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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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Tiny home in Topanga

4.92 out of 5 average rating, 737 reviews

'Matilda' style cottage

Honeysuckle, Jasmine, adorned 1907 COTTAGE in the Mountains by the ocean. One bedroom 'Ms, Honey' re "Matilda" type cottage sporting seasonal creek, flowers, herbs, vines, trees & fabulous views & opportunities for people seeking a mostly organic place of retreat & healthy clean air. An Ideal environment for Artists, parents, human rights advos, & permaculture eco system seekers... We are child, and teen friendly, however, we cannot entertain 4 or 3 legged pets. There is Lots of nat wildlife.

Home in Los Angeles County

4.99 out of 5 average rating, 190 reviews

Cottage by Nature Preserve with Private Parking

A gem in the area of boulders, trails and nature preserve on a private street with plenty of parking! The guesthouse offers a cozy setup with spacious living area; high-vaulted ceilings in all rooms; a 65 inch Smart 4K TV with FREE streaming apps (Netflix in 4K and more) plus local news. Located in a rural neighborhood, yet 5-10 minutes to the nearest dining, groceries, theaters, shopping and a 30-minute scenic drive away to the beach and major Los Angeles & Simi-Valley tourist attractions.

Guest suite in Simi Valley

4.92 out of 5 average rating, 880 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!

Guesthouse in Malibu

4.92 out of 5 average rating, 186 reviews

Two Goat farm in Malibu Mountains, Cozy & Charming

Rustic canyon getaway in clean-air, rural Malibu mountains! Private gravel entrance w parking. Adjacent to incredible canyon & ocean views, singing birds, hiking. Quiet neighborhood for heavenly sleeps. One queen bed, One trundle bed with two single mattresses, one air mattress. A/C for summer, space heater for winter. Kitchenette (no kitchen sink) and full bath. Highlights! Claw-foot Tub Mountain Sunsets Amazon Echo Wild Bird families & bunnies Hiking at end of road 2.5 miles to the beach

Guest suite in Simi Valley

5 out of 5 average rating, 226 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.

Tiny home in Thousand Oaks

4.94 out of 5 average rating, 161 reviews

Tiny Home in Thousand Oaks

Private & secure with no shared facilities in Thousand Oaks If you have wondered about living in a Tiny home this is your opportunity, a Tiny home with a big difference with large king size bed, large 55” TV + Wi Fi , Roku and many channels including Netflix. Fitted with HDMI cable for extra hook up to laptop etc., private bathroom & kitchenette . Car parking on the front driveway or street. Wi Fi. Weekly & Monthly Discounts available. A Tiny Home is a limited space home so don't over pack.

Guest suite in Thousand Oaks

4.92 out of 5 average rating, 144 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 suite in Thousand Oaks

4.97 out of 5 average rating, 347 reviews

Larsen House -Remodeled Entire Place-Quiet&Private

Entire place! not attached to the house except for a wall that is filled with insulation & double 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/ cable. 400mb 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-10am off peak hours.

Cottage in Newbury Park

4.98 out of 5 average rating, 121 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.

Guesthouse in Thousand Oaks

4.95 out of 5 average rating, 556 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 suite in Thousand Oaks

4.9 out of 5 average rating, 263 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.

Condo in Westlake Village

4.97 out of 5 average rating, 117 reviews

Stunning Condo, 20 minutes to Malibu Beaches!

We are Set at the foothills of the Santa Monica Mountains, a stunning 20 minutes from Malibu’s sunny beaches and 45 Minutes Santa Barbara’s famous vines! We are an ideal retreat after a day of sun worshipping! If you want to be close to all SoCal has to offer but relax in peace, you can't beat this location! located in-between Los Angeles and Santa Barbara, just 40 minute's drive will get you to Beverly Hills, Universal Studios, and Hollywood!

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Oak Park vacation rentals

Free parking on premises

Air conditioning

Other great vacation rentals in Oak Park

Guesthouse in Agoura Hills

5 out of 5 average rating, 15 reviews

Old Agoura Sun Filled Guest House

Home in Oak Park

5 out of 5 average rating, 19 reviews

The Tamarind Getaway

Home in Thousand Oaks

4.97 out of 5 average rating, 31 reviews

Mid-century Home with gym, hot tub, and privacy.

Guesthouse in Oak Park

4.88 out of 5 average rating, 88 reviews

1 bd suite with full kitchen, washer, dryer, a/c.

Guesthouse in Malibu

4.98 out of 5 average rating, 63 reviews

Rustic mountain retreat

Tiny home in Thousand Oaks

4.83 out of 5 average rating, 54 reviews

Cozy coach upcycled to a teeny tiny home w/ yard

Guest suite in West Hills

5 out of 5 average rating, 45 reviews

Studio Suite - Private Bath, Kitchen & Entrance

Tiny home in Topanga

4.97 out of 5 average rating, 142 reviews

Cabin on the Rocks

Quick stats about vacation rentals in Oak Park

Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
580 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

How much does it cost to stay in house rentals in Oak Park?
Experience the best of Oak Park with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Oak Park vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Oak Park, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Oak Park have wifi?
Absolutely! We offer over 10 house rentals with wifi in Oak Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Park have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Oak Park. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Oak Park?
Four-legged friends are welcome in Oak Park. Choose from more than 10 vacation rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Oak Park?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Oak Park?
Yes! Work meets play with ease at over 10 vacation rentals in Oak Park featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Oak Park have free parking?
Absolutely! We offer over 10 house rentals with free parking in Oak Park. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Park have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Oak Park. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Oak Park?
Oak Park has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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