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Oakland Holiday Rentals

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Our top choices for Oakland holiday rentals

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
9.8 out of 10, Exceptional, (8 reviews)
"Thank you we enjoyed the place but we would like to get some more nights if all possible"
United States
Tommy H.
The price is AU$181
includes taxes & fees
2 July - 3 July
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

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, (189 reviews)
"Great location and a cute little bungalow!"
United States
Alicia O.
The price is AU$223
includes taxes & fees
5 July - 6 July
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

6649 2E | Boutique Hotel Studio in Forest Park

6649 2E | Boutique Hotel Studio in Forest Park
Dogtown
8.0 out of 10, Very good, (16 reviews)
"Friendly staff helped with my booking, check in was easy. Would stay again! "
United States
Marie
6649 2E | Boutique Hotel Studio in Forest Park

Safe and private apt-Near Forest Park-Free parking

Safe and private apt-Near Forest Park-Free parking
Dogtown
7.8 out of 10, Good, (11 reviews)
"We enjoyed our stay"
United States
Dee
The price is AU$371
includes taxes & fees
4 July - 5 July
Safe and private apt-Near Forest Park-Free parking

Charming 1BR Retreat Opposite SSM SLU Hospital with Private Parking & Balcony

Charming 1BR Retreat Opposite SSM SLU Hospital with Private Parking & Balcony
The Gate
8.4 out of 10, Very good, (12 reviews)
"Best host I have ever stayed with. Would happily stay at another Synergy property. "
United States
Ceili H.
The price is AU$273
includes taxes & fees
6 July - 7 July
Charming 1BR Retreat Opposite SSM SLU Hospital with Private Parking & Balcony

Settle into Soulard! 6 beds 2 full baths!

Settle into Soulard! 6 beds 2 full baths!
Soulard
8.6 out of 10, Excellent, (13 reviews)
"Clean, convenient and satisfied our needs for this stay. "
United States
Michael L.
The price is AU$409
includes taxes & fees
6 July - 7 July
Settle into Soulard! 6 beds 2 full baths!

Top of Geyer apartment

Top of Geyer apartment
Soulard
9.6 out of 10, Exceptional, (51 reviews)
"This was a great stay. The space, decor, and location was perfect. "
United States
Jerry S.
The price is AU$349
includes taxes & fees
6 July - 7 July
Top of Geyer apartment

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, (162 reviews)
"Great location in the Tower Grove area. We would definitely stay again!"
United States
Jeffrey Z.
The price is AU$224
includes taxes & fees
6 July - 7 July
Centrally located in the Tower Grove East neighborhood!

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, (31 reviews)
"Well supplied, responsive host, great location! "
United States
Christine C.
The price is AU$339
includes taxes & fees
15 July - 16 July
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

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, (49 reviews)
"Made us feel like we was at home nice place "
United States
Marshay M.
The price is AU$389
includes taxes & fees
6 July - 7 July
Convenience 2 Bedroom House to Explore All of St Louis

Pet-Friendly Soulard Townhouse · 2BR/2BA · Parking + Rooftop Deck

Pet-Friendly Soulard Townhouse · 2BR/2BA · Parking + Rooftop Deck
Soulard
9.8 out of 10, Exceptional, (6 reviews)
The price is AU$324
includes taxes & fees
2 July - 3 July
Pet-Friendly Soulard Townhouse · 2BR/2BA · Parking + Rooftop Deck

Cozy Soulard 2BR w/ Free Parking

Cozy Soulard 2BR w/ Free Parking
Soulard
9.6 out of 10, Exceptional, (65 reviews)
"This is a gem in the heart of a historic neighborhood with the best bars and restaurants and music in the city! Could not pick a better location. It was so cute with a great view and wonderful hosts!!!"
United States
Renee
The price is AU$339
includes taxes & fees
6 July - 7 July
Cozy Soulard 2BR w/ Free Parking

Charming Loft Off Cherokee Pet Friendly & Parking

Charming Loft Off Cherokee Pet Friendly & Parking
Benton Park West
9.6 out of 10, Exceptional, (70 reviews)
"We love staying here!"
United States
Jennifer V.
The price is AU$238
includes taxes & fees
23 July - 24 July
Charming Loft Off Cherokee Pet Friendly & Parking

6649 1W | Beautiful Getaway in Central St. Louis

6649 1W | Beautiful Getaway in Central St. Louis
Dogtown
7.4 out of 10, Good, (11 reviews)
"Conveniently located "
United States
Nicole S.
The price is AU$234
includes taxes & fees
6 July - 7 July
6649 1W | Beautiful Getaway in Central St. Louis

Stylish South City King 1BR Apt

Stylish South City King 1BR Apt
Marine Villa
10.0 out of 10, Exceptional, (9 reviews)
"Beatiful home close to venues and shops. "
United States
Kelly H.
The price is AU$264
includes taxes & fees
13 July - 14 July
Stylish South City King 1BR Apt

6 mins to DT St. Louis and Arch view. Complimentary water,wine & breakfast

6 mins to DT St. Louis and Arch view. Complimentary water,wine & breakfast
Caseyville
9.4 out of 10, Exceptional, (25 reviews)
"Nice quiet stay. Host was quick to respond & accommodate everything. Highly recommend!"
United States
Heather
The price is AU$310
includes taxes & fees
5 July - 6 July
6 mins to DT St. Louis and Arch view. Complimentary water,wine & breakfast

2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Westport
9.8 out of 10, Exceptional, (38 reviews)
"Fantastic place!"
United States
Anonymous traveller
The price is AU$156
includes taxes & fees
14 July - 15 July
2 Queen Beds | Non-Smoking, Kitchen

Cute town house with fenced backyard

Cute town house with fenced backyard
Barnhart
9.6 out of 10, Exceptional, (18 reviews)
"We stayed here while visiting family nearby. It met our needs. "
United States
Caren L.
The price is AU$423
includes taxes & fees
2 July - 3 July
Cute town house with fenced backyard

Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (37 reviews)
"Great location and communication from host!!"
United States
rachel l.
The price is AU$341
includes taxes & fees
5 July - 6 July
Starry Night | Steps to Tower Grove Park

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, (18 reviews)
"We had a great experience. The place was clean and had a lot of character. The check in and check out process was easy. Dan had great communication with me. We walked to Miami Cafe around the corner and recommend it to anyone who stays here. The atmosphere and neighborhood had a lot of character. We enjoyed our stay!"
United States
Cheryl
The price is AU$292
includes taxes & fees
6 July - 7 July
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, 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 favourite 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 depend 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 AU$144 per night. Entering your travel dates in the search wizard might find you 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, we have holiday rentals where you'll be just 6.5 mi (10.5 km) from St. Louis Zoo, providing a more remote option to escape the hustle and bustle.

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

Pet-Friendly Soulard Townhouse · 2BR/2BA · Parking + Rooftop Deck: This holiday home rental outside of Oakland offers a fireplace, a balcony and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of garden in this rental home to help you unwind.

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. 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.