Oak Park Vacation Rentals

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Vacation Rentals in Oak Park

Dining room
Gilmore One

Aparthotel in Van Nuys

4.0 star property
8.6 out of 10, Excellent, (121)
"Everything was awsome, The bulding was clean and spotless..... My secound time staying here highly recommended "
Canada
ISKANDAR
$131 nightly
The price is $150
Jan 4 - Jan 5, 2026
Total with taxes and fees
Gilmore One
Outdoor dining
Sunrise Malibu Road Beachfront Penthouse

Condo in Central Malibu

9.8 out of 10, Exceptional, (65)
"Gorgeous view, very nicely furnished, dolphins swam right in front of us daily between 9 and 10 am, direct access to a relatively quiet beach (though we headed to Zuma most of the time because it was better for our teens to body board) ... at high tide sitting on the balcony is like being out on a boat (without the swaying), super relaxing"
United States
Julie K.
Sunrise Malibu Road Beachfront Penthouse
Interior
Stylish 2 Bedroom Home in Santa Monica

Vacation Home in Mid-City

9.8 out of 10, Exceptional, (55)
"Wonderful visit with two of my adult kids that live in the area. Great walking neighborhood for restaurants and groceries. Well designed and owner very responsive. "
United States
Sally L.
Stylish 2 Bedroom Home in Santa Monica
Beach nearby, beach towels
Santa Monica Beach House

Vacation Home in Downtown Santa Monica

9.8 out of 10, Exceptional, (175)
"We enjoyed this quaint property close to the beach!!"
United States
Amy H.
Santa Monica Beach House
Elite Apartment, 1 Bedroom, Ocean View | Living area | Flat-screen TV, pay movies
Malibu Beach Paradise Apartments

Apartment in Eastern Malibu

3.5 star property
8.4 out of 10, Very Good, (228)
"Great location Right on the beach Apartment is clean. Fresh linen Easy quick check in"
United Kingdom
Nia
Malibu Beach Paradise Apartments
Interior
WALKING DISTANCE FROM 5 STAR RESTURANTS!!

Vacation Home in North of Montana

10.0 out of 10, Exceptional, (131)
"Stay was very good, house was clean, in a very nice neighborhood."
United States
Mark N.
$707 nightly
The price is $812
Dec 15 - Dec 16
Total with taxes and fees
WALKING DISTANCE FROM 5 STAR RESTURANTS!!
Pool
Malibu Luxury 4 BR Home w Pool and Ocean Views

Vacation Home in Central Malibu

9.6 out of 10, Exceptional, (26)
"The just was very responsive and the house was great!"
United States
Karen F.
$1,564 nightly
The price is $1,688
Jan 3 - Jan 4, 2026
Total with taxes and fees
Malibu Luxury 4 BR Home w Pool and Ocean Views
Fridge, microwave, oven, stovetop
Best Beach Location in Santa Monica! Our Summer Stretches Through Fall!

Cottage in Downtown Santa Monica

10.0 out of 10, Exceptional, (321)
"Hosts were amazing and location fantastic!!"
Australia
Amy W.
Best Beach Location in Santa Monica! Our Summer Stretches Through Fall!
TV, offices
Casa Penelope by Oraklus

Vacation Home in Eastern Malibu

9.4 out of 10, Exceptional, (31)
"Location was amazing and the kitchen was very well furnished"
Canada
Nathan G.
Casa Penelope by Oraklus
Dining
Casa del Mar by Oraklus

Vacation Home in Eastern Malibu

9.4 out of 10, Exceptional, (38)
"Superb Stay"
United States
simon w.
Casa del Mar by Oraklus
Interior
Mermaid Suite + Private Trails, Cave and Creek!

Vacation Home in Topanga

8.6 out of 10, Excellent, (7)
"Wonder place to stay to get out of the city for a great price… would definitely stay again. "
United States
Douglas W.
$150 nightly
The price is $150
Dec 10 - Dec 11
Total with taxes and fees
Mermaid Suite + Private Trails, Cave and Creek!
Smart TV, fireplace, books
Malibu Waterfront Gallery + Private Beach Access

Vacation Home in Eastern Malibu

9.6 out of 10, Exceptional, (13)
"Absolutely beautiful stay and location!! Would definitely come back again"
United States
Teresita G.
$1,019 nightly
The price is $1,089
Dec 8 - Dec 9
Total with taxes and fees
Malibu Waterfront Gallery + Private Beach Access
Outdoor pool, a heated pool
The Beverly Grand Villa @ Bel Air, Los Angeles

Villa in Bel Air

9.6 out of 10, Exceptional, (30)
"Comfortable stay and close to everything within driving distance of 20 minutes. The owner was very responsive and helpful."
United States
Mudit & Amy G.
The Beverly Grand Villa @ Bel Air, Los Angeles
Outdoor pool
Private Pool Guesthouse for up to 6 on Secluded & Private Gated 3.25 acre Estate

Vacation Home in Simi Valley

10.0 out of 10, Exceptional, (2)
"The minute we arrived, the kids's lit up when they saw the amazingly large pool. Andy got us checked in and we loved having so many bed options for the kids so they had their own spaces. We were actually working remotely and the wifi worked well enough for 3 of us on laptops and I was able to take meetings next to the pool! This worked perfectly for our needs and was only 5 minutes away from food options."
United States
Yi-Ling W.
$313 nightly
The price is $333
Dec 8 - Dec 9
Total with taxes and fees
Private Pool Guesthouse for up to 6 on Secluded & Private Gated 3.25 acre Estate
Property grounds
Spacious 3BR/2.5BA Home • 2800 sq ft • Mountain Views & Prime Location. PRIVATE.

Vacation Home in Newbury Park

9.6 out of 10, Exceptional, (5)
"Nice "
United States
Theresa B.
$581 nightly
The price is $581
Dec 29 - Dec 30
Total with taxes and fees
Spacious 3BR/2.5BA Home • 2800 sq ft • Mountain Views & Prime Location. PRIVATE.
Property grounds
Oceanfront on Dry Sandy Carbon Beach - Sandpiper

Apartment in Eastern Malibu

9.6 out of 10, Exceptional, (140)
"We have stayed here before, great location, great property manager!"
United States
Hannah R.
Oceanfront on Dry Sandy Carbon Beach - Sandpiper
Fridge, microwave, oven, stovetop
Topanga Retreat with a Huge Private Backyard

Vacation Home in Los Angeles

8.0 out of 10, Very Good, (67)
"Great spot - awesome amenities, perfect for hosting a group of friends. Host very responsive and helpful. Would highly recommend for anyone hosting a group of people. I liked the shakers, bottle openers, the games, and the folding tables. All were great!"
United States
Boris R.
$508 nightly
The price is $570
Dec 8 - Dec 9
Total with taxes and fees
Topanga Retreat with a Huge Private Backyard
Terrace/patio
Santa Monica Beach Luxury Suite

Vacation Home in North of Montana

10.0 out of 10, Exceptional, (182)
"Great stay!"
United States
Ryan
Santa Monica Beach Luxury Suite
Living area
Historic 1914 Stone Cabin + Private Trails & Creek

Vacation Home in Topanga

9.2 out of 10, Wonderful, (16)
"Such a wonderful getaway. I enjoyed the nature, the silence, the whimsical decor. Will be happy to stay again if I have the chance."
United States
Shantha S.
Historic 1914 Stone Cabin + Private Trails & Creek
Dining
The Modern Serenity Retreat

Villa in Encino

9.6 out of 10, Exceptional, (8)
"The Modern Serenity Retreat, this home was exactly that. It was beautiful, clean & extremely spacious. The Hosts were so kind & communicative, there assistance/help was extraordinary. Everything was perfect, I cannot wait to stay here again! "
United States
Pedram E.
$1,570 nightly
The price is $1,763
Dec 28 - Dec 29
Total with taxes and fees
The Modern Serenity Retreat
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

Hilton Woodland Hills / Los Angeles

Hilton Woodland Hills / Los Angeles

10/10 Excellent
"Clean"
Salim 1-night trip
Posted 2 days ago
Hilton Woodland Hills / Los Angeles

Find out more about Oak Park

Everything you need to know about Oak Park vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oak Park vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oak Park vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oak Park vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oak Park. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oak Park in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oak Park rentals

At Expedia, we put the best Oak Park vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oak Park rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oak Park vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oak Park. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

WALKING DISTANCE FROM 5 STAR RESTURANTS!!: This vacation home rental outside of Oak Park is located in the mountains and has a balcony, a terrace, and a barbecue grill 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 Paradise Cove Beach. 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.