Overland Vacation Rentals

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Vacation Rentals in Overland

Landing Downtown St. Louis

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

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. "
$141 nightly
The price is $165
Sep 8 - Sep 9
Total with taxes and fees
White House at Grand Central

Landing at Ballpark Heights - 1 Bedroom in Down...

8.8 out of 10, Excellent, (29)
"Very nice property. Location is excellent...as long as you find free parking on the street...which we did and did not have move the car for our entire stay because location is perfect! Very clean and spacious! "
Landing at Ballpark Heights - 1 Bedroom in Down...

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

9.6 out of 10, Exceptional, (45)
"Lovely stay, very sweet house in a cute neighborhood. Great for traveling with kids! Thank you!"
$356 nightly
The price is $356
Sep 1 - Sep 2
Total with taxes and fees
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (18)
"Walking distance to several bars and restaurants, the market, and we got front row parking. "
$161 nightly
The price is $161
Sep 1 - Sep 2
Total with taxes and fees
Cozy Soulard Getaway

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (74)
"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."
$367 nightly
The price is $375
Sep 2 - Sep 3
Total with taxes and fees
Stunning 1890's Home - Sleeps 8!

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!"
$143 nightly
The price is $168
Sep 1 - Sep 2
Total with taxes and fees
Centrally located in the Tower Grove East neighborhood!

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, (26)
"One night stay. Location convenient to downtown Clayton. "
$193 nightly
The price is $208
Sep 2 - Sep 3
Total with taxes and fees
Convenience 2 Bedroom House to Explore All of St Louis

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!

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (119)
"Everything was great!"
$239 nightly
The price is $239
Sep 1 - Sep 2
Total with taxes and fees
St. Charles 1860's Gem - Sleeps 6!

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."
$211 nightly
The price is $223
Sep 1 - Sep 2
Total with taxes and fees
House in Soulard near Busch Stadium, Ballpark Village and Anheuser Busch Brewery

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!

HOT TUB! Fishermans lake house retreat

6.8 out of 10, (11)
"Excellent location close to Stl yet in a quiet neighborhood"
$264 nightly
The price is $266
Aug 30 - Aug 31
Total with taxes and fees
HOT TUB! Fishermans lake house retreat

Modern House with Terrace Near Forest Park

9.0 out of 10, Wonderful, (11)
"This was perfect for 6. Close to a park with short running loop. Quaint shops with restaurants nearby. Would definitely stay here again!"
Modern House with Terrace Near Forest Park

Madison House 1 -Walk to Main St

9.0 out of 10, Wonderful, (11)
"Comfy fun stay!"
$261 nightly
The price is $293
Sep 1 - Sep 2
Total with taxes and fees
Madison House 1 -Walk to Main St

Pet-Friendly 1BR Apartment

7.6 out of 10, Good, (4)
"Awesome host. Feels like a normal home. I felt really comfortable here. "
$142 nightly
The price is $153
Sep 3 - Sep 4
Total with taxes and fees
Pet-Friendly 1BR Apartment

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

8.8 out of 10, Excellent, (14)
"My daughter and I were stopping on our way to Kansas and wanted to go to the Arch. Nice location to restaurants and two bedrooms. Clean and tidy place."
$189 nightly
The price is $189
Sep 2 - Sep 3
Total with taxes and fees
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

10.0 out of 10, Exceptional, (69)
"We stayed here for a girls weekend with my highschool friends and it was perfect. The condo was super clean, the location was perfect and the owners were accommodating and communicated promptly. I would highly recommend!"
Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants

Overlook Main St. in this 2 Bedroom Owners Suite!

4.0 star property
9.4 out of 10, Exceptional, (32)
"Perfect place for a visit to St Charles! Hope to return and stay here again!"
Overlook Main St. in this 2 Bedroom Owners Suite!
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 Overland Hotel Reviews

Find out more about Overland

Find out more about Overland

Everything you need to know about Overland 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 Overland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Overland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Overland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Overland rentals

At Expedia, we put the best Overland 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 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 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 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 vacation rentals in Overland?

Yes, we have vacation rentals close to top local attractions in Overland, or you can choose a more remote option if you want a relaxing place to stay. Overland is known for its live music and bars. Make sure you have time to check out the churches and coffeehouses during your trip.

What's the top vacation rental in Overland?

Beautiful, Rehabbed Unit in Shaw Community 4228a: Visitors like this Overland vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

How many vacation rentals are there in Overland?

With 9 Expedia vacation rentals, you're sure 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 vacation rentals like in Overland?

Vacation rentals are privately owned properties you can stay in for several days or more in Overland. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a family trip or a small group gathering.