sleeper, full kitchen, dedicated heat and A/C, private entrance, and reserved parking in front of the Magnolia tree. Enjoy your large private patio with fire pit and BBQ, perfect for morning coffee or unwinding outdoors. Located in a quiet neighborhood near parks and trails, plus a short walk to visit Larry the llama, Henry the alpaca, Daisy the pig, and the rest of our animal crew.

4.98 out of 5 average rating, 203 reviews

Top guest favorite

A modern kitchen features sleek countertops and dark cabinetry, complemented by a stylish tile backsplash. High-end stainless steel appliances are integrated, with a spacious open layout that allows for easy movement. Natural light streams in through the window, illuminating the inviting cooking space.

Home in Thousand Oaks

A Happy Home w/Sparkling Pool

Celebrate your time off in our happy, family-friendly home. This four-bedroom single-story house boasts an AMAZING kitchen, an expansive pet-friendly backyard, a refreshing swimming pool, and beautifully decorated living room and bedroom spaces. The water pressure in both of the home's walk-in showers will blow your mind and everyone will want to try out the remote-controlled bidet in the Master Bathroom. We look forward to hosting you and yours!

4.98 out of 5 average rating, 186 reviews