Overland Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Overland holiday rentals

Individually decorated, individually furnished, desk, laptop workspace
White House at Grand Central

White House at Grand Central

White House at Grand Central
4.0 star property
Grand Center
8.6 out of 10, Excellent, (124)
"Very clean and very friendly people "
United States
Mary
The price is HK$528
HK$1,117 total
includes taxes & fees
4 Jan - 5 Jan 2026
White House at Grand Central
Fridge, microwave, oven, stovetop
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

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

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
The Hill
9.8 out of 10, Exceptional, (160)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is HK$739
HK$1,193 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
Outdoor dining
The St. Charles Guest House, lovely historic home, fun for families and groups

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

The St. Charles Guest House, lovely historic home, fun for families and groups
St. Charles Historic District
10.0 out of 10, Exceptional, (136)
"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
Terrace/patio
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
Southwest Garden
10.0 out of 10, Exceptional, (288)
"A comfortable stay in a wonderful neighborhood. This location was great and allowed us to visit all the places we planned. It was very clean and well stocked "
United States
Karen F.
The price is HK$661
HK$1,240 total
includes taxes & fees
4 Jan - 5 Jan 2026
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.
Desk, laptop workspace, blackout curtains, WiFi
Value Suites Extended Stay - St Louis

Value Suites Extended Stay - St Louis

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 HK$2,974
HK$4,087 total
includes taxes & fees
19 Dec - 20 Dec
Value Suites Extended Stay - St Louis
Microwave, oven, stovetop, dishwasher
Stunning 1890's Home - Sleeps 8!

Stunning 1890's Home - Sleeps 8!

Stunning 1890's Home - Sleeps 8!
St. Charles Historic District
10.0 out of 10, Exceptional, (102)
"Really nice place to stay. Highly recommend!"
United States
Cindy S.
The price is HK$1,113
HK$2,646 total
includes taxes & fees
23 Dec - 24 Dec
Stunning 1890's Home - Sleeps 8!
Interior
Luxury 2BEDROOM LOFT near Bush Stadium

Luxury 2BEDROOM LOFT near Bush Stadium

Luxury 2BEDROOM LOFT near Bush Stadium
Downtown St. Louis
9.2 out of 10, Wonderful, (7)
"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! "
United States
Kelci Y.
Luxury 2BEDROOM LOFT near Bush Stadium
Fridge, microwave, oven, stovetop
St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!

St. Charles 1860's Gem - Sleeps 6!
St. Charles Historic District
9.8 out of 10, Exceptional, (136)
"This was such a cute historical home and was perfect for our weekend in St Charles!"
United States
Isabelle C.
The price is HK$1,081
HK$2,101 total
includes taxes & fees
28 Dec - 29 Dec
St. Charles 1860's Gem - Sleeps 6!
2 bedrooms, desk, iron/ironing board, free WiFi
The Otter Suite at Divine Otter

The Otter Suite at Divine Otter

The Otter Suite at Divine Otter
St. Charles Historic District
9.0 out of 10, Wonderful, (7)
"Great Location near many bars and restaurants on a very cool street that hosts many events and festivals. "
United States
Ryan C.
The Otter Suite at Divine Otter
Outdoor dining
Honky Tonk Hideaway

Honky Tonk Hideaway

Honky Tonk Hideaway
St. Charles Historic District
8.8 out of 10, Excellent, (12)
"Great location close to historic district."
United States
Hugh S.
The price is HK$805
HK$2,418 total
includes taxes & fees
25 Dec - 26 Dec
Honky Tonk Hideaway
Fridge, microwave, oven, stovetop
Entire 4BR Home near Lafayette Square

Entire 4BR Home near Lafayette Square

Entire 4BR Home near Lafayette Square
The Gate
9.8 out of 10, Exceptional, (85)
"What a great stay! We had everything we needed and the owners even went out of their way to accommodate an easier way to get into the house for a family member who had a recent surgery. "
United States
Linda L.
The price is HK$1,206
HK$2,317 total
includes taxes & fees
4 Jan - 5 Jan 2026
Entire 4BR Home near Lafayette Square
Smart TV
Cozy Clark Suite in Frenchtown Saint Charles

Cozy Clark Suite in Frenchtown Saint Charles

Cozy Clark Suite in Frenchtown Saint Charles
St. Charles Historic District
9.6 out of 10, Exceptional, (14)
"Awesome place to stay"
United States
paul
Cozy Clark Suite in Frenchtown Saint Charles
2 bedrooms, desk, iron/ironing board, travel cot
Madison House 1 -Walk to Main St

Madison House 1 -Walk to Main St

Madison House 1 -Walk to Main St
St. Charles Historic District
8.4 out of 10, Very good, (15)
"The house was clean and well stocked, location was great, and plenty of street parking. "
United States
Brad K.
The price is HK$692
HK$1,832 total
includes taxes & fees
22 Dec - 23 Dec
Madison House 1 -Walk to Main St
Terrace/patio
Brand New! Soulard Charmer - Pet Friendly.

Brand New! Soulard Charmer - Pet Friendly.

Brand New! Soulard Charmer - Pet Friendly.
Soulard
9.6 out of 10, Exceptional, (24)
"This house was beautiful and in a very nice spot in St. Louis. Close to everything and the hosts were amazing. Would definitely use again "
United States
Justin B.
The price is HK$1,015
HK$2,027 total
includes taxes & fees
21 Dec - 22 Dec
Brand New! Soulard Charmer - Pet Friendly.
Interior
Centrally located in the Tower Grove East neighborhood!

Centrally located in the Tower Grove East neighborhood!

Centrally located in the Tower Grove East neighborhood!
Tower Grove East
9.8 out of 10, Exceptional, (136)
"Great little place and location was close to our event."
United States
RL T.
The price is HK$576
HK$1,304 total
includes taxes & fees
21 Dec - 22 Dec
Centrally located in the Tower Grove East neighborhood!
Dining
Tamm Ave 3-BR Retreat

Tamm Ave 3-BR Retreat

Tamm Ave 3-BR Retreat
Dogtown
9.6 out of 10, Exceptional, (48)
"We enjoyed are stay at this house. It was very clean and comfortable. Host was very quick to respond and easy check in. Nice neighborhood, felt very safe. Would for sure stay here again!!"
United States
Cindy A.
Tamm Ave 3-BR Retreat
Outdoor dining
Spacious 2 BR Balcony Hideaway

Spacious 2 BR Balcony Hideaway

Spacious 2 BR Balcony Hideaway
Northampton
8.0 out of 10, Very good, (15)
"The apartment was super cute. And was in a great spot not too far away from the places we wanted to visit. I had to contact the owners a few times and they were quick to respond. Would most definitely stay there again if we ever come back. "
United States
Anonymous traveller
Spacious 2 BR Balcony Hideaway
Microwave, oven, stovetop, dishwasher
Stylish City Reno Retreat!

Stylish City Reno Retreat!

Stylish City Reno Retreat!
Hyde Park
6.4 out of 10, (15)
"We were pleased with our stay and would stay again"
United States
Nicole L.
Stylish City Reno Retreat!
Fridge, microwave, oven, stovetop
Home Near Main Street-Covered Patio-Hot Tub!

Home Near Main Street-Covered Patio-Hot Tub!

Home Near Main Street-Covered Patio-Hot Tub!
Saint Charles
9.8 out of 10, Exceptional, (26)
"The place was great! "
United States
Melissa I.
The price is HK$1,823
HK$3,906 total
includes taxes & fees
19 Dec - 20 Dec
Home Near Main Street-Covered Patio-Hot Tub!
Fridge, microwave, oven, stovetop
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟

🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
St. Charles Historic District
9.8 out of 10, Exceptional, (76)
"Great location, lovely house.Easy to find restaurants, places to shop and nice area for strolling."
United States
Dianne P.
🌟 Adorable Historic 🏠 in the ❤️ of St. Charles 🌟
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

Embassy Suites by Hilton St. Louis Downtown

Embassy Suites by Hilton St. Louis Downtown

10/10 Excellent
"The room was fantastic. It was the first snowy day of the season! The room was clean and fresh with plenty of towels for all of us to shower. The pool was a welcome sight after traveling in the cold weather. The arch and Riverboat reservation were canceled due to inclement weather conditions. We did the pool, snacks and drinks. The room was very spacious with the separate bedroom area. Our room had a nice dining table and chairs. Sofa was very comfortable, one of the girls slept on it as a sofa bed. Bell hop service was wonderful, Steve helped us get everything from the van to our room, and then back again when we checked out. The dining room was very spacious and the breakfast was delicious! The kids made their own waffles with all the toppings! Juice selection and coffee was great. I can’t think of anything that we didn’t enjoy about our stay! Just saying good bye to family when our weekend came to an end. Thanks for making our thanksgiving weekend special for us all. "
Kathy 2-night trip
Posted 1 day ago
Embassy Suites by Hilton St. Louis Downtown

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!

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?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: This holiday home rental outside of Overland is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Overland?

With 10 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.