Oakland Vacation Rentals

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Our top choices for Oakland vacation rentals

Apartment in Grand Center

White House at Grand Central
4.0 star property
8.6 out of 10, Excellent, (124)
"Very clean and very friendly people "
United States
Mary
$123 nightly
The price is $144
Jan 4 - Jan 5, 2026
Total with taxes and fees
White House at Grand Central

Apartment in Marine Villa

Stylish South City King 1BR Apt
2.0 star property
10.0 out of 10, Exceptional, (9)
"Great location, great accommodations, great host."
United States
Scott W.
$165 nightly
The price is $179
Dec 16 - Dec 17
Total with taxes and fees
Stylish South City King 1BR Apt
9.8 out of 10, Exceptional, (6)
"Lovely home with lots of room for 4 adults and a dog. Location is in a very safe neighborhood close to the botanical gardens. Bagel and coffee shop around the corner. Would definitely stay here again."
United States
Ree G.
Stylish 2BR Retreat w/ Terrace - Near The Hill STL
10.0 out of 10, Exceptional, (8)
"My friends and I really enjoyed how close it was to the loop and how clean the place is."
United States
David M.
$326 nightly
The price is $335
Dec 16 - Dec 17
Total with taxes and fees
TOP RATED! FANTASTIC LOCATION! 3 bedroom near WASHU, LOOP, Pageant, Forest Park
9.6 out of 10, Exceptional, (50)
"Very clean and comfortable. "
United States
Michael M.
$189 nightly
The price is $203
Dec 16 - Dec 17
Total with taxes and fees
Stylish South City 2BR w/ Garage & Blazing Wi-fi
9.8 out of 10, Exceptional, (39)
"Place was clean and host was accommodating."
United States
Timothy M.
$248 nightly
The price is $266
Jan 4 - Jan 5, 2026
Total with taxes and fees
Convenience 2 Bedroom House to Explore All of St Louis

Vacation Home in Barnhart

Cute town house with fenced backyard
9.6 out of 10, Exceptional, (17)
"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
$229 nightly
The price is $243
Dec 16 - Dec 17
Total with taxes and fees
Cute town house with fenced backyard
9.4 out of 10, Exceptional, (13)
"Great place for a short get away"
United States
andytrower U.
$173 nightly
The price is $183
Dec 21 - Dec 22
Total with taxes and fees
Adorable small house - quiet & safe - 2 BR 1 Bath
9.6 out of 10, Exceptional, (58)
"Enjoyed the vibe of the neighborhood "
United States
Brett
$177 nightly
The price is $191
Dec 16 - Dec 17
Total with taxes and fees
Cozy Soulard 2BR w/ Free Parking
9.8 out of 10, Exceptional, (22)
"Check in was interesting but owner communicated very well. Overall, it was what we needed for our trip. "
United States
Patrick W.
$196 nightly
The price is $208
Dec 22 - Dec 23
Total with taxes and fees
Cute ranch house -quiet & safe -3 BR 1 Bath

Apartment in Soulard

Top of Geyer apartment
9.8 out of 10, Exceptional, (43)
"Convenient location "
United States
julie s.
$191 nightly
The price is $191
Dec 17 - Dec 18
Total with taxes and fees
Top of Geyer apartment
9.8 out of 10, Exceptional, (18)
"It was a great place to stay for the night. Comfortable and close to the stadium. "
United States
Bryan D.
$187 nightly
The price is $201
Dec 16 - Dec 17
Total with taxes and fees
Spacious & Centrally Located Apt (Sleeps 8)

Apartment in The Gate

Classy Midtown 3BR, King Master
10.0 out of 10, Exceptional, (61)
"Very charming and comfortable accommodations in a safe and beautiful part of town, convenient to many attractions."
United States
Robin L.
$190 nightly
The price is $204
Dec 16 - Dec 17
Total with taxes and fees
Classy Midtown 3BR, King Master
9.4 out of 10, Exceptional, (28)
"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.
$313 nightly
The price is $332
Jan 7 - Jan 8, 2026
Total with taxes and fees
Fragrance free - spacious Ranch -safe &quiet- 4 br 2 bath
10.0 out of 10, Exceptional, (11)
"Great place to stay. Huge fenced in backyard for dogs to run around. Host was real helpful with any questions we had"
United States
Michael A.
$286 nightly
The price is $298
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming 3-bedroom house with WiFi, and fenced-in backyard in serene Byrnes Mill
9.8 out of 10, Exceptional, (11)
"It was a clean and comfortable property. The host was responsive. Thank you for a great stay."
United States
Alicia M.
$326 nightly
The price is $327
Dec 16 - Dec 17
Total with taxes and fees
TOP RATED! FANTASTIC LOCATION! St. Louis near Delmar LOOP, WASHU, Forest Park!!!
10.0 out of 10, Exceptional, (51)
"Great accommodations for our family of 4 (2 adults, 10 & 9 y.o.). "
United States
Becky W.
$192 nightly
The price is $207
Dec 16 - Dec 17
Total with taxes and fees
Historic Soulard King 2BR Apt w/ Private Deck
7.8 out of 10, Good, (22)
"Rooms were clean and everything we needed for our stay."
United States
Keith K.
$138 nightly
The price is $138
Dec 16 - Dec 17
Total with taxes and fees
Studio, sleeps 4, patio, short drive to Ski Resort, Six Flags & concert venues
9.0 out of 10, Wonderful, (16)
"Easy check in , nice kitchen "
United States
Amanda R.
$193 nightly
The price is $193
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
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 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 Oakland 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 Oakland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Oakland 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 $143 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 Oakland rentals

At Expedia, we put the best Oakland 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 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 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 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 vacation rentals in Oakland?

Yes, we offer vacation rentals close to popular attractions in Oakland, or you can choose a secluded option if you'd like a relaxing place to stay.

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

Stunning 1890's Home - Sleeps 8! : Visitors like this Oakland vacation home rental. It is equipped with a barbecue grill, 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 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 like St. Louis Union Station and Gateway Arch.

What are vacation rentals like in Oakland?

Vacation rentals are privately owned properties you can book for a couple of days or more in Oakland. Vacation rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.