Holiday houses in Oak Park

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Top-rated holiday rentals in Oak Park

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Top Guest favourite
Guest suite in Thousand Oaks
5 out of 5 average rating, 41 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.

Guest favourite
The private patio features a modern table with a centered planter. Surrounding greenery allows for a peaceful atmosphere, while the distant hillside provides a natural backdrop. Soft light illuminates the space, enhancing the calm setting for outdoor enjoyment.
Guest suite in Newbury Park
4.89 out of 5 average rating, 183 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
The exterior features a charming house with a triangular roof and a combination of stone and wood siding. A large window allows natural light inside, while a small patio area with two chairs is surrounded by landscaped greenery and gravel.
Home in West Hills
4.94 out of 5 average rating, 230 reviews

Newly Remodeled Cozy Studio. King bed, Disinfected

Enjoy Your stay at this cozy studio located in West Hills California! This studio is centrally located in the premier West Hills neighborhood, a short drive from Calabasas, Malibu, Santa Monica, Warner Center. Wifi and street parking are included. Close to groceries, restaurants, shopping malls. Easy access to freeways. Brand new furniture and mattress bedding. Has its own heater and AC, not shared with the rest of the building. Shares a wall with the rest of the house where my family lives.

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, 373 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

Top 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
4.92 out of 5 average rating, 177 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.

Top Guest favourite
Guesthouse in Simi Valley
4.94 out of 5 average rating, 70 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
4.88 out of 5 average rating, 315 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.

Guest favourite
Guesthouse in Thousand Oaks
4.95 out of 5 average rating, 122 reviews

2BR Cottage• King Bed •Fast WiFi•WD• close 2 LA&SB

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.

Top Guest favourite
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, 141 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 favourite
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
4.83 out of 5 average rating, 139 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, 187 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 favourite
An inviting outdoor pool area is surrounded by tall, lush trees and comfortable lounging spaces. Bright orange canopies provide shade for several seating arrangements. The crystal-clear water of the pool reflects the bright blue sky, with sleek steps leading into the water.
Apartment in Thousand Oaks
4.88 out of 5 average rating, 108 reviews

Peaceful Gated 2bd Near FSAC/CLU/Proactive Sports

Skip noisy hotels & cramped spaces—find peace, privacy & room to recharge in this 2BD/2BA gated retreat just 1.8 mi to FSAC, 5 mi to CLU, 5.1 mi to Amgen & 4.3 mi to Proactive Sports. Enjoy 2 plush king beds, ultra-fast 1 Gig WiFi, full kitchen & spacious living area in a serene community setting. Perfect for healthcare stays, corporate travelers, Amgen employees, relocating families & athletes seeking privacy & comfort, convenience & a true home-away-from-home.

Popular amenities for Oak Park holiday rentals

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