Holiday Rentals in Oakland

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Our top choices for Oakland holiday rentals

Chic Minimalist Gem w/ Fenced Backyard + W/D

Chic Minimalist Gem w/ Fenced Backyard + W/D
Princeton Heights
9.6 out of 10, Exceptional, (9 reviews)
"Clean, very comfortable apartment in a great location: easy walk to restaurants, coffee shops, Francis Park. Attractive, quiet, tree-lined neighborhood. Would definitely stay here again!"
United States
Jack S.
The price is €149
includes taxes & fees
27 Jan - 28 Jan
Chic Minimalist Gem w/ Fenced Backyard + W/D

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 €83
includes taxes & fees
11 Feb - 12 Feb
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch

1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch
2.0 star property
Mount Pleasant
7.0 out of 10, Good, (4 reviews)
"Amazing property and access was easy. Would highly recommend."
United States
Armhad
The price is €134
includes taxes & fees
9 Feb - 10 Feb
1BR Apartment – Washer/Dryer, Fenced Backyard, Free Parking, Near Arch

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
The Hill
9.8 out of 10, Exceptional, (162 reviews)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is €126
includes taxes & fees
26 Jan - 27 Jan
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Centrally located St. Louis and Arch view. Complimentary water,wine & breakfast

Centrally located St. Louis and Arch view. Complimentary water,wine & breakfast
Caseyville
9.4 out of 10, Exceptional, (20 reviews)
"The whole property was just super cute. I loved the vibes as soon as you walk in. The owners are also very nice and are there if you need anything. I loved the shower, so many options. The fridge is my favorite color and the size is just so cute. "
United States
Samantha
The price is €169
includes taxes & fees
26 Jan - 27 Jan
Centrally located St. Louis and Arch view. Complimentary water,wine & breakfast

Soulard River-View Loft - 2 King BR - Parking

Soulard River-View Loft - 2 King BR - Parking
2.0 star property
Soulard
10.0 out of 10, Exceptional, (1 review)
The price is €168
includes taxes & fees
26 Jan - 27 Jan
Soulard River-View Loft - 2 King BR - Parking

Stylish South City King 1BR Apt

Stylish South City King 1BR Apt
2.0 star property
Marine Villa
10.0 out of 10, Exceptional, (9 reviews)
"Great location, great accommodations, great host."
United States
Scott W.
The price is €156
includes taxes & fees
25 Jan - 26 Jan
Stylish South City King 1BR Apt

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 €134
includes taxes & fees
28 Jan - 29 Jan
Pet-Friendly 1BR Apartment

Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
2.0 star property
Mount Pleasant
7.6 out of 10, Good, (12 reviews)
"Nice, quiet apartment in a South City four-family. Everything we needed was there and it was very tidy and clean. We enjoyed our stay! "
United States
Stefene R.
The price is €134
includes taxes & fees
26 Jan - 27 Jan
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

Cozy Soulard 2BR w/ Free Parking

Cozy Soulard 2BR w/ Free Parking
Soulard
9.6 out of 10, Exceptional, (59 reviews)
"Enjoyed the vibe of the neighborhood "
United States
Brett
The price is €167
includes taxes & fees
25 Jan - 26 Jan
Cozy Soulard 2BR w/ Free Parking

Steps to TG Park+Grand | Free PK+WD+Pet Friendly

Steps to TG Park+Grand | Free PK+WD+Pet Friendly
Tower Grove East
9.6 out of 10, Exceptional, (15 reviews)
"Great property and location. Owner was amazing!"
United States
Lydia W.
Steps to TG Park+Grand | Free PK+WD+Pet Friendly

Cute town house with fenced backyard

Cute town house with fenced backyard
Barnhart
9.6 out of 10, Exceptional, (17 reviews)
"It was a great place to stay for our needs we had our little dog with us as was there for weekend, it had a nice fenced back yard we could let her just go out didn't have to have her on leash. Was very nice inside clean well kept, beds were surprising comfortable. The host stayed in contact and answered a lot questions before we arrived which put me a ease for our trip. High recommand this place if needing to stay in the area. "
United States
Terry
Cute town house with fenced backyard

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 €174
includes taxes & fees
30 Jan - 31 Jan
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Classy Midtown 3BR, King Master

Classy Midtown 3BR, King Master
The Gate
10.0 out of 10, Exceptional, (65 reviews)
"Very charming and comfortable accommodations in a safe and beautiful part of town, convenient to many attractions."
United States
Robin L.
The price is €178
includes taxes & fees
25 Jan - 26 Jan
Classy Midtown 3BR, King Master

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 €229
includes taxes & fees
25 Jan - 26 Jan
Convenience 2 Bedroom House to Explore All of St Louis

Adorable small house - quiet & safe - 2 BR 1 Bath

Adorable small house - quiet & safe - 2 BR 1 Bath
Imperial
9.4 out of 10, Exceptional, (13 reviews)
"Great place for a short get away"
United States
andytrower U.
Adorable small house - quiet & safe - 2 BR 1 Bath

Top of Geyer apartment

Top of Geyer apartment
Soulard
9.8 out of 10, Exceptional, (44 reviews)
"What a great stay!!! Host was kind and responsive, the place was super clean, one of the best I have experienced. It was a top notch experience!"
United States
Brad R.
The price is €167
includes taxes & fees
2 Feb - 3 Feb
Top of Geyer apartment

Perfect Location! 10 Mins from AirPort! 15 Min from DwnTwn StL! Has Everything!

Perfect Location! 10 Mins from AirPort! 15 Min from DwnTwn StL! Has Everything!
2.0 star property
Jennings
10.0 out of 10, Exceptional, (1 review)
"Great stay! Host/hostess was responsive to questions with quick replies. The home was clean and more than described! Beds are very comfortable! Busy street yet quiet. Heater works very well, we definitely stayed warm & cozy! Will definitely stay again when visiting STL!"
United States
Krystal L.
The price is €248
includes taxes & fees
4 Feb - 5 Feb
Perfect Location! 10 Mins from AirPort! 15 Min from DwnTwn StL! Has Everything!

Quaint Studio in STL Central!

Quaint Studio in STL Central!
Dogtown
8.0 out of 10, Very good, (23 reviews)
"Quaint apartment with all the amenities you would need for a weekend trip."
United States
Tirzah W.
The price is €123
includes taxes & fees
27 Jan - 28 Jan
Quaint Studio in STL Central!

Historic Soulard 2-BR Flat | Balcony, Workspace, Parking – Walk to Market

Historic Soulard 2-BR Flat | Balcony, Workspace, Parking – Walk to Market
Soulard
8.8 out of 10, Excellent, (8 reviews)
"Great space and the host's communication was great. Can't wait to visit again. "
United States
Derek H.
The price is €169
includes taxes & fees
26 Jan - 27 Jan
Historic Soulard 2-BR Flat | Balcony, Workspace, Parking – Walk to Market
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, apart-hotels, 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 favorite 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 depends 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 €126 per night. Entering your travel dates in the search wizard you might find 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?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: This holiday home rental outside of Oakland is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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.