Oakland Holiday Rentals

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Holiday Rentals in Oakland

White House at Grand Central

4.0 star property
8.4 out of 10, Very good, (117)
"The property is in a Safe neighborhood. "
The price is AU$244
includes taxes & fees
15 Sept - 16 Sept
White House at Grand Central

Landing Downtown St. Louis

4.0 star property
7.8 out of 10, Good, (13)
"Good place!"
Landing Downtown St. Louis

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (132)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
The St. Charles Guest House, lovely historic home, fun for families and groups

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (28)
"One night stay. Location convenient to downtown Clayton. "
The price is AU$394
includes taxes & fees
9 Sept - 10 Sept
Convenience 2 Bedroom House to Explore All of St Louis

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (119)
"Everything was great!"
The price is AU$392
includes taxes & fees
14 Sept - 15 Sept
St. Charles 1860's Gem - Sleeps 6!

Residence on the Roundabout

9.6 out of 10, Exceptional, (136)
"Very clean. Comfortable couch/beds"
Residence on the Roundabout

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (19)
"This place was great, George was very quick on communication. I would stay here again for sure! "
The price is AU$261
includes taxes & fees
15 Sept - 16 Sept
Cozy Soulard Getaway

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (205)
"The riverside guest house was a perfect find for our two day getaway. Would definitely stay again. Perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (75)
"The house is beautiful, in a great location, and has all the amenities of home. Definitely glad we stayed here instead of a nearby hotel."
The price is AU$620
includes taxes & fees
15 Sept - 16 Sept
Stunning 1890's Home - Sleeps 8!

Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

9.6 out of 10, Exceptional, (47)
"Lovely stay, very sweet house in a cute neighborhood. Great for traveling with kids! Thank you!"
The price is AU$504
includes taxes & fees
9 Sept - 10 Sept
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (126)
"Spacious one bedroom in a cute neighborhood with lots of restaurants close by. The beds were comfortable and rooms were clean. Just need to get that bathroom fan dusted ;) "
The price is AU$250
includes taxes & fees
9 Sept - 10 Sept
Centrally located in the Tower Grove East neighborhood!

Large Executive 1st Floor Apartment with Chefs Kitchen!

9.0 out of 10, Wonderful, (15)
"This place is beautiful! Comfortable bed, big kitchen. Nice living room area. Quiet and safe. We liked it a lot. "
Large Executive 1st Floor Apartment with Chefs Kitchen!

Stylish City Reno Retreat!

7.4 out of 10, Good, (8)
"This property was not as we expected. The floor was disgustingly dirty, the dishwasher had food particles in it and smelled horrible (plus no dishwashing detergent to run a cycle), 1 roll of toilet paper, no replacement garbage bags, and opened food packages in the kitchen cabinets. I communicated these things to the owner and although he took forever to get back to me he did have someone drop off toilet paper, garbage bags, and dishwasher pods. The floor was so dirty that we needed to wear...
Stylish City Reno Retreat!

The Lewis & Clark Hangout

9.0 out of 10, Wonderful, (18)
"Enjoyed are stay"
The price is AU$674
includes taxes & fees
9 Sept - 10 Sept
The Lewis & Clark Hangout

The Otter Suite at Divine Otter

8.0 out of 10, Very good, (1)
"We absolutely loved this place! I would recommend this place. We had one issue but it was resolved. If you have children, I would probably stay somewhere else. There are bars all around and gets loud at night but it does get really quiet after 1:30 a.m. The property manager was absolutely amazing and is very quick to respond to your needs. "
The Otter Suite at Divine Otter

DreamAwayHome Metro

2.0 star property
2.0 out of 10, (1)
"I sisnt like rhat the property was dirty when i arrived and still had to pay cleaning fees. Also the shower and bath wasnt readhcto be used so i had to ojt the unit into a nother unit to shower/bath"
DreamAwayHome Metro

Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

9.6 out of 10, Exceptional, (65)
"Comfy beds, plenty of towels, good location."
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

South City Historic Home w/ private carport

8.8 out of 10, Excellent, (43)
"It was so amazing at home, and host was wonderful. I will definitely be booking."
The price is AU$497
includes taxes & fees
9 Sept - 10 Sept
South City Historic Home w/ private carport

Cozy Clark Suite in Frenchtown Saint Charles

9.4 out of 10, Exceptional, (8)
"Lovely apartment in delightful Frenchtown, quiet and charming, just moments away from historic diwntown St. Charles. Owner was responsive and accommodating. "
Cozy Clark Suite in Frenchtown Saint Charles

Crown Hidden Suite Free Self-Prepared Breakfast Free Street Parking

7.2 out of 10, Good, (14)
"Really good place to stay close to a lot of things walking distance easy access and safe "
The price is AU$278
includes taxes & fees
9 Sept - 10 Sept
Crown Hidden Suite Free Self-Prepared Breakfast Free Street Parking
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 Oakland Hotel Reviews

Find out more about Oakland

Find out more about Oakland

Everything you need to know about Oakland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Oakland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oakland holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland holiday rentals we have selected for you start as low as AU$244 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oakland rentals

At Expedia, we put the best Oakland holiday 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 Oakland 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 Oakland holiday.

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

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakland has to offer?

Stunning 1890's Home - Sleeps 8! : This holiday home rental outside of Oakland is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Oakland?

Explore the area and family-friendly sights such as Magic House - St. Louis Children's Museum, or get out into nature at a spot like Grant's Trail - Backstopper's Park Trailhead. While in the area, you can also visit popular places such as St. Louis Union Station and Busch Stadium.

What are holiday rentals like in Oakland?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oakland. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for family gatherings.