Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

Arch View Luxury Home: Private Hot-tub, Pool,Sauna,Free Wine&Brkfst

Arch View Luxury Home: Private Hot-tub, Pool,Sauna,Free Wine&Brkfst
Caseyville
10.0 out of 10, Exceptional, (13 reviews)
"Great hosts! Very responsive and friendly. "
United States
Jeffrey S.
The price is AU$936
includes taxes & fees
18 Feb - 19 Feb
Arch View Luxury Home: Private Hot-tub, Pool,Sauna,Free Wine&Brkfst

Old North Shanty, 5 -7 minutes away from Downtown St. Louis

Old North Shanty, 5 -7 minutes away from Downtown St. Louis
Hyde Park
9.2 out of 10, Wonderful, (27 reviews)
"Overall all, very nice stay"
United States
Amber W.
The price is AU$589
includes taxes & fees
16 Feb - 17 Feb
Old North Shanty, 5 -7 minutes away from Downtown St. Louis

Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Bevo Mill
9.0 out of 10, Wonderful, (16 reviews)
"This was exactly what were we looking for on our trip to St. Louis."
United States
Michelle O.
The price is AU$305
includes taxes & fees
16 Feb - 17 Feb
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Imperial
9.6 out of 10, Exceptional, (5 reviews)
"We had a nice stay in the area, and we were looking for a reasonably priced lodging for the whole family. There are a couple inflatable mattresses included in case additional beds are required. The full kitchen was appreciated, as was the comfortable couch. Solid proximity to other businesses and towns. The property is a little tricky to spot from afar off the side of the road, but it's easy to see once you're near it (Google maps is helpful). Overall, a good stay & I would stay here again!"
United States
Zach L.
The price is AU$125
includes taxes & fees
18 Feb - 19 Feb
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!

Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!
Maryland Heights
8.6 out of 10, Excellent, (26 reviews)
"Amazing experience very clean property. Beautiful home with anything you could need for your stay. Helpful host if anything was needed during the stay I knew I could contact the host."
United States
Brandon C.
The price is AU$757
includes taxes & fees
16 Feb - 17 Feb
Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!

Convenience 2 Bedroom House to Explore All of St Louis

Convenience 2 Bedroom House to Explore All of St Louis
University City
9.8 out of 10, Exceptional, (40 reviews)
"Place was clean and host was accommodating."
United States
Timothy M.
The price is AU$361
includes taxes & fees
16 Feb - 17 Feb
Convenience 2 Bedroom House to Explore All of St Louis

Updated Brick Home Sleep 9 Walk to WashU/Barnes/Delmar Loop/Forest Park/Zoo

Updated Brick Home Sleep 9 Walk to WashU/Barnes/Delmar Loop/Forest Park/Zoo
Skinker DeBaliviere
8.8 out of 10, Excellent, (11 reviews)
"The house was a great place to stay for the weekend. Tons of room, and really close to all the St. Louis City attractions."
United States
Joshua M.
The price is AU$953
includes taxes & fees
18 Feb - 19 Feb
Updated Brick Home Sleep 9 Walk to WashU/Barnes/Delmar Loop/Forest Park/Zoo

This house is a 4 bedroom(s), 3 bathrooms, located in Belleville, IL.

This house is a 4 bedroom(s), 3 bathrooms, located in Belleville, IL.
Belleville
9.2 out of 10, Wonderful, (5 reviews)
"Worked great for 4 guys to each stay in their own room and to have three bathrooms was a huge plus. Games downstairs and nice living room and kitchen area."
United States
Brian B.
The price is AU$1,193
includes taxes & fees
16 Feb - 17 Feb
This house is a 4 bedroom(s), 3 bathrooms, located in Belleville, IL.

TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!

TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!
Skinker DeBaliviere
9.8 out of 10, Exceptional, (11 reviews)
"Very nice place came with pots and pans we enjoyed our stay"
United States
Anonymous traveller
The price is AU$461
includes taxes & fees
16 Feb - 17 Feb
TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!

Charming open 4bd and screen-in porch! Sleeps 10!

Charming open 4bd and screen-in porch! Sleeps 10!
Saint Charles
9.2 out of 10, Wonderful, (34 reviews)
"Stay here for 3 weeks. Place was just as described. Would recommend. Thank you "
United States
Eddy
The price is AU$698
includes taxes & fees
16 Feb - 17 Feb
Charming open 4bd and screen-in porch! Sleeps 10!

Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!

Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!
Eureka
9.2 out of 10, Wonderful, (45 reviews)
"Perfect for large group near 6 flags"
United States
sean p.
The price is AU$587
includes taxes & fees
17 Feb - 18 Feb
Large Villa Ste A, 1 Mile to Six Flags & Hidden Valley!

Beautiful+Spacious+FencedYard🐕Grill+Patio+Walk2Park+27MileBikeTrail🚴‍♀️

Beautiful+Spacious+FencedYard🐕Grill+Patio+Walk2Park+27MileBikeTrail🚴‍♀️
St. Peters
10.0 out of 10, Exceptional, (23 reviews)
"Clean and close to everything you would want for a stay ."
United States
Judy H.
The price is AU$561
includes taxes & fees
22 Feb - 23 Feb
Beautiful+Spacious+FencedYard🐕Grill+Patio+Walk2Park+27MileBikeTrail🚴‍♀️

Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath

Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath
High Ridge
9.4 out of 10, Exceptional, (30 reviews)
"Very nice house , hosts were very helpful If i needed to stay again in this area i would definitely stay here "
United States
Debbie B.
The price is AU$507
includes taxes & fees
16 Feb - 17 Feb
Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath

Sunny SparkingClean King bed Apt- CreveCoeurPark

Sunny SparkingClean King bed Apt- CreveCoeurPark
Maryland Heights
9.8 out of 10, Exceptional, (12 reviews)
"Good Stay"
United States
Lanai
The price is AU$390
includes taxes & fees
4 Mar - 5 Mar
Sunny SparkingClean King bed Apt- CreveCoeurPark

Embrace the Heart of St. Louis!

Embrace the Heart of St. Louis!
Dogtown
7.8 out of 10, Good, (16 reviews)
"Security was excellent! "
United States
Carissa L.
The price is AU$257
includes taxes & fees
17 Feb - 18 Feb
Embrace the Heart of St. Louis!

Beautiful Villa Close to All St. Louis Attractions!

Beautiful Villa Close to All St. Louis Attractions!
Eureka
9.0 out of 10, Wonderful, (63 reviews)
"We had a great time. Beds were comfortable. And place was home feeling. "
United States
Renikka K.
The price is AU$425
includes taxes & fees
16 Feb - 17 Feb
Beautiful Villa Close to All St. Louis Attractions!

TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park

TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park
Skinker DeBaliviere
10.0 out of 10, Exceptional, (8 reviews)
"Property is as described and worked well for our family. "
United States
Laura J.
The price is AU$472
includes taxes & fees
16 Feb - 17 Feb
TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park

Cute ranch house -quiet & safe -3 BR 1 Bath

Cute ranch house -quiet & safe -3 BR 1 Bath
Imperial
9.8 out of 10, Exceptional, (22 reviews)
"Very cute and clean home. Hosts were very attentive. Perfect for our wedding guest needs."
United States
Catherine W.
The price is AU$312
includes taxes & fees
22 Feb - 23 Feb
Cute ranch house -quiet & safe -3 BR 1 Bath

Pet-Friendly 1BR Apartment

Pet-Friendly 1BR Apartment
Mount Pleasant
8.8 out of 10, Excellent, (11 reviews)
"The kitchen was well stocked, great bathroom towels and pillows. Close to a park for dog walks. "
United States
Dedra
The price is AU$230
includes taxes & fees
18 Feb - 19 Feb
Pet-Friendly 1BR Apartment

Quaint Studio in STL Central!

Quaint Studio in STL Central!
Dogtown
8.2 out of 10, Very good, (24 reviews)
"Quaint apartment with all the amenities you would need for a weekend trip."
United States
Tirzah W.
The price is AU$201
includes taxes & fees
16 Feb - 17 Feb
Quaint Studio in STL Central!
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

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$206 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?

Beautiful small house: This holiday home rental outside of Oakland is equipped with a selection of books, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.