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Oak Park Vacation Rentals

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Our top choices for Oak Park vacation rentals

1. Family friendly in the heart of Westlake Village! King beds, workstation,printer

Family friendly in the heart of Westlake Village! King beds, workstation,printer
Westlake Village
10.0 out of 10, Exceptional, (31 reviews)
"We enjoyed our stay during a difficult time. Would stay here again in the future. "
United States
Shannon B.
The price is CA $165
CA $453 total
includes taxes & fees
Oct 4 - Oct 5
Family friendly in the heart of Westlake Village! King beds, workstation,printer

2. Oaks Retro Cottage, Jacuzzi, Bistro Patio, Walk to Everything!

Oaks Retro Cottage, Jacuzzi, Bistro Patio, Walk to Everything!
Thousand Oaks
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location and fun backyard."
United States
Megan C.
The price is CA $407
CA $795 total
includes taxes & fees
Oct 3 - Oct 4
Oaks Retro Cottage, Jacuzzi, Bistro Patio, Walk to Everything!

3. Malibu Beach Paradise Apartments

Malibu Beach Paradise Apartments
3.5 star property
Eastern Malibu
8.6 out of 10, Excellent, (245 reviews)
"The view of the ocean was incredible and the location walking distance to the pier"
United States
Joe
The price is CA $344
CA $649 total
includes taxes & fees
Oct 8 - Oct 9
Malibu Beach Paradise Apartments

4. SA Beach by Stay Awhile Villas

SA Beach by Stay Awhile Villas
3.5 star property
Eastern Malibu
7.4 out of 10, Good, (3 reviews)
"Beautiful finishes. Very modern and clean. Felt like we were part of the Nobu property. Bathroom was a spa. Nobu 3 buildings over."
United States
Van
The price is CA $847
CA $1,426 total
includes taxes & fees
Oct 3 - Oct 4
SA Beach by Stay Awhile Villas

5. Private Guest House with Full Kitchen, 30 minutes to L.A. & Beach

Private Guest House with Full Kitchen, 30 minutes to L.A. & Beach
Thousand Oaks
10.0 out of 10, Exceptional, (12 reviews)
"Our host was very helpful and the place was clean, warm and inviting. "
United States
Jenny V.
The price is CA $207
CA $560 total
includes taxes & fees
Oct 3 - Oct 4
Private Guest House with Full Kitchen, 30 minutes to L.A. & Beach

6. Newly built guest house with full kitchen and washer/dryer

Newly built guest house with full kitchen and washer/dryer
Simi Valley
9.8 out of 10, Exceptional, (26 reviews)
"the stay was fabulous, and the property was great "
United States
Richard S.
The price is CA $209
CA $383 total
includes taxes & fees
Oct 11 - Oct 12
Newly built guest house with full kitchen and washer/dryer

7. "The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite

"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite
Thousand Oaks
9.8 out of 10, Exceptional, (52 reviews)
"Amazing views and quite space"
United States
Miranda C.
The price is CA $262
CA $511 total
includes taxes & fees
Oct 8 - Oct 9
"The Best" Jacuzzi View Private Luxury Guest Cottage-Better than a Room or Suite

8. Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches

Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches
Westlake Village
9.6 out of 10, Exceptional, (14 reviews)
"We loved the location, the host, the comfortable bed and the amenities, and the thoughtful touches throughout! Would definitely stay there again!"
United States
Anonymous traveller
The price is CA $206
CA $334 total
includes taxes & fees
Oct 6 - Oct 7
Luxury Safari Tent in Santa Monica Mountains close to Malibu and beaches

9. Private studio centrally located

Private studio centrally located
Simi Valley
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful place. Very clean would definitely recommend "
United States
Vickey B.
The price is CA $141
CA $270 total
includes taxes & fees
Oct 14 - Oct 15
Private studio centrally located

10. Over the Oaks - Great View - Whole Home - Stylish

Over the Oaks - Great View - Whole Home - Stylish
Thousand Oaks
9.6 out of 10, Exceptional, (17 reviews)
"Perfect house for our little family in a nice neighbourhood!"
Germany
Michael H.
The price is CA $353
CA $742 total
includes taxes & fees
Oct 7 - Oct 8
Over the Oaks - Great View - Whole Home - Stylish

11. Woodland Hills Cottage on beautiful 1/4 acre property

Woodland Hills Cottage on beautiful 1/4 acre property
Los Angeles
10.0 out of 10, Exceptional, (18 reviews)
"Amazing getaway place and wonderful host!"
United States
Gary
The price is CA $480
CA $996 total
includes taxes & fees
Oct 3 - Oct 4
Woodland Hills Cottage on beautiful 1/4 acre property

12. 3-bedroom house in peaceful Simi Valley with AC

3-bedroom house in peaceful Simi Valley with AC
Simi Valley
9.6 out of 10, Exceptional, (5 reviews)
"Great Stay and very accommodating for me and my family! "
United States
Angelequea B.
The price is CA $256
CA $535 total
includes taxes & fees
Oct 6 - Oct 7
3-bedroom house in peaceful Simi Valley with AC

13. Mountain-Top Retreat with Private Sunset Patio & Epic Views

Mountain-Top Retreat with Private Sunset Patio & Epic Views
newbury park
10.0 out of 10, Exceptional, (4 reviews)
"Edan was a great host. Helpful and friendly. Very cozy nice place. The stairs were a little steep and unexpected, but everything else was great."
United States
Tammy M.
The price is CA $263
CA $633 total
includes taxes & fees
Oct 3 - Oct 4
Mountain-Top Retreat with Private Sunset Patio & Epic Views

14. Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed

Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed
Westlake Village
10.0 out of 10, Exceptional, (10 reviews)
"Our whole family loved staying here. Despite this being a glamping spot, the inside of the wagon and the bathroom were very clean. "
United States
Olga C.
The price is CA $237
CA $369 total
includes taxes & fees
Oct 5 - Oct 6
Luxury Covered Wagon in Santa Monica Mountains close to Malibu w/ King Bed

15. Traveling professionals love it here!

Traveling professionals love it here!
Westlake Village
10.0 out of 10, Exceptional, (15 reviews)
"The apartment is nicely furnished and was very comfortable for our stay. "
United States
Robert C.
The price is CA $165
CA $456 total
includes taxes & fees
Oct 4 - Oct 5
Traveling professionals love it here!

16. Topanga Retreat with a Huge Private Backyard

Topanga Retreat with a Huge Private Backyard
Los Angeles
8.0 out of 10, Very good, (67 reviews)
"We had a really great time. It was like staying at a cabin in the woods. Very cozy."
United States
Aimee O.
The price is CA $533
CA $1,056 total
includes taxes & fees
Oct 3 - Oct 4
Topanga Retreat with a Huge Private Backyard

17. Artistic Dragonfly House with deck + private creek and trails to explore!

Artistic Dragonfly House with deck + private creek and trails to explore!
Topanga
9.8 out of 10, Exceptional, (18 reviews)
"Unique place with a great view, we enjoyed it!"
United States
Josh G.
The price is CA $185
CA $283 total
includes taxes & fees
Oct 12 - Oct 13
Artistic Dragonfly House with deck + private creek and trails to explore!

18. Beautiful 1972 Classic Airstream in Santa Monica Mountains

Beautiful 1972 Classic Airstream in Santa Monica Mountains
Thousand Oaks
9.0 out of 10, Wonderful, (43 reviews)
"We had an amazing stay at the Vintage Airstream Fearless Mary. The atmosphere was peaceful and serene, making it the perfect getaway. Meggan’s warm welcome and excellent communication made our experience even better. Highly recommend this unique spot for anyone looking to relax and unwind!"
United States
Martin Y.
The price is CA $175
CA $293 total
includes taxes & fees
Oct 4 - Oct 5
Beautiful 1972 Classic Airstream in Santa Monica Mountains

19. Malibu Mountain Retreat: Hike,Bike,Beach Paradise!

Malibu Mountain Retreat: Hike,Bike,Beach Paradise!
Malibu
9.8 out of 10, Exceptional, (18 reviews)
"Clean, comfortable, nicely decorated, wonderful property"
United States
Doug
The price is CA $292
CA $519 total
includes taxes & fees
Oct 4 - Oct 5
Malibu Mountain Retreat: Hike,Bike,Beach Paradise!

20. Mermaid Suite + Private Trails, Cave and Creek!

Mermaid Suite + Private Trails, Cave and Creek!
Topanga
9.2 out of 10, Wonderful, (19 reviews)
"great place"
United States
Harold
The price is CA $156
CA $242 total
includes taxes & fees
Oct 11 - Oct 12
Mermaid Suite + Private Trails, Cave and Creek!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Park Hotel Reviews

Find out more about Oak Park

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oak Park. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Oak Park?

Yes, we give you a choice of vacation rentals close to popular sights in Oak Park, or you can go with a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Oak Park has to offer?

Malibu Waterfront Gallery + Private Beach Access: This vacation home rental outside of Oak Park is located on the beach and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Oak Park?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Oak Park stay.

What can I see and do in Oak Park?

Explore the area and family-friendly sights such as Candy Cane Lane, or get out into nature at a spot like Malibou Lake. Santa Monica Mountains National Recreation Area and The Canyon Club are a couple of places you'll find in the larger area.

What are vacation rentals like in Oak Park?

Vacation rentals are private properties you can stay in for a couple days or more in Oak Park. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family trip.