Overland Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Overland

Our top choices for Overland holiday rentals

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (116)
"It was very clean and nicely decorated. The house is a cool old building. The AC worked great (important, as it was super muggy outside.) I was only there for a couple nights but I think it would have worked well for a longer stay. "
The price is AU$253
includes taxes & fees
10 Sept - 11 Sept
White House at Grand Central

Landing Downtown St. Louis

4.0 star property
8.0 out of 10, Very good, (11)
"Good place!"
Landing Downtown St. Louis

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

10.0 out of 10, Exceptional, (132)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
The St. Charles Guest House, lovely historic home, fun for families and groups

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (28)
"One night stay. Location convenient to downtown Clayton. "
The price is AU$395
includes taxes & fees
10 Sept - 11 Sept
Convenience 2 Bedroom House to Explore All of St Louis

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (119)
"Everything was great!"
The price is AU$387
includes taxes & fees
14 Sept - 15 Sept
St. Charles 1860's Gem - Sleeps 6!

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (125)
"Thoroughly enjoyed staying here. My sister and I were in town for an event and staying here made it even more fun!"
The price is AU$259
includes taxes & fees
10 Sept - 11 Sept
Centrally located in the Tower Grove East neighborhood!

Residence on the Roundabout

9.6 out of 10, Exceptional, (136)
"Very clean. Comfortable couch/beds"
Residence on the Roundabout

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (18)
"This place was great, George was very quick on communication. I would stay here again for sure! "
The price is AU$262
includes taxes & fees
15 Sept - 16 Sept
Cozy Soulard Getaway

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

10.0 out of 10, Exceptional, (205)
"The riverside guest house was a perfect find for our two day getaway. Would definitely stay again. Perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (75)
"The house is beautiful, in a great location, and has all the amenities of home. Definitely glad we stayed here instead of a nearby hotel."
The price is AU$624
includes taxes & fees
15 Sept - 16 Sept
Stunning 1890's Home - Sleeps 8!

Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

9.6 out of 10, Exceptional, (47)
"Lovely stay, very sweet house in a cute neighborhood. Great for traveling with kids! Thank you!"
The price is AU$519
includes taxes & fees
10 Sept - 11 Sept
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Large Executive 1st Floor Apartment with Chefs Kitchen!

9.0 out of 10, Wonderful, (15)
"This place is beautiful! Comfortable bed, big kitchen. Nice living room area. Quiet and safe. We liked it a lot. "
Large Executive 1st Floor Apartment with Chefs Kitchen!

Stylish City Reno Retreat!

7.4 out of 10, Good, (8)
"This property was not as we expected. The floor was disgustingly dirty, the dishwasher had food particles in it and smelled horrible (plus no dishwashing detergent to run a cycle), 1 roll of toilet paper, no replacement garbage bags, and opened food packages in the kitchen cabinets. I communicated these things to the owner and although he took forever to get back to me he did have someone drop off toilet paper, garbage bags, and dishwasher pods. The floor was so dirty that we needed to wear...
Stylish City Reno Retreat!

Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

9.6 out of 10, Exceptional, (65)
"Comfy beds, plenty of towels, good location."
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

Serene Living Downtown STL Loft

7.8 out of 10, Good, (7)
"This loft was great. We were able to walk to restaurants, some attractions, Washington Ave.and the Metro Link. The loft was very clean and roomy. At night you can watch volleyball from the living room. The host was very responsive. I would stay here again."
The price is AU$220
includes taxes & fees
14 Sept - 15 Sept
Serene Living Downtown STL Loft

The Lewis & Clark Hangout

9.0 out of 10, Wonderful, (17)
"Enjoyed are stay"
The price is AU$684
includes taxes & fees
7 Sept - 8 Sept
The Lewis & Clark Hangout

House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

10.0 out of 10, Exceptional, (90)
"We enjoyed our one night stay here. There's plenty of space and lots of historic character. Everything was as described and our check in and out process was simple."
The price is AU$344
includes taxes & fees
7 Sept - 8 Sept
House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

The Otter Suite at Divine Otter

8.0 out of 10, Very good, (1)
"We absolutely loved this place! I would recommend this place. We had one issue but it was resolved. If you have children, I would probably stay somewhere else. There are bars all around and gets loud at night but it does get really quiet after 1:30 a.m. The property manager was absolutely amazing and is very quick to respond to your needs. "
The Otter Suite at Divine Otter

DreamAwayHome Metro

2.0 star property
2.0 out of 10, (1)
"I sisnt like rhat the property was dirty when i arrived and still had to pay cleaning fees. Also the shower and bath wasnt readhcto be used so i had to ojt the unit into a nother unit to shower/bath"
The price is AU$373
includes taxes & fees
6 Sept - 7 Sept
DreamAwayHome Metro

South City Historic Home w/ private carport

9.0 out of 10, Wonderful, (41)
"It was so amazing at home, and host was wonderful. I will definitely be booking."
The price is AU$498
includes taxes & fees
9 Sept - 10 Sept
South City Historic Home w/ private carport
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Overland Hotel Reviews

Find out more about Overland

Find out more about Overland

Everything you need to know about Overland 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 Overland 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 Overland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Overland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Overland. 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 Overland 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 Overland holiday rentals we have selected for you start as low as AU$220 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Overland rentals

At Expedia, we put the best Overland 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 Overland 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 Overland 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 Overland. 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 Overland?

Yes, there are holiday rentals close to the most popular sights in Overland, or you can select a more secluded option if you're looking for a relaxing stay. Overland is known for its live music and bars. Make sure you have time to check out the churches and coffee shops during your trip.

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

Convenience 2 Bedroom House to Explore All of St Louis: This holiday home rental outside of Overland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Overland?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Overland stay.

What can I see and do in Overland?

Explore the area and family-friendly sights such as St. Louis Zoo, or get out into nature at a spot like Forest Park. St. Louis Union Station and Busch Stadium are other popular places to visit in the area.

What are holiday rentals like in Overland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Overland. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family gatherings.