Holiday Rentals in Overland

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Holiday Rentals in Overland

White House at Grand Central

4.0 star property
Grand Center
8.6 out of 10, Excellent, (123)
"Very clean and very friendly people "
United States
Mary
The price is €133
includes taxes & fees
23 Nov - 24 Nov
White House at Grand Central

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

St. Charles Historic District
10.0 out of 10, Exceptional, (135)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
United States
Lisa S.
The St. Charles Guest House, lovely historic home, fun for families and groups

Stunning 1890's Home - Sleeps 8!

St. Charles Historic District
10.0 out of 10, Exceptional, (90)
"Check-in was easy and the house was lovely "
United States
Delfino A.
The price is €332
includes taxes & fees
18 Nov - 19 Nov
Stunning 1890's Home - Sleeps 8!

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

St. Charles Historic District
10.0 out of 10, Exceptional, (209)
"Nice view of the Mississippi in the morning. Just off of the main street in old town St Charles, this place was perfect for our needs."
United States
Ralph
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

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

The Hill
9.8 out of 10, Exceptional, (155)
"Clean, very nice host, cute little building. It was a little warm in there with the window unit but other wise it was amazing "
United States
Lindsay
The price is €127
includes taxes & fees
23 Nov - 24 Nov
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Cozy Clark Suite in Frenchtown Saint Charles

St. Charles Historic District
9.6 out of 10, Exceptional, (11)
"Awesome place to stay"
United States
paul
Cozy Clark Suite in Frenchtown Saint Charles

Home Near Main Street-Covered Patio-Hot Tub!

Saint Charles
9.8 out of 10, Exceptional, (25)
"The place was great! "
United States
Melissa I.
The price is €482
includes taxes & fees
21 Nov - 22 Nov
Home Near Main Street-Covered Patio-Hot Tub!

Centrally located in the Tower Grove East neighborhood!

Tower Grove East
9.8 out of 10, Exceptional, (132)
"Comfortable, clean, good location, a well maintained backyard, cute furnishings. Would happy stay here again. "
United States
Kari W.
The price is €154
includes taxes & fees
11 Dec - 12 Dec
Centrally located in the Tower Grove East neighborhood!

The Hare Suite at Divine Otter

St. Charles Historic District
9.4 out of 10, Exceptional, (12)
"This is such a cute place. Highly recommend. Very relaxing while also all kinds of shopping and dining options. There was a water main break our first few hrs into the stay. Host was great responded fast to any questions we had. "
United States
Pam
The Hare Suite at Divine Otter

St. Charles 1860's Gem - Sleeps 6!

St. Charles Historic District
9.8 out of 10, Exceptional, (131)
"This was such a cute historical home and was perfect for our weekend in St Charles!"
United States
Isabelle C.
The price is €238
includes taxes & fees
23 Nov - 24 Nov
St. Charles 1860's Gem - Sleeps 6!

Honky Tonk Hideaway

St. Charles Historic District
9.2 out of 10, Wonderful, (10)
"Great location close to historic district."
United States
Hugh S.
The price is €260
includes taxes & fees
18 Nov - 19 Nov
Honky Tonk Hideaway

Value Suites Extended Stay - St Louis

3.0 star property
Maryland Heights
7.0 out of 10, Good, (1110)
"We’ve stayed here twice before and have always been pleased with everything. Very good hotel close to what we need."
United States
Timothy
The price is €452
includes taxes & fees
18 Nov - 19 Nov
Value Suites Extended Stay - St Louis

Serene Living Downtown STL Loft

Downtown West
7.6 out of 10, Good, (13)
"The apartment, furniture, and kitchenware are clean. The apartment is spacious. I felt comfortable staying and sleeping there. "
United States
Thunyapong
The price is €130
includes taxes & fees
1 Dec - 2 Dec
Serene Living Downtown STL Loft

Stylish City Reno Retreat!

Hyde Park
6.4 out of 10, (13)
"We were pleased with our stay and would stay again"
United States
Nicole L.
Stylish City Reno Retreat!

Charming 3-bedroom house with WiFi, AC in the heart of St. Louis

2.0 star property
Northampton
8.4 out of 10, Very good, (24)
"Excellent location very clean place "
United States
kimberly b.
The price is €277
includes taxes & fees
24 Nov - 25 Nov
Charming 3-bedroom house with WiFi, AC in the heart of St. Louis

Madison House 1 -Walk to Main St

St. Charles Historic District
8.6 out of 10, Excellent, (14)
"Comfortable place to stay easy to find location close to everything in St Charles"
United States
Steven H.
The price is €211
includes taxes & fees
20 Nov - 21 Nov
Madison House 1 -Walk to Main St

Spacious 2 bedroom apartment with 3 queen beds and 2 full baths

Marine Villa
9.6 out of 10, Exceptional, (115)
"Host was fantastic with communication. "
United States
Patrice B.
Spacious 2 bedroom apartment with 3 queen beds and 2 full baths

Large Executive 1st Floor Apartment with Chefs Kitchen!

Benton Park
9.2 out of 10, Wonderful, (17)
"This place is beautiful! Comfortable bed, big kitchen. Nice living room area. Quiet and safe. We liked it a lot. "
United States
Byard
Large Executive 1st Floor Apartment with Chefs Kitchen!

Classy Midtown 3BR, King Master

The Gate
10.0 out of 10, Exceptional, (60)
"Very charming and comfortable accommodations in a safe and beautiful part of town, convenient to many attractions."
United States
Robin L.
The price is €185
includes taxes & fees
1 Dec - 2 Dec
Classy Midtown 3BR, King Master

Artsy Creative Haven Home St. Louis Art District

Grand Center
9.8 out of 10, Exceptional, (6)
"The property was great. The location is a little suspect. "
United States
Craig f.
Artsy Creative Haven Home St. Louis Art District
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

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 €127 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?

The St. Charles Guest House, lovely historic home, fun for families and groups: This holiday home rental outside of Overland is located on a river, and has a fireplace, a selection of games and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Gateway Arch 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.