A city skyline with a prominent arch bridge over a river reflecting city lights.

Overland Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (41 reviews)
"Good price for a four bedroom home."
United States
BRAD R.
$327 nightly
The price is $349
Oct 6 - Oct 7
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.
$245 nightly
The price is $265
Oct 6 - Oct 7
Total with taxes and fees
Convenience 2 Bedroom House to Explore All of St Louis
A hotel lobby with a staircase, a reception desk, and a chandelier.

3. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Westport
8.8 out of 10, Excellent, (46 reviews)
"The price was cheap but I would not recommend the property. It is run down and depressing. My room had a deep depression under the carpeting near the bed that almost made me stumble. Upon checking in, I was charged extra fees I wasn't prepared for. There is no-one onsite during off hours to provide assistance."
United States
John
$56 nightly
The price is $64
Oct 18 - Oct 19
Total with taxes and fees
2 Queen Beds | Non-Smoking, Kitchen
A living room with a green sofa, a wooden coffee table, and hanging plants.

4. Safe and private apt-Near Forest Park-Free parking

Safe and private apt-Near Forest Park-Free parking
Dogtown
7.2 out of 10, Good, (15 reviews)
"I loved that it was in an older building and there is history there. The best were comfortable, and the apartment was spotless."
United States
Machelle
Safe and private apt-Near Forest Park-Free parking
A bedroom with a large bed, a bedside table, a chair, a desk, a mirror, and a door.

5. 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
6649 2E | Boutique Hotel Studio in Forest Park
A living room with a white sofa, a black sofa, a glass coffee table, and a cityscape painting.

6. 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
Oct 6 - Oct 7
Total with taxes and fees
6653 2S | Jewel of Central St. Louis
Living area

7. 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
Oct 6 - Oct 7
Total with taxes and fees
6655 1N | Elegance Near the St. Louis Arch
A spacious living area with a dining table, sofa, and a large window with blinds.

8. Stunning Minimalist Gem | Fenced Backyard + W/D

Stunning Minimalist Gem | Fenced Backyard + W/D
Princeton Heights
9.8 out of 10, Exceptional, (29 reviews)
"Nice area, very well kept house and easy check-in process. Good parking"
United States
Christopher
$160 nightly
The price is $188
Oct 7 - Oct 8
Total with taxes and fees
Stunning Minimalist Gem | Fenced Backyard + W/D
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.

9. 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, (200 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
Oct 12 - Oct 13
Total with taxes and fees
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!
A modern kitchen with a built-in refrigerator, a dining area with a wooden table and benches, a gray sofa, and large windows providing natural light.

10. Chic Minimalist Gem w/ Fenced Backyard + W/D

Chic Minimalist Gem w/ Fenced Backyard + W/D
Princeton Heights
9.4 out of 10, Exceptional, (20 reviews)
"Very nice, clean, modern apartment in a safe, quiet, suburban neighborhood. We were very happy with our stay there for our visit to WashU and St. Louis."
United States
Dave
$150 nightly
The price is $176
Oct 6 - Oct 7
Total with taxes and fees
Chic Minimalist Gem w/ Fenced Backyard + W/D
A spacious foyer with a grand staircase, a piano, and a large rug.

11. White House at Grand Central

White House at Grand Central
3.5 star property
Grand Center
8.4 out of 10, Very good, (162 reviews)
"Nice find in the city"
United States
Mark
$134 nightly
The price is $151
Oct 6 - Oct 7
Total with taxes and fees
White House at Grand Central
A hotel room with a bed, a desk, a chair, a lamp, and a telephone.

12. 1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
Westport
9.6 out of 10, Exceptional, (41 reviews)
"Great spot!"
United States
Anonymous traveler
$56 nightly
The price is $64
Oct 18 - Oct 19
Total with taxes and fees
1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed
A modern living room with a dark wood floor, a leather sofa, and a fluffy rug.

13. 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.
$313 nightly
The price is $354
Oct 7 - Oct 8
Total with taxes and fees
3BR Dogtown Bungalow |Office + Bar
Free breakfast available on-site.

14. 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.
$256 nightly
The price is $291
Oct 11 - Oct 12
Total with taxes and fees
Great for Business Travelers! Comfortable Suite in St. Louis | BBQ Area
A hotel lobby with a staircase, a reception desk, and a seating area.

15. 2 Queen Beds | Mobil Access Tub Nsmk Kitchen

2 Queen Beds | Mobil Access Tub Nsmk Kitchen
Westport
9.8 out of 10, Exceptional, (45 reviews)
"Great place to stay!"
United States
Anonymous traveler
$56 nightly
The price is $64
Oct 25 - Oct 26
Total with taxes and fees
2 Queen Beds | Mobil Access Tub Nsmk Kitchen
A dining area with a wooden table, grey upholstered chairs, a bench, a patterned rug, a brick wall, a framed picture, and a potted plant.

16. 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, (178 reviews)
"Great place!"
United States
Arthur S.
$142 nightly
The price is $153
Oct 6 - Oct 7
Total with taxes and fees
Centrally located in the Tower Grove East neighborhood!
A modern kitchen with a stone accent wall, a central island, and pendant lighting.

17. 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)
"Convenient location and safe neighborhood"
United States
Ann M.
$646 nightly
The price is $736
Oct 6 - Oct 7
Total with taxes and fees
Lots of Space! Central to St Charles and STL. Newly Remodeled. Large Backyard!
An open door leading to a dining area with a table and chairs, a painting on the wall, and a wooden floor.

18. Steps to TG Park+Grand | Free PK+WD+Pet Friendly

Steps to TG Park+Grand | Free PK+WD+Pet Friendly
Tower Grove East
9.2 out of 10, Wonderful, (25 reviews)
"Great Stay"
United States
Roger C.
$149 nightly
The price is $174
Oct 21 - Oct 22
Total with taxes and fees
Steps to TG Park+Grand | Free PK+WD+Pet Friendly
A modern kitchen with blue cabinets, a central island with stools, and a dining area with a round table and chairs.

19. Modern & Central Abode: Heart of Dogtown- STL Zoo & Forest Park

Modern & Central Abode: Heart of Dogtown- STL Zoo & Forest Park
Dogtown
9.6 out of 10, Exceptional, (8 reviews)
"Wow. Exceeded expectations. This was the best extended stay rental experiences we’ve had. The owners clearly care about guests being as comfortable as possible and having everything that could possibly be needed available- not just the bare minimum. It felt like staying at a relative or friend’s house with excellent taste and quality. The space was super-clean and easy to access. The area/location is very pleasant and walkable. Great communication. We’ll definitely stay again and recommend to...
United States
Michele S.
$304 nightly
The price is $340
Oct 13 - Oct 14
Total with taxes and fees
Modern & Central Abode: Heart of Dogtown- STL Zoo & Forest Park
A long, narrow hallway with grey walls and a concrete floor, leading to a door at the end.

20. Chic Ultramodern Studio Loft w/ Designer Features

Chic Ultramodern Studio Loft w/ Designer Features
Midtown
9.4 out of 10, Exceptional, (15 reviews)
"Great place"
United States
Noah C.
$137 nightly
The price is $156
Oct 6 - Oct 7
Total with taxes and fees
Chic Ultramodern Studio Loft w/ Designer Features
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

Moonrise Hotel

Moonrise Hotel

8/10 Good
"The sheets were stained and dirty, the bed was not well made. The staff at reception, especially Nina, are amazing and extremely helpful!! I wish the hotel were tidier and lobby furniture freshened up some, the location is ideal!"
Thomas 1-night trip
Posted 6 hours ago
Moonrise Hotel

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 $64 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 Car Museum and St. Louis Union Station are a couple of places you'll find in the larger 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.