Oakland Vacation Rentals from CA $79: Short-Term Rentals for 2026

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Our top choices for Oakland vacation rentals

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.

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

Princeton Heights

Dave

CA $266 total

includes taxes & fees

Nov 9 - Nov 10

A bedroom with a bed, bedside table, and a large painting on the wall.

2. 6649 1E | Garden Style Studio Near Forest Park

Dogtown

Dhgirlie H.

CA $184 total

includes taxes & fees

Dec 1 - Dec 2

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 $198 total

includes taxes & fees

Nov 11 - Nov 12

4. 6655 1N | Elegance Near the St. Louis Arch

Dogtown

heather d.

CA $198 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a sofa, armchair, coffee table, and a TV.

5. 6649 1W | Beautiful Getaway in Central St. Louis

Dogtown

Pantung

CA $212 total

includes taxes & fees

Nov 9 - Nov 10

A living room with a white sofa, a black sofa, a glass coffee table, and a cityscape painting.

6. 6653 2S | Jewel of Central St. Louis

Dogtown

Ashley C.

CA $198 total

includes taxes & fees

Nov 16 - Nov 17

A living room with a beige sofa, a dark grey sofa, a glass coffee table, and a red and brown patterned rug.

7. 6653 1N | European Style Unit Near Forest Park

Dogtown

orlando c.

CA $212 total

includes taxes & fees

Nov 16 - Nov 17

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

Ballwin

Keith K.

CA $206 total

includes taxes & fees

Nov 20 - Nov 21

A room with a dining table and chairs, a white door with glass panels, and hardwood flooring.

9. Charming Tower Grove Flat-Steps to T.G Park+Grand

Tower Grove East

Bekah K.

CA $263 total

includes taxes & fees

Nov 16 - Nov 17

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.

10. Centrally located in the Tower Grove East neighborhood!

Tower Grove East

Arthur S.

CA $203 total

includes taxes & fees

Nov 9 - Nov 10

An open door leading to a dining area with a table and chairs, a painting on the wall, and a wooden floor.

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

Tower Grove East

William H.

CA $262 total

includes taxes & fees

Nov 10 - Nov 11

A spacious living area with a dining table, chairs, a sofa, and a ceiling fan.

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

Tower Grove South

Robert W.

CA $287 total

includes taxes & fees

Nov 9 - Nov 10

A modern living room with a dark wood floor, a leather sofa, and a fluffy rug.

13. 3BR Dogtown Bungalow |Office + Bar

Dogtown

Laura F.

CA $492 total

includes taxes & fees

Nov 23 - Nov 24

A cozy living room with a sofa, a coffee table, and a large window.

14. Spacious 1 bd, Ground Floor Apartment Near Barnes - Stay Smiley Rentals

Benton Park West

CA $224 total

includes taxes & fees

Nov 9 - Nov 10

A compact kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a hanging pendant light.

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

University City

Anna M.

CA $358 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Bevo Mill

Lori O.

CA $338 total

includes taxes & fees

Nov 18 - Nov 19

A living room with a sofa, a coffee table, a TV, and a ceiling fan.

17. Starry Night | Steps to Tower Grove Park

Tower Grove South

Hala J.

CA $334 total

includes taxes & fees

Nov 9 - Nov 10

A modern living space with a wooden loft, a red chair, a potted plant, and a television on the wall.

18. Urban Cottage Loft near Soulard Free Parking Pet Friendly

Benton Park West

"It was located in a very interesting area (Cherokee Street/Antiques Row) and was near many St. Louis attractions. The loft apartment was was really cozy, small, and nicely decorated. Very unique and creative! In my opinion, it would be ideal for an adult couple; the stairs to the loft bedroom area would be a challenge for some. The kitchen was well equipped with appliances and supplies. The private parking area behind the apartment was just right. The bathroom sink was rather small, but...

Dennis

CA $196 total

includes taxes & fees

Nov 17 - Nov 18

A modern kitchen with a built-in refrigerator, dining area with a table and chairs, a sofa, and a TV mounted on the wall.

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

Tower Grove South

A spacious foyer with a grand staircase, a piano, and a large rug.

20. White House at Grand Central

Grand Center

Priscilla

CA $173 total

includes taxes & fees

Nov 8 - Nov 9

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Top Oakland Hotel Reviews

A modern hotel lobby with a reception desk, seating area, and a refreshment bar.

SpringHill Suites St. Louis Brentwood

Brentwood

10/10 Excellent

EFREM

A hotel lobby with a staircase, dining area, and reception desk.

Holiday Inn Express & Suites St. Louis West - Fenton by IHG

Fenton

10/10 Excellent

Jennifer

A swimming pool with a metal ladder, surrounded by chairs and large windows offering a view of the sunset.

La Quinta Inn & Suites by Wyndham St Louis Route 66

St. Louis

10/10 Excellent

yu

A hotel lobby with a hot tub, a pool, and outdoor seating.

Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

10/10 Excellent

Rodney

An indoor swimming pool with lounge chairs and a pool table, surrounded by large windows.

Hampton Inn & Suites St. Louis at Forest Park

Dogtown

10/10 Excellent

Raffaele

A courtyard with outdoor seating, a central fountain, and a view of a tower.

The Knight Center at Washington University

St. Louis

10/10 Excellent

Carlos

A lobby with a reception desk, blue sofas, a coffee table, and a plant display.

Drury Inn & Suites St. Louis Arnold

Arnold

10/10 Excellent

Connie

A modern interior with hanging pendant lights, large windows, and a view of the outside.

Heritage Inn & Suites St. Louis/Fenton, Trademark by Wyndham

Fenton

10/10 Excellent

David

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 $79 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.

Oakland Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Oakland vacation rentals

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

2. 6649 1E | Garden Style Studio Near Forest Park

3. 6653 1S | Beautiful Unit Near Forest Park

4. 6655 1N | Elegance Near the St. Louis Arch

5. 6649 1W | Beautiful Getaway in Central St. Louis

6. 6653 2S | Jewel of Central St. Louis

7. 6653 1N | European Style Unit Near Forest Park

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

9. Charming Tower Grove Flat-Steps to T.G Park+Grand

10. Centrally located in the Tower Grove East neighborhood!

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

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

13. 3BR Dogtown Bungalow |Office + Bar

14. Spacious 1 bd, Ground Floor Apartment Near Barnes - Stay Smiley Rentals

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

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

17. Starry Night | Steps to Tower Grove Park

18. Urban Cottage Loft near Soulard Free Parking Pet Friendly

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

20. White House at Grand Central

Find vacation rentals that suit your style

Top Oakland Hotel Reviews

SpringHill Suites St. Louis Brentwood

10/10 Excellent

Find out more about Oakland

Oakland vacation rentals: An excellent choice for every season

How to find incredible deals on Oakland rentals

Frequently Asked Questions

Can I find vacation rentals in Oakland?

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

What can I see and do in Oakland?

What are vacation rentals like in Oakland?