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Overland Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Overland vacation rentals

A living room with a fireplace, a television, and a sofa.

1. Beautiful 4-bedroom house Central to St. Louis and St. Charles

Beautiful 4-bedroom house Central to St. Louis and St. Charles
St. Louis
8.4 out of 10, Very good, (39 reviews)
"Good price for a four bedroom home."
United States
BRAD R.
$310 nightly
The price is $332
Oct 5 - Oct 6
Total with taxes and fees
Beautiful 4-bedroom house Central to St. Louis and St. Charles
A compact kitchen with white cabinets, a stainless steel refrigerator, a coffee maker, and a hanging pendant light.

2. Convenience 2 Bedroom House to Explore All of St Louis

Convenience 2 Bedroom House to Explore All of St Louis
University City
10.0 out of 10, Exceptional, (52 reviews)
"The house was immaculately clean and beds were extremely comfortable!"
United States
Anna M.
$237 nightly
The price is $257
Sep 27 - Sep 28
Total with taxes and fees
Convenience 2 Bedroom House to Explore All of St Louis

3. Great for Business Travelers! Comfortable Suite in St. Louis | BBQ Area

Great for Business Travelers! Comfortable Suite in St. Louis | BBQ Area
Westport
10.0 out of 10, Exceptional, (5 reviews)
"Everything from the staff to the amenities to the rooms were amazing! Definitely recommend staying here! "
Canada
Lashon C.
$243 nightly
The price is $278
Oct 4 - Oct 5
Total with taxes and fees
Great for Business Travelers! Comfortable Suite in St. Louis | BBQ Area
A modern kitchen with a stone accent wall, a central island, and pendant lighting.

4. Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!

Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!
Pinehurst
8.6 out of 10, Excellent, (36 reviews)
"Great place with lots of space great area host is great!"
United States
Jacob L.
$694 nightly
The price is $796
Sep 27 - Sep 28
Total with taxes and fees
Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!
A spacious foyer with a grand staircase, a piano, and a large rug.

5. White House at Grand Central

White House at Grand Central
3.5 star property
Grand Center
8.4 out of 10, Very good, (156 reviews)
"Staff was great and accommodating to my needs."
United States
Triman
$130 nightly
The price is $146
Sep 27 - Sep 28
Total with taxes and fees
White House at Grand Central
A hotel room with a bed, bedside tables, a ceiling fan, a mirror, and a view of the outside.

6. U-City Sleeps 6, Walk to Starbucks & Dewey’s Pizza - Stay Smiley Rentals

U-City Sleeps 6, Walk to Starbucks & Dewey’s Pizza - Stay Smiley Rentals
University City
$294 nightly
The price is $339
Sep 28 - Sep 29
Total with taxes and fees
U-City Sleeps 6, Walk to Starbucks & Dewey’s Pizza - Stay Smiley Rentals
A kitchen with a stainless steel sink, a black faucet, a coffee maker, and a potted plant.

7. Close to All STL : Adorable 3BR/2BTH : STL Zoo Forest Park Wash U Hospitals

Close to All STL : Adorable 3BR/2BTH : STL Zoo Forest Park Wash U Hospitals
Dogtown
10.0 out of 10, Exceptional, (12 reviews)
"Place was clean with plenty amenities and comfy beds! Super easy check-in, we had a lovely stay! Would recommend!"
United States
Mads K.
Close to All STL : Adorable 3BR/2BTH : STL Zoo Forest Park Wash U Hospitals
A hotel lobby with a staircase, a reception desk, and a chandelier.

8. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Westport
9.2 out of 10, Wonderful, (42 reviews)
"Fantastic place!"
United States
Anonymous traveler
$58 nightly
The price is $67
Oct 6 - Oct 7
Total with taxes and fees
2 Queen Beds | Non-Smoking, Kitchen
A modern living room with a dark wood floor, a leather sofa, and a fluffy rug.

9. 3BR Dogtown Bungalow |Office + Bar

3BR Dogtown Bungalow |Office + Bar
Dogtown
9.4 out of 10, Exceptional, (41 reviews)
"Tommy's place is in a great location for a St. Louis visit. We walked to Forest park everyday, and hit up some cute coffee shops and restaurants nearby. His place is also very spacious, clean and has great parking."
United States
Patti H.
$295 nightly
The price is $336
Sep 27 - Sep 28
Total with taxes and fees
3BR Dogtown Bungalow |Office + Bar

10. 6655 1N | Elegance Near the St. Louis Arch

6655 1N | Elegance Near the St. Louis Arch
Dogtown
8.0 out of 10, Very good, (31 reviews)
"Great place to stay for the weekend. Cute and clean. Nice area with lot's of places in walking distance. I will definitely stay again."
United States
Brigitte B.
$150 nightly
The price is $150
Sep 28 - Sep 29
Total with taxes and fees
6655 1N | Elegance Near the St. Louis Arch
A modern living room with two armchairs, a coffee table, and a side table.

11. Old North Shanty/ Historic 1888 Brick Home Near Downtown St. Louis

Old North Shanty/ Historic 1888 Brick Home Near Downtown St. Louis
Hyde Park
9.2 out of 10, Wonderful, (27 reviews)
"Overall all, very nice stay"
United States
Amber W.
$353 nightly
The price is $385
Sep 27 - Sep 28
Total with taxes and fees
Old North Shanty/ Historic 1888 Brick Home Near Downtown St. Louis
A bedroom with a bed, a dresser, and a nightstand. There is a hallway leading to a bathroom and a kitchen.

12. 6647 1W | Quaint Studio in Central St. Louis

6647 1W | Quaint Studio in Central St. Louis
Dogtown
8.2 out of 10, Very good, (29 reviews)
"Great location, secure parking, overall great stay "
United States
Marcus
$140 nightly
The price is $140
Oct 8 - Oct 9
Total with taxes and fees
6647 1W | Quaint Studio in Central St. Louis
A modern kitchen with white cabinets, a stainless steel oven, a microwave, and a refrigerator. There is a dining table with chairs and a ceiling fan.

13. 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, (199 reviews)
"Great cottage, pet friendly, wonderful neighborhood to explore and many great food options within walking distance. Would definitely stay again at this cottage."
United States
Scott J.
$141 nightly
The price is $152
Sep 30 - Oct 1
Total with taxes and fees
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
A bedroom with a large bed, a bedside table, a chair, a desk, a mirror, and a door.

14. 6649 2E | Boutique Hotel Studio in Forest Park

6649 2E | Boutique Hotel Studio in Forest Park
Dogtown
8.0 out of 10, Very good, (16 reviews)
"Friendly staff helped with my booking, check in was easy. Would stay again! "
United States
Marie
$142 nightly
The price is $142
Sep 30 - Oct 1
Total with taxes and fees
6649 2E | Boutique Hotel Studio in Forest Park
A cozy living room with a brick wall, a white sofa with colorful cushions, a small black table, and a potted plant.

15. Prime Loft of Main Street

Prime Loft of Main Street
St. Charles Historic District
9.8 out of 10, Exceptional, (120 reviews)
"Host was great. The cutest place in the perfect spot! "
United States
Anonymous traveler
$207 nightly
The price is $222
Sep 27 - Sep 28
Total with taxes and fees
Prime Loft of Main Street
A staircase with white railings and a ceiling fan.

16. Amazing Renovated Historic Loft on Main Street

Amazing Renovated Historic Loft on Main Street
St. Charles Historic District
10.0 out of 10, Exceptional, (68 reviews)
"Lovely accommodations, very clean, well equipped, great location. "
United States
Emily B.
$221 nightly
The price is $237
Sep 27 - Sep 28
Total with taxes and fees
Amazing Renovated Historic Loft on Main Street
A living room with a white sofa, a black sofa, a glass coffee table, and a cityscape painting.

17. 6653 2S | Jewel of Central St. Louis

6653 2S | Jewel of Central St. Louis
Dogtown
8.0 out of 10, Very good, (26 reviews)
"It was clean and one of the best vrbo stays I went to."
United States
Sabria S.
$150 nightly
The price is $150
Sep 28 - Sep 29
Total with taxes and fees
6653 2S | Jewel of Central St. Louis
A living room with a gray sectional sofa, a fireplace, a flat-screen TV, and a large window with sheer curtains.

18. New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!

New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
St. Charles Historic District
9.6 out of 10, Exceptional, (79 reviews)
"Spacious house and plenty of room in the long drive for everyone's cars which is rare! Would stay at again!"
United States
Matthew B.
$597 nightly
The price is $680
Sep 27 - Sep 28
Total with taxes and fees
New Remodel in St. Charles - Sleeps 10! New patio! Large Fenced-in backyard!
A spacious living area with a grey sofa, a wooden coffee table, and a kitchen area with a bar stool seating.

19. Charming open 4bd and screen-in porch! Sleeps 10!

Charming open 4bd and screen-in porch! Sleeps 10!
Saint Charles
8.8 out of 10, Excellent, (51 reviews)
"Great property, plenty of space, was very clean!"
United States
Will M.
Charming open 4bd and screen-in porch! Sleeps 10!
A modern kitchen with white cabinets, a black and white patterned chair, and a brick wall.

20. Top of Geyer apartment

Top of Geyer apartment
Soulard
9.6 out of 10, Exceptional, (56 reviews)
"This was a great stay. The space, decor, and location was perfect. "
United States
Jerry S.
$211 nightly
The price is $231
Sep 28 - Sep 29
Total with taxes and fees
Top of Geyer apartment
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

Pear Tree Inn St. Louis Airport

Pear Tree Inn St. Louis Airport

10/10 Excellent
"I had a wonderful stay. Staff is fantastic. Great free breakfast. Secure parking. I will be staying here again on my next trip to St. Louis."
Matt 2-night trip
Posted 6 hours ago
Pear Tree Inn St. Louis Airport

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 $67 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Overland?

Yes, we have vacation rentals where you'll be just 6.2 mi (9.9 km) from St. Louis Zoo, providing a more remote option if you'd like a quiet spot 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?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: Visitors like this Overland vacation home rental. It is located in the city center and has a patio, a garden, and a barbecue grill 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 vacation with amenities like a selection of games.

How many vacation rentals are there in Overland?

With 7 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 Enterprise Center 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.