Overland Vacation Rentals from $63: Search Short-Term Rentals

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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

St. Louis

BRAD R.

$307 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

University City

Anna M.

$228 nightly

Nov 29 - Nov 30

Total with taxes and fees

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

Westport

Lashon C.

$242 nightly

Nov 29 - Nov 30

Total with taxes and fees

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!

Pinehurst

David C.

$606 nightly

Nov 9 - Nov 10

Total with taxes and fees

A hotel room with a bed, a desk, a chair, a lamp, and a telephone.

5. 1 Queen Bed | Non-Smoking, Kitchen, Sofa-Bed

Westport

Anonymous traveler

$55 nightly

Nov 10 - Nov 11

Total with taxes and fees

A spacious foyer with a grand staircase, a piano, and a large rug.

6. White House at Grand Central

Grand Center

Priscilla

$134 nightly

Nov 8 - Nov 9

Total with taxes and fees

7. 6655 1N | Elegance Near the St. Louis Arch

Dogtown

heather d.

$139 nightly

Nov 9 - Nov 10

Total with taxes and fees

A bedroom with a bed, bedside table, and a large painting on the wall.

8. 6649 1E | Garden Style Studio Near Forest Park

Dogtown

Dhgirlie H.

A modern living room with a dark wood floor, a leather sofa, and a fluffy rug.

9. 3BR Dogtown Bungalow |Office + Bar

Dogtown

Laura F.

$301 nightly

Nov 23 - Nov 24

Total with taxes and fees

A living room with a white sofa, a black sofa, a glass coffee table, and a cityscape painting.

10. 6653 2S | Jewel of Central St. Louis

Dogtown

Ashley C.

$139 nightly

Nov 9 - Nov 10

Total with taxes and fees

A bathroom with a beige wall, a ceiling fan, and a light switch.

11. Updated Brick Home Sleep 9 Walk to WashU/Barnes/Delmar Loop/Forest Park/Zoo

Skinker DeBaliviere

Thomas J.

$548 nightly

Nov 11 - Nov 12

Total with taxes and fees

A hotel lobby with a staircase, a reception desk, and a seating area.

12. 2 Queen Beds | Mobil Access Tub Nsmk Kitchen

Westport

Anonymous traveler

$56 nightly

Nov 29 - Nov 30

Total with taxes and fees

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.

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

Princeton Heights

Dave

$161 nightly

Nov 10 - Nov 11

Total with taxes and fees

A modern kitchen with a built-in refrigerator, dining area with a table and chairs, a sofa, and a TV mounted on the wall.

14. Chic 2BR Gem | TG Park | Patio+Yard+W/D+Workspace

Tower Grove South

$276 nightly

Nov 12 - Nov 13

Total with taxes and fees

A modern kitchen with a brick accent wall, stainless steel appliances, and a wooden countertop.

15. Classy Midtown 2BR, King Master

The Gate

Robin

$184 nightly

Nov 30 - Dec 1

Total with taxes and fees

A modern kitchen with stainless steel appliances, white cabinetry, and a brick accent wall.

16. Historic Main St. Customs House Upstairs Apartment

St. Charles Historic District

Margaret A.

$304 nightly

Nov 10 - Nov 11

Total with taxes and fees

A stone pathway leading to a house with a white exterior.

17. Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues

Ballwin

Keith K.

$127 nightly

Nov 9 - Nov 10

Total with taxes and fees

A room with a dining table and chairs, a white door with glass panels, and hardwood flooring.

18. Charming Tower Grove Flat-Steps to T.G Park+Grand

Tower Grove East

Bekah K.

$158 nightly

Nov 16 - Nov 17

Total with taxes and fees

An outdoor hot tub area with seating and a covered patio.

19. Private Basement - Two King Beds and Hot Tub

Saint Charles

Beth S.

$254 nightly

Nov 8 - Nov 9

Total with taxes and fees

A neatly made bed with a stack of folded towels, a bedside lamp, and a ceiling fan in a room with a large window and a wall-mounted artwork.

20. Home Near Main with Pet-Friendly Yard and Office

St. Charles Historic District

Jessica S.

$230 nightly

Nov 10 - Nov 11

Total with taxes and fees

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Find vacation rentals that suit your style

Top Overland Hotel Reviews

A spacious lobby with modern seating, a reception desk, and large windows offering views of the parking area.

Pear Tree Inn St. Louis Airport

St. Ann

10/10 Excellent

Jane

A modern living room with a built-in fireplace, a large flat-screen TV, a unique hexagonal pendant light, and a patterned rug.

Hyatt Select St. Louis Airport

Woodson Terrace

10/10 Excellent

Chandis

A modern hotel room with a dining area, wooden cabinets, a checkered floor, and a flat-screen TV.

Wingate by Wyndham St. Louis Airport

St. Ann

10/10 Excellent

Simone

A multi-level hotel lobby with seating areas, a reception desk, and large windows offering views.

Drury Inn & Suites St. Louis Airport

Edmundson

10/10 Excellent

Veronica

A hotel lobby with a hot tub, a pool, and outdoor seating.

Drury Plaza Hotel St. Louis Creve Coeur

Creve Coeur

10/10 Excellent

Rachel

An indoor swimming pool with clear glass walls, a tiled floor, and a 'Step Down' sign.

Drury Plaza Hotel St. Louis Brentwood

Brentwood

10/10 Excellent

Lisa

A spacious indoor area with multiple dining tables and chairs, a fireplace, and a large artwork on the wall.

Hilton Garden Inn St. Louis Airport

Berkeley

10/10 Excellent

Lisa

A modern lounge area with a stone fireplace, a blue sofa, and a small table.

Fairfield Inn & Suites St Louis Westport

Westport

10/10 Excellent

Heather

A modern living room with a sofa set, two armchairs, a coffee table, and a wall art piece.

Comfort Inn St. Louis Airport

Bridgeton

10/10 Excellent

Jasmine

An outdoor patio with a fire pit, seating, and a building in the background.

Courtyard by Marriott St. Louis Brentwood

Richmond Heights

10/10 Excellent

Tom

The exterior of the Charles F. Knight Center with a stone facade, large arched entrance, and a sign above the doors.

The Knight Center at Washington University

St. Louis

10/10 Excellent

amy

A modern lobby with a fireplace, comfortable seating, and a large TV screen.

Best Western Plus St. Louis West-Westport

Westport

10/10 Excellent

Gustavo

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 $63 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.

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.

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