Overland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 24 - Oct 26
In one month
Nov 7 - Nov 9
In two months
Dec 5 - Dec 7
In three months
Jan 2 - Jan 4

Vacation Rentals in Overland

White House at Grand Central
Comfort Apartment | 1 bedroom, individually decorated, individually furnished, desk

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
Property amenity

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
St. Charles 1860's Gem - Sleeps 6!
Fridge, microwave, oven, stovetop

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (126)
"Perfect place to stay while we were in town for a show! "
The price is ￥19,066
￥38,742 total
includes taxes & fees
Oct 12 - Oct 13
St. Charles 1860's Gem - Sleeps 6!
The St. Charles Guest House, lovely historic home, fun for families and groups
Outdoor dining

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
Residence on the Roundabout
Interior

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
2 bedrooms, desk, iron/ironing board, travel crib

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 ￥13,575
￥35,915 total
includes taxes & fees
Oct 12 - Oct 13
Madison House 1 -Walk to Main St
Centrally located in the Tower Grove East neighborhood!
Interior

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (129)
"Great stay, comfortable furnishings, quiet street. "
The price is ￥11,287
￥25,564 total
includes taxes & fees
Oct 14 - Oct 15
Centrally located in the Tower Grove East neighborhood!
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Dining

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

9.6 out of 10, Exceptional, (51)
"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 ￥21,827
￥52,180 total
includes taxes & fees
Oct 12 - Oct 13
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway
Cozy Soulard Getaway
Terrace/patio

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (26)
"We really enjoyed this location and property. Can’t wait to come back."
The price is ￥10,982
￥27,608 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Soulard Getaway
Cozy Clark Suite in Frenchtown Saint Charles
Smart TV

Cozy Clark Suite in Frenchtown Saint Charles

9.4 out of 10, Exceptional, (9)
"Perfect for a couple. Well maintained. "
Cozy Clark Suite in Frenchtown Saint Charles
Convenience 2 Bedroom House to Explore All of St Louis
Fridge, microwave, stovetop, coffee/tea maker

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (32)
"One night stay. Location convenient to downtown Clayton. "
The price is ￥17,999
￥40,223 total
includes taxes & fees
Oct 13 - Oct 14
Convenience 2 Bedroom House to Explore All of St Louis
Prime Loft of Main Street
Smart TV

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 ￥17,709
￥37,695 total
includes taxes & fees
Oct 19 - Oct 20
Prime Loft of Main Street
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!
Outdoor dining

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

10.0 out of 10, Exceptional, (209)
"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!
Microwave, oven, stovetop, dishwasher

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (82)
"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 ￥29,743
￥61,431 total
includes taxes & fees
Oct 15 - Oct 16
Stunning 1890's Home - Sleeps 8!
St. Charles, MO house with Private Patio
Fridge, microwave, oven, stovetop

St. Charles, MO house with Private Patio

8.8 out of 10, Excellent, (17)
"The responsive of our host was incredible!!We anticipate staying here again!! The location is great. And the neighbors are great.!"
The price is ￥23,063
￥53,828 total
includes taxes & fees
Oct 13 - Oct 14
St. Charles, MO house with Private Patio
Victorian Gem Steps from Main St – Sleeps 9 & Pets
Fridge, microwave, oven, stovetop

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 ￥32,641
￥101,545 total
includes taxes & fees
Oct 19 - Oct 20
Victorian Gem Steps from Main St – Sleeps 9 & Pets
Serene Living Downtown STL Loft
Fridge, microwave, oven, stovetop

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 ￥6,864
￥20,117 total
includes taxes & fees
Oct 19 - Oct 20
Serene Living Downtown STL Loft
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
Fridge, microwave, oven, stovetop

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 ￥10,220
￥24,997 total
includes taxes & fees
Oct 10 - Oct 11
Work-Ready 1BR | Fast Wi-Fi & Laundry – Steps to Tower Grove Park (65)
Entire Dogtown House near Zoo, Forest Park and Wash U
Exterior

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
Honky Tonk Hideaway
Outdoor dining

Honky Tonk Hideaway

9.4 out of 10, Exceptional, (8)
"Great place to stay"
Honky Tonk Hideaway
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

La Quinta Inn & Suites by Wyndham St. Louis Westport

La Quinta Inn & Suites by Wyndham St. Louis Westport

10/10 Excellent
"Got to our room and noticed our towels had poop marks. Unfortunately was not able to dry off with a towel. But other than that the room was clean. "
Mitchell 1-night trip
Posted 2 days ago
La Quinta Inn & Suites by Wyndham St. Louis Westport

Find out more about Overland

Find out more about Overland

Search for holiday rentals in Overland on Expedia! You can easily find your home rentals, villas, holiday apartments in Overland using one of the methods below:

  • View our selection of featured holiday rentals in Overland
  • Use the map to find apartments and other holiday homes in the Overland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Overland while they last

Look no further and take a look at our great range of rental properties in Overland!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

St. Charles 1860's Gem - Sleeps 6!: Visitors like this Overland vacation home rental. It 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 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.