Holiday Rentals in Overland

Start date: Check-in selected.
To Date
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 one month
In two months
In three months

Holiday Rentals in Overland

White House at Grand Central

4.0 star property
8.4 out of 10, Very good, (120)
"The property is in a Safe neighborhood. "
White House at Grand Central

Landing Downtown St. Louis

4.0 star property
7.6 out of 10, Good, (15)
"Great place to stay when watching the Cardinals. "
Landing Downtown St. Louis

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

10.0 out of 10, Exceptional, (133)
"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

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (122)
"Perfect place to stay while we were in town for a show! "
The price is €221
includes taxes & fees
12 Oct - 13 Oct
St. Charles 1860's Gem - Sleeps 6!

Residence on the Roundabout

9.4 out of 10, Exceptional, (138)
"Very clean. Comfortable couch/beds"
Residence on the Roundabout

Madison House 1 -Walk to Main St

8.8 out of 10, Excellent, (13)
"Comfortable place to stay easy to find location close to everything in St Charles"
The price is €214
includes taxes & fees
5 Oct - 6 Oct
Madison House 1 -Walk to Main St

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (128)
"Great stay, comfortable furnishings, quiet street. "
The price is €147
includes taxes & fees
5 Oct - 6 Oct
Centrally located in the Tower Grove East neighborhood!

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (31)
"One night stay. Location convenient to downtown Clayton. "
The price is €229
includes taxes & fees
5 Oct - 6 Oct
Convenience 2 Bedroom House to Explore All of St Louis

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

9.6 out of 10, Exceptional, (50)
"This place was perfect for our visit to St Charles. We'll definitely book it again the next time we come to visit family"
The price is €308
includes taxes & fees
5 Oct - 6 Oct
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (25)
"We really enjoyed this location and property. Can’t wait to come back."
The price is €158
includes taxes & fees
5 Oct - 6 Oct
Cozy Soulard Getaway

Cozy Clark Suite in Frenchtown Saint Charles

9.4 out of 10, Exceptional, (8)
"Perfect for a couple. Well maintained. "
Cozy Clark Suite in Frenchtown Saint Charles

Prime Loft of Main Street

9.8 out of 10, Exceptional, (99)
"This is a great property located in wiyhin walking distance to shops restaurants and interesting things to see"
The price is €193
includes taxes & fees
6 Oct - 7 Oct
Prime Loft of Main Street

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

10.0 out of 10, Exceptional, (208)
"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, (79)
"We loved this beautiful property. The host was great at communicating with us and took care of everything we needed to accommodate my family. We will be booking this property for our next stay!"
The price is €353
includes taxes & fees
15 Oct - 16 Oct
Stunning 1890's Home - Sleeps 8!

Large Executive 1st Floor Apartment with Chefs Kitchen!

9.0 out of 10, Wonderful, (16)
"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!

Victorian Gem Steps from Main St – Sleeps 9 & Pets

9.8 out of 10, Exceptional, (17)
"Great location and accommodation for a business trip with some colleagues. Easy to check in and find everything we needed! Super cute and cozy!"
The price is €546
includes taxes & fees
6 Oct - 7 Oct
Victorian Gem Steps from Main St – Sleeps 9 & Pets

Serene Living Downtown STL Loft

7.6 out of 10, Good, (9)
"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 €124
includes taxes & fees
9 Oct - 10 Oct
Serene Living Downtown STL Loft

Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

2.0 star property
7.2 out of 10, Good, (10)
"Location was quiet and safe and apartment was as shown in pictures "
The price is €134
includes taxes & fees
6 Oct - 7 Oct
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)

Entire Dogtown House near Zoo, Forest Park and Wash U

10.0 out of 10, Exceptional, (214)
"Great place to stay. Quiet area and close to activities. "
Entire Dogtown House near Zoo, Forest Park and Wash U

Luxury 2BEDROOM LOFT near Bush Stadium

9.6 out of 10, Exceptional, (4)
"The location was perfect to access all things Downtown! The space was clean and well furnished. Check in/out was a breeze and the included parking spot was a huge plus for us! Great place to stay! "
Luxury 2BEDROOM LOFT near Bush Stadium
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, apart-hotels, 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 favorite 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 depends 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 €124 per night. Entering your travel dates in the search wizard you might find 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?

St. Charles 1860's Gem - Sleeps 6!: This holiday home rental outside of Overland is located on a river, and has a garden, a selection of books and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.