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Oakland Vacation Rentals

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Oakland vacation rentals

A spacious living area with a dining table, sofa, and a large window with blinds.

1. Stunning Minimalist Gem | Fenced Backyard + W/D

Stunning Minimalist Gem | Fenced Backyard + W/D
Princeton Heights
9.8 out of 10, Exceptional, (31 reviews)
"Nice area, very well kept house and easy check-in process. Good parking"
United States
Christopher
$153 nightly
The price is $180
Oct 27 - Oct 28
Total with taxes and fees
Stunning Minimalist Gem | Fenced Backyard + W/D
A modern kitchen with a built-in refrigerator, a dining area with a wooden table and benches, a gray sofa, and large windows providing natural light.

2. Chic Minimalist Gem w/ Fenced Backyard + W/D

Chic Minimalist Gem w/ Fenced Backyard + W/D
Princeton Heights
9.4 out of 10, Exceptional, (21 reviews)
"Very nice, clean, modern apartment in a safe, quiet, suburban neighborhood. We were very happy with our stay there for our visit to WashU and St. Louis."
United States
Dave
$153 nightly
The price is $180
Oct 27 - Oct 28
Total with taxes and fees
Chic Minimalist Gem w/ Fenced Backyard + W/D
A living room with a green sofa, a wooden coffee table, and hanging plants.

3. Safe and private apt-Near Forest Park-Free parking

Safe and private apt-Near Forest Park-Free parking
Dogtown
7.6 out of 10, Good, (17 reviews)
"I loved that it was in an older building and there is history there. The best were comfortable, and the apartment was spotless."
United States
Machelle
$170 nightly
The price is $170
Oct 22 - Oct 23
Total with taxes and fees
Safe and private apt-Near Forest Park-Free parking
A living room with a beige sofa, a dark grey sofa, a glass coffee table, and a red and brown patterned rug.

4. 6653 1N | European Style Unit Near Forest Park

6653 1N | European Style Unit Near Forest Park
Dogtown
8.4 out of 10, Very good, (6 reviews)
"Good experience overall.. would recommend "
United States
orlando c.
$160 nightly
The price is $160
Oct 22 - Oct 23
Total with taxes and fees
6653 1N | European Style Unit Near Forest Park
A living room with a sofa, a red armchair, a glass coffee table, and a patterned rug.

5. 6653 1S | Beautiful Unit Near Forest Park

6653 1S | Beautiful Unit Near Forest Park
Dogtown
6.8 out of 10, (10 reviews)
"Fantastic place lots to do, free zoo"
United States
Andrew T.
$150 nightly
The price is $150
Oct 22 - Oct 23
Total with taxes and fees
6653 1S | Beautiful Unit Near Forest Park
Living area

6. 6655 1N | Elegance Near the St. Louis Arch

6655 1N | Elegance Near the St. Louis Arch
Dogtown
7.8 out of 10, Good, (34 reviews)
"I loved the security aspect of this rental. Felt very safe and it is very close to Forest park which is amazing"
United States
heather d.
$150 nightly
The price is $150
Oct 22 - Oct 23
Total with taxes and fees
6655 1N | Elegance Near the St. Louis Arch
A living room with a sofa, armchair, coffee table, and a TV.

7. 6649 1W | Beautiful Getaway in Central St. Louis

6649 1W | Beautiful Getaway in Central St. Louis
Dogtown
7.2 out of 10, Good, (12 reviews)
"The apt"
United States
Pantung
$160 nightly
The price is $160
Oct 26 - Oct 27
Total with taxes and fees
6649 1W | Beautiful Getaway in Central St. Louis
A set of stone steps leading to a garage with a car parked inside.

8. Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues

Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues
Ballwin
7.8 out of 10, Good, (24 reviews)
"Rooms were clean and everything we needed for our stay."
United States
Keith K.
$138 nightly
The price is $147
Oct 26 - Oct 27
Total with taxes and fees
Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues
An outdoor patio with a table and chairs, a covered grill, and a wooden fence.

9. Spotless Cozy Gem: 5 Star Location, Yard, Gym, Family Friendly

Spotless Cozy Gem: 5 Star Location, Yard, Gym, Family Friendly
Clifton Heights
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful stay! The location was perfect. Very clean and very easy to check- in! Very cozy!"
United States
Emily R.
$232 nightly
The price is $250
Oct 22 - Oct 23
Total with taxes and fees
Spotless Cozy Gem: 5 Star Location, Yard, Gym, Family Friendly
A compact kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a hanging pendant light.

10. Convenience 2 Bedroom House to Explore All of St Louis

Convenience 2 Bedroom House to Explore All of St Louis
University City
10.0 out of 10, Exceptional, (54 reviews)
"The house was immaculately clean and beds were extremely comfortable!"
United States
Anna M.
$245 nightly
The price is $265
Oct 25 - Oct 26
Total with taxes and fees
Convenience 2 Bedroom House to Explore All of St Louis
A living room with a white sofa, a black sofa, a glass coffee table, and a cityscape painting.

11. 6653 2S | Jewel of Central St. Louis

6653 2S | Jewel of Central St. Louis
Dogtown
8.0 out of 10, Very good, (26 reviews)
"Hot water was an issue. Other than that great place to stay"
United States
Ashley C.
$150 nightly
The price is $150
Oct 29 - Oct 30
Total with taxes and fees
6653 2S | Jewel of Central St. Louis
A modern living room with a dark wood floor, a leather sofa, and a fluffy rug.

12. 3BR Dogtown Bungalow |Office + Bar

3BR Dogtown Bungalow |Office + Bar
Dogtown
9.4 out of 10, Exceptional, (41 reviews)
"Tommy's place is in a great location for a St. Louis visit. We walked to Forest park everyday, and hit up some cute coffee shops and restaurants nearby. His place is also very spacious, clean and has great parking."
United States
Patti H.
$348 nightly
The price is $393
Oct 26 - Oct 27
Total with taxes and fees
3BR Dogtown Bungalow |Office + Bar
A spacious foyer with a grand staircase, a piano, and a large rug.

13. White House at Grand Central

White House at Grand Central
3.5 star property
Grand Center
8.4 out of 10, Very good, (167 reviews)
"Nice find in the city"
United States
Mark
$134 nightly
The price is $151
Oct 26 - Oct 27
Total with taxes and fees
White House at Grand Central
A living room with a TV, wooden furniture, a fireplace, and a cozy seating area.

14. 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, (38 reviews)
"We enjoyed our stay, very quaint house and Julie was an amazing host "
United States
Lori O.
$211 nightly
The price is $230
Oct 22 - Oct 23
Total with taxes and fees
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
A modern kitchen with a built-in refrigerator, dining area with a table and chairs, a sofa, and a TV mounted on the wall.

15. Chic 2BR Gem | TG Park | Patio+Yard+W/D+Workspace

Chic 2BR Gem | TG Park | Patio+Yard+W/D+Workspace
Tower Grove South
$267 nightly
The price is $315
Oct 25 - Oct 26
Total with taxes and fees
Chic 2BR Gem | TG Park | Patio+Yard+W/D+Workspace
A living room with a wooden entertainment center, a white sofa, and a dining area with a white railing.

16. Spacious, cozy home in Saint Louis

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (46 reviews)
"Excellent communication and service, very clean, and nice place to stay. We enjoyed our stay!"
United States
Jennifer M.
$290 nightly
The price is $310
Oct 22 - Oct 23
Total with taxes and fees
Spacious, cozy home in Saint Louis
A spacious living area with a dining table, chairs, a sofa, and a ceiling fan.

17. Irises at TG Park | Fenced Backyard+W/D+Storage

Irises at TG Park | Fenced Backyard+W/D+Storage
Tower Grove South
9.2 out of 10, Wonderful, (20 reviews)
"The apartment was just what we needed Perfect for a weekend getaway "
United States
Robert W.
$173 nightly
The price is $203
Nov 1 - Nov 2
Total with taxes and fees
Irises at TG Park | Fenced Backyard+W/D+Storage
A dining area with a wooden table, grey upholstered chairs, a bench, a patterned rug, a brick wall, a framed picture, and a potted plant.

18. Centrally located in the Tower Grove East neighborhood!

Centrally located in the Tower Grove East neighborhood!
Tower Grove East
9.8 out of 10, Exceptional, (180 reviews)
"Great place!"
United States
Arthur S.
$152 nightly
The price is $165
Nov 1 - Nov 2
Total with taxes and fees
Centrally located in the Tower Grove East neighborhood!
An open door leading to a dining area with a table and chairs, a painting on the wall, and a wooden floor.

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

Steps to TG Park+Grand | Free PK+WD+Pet Friendly
Tower Grove East
9.2 out of 10, Wonderful, (26 reviews)
"It was very clean. The location was near everything to do."
United States
William H.
$149 nightly
The price is $174
Oct 26 - Oct 27
Total with taxes and fees
Steps to TG Park+Grand | Free PK+WD+Pet Friendly
A living room with a sofa, a coffee table, a TV, and a ceiling fan.

20. Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (41 reviews)
"Clean, great location and thanks for quick responses"
United States
Martha E M.
$163 nightly
The price is $191
Oct 26 - Oct 27
Total with taxes and fees
Starry Night | Steps to Tower Grove Park
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

Drury Plaza Hotel St. Louis Union Station

Drury Plaza Hotel St. Louis Union Station

10/10 Excellent
"The staff were friendly and helpful. It was a wonderful stay a around"
Irma 1-night trip
Posted 5 hours ago
Drury Plaza Hotel St. Louis Union Station

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 $71 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 where you'll be just 6.5 mi (10.5 km) from St. Louis Zoo, providing a more secluded option if you want peace and quiet.

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

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: Visitors like this Oakland vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill 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 vacation with amenities like a selection of games.

What can I see and do in Oakland?

Explore the area and family-friendly sights such as St. Louis Zoo, or get out into nature at a spot like Grant's Trail - Backstopper's Park Trailhead. In the larger area, you’ll find St. Louis Union Station and Magic House - St. Louis Children's Museum.

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.