Holiday houses in Oak Park

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Top-rated holiday rentals in Oak Park

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Guest favourite
A spacious private deck overlooks scenic hills and rock formations. Lush greenery and trees surround the area, enhancing the natural beauty. The deck features a metal railing and a seating area, inviting relaxation outdoors. A grill is also visible, perfect for outdoor meals.
Guest suite in Simi Valley
4.92 out of 5 average rating, 1,018 reviews

Mountain Views in Simi Valley....No Cleaning Fee!

Lovely one bedroom studio apartment. Amazing views, lemon trees and dozens of wild peacocks roam the yard. Very relaxing and peaceful, perfect for couples. Attached in-law suite with a private entrance. You have the entire space to yourself! 450 sq ft, full bath with washer/dryer. Kitchenette w/ full size fridge. HDTV with Amazon FireTV stick and free WiFi. Heating and A/C. There is a huge private deck w/ seating and a BBQ. One queen bed w/ down comforter and down mattress topper...very comfy!

Superhost
Apartment in Thousand Oaks
5 out of 5 average rating, 4 reviews

Quiet 1BD Retreat near FSAC & Proactive Sports

Need a quiet place close to FSAC? Then this home is perfect. The king bed is so comfortable, the WiFi never drops during calls, and having a full kitchen makes all the difference compared to a hotel. It feels private and peaceful, yet close to everything—CLU (4.4 mi), Proactive Sports (5.6 mi), shopping/dining. Whether you’re here for treatment, training, work, or visiting family, this space truly gives you all the home away from home vibes where you can recharge and focus on what matters most.

Top Guest favourite
A cozy studio interior is displayed, featuring a kitchenette with a microwave and refrigerator. A small wooden table with two chairs is positioned nearby. Natural light enhances the atmosphere, while a woven coffee table and a wall-mounted TV add to the inviting design.
Guest suite in Thousand Oaks
5 out of 5 average rating, 36 reviews

Thousand Oaks Rabbit Hole

Centered in the Conejo (Rabbit) Valley, this Thousand Oaks neighborhood studio provides a tranquil stay close to both city and nature. Its sunny interior, rich textures, and natural materials, are an ode to the Golden State and it’s local Chumash tribe. High ceilings, sliding glass doors, stocked kitchenette, walk-in closet, 55” TV and private patio make this place feel like home. Burrow into the luxurious bedding on a quality mattress and close the blackout blinds for a night of deep sleep.

Top Guest favourite
Tiny home in Thousand Oaks
4.9 out of 5 average rating, 172 reviews

Fun stay! in teeny tiny home, lit yard, parking

Interested in a unique, affordable and sustainable stay to explore So Cal from a safe, quiet home base? Then this bright, 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 space & parking for you. Full size fridge, stove top, microwave, cookware, coffee maker, cream/sugar, fast wifi, washer/dryer, large TV with Firestick, desk area, queen size bed, deluxe sofa and tree shaded picnic table.

Guest favourite
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 Newbury Park
4.89 out of 5 average rating, 177 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 favourite
A cozy sleeping area features a spacious bed adorned with various pillows and a textured blanket. On either side of the bed, minimalist nightstands with lamps provide lighting. Three abstract artworks are displayed above the headboard, enhancing the serene ambiance.
Guesthouse in Simi Valley
4.91 out of 5 average rating, 172 reviews

Central Studio | Modern Touches & Natural Light

Modern studio centrally located to everything the Simi Valley area has to offer. Just a few minutes from the freeway, shopping and restaurants. This recently renovated, private studio is fully equipped for your stay. A combination of modern and natural tones gives this studio a warm feeling of style and comfort. Just right for couples or solo travelers looking for a snug place to rest. Please note the studio is attached to the main home and a train passes nearby. Possible noise may be heard.

Guest favourite
Home in Oak Park
5 out of 5 average rating, 6 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.

Top Guest favourite
A comfortable king-sized platform bed is adorned with textured bedding and multiple decorative pillows. Brass wall sconces provide subtle lighting beside the bed, while a small nightstand holds a decorative vase with greenery. Soft natural light enters through the nearby window, illuminating the space.
Guesthouse in Simi Valley
4.94 out of 5 average rating, 65 reviews

Secluded Simi Sensation

A sensational & secluded guest house offering comfort & luxury in Simi Valley! Brand new build with no expenses spared boasting quartz countertops, stainless steel appliances, gas range, LG washer/dryer, high end fixtures & a KING-sized bed! Central location- shopping/dining & 118 FWY are 5-10 min away. 15 min to Hummingbird Nest Ranch, 10 min to Ronald Reagan Library, 7 min to Adventist Health, 30 min to BUR airport & close to Thousand Oaks, Canoga Park, Moorpark & Santa Monica Mtns.

Top Guest favourite
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 Newbury Park
4.89 out of 5 average rating, 309 reviews

The Garden Suite-Private 500 sq.ft

We kindly ask that you show the same respect, consideration, and politeness toward us and our home as you would expect from guests in your own home. Our guest suite is on the ground floor of an upgraded,renovated, 2 story home built in 1968. Amenities include: keyless entrance,10'x11' bedroom with queen size bed, private bathroom, private living room with sectional sofa, YouTubeTV, Wi-Fi,shared kitchen, Central Heating and Air Conditioning (Host control: 69-72 F), and a work desk.

Top Guest favourite
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
4.96 out of 5 average rating, 114 reviews

Peaceful 2BR Retreat • King Bed • Fast WiFi • WD

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
4.82 out of 5 average rating, 128 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
A cozy studio space is presented, featuring a comfortable seating area with a white sofa and a soft throw pillow. A low wooden table sits in the center, complemented by a decorative vase and candle. The sleeping area includes a softly made bed, enhancing the serene atmosphere.
Guesthouse in Thousand Oaks
5 out of 5 average rating, 25 reviews

The Sable House-A Pet Friendly luxury Retreat

Designed for guests who value style, ease, and connection, this luxe studio offers a serene escape where everyone—kids, pets, and all identities—feels welcomed. From its calming neutral palette to its handpicked furnishings and tranquil outdoor space, every detail is tailored to create a warm, upscale stay. Whether you’re here for rest, work, or a bit of both, our home is your home—refined, relaxed, and always with you in mind. Check out @thesablehouse

Popular amenities for Oak Park holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. Ventura County
  5. Oak Park