Oakland Vacation Rentals from CA $98: Short-Term Rentals for 2026

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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

Princeton Heights

Christopher

CA $271 total

includes taxes & fees

Oct 15 - Oct 16

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

Princeton Heights

Dave

CA $280 total

includes taxes & fees

Oct 13 - Oct 14

A living room with a sofa, a red armchair, a glass coffee table, and a patterned rug.

3. 6653 1S | Beautiful Unit Near Forest Park

Dogtown

Andrew T.

CA $214 total

includes taxes & fees

Oct 12 - Oct 13

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

Dogtown

orlando c.

CA $228 total

includes taxes & fees

Oct 15 - Oct 16

A living room with a green sofa, a wooden coffee table, and hanging plants.

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

Dogtown

Machelle

CA $244 total

includes taxes & fees

Oct 14 - Oct 15

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

Dogtown

Brigitte B.

CA $214 total

includes taxes & fees

Oct 12 - Oct 13

A modern kitchen with blue cabinets, a central island with stools, and a dining area with a round table and chairs.

7. Modern & Central Abode: Heart of Dogtown- STL Zoo & Forest Park

Dogtown

"We had a wonderful stay! The property manager had excellent communication from start to finish, making everything easy and stress-free. The home was exactly as described—modern, spotless, and beautifully decorated. It felt so warm, cozy, and welcoming that we immediately felt at home. Everything was clean, comfortable, and well cared for. We would absolutely stay here again and highly recommend it to anyone looking for a relaxing place to stay!"

Heidi B.

CA $472 total

includes taxes & fees

Oct 13 - Oct 14

A living room with a TV, wooden furniture, a fireplace, and a cozy seating area.

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

Bevo Mill

Lori O.

CA $360 total

includes taxes & fees

Oct 13 - Oct 14

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Top Oakland Hotel Reviews

Home2 Suites by Hilton St. Louis Downtown

10/10 Excellent

"Super friendly and helpful staff! Room was clean and comfortable. The breakfast was nothing special, but they could have used a little more help as there seemed to be one overworked staff member in charge of breakfast. This is a unique and historic building, which adds to the charm of this hotel. All-in-all, a nice place to stay."

Tru By Hilton St. Louis Downtown

10/10 Excellent

"Beautiful hotel. Staff was amazing and super friendly! Loved that it was pet friendly and had wood floors! Dog park across the street was very convenient. The breakfast spread was great! Only complaint was I wish parking was included. $55 for valet garage parking otherwise parking is on the street and very limited. Not the hotels fault at all but the nightly activity outside of the hotel makes you lwary to leave your car parked on the street. They do have an armed security guard on site 24 hours that periodically does patrol outside the hotel. Luckily we were able to park pretty close"

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakland vacation rentals we have selected for you start as low as CA $98 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 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.

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Check prices for these dates

Our top choices for Oakland vacation rentals

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

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

3. 6653 1S | Beautiful Unit Near Forest Park

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

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

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

7. Modern & Central Abode: Heart of Dogtown- STL Zoo & Forest Park

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

9. 6649 1E | Garden Style Studio Near Forest Park

10. 6649 1W | Beautiful Getaway in Central St. Louis

11. 3BR Dogtown Bungalow |Office + Bar

12. 6653 2S | Jewel of Central St. Louis

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

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

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

16. White House at Grand Central

17. Spacious, cozy home in Saint Louis

18. Centrally located in the Tower Grove East neighborhood!

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

20. Cozy Cottage Loft near Downtown Free Parking Pet Friendly

Find vacation rentals that suit your style

Top Oakland Hotel Reviews

Home2 Suites by Hilton St. Louis Downtown

Tru By Hilton St. Louis Downtown

21C Museum Hotel St Louis

Drury Inn & Suites St. Louis Airport

Forest Park Hotel by MDR

Find out more about Oakland

Frequently asked questions

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