Holiday Rentals in Oakland

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Holiday Rentals in Oakland

Kasa Forest Park St. Louis

4.0 star property
9.0 out of 10, Wonderful, (112)
"Super clean and convenient for the price. Would put it against rooms costing a lot more"
Kasa Forest Park St. Louis

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (94)
"The room was fantastic. While the bedroom part was smaller than usual, having a small kitchen made more size than usual. I really appreciated having that kitchen. I also appreciated that the thermostat was easy to put up and down when needed. There was no elevator and I was on the third floor, which suited me fine but is something to know. The problem is that there's no front desk and check-in is done an odd way. They send codes to get in rather than having someone to handle it when you get...
The price is €187
includes taxes & fees
5 Dec - 6 Dec
White House at Grand Central

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (192)
"Host and house were both great. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (119)
"Sisters and sisterinlaws who take trips together had a fabulous time! House is great, clean and decorated nicely. Loved walking to shopping. Loved Lewis & Clark restaurant, Magpies, and Bradden 1818."
The St. Charles Guest House, lovely historic home, fun for families and groups

Funky mini loft in fox park! Pet friendly!!

7.4 out of 10, Good, (34)
"I really like how the loft is decorated and we slept great. The owner was very quick to respond to any questions I had. "
The price is €121
includes taxes & fees
3 Dec - 4 Dec
Funky mini loft in fox park! Pet friendly!!

Craigshire Suites

3.0 star property
7.0 out of 10, Good, (1110)
"Great customer service "
The price is €377
includes taxes & fees
29 Nov - 30 Nov
Craigshire Suites

The Lofts of North Main Street

9.6 out of 10, Exceptional, (112)
"Loved the vibe, location couldn’t have been better. The unit was clean and had everything we needed. "
The price is €263
includes taxes & fees
4 Dec - 5 Dec
The Lofts of North Main Street

Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

9.8 out of 10, Exceptional, (58)
"We were extremely impressed with this property and its central location. We were within 10 minutes of the places we visited: the Botanical Gardens, the Arch, and the Budweiser plant tour. We had one question during our stay and the homeowner answered our message to him within minutes. We highly recommend this property and homeowner!"
Spacious Shaw 2 Bedroom - Walk to Botanical Garden & Tower Grove - Pet Friendly

Entire Dogtown House near Zoo, Forest Park and Wash U

10.0 out of 10, Exceptional, (194)
"Was in STL for a college soccer game. Great location, safe neighborhood, house is very clean, we enjoyed our stay and hope to visit STL for a longer stay. "
The price is €201
includes taxes & fees
1 Dec - 2 Dec
Entire Dogtown House near Zoo, Forest Park and Wash U

Boho Bungalow with Great Location!

9.8 out of 10, Exceptional, (39)
"Cute bungalow in a quiet neighborhood. Had the basics. Liked the outdoor area with pretty sunset. "
Boho Bungalow with Great Location!

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

9.8 out of 10, Exceptional, (120)
"This is a great location to enjoy all the amenities on The Hill, without having to drive. Parking can be a little issue, but doable. Host was easy to communicate with and provided information as needed."
The price is €145
includes taxes & fees
1 Dec - 2 Dec
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

10.0 out of 10, Exceptional, (242)
"We had a nice night in the comfortable property."
The price is €151
includes taxes & fees
2 Dec - 3 Dec
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

St Louis Townhome-Perfect for Groups!

8.0 out of 10, Very good, (33)
"This unit was 1.5 miles away from my granddaughters wedding venue. What a time saver for me and family with the rehearsals and wedding activities. Parking was not an issue as my group had three cars. Easy peasy! Host Dan was very helpful with my check in questions and responded promptly. Sheets were clean, water hot, and truly a wonderful experience for my family. Thanks Dan!"
The price is €222
includes taxes & fees
1 Dec - 2 Dec
St Louis Townhome-Perfect for Groups!

Kasa Central West End St. Louis

4.0 star property
8.8 out of 10, Excellent, (47)
"Great property, enjoyed our stay. "
Kasa Central West End St. Louis

Cozy Soulard 2BR w/ Free Parking

9.6 out of 10, Exceptional, (34)
"Thank you Joe for such a wonder stay!!!"
The price is €168
includes taxes & fees
8 Dec - 9 Dec
Cozy Soulard 2BR w/ Free Parking

South City Historic Home w/ private carport

9.6 out of 10, Exceptional, (33)
"very clean, really big, "
The price is €336
includes taxes & fees
2 Dec - 3 Dec
South City Historic Home w/ private carport

Stylish FoxPark 3BR, King Master

10.0 out of 10, Exceptional, (42)
"Week long stay, no complaints. Comfy beds, well stocked, clean, responsive host. Agree on rough stairs access but the city in general is not well maintained so watch for the potholes outside. "
The price is €179
includes taxes & fees
8 Dec - 9 Dec
Stylish FoxPark 3BR, King Master

Remodeled Kirkwood Guest house

10.0 out of 10, Exceptional, (67)
"Nice family neighborhood, very quiet, rental is immaculate clean and looks new. We will be back. "
Remodeled Kirkwood Guest house

Blue Door Bungalow | JZ Vacation Rentals

9.6 out of 10, Exceptional, (28)
"We picked this place to meet up with my 20-something son from DC and their 80-something grandparents (my parents) from the Springfield area. The layout was exceptional-only 4 steps to get in, and my parents could go to their bedroom, kitchen and living area on the same level, while the boys could hang out downstairs watching TV or playing Air Hockey. It worked perfectly for us for the weekend."
Blue Door Bungalow | JZ Vacation Rentals

PREMIER LOCATION: HEART OF THE ITALIAN NBRHD, THE HILL, Dining&Shops Steps Away

10.0 out of 10, Exceptional, (205)
"The apartment was so clean and cozy. It made us feel so comfortable. Great location on The Hill. "
PREMIER LOCATION: HEART OF THE ITALIAN NBRHD, THE HILL, Dining&Shops Steps Away
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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Other types of properties in Oakland you may be interested in

Hollywood Casino & Hotel St. Louis

3.5 star property
8.4 out of 10, Very good, (1713)
"Wishing they had a restaurant that is open after 10:00 pm and better options for breakfast also. Event was close by, perfect location for this. Friendly place to stay "
The price is €121
includes taxes & fees
28 Nov - 29 Nov
Hollywood Casino & Hotel St. Louis

Hyatt Regency St. Louis at The Arch

4.0 star property
8.4 out of 10, Very good, (3550)
"The perfect location to watch the sunrise on the Mississippi River and the Arch. The location is easy to get to and the views from the property are great. The staff were helpful and friendly. The restaurants were good and delicious. The access the national park is the best. Clean rooms. All the amenities are top notch. "
The price is €101
includes taxes & fees
1 Dec - 2 Dec
Hyatt Regency St. Louis at The Arch

Clayton Plaza Hotel & Extended Stay

3.5 star property
9.0 out of 10, Wonderful, (2995)
"."
The price is €117
includes taxes & fees
8 Dec - 9 Dec
Clayton Plaza Hotel & Extended Stay
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.

Frequently asked questions

Can I find holiday rentals in Oakland?

Yes, there are holiday rentals close to the most popular sights in Oakland, or you can select a more secluded option if you're looking for a relaxing stay.

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

Funky mini loft in fox park! Pet friendly!!: This holiday home rental outside of Oakland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 such as St. Louis Union Station and Enterprise Center.

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.