Vacation rentals in Oak Park

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Top-rated vacation rentals in Oak Park

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Guest favorite

A cozy sleeping area features a spacious bed dressed in neutral linens. Soft natural light filters through sheer curtains, illuminating the white dresser and decorative elements with greenery. A woven blanket is draped elegantly across the foot of the bed, enhancing the serene atmosphere.

Tiny home in Thousand Oaks

4.86 out of 5 average rating, 127 reviews

Unique cozy teeny tiny home

Interested in a unique, affordable and sustainable stay from which to explore So Cal from a safe, quiet home base? Then this bright, cozy, high end resort coach upcycled to a teeny tiny home is for you. She's not a standard house or stale hotel, she's special, private and has a twinkling yard & parking for you. Full fridge, stove top, microwave, cookware, Nespresso coffee, cream/sugar, fast internet, washer/dryer, large TV with Firestick, desk area, queen size bed, and tree shaded picnic table.

Top guest favorite

A spacious sleeping area is furnished with a large bed featuring a striped comforter and decorative pillows. A bedside lamp illuminates the room softly. A cozy seating area is visible in the background, complemented by neutral-toned walls and beach-themed artwork.

Guest suite in Simi Valley

5 out of 5 average rating, 239 reviews

Large Private Studio, Private Entrance - Prvt Bath

Enjoy complete privacy in a quiet neighborhood. Our home is located at the end of a cul-de-sac w/ quiet neighbors. The studio unit is recently remodeled with new furniture. It is attached to but separate from the main house. Private entrance, private bath, large shower. Kitchenette includes full size refrigerator, microwave & toaster oven. The front patio is a shared space perfect for relaxing by the cozy fire pit. We pride ourselves in providing sparkling clean accommodations for our guests.

Guest favorite

A pathway winds down the hillside, lined with greenery and flower beds. A young tree is visible near the guest studio, with the structure's white exterior and large windows providing an inviting backdrop against blue skies.

Guest suite in Thousand Oaks

4.91 out of 5 average rating, 160 reviews

Conejo Valleys Nature Escape for hikers and bikers alike!

Take it easy at this unique and tranquil getaway. Our studio guest house is tucked away in the hills above Newbury Park with quick access to town for shopping or restaurants and located a short walk from the Rosewood Trailhead with access to thousands of acres of dedicated hiking and biking open space. Enjoy a private patio with beautiful views and peaceful spaces to enjoy outdoor. We live on property in the main house so additional amenities can be provided to make your stay personalized.

Guest favorite

The kitchen features sleek white cabinetry complemented by a granite countertop. A stainless steel gas stove and microwave are positioned above. Kitchen utensils are neatly arranged beside the stove, with additional appliances visible, including a coffee maker. A waste basket is located to the left.

Guesthouse in Simi Valley

4.94 out of 5 average rating, 127 reviews

Adorable Studio With Private Entrance

Enjoy your stay in this cozy, Brand New Attached ADU with its own private entrance. Located in a Beautiful quiet neighborhood in Simi Valley with tons of Hiking Trails, Beautiful Parks, Shopping at the Simi Valley Town Center, and lots of Restaurants. This cozy unit is perfect for a weekend getaway or even a home away from home. The unit is to the left of the main house comes with its own Full Bathroom, Queen memory foam mattress, sitting area , 40" smart tv, dinning area, and a Full kitchen.

Guest favorite

A wooden chair sits beside a natural tree stump, surrounded by lush greenery and soft mulch. The backdrop features rolling hills covered in vibrant foliage under clear blue skies, creating a serene outdoor space ideal for relaxation.

Yurt in Thousand Oaks

4.95 out of 5 average rating, 189 reviews

The Nest, a Glamping Oasis in the mountains

The Nest is a beautiful Bohemian style yurt nestled beneath a giant Oak tree. The space also contains outdoor seating and a Safari tent for additional space(yoga) or guest. Created by my friend as a labour of love, a place of mindfulness ,creativity, inspiration, and intimacy. The Nest is an experience, an intimate space connected to nature. It is camping, glamorous camping. Come here to connect with the fresh air, starlight, wild sounds, moon shadows, morning dew, sunset glow

Guest favorite

The exterior features a charming cottage with white siding and black trim. Two large windows flank a set of French doors that open to the entrance. Decorative sconce lighting and potted plants enhance the welcoming appearance, while a gravel pathway leads to the door.

Cottage in Newbury Park

4.98 out of 5 average rating, 132 reviews

Cottage In The Orchard

The cottage is located by our orchard, very private w views from every window. Comfortably furnished (Queen bed, couch, desk, armoire, dresser,TV) it comes w a kitchen (incl w/d), bathroom (shower) and a fenced yard to relax. It has a light and airy feel, heating and a/c. Comfortable to get to work or heal or explore SoCal's beaches, mountains, hiking, biking, visit Universal Studios or Santa Barbara a perfect little home to get away for a couple of days, weeks or even months.

Guest favorite

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

4.86 out of 5 average rating, 115 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.

Guest favorite

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, 190 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.

Guest favorite

A spacious living area is presented, featuring a modern sectional sofa and a coffee table. A small kitchenette with a microwave and refrigerator is visible to the left. Dark curtains frame the window, and the room is well-lit by overhead lighting, enhancing the clean, comfortable atmosphere.

Guesthouse in Thousand Oaks

4.95 out of 5 average rating, 593 reviews

Comfortable, Suite Close to Everything

Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

Guest favorite

The exterior of a two-story home is captured, showcasing a landscaped front yard with lush greenery and a large tree providing shade. A low stone wall borders the flowerbeds, and a driveway leads up to a garage, all under a clear blue sky.

Guest suite in Thousand Oaks

4.89 out of 5 average rating, 297 reviews

500 SF Private 1 Bedroom, Living Room & Bath Suite

Our guest suite is on the ground floor of an upgraded, renovated, and well maintained 2 story home originally built in 1968. Amenities include: keyless private entrance , 10'x11' bedroom with queen size bed, private bathroom, private living room with large sectional sofa, YouTubeTV, Wi-Fi, shared laundry facilities (7 day stay and up), shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), street parking, and a work desk.

Top guest favorite

A bright and airy bedroom features a spacious bed with cozy bedding in shades of yellow and white. Natural light enters through two windows with white shutters. A bedside lamp and a decorative chair complement the welcoming design.

Guest suite in Agoura Hills

4.98 out of 5 average rating, 199 reviews

Sunshine Private Guest Suite in Agoura Hills

A centrally-located duplex suite in beautiful Agoura Hills. Great restaurants, wine-tasting, hikes and bike trails minutes away. Only a 25 minute drive to Zuma beach in Malibu. The private suite shares a wall with the main house where you will hear family life from time to time. There is a private entrance, bathroom, bedroom, living area, dedicated work space, and kitchenette with microwave. Complimentary snacks & coffee provided.

Top guest favorite

Lush bougainvillea in vibrant shades of pink lines the driveway, contrasting with the green foliage surrounding the guest house. Sunny skies and wispy clouds create a tranquil atmosphere, while a serene landscape blends harmoniously with the structure, which features large windows inviting natural light.

Guesthouse in Woodland Hills

4.97 out of 5 average rating, 132 reviews

Guesthouse studio nested in the Hills+Gym, Netflix

Stay in style. In your own upscale 550 sq ft guest house, tucked up and away, with private entrance less than 5 minutes from the idyllic luxury of Calabasas Commons, Topanga Westfield and Warner Center. Enjoy the Saturday farmer’s market, countless hiking trails, or take the scenic route, 10 minutes into Topanga, 20 minutes to the beaches of Malibu.