A group of Boy Scouts walking with American flags, a red barn, and a white fence in a park.

Crestwood Vacation Rentals

Dates

November 2026

December 2026

Check prices for these dates

In two weeks

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Our top choices for Crestwood vacation rentals

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.

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

Princeton Heights

Dave

$164 nightly

Nov 10 - Nov 11

Total with taxes and fees

A living room with a wooden entertainment center, a white sofa, and a dining area with a white railing.

2. Spacious, cozy home in Saint Louis

St. Louis

Jennifer M.

$269 nightly

Nov 8 - Nov 9

Total with taxes and fees

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

3. White House at Grand Central

Grand Center

Priscilla

$134 nightly

Nov 8 - Nov 9

Total with taxes and fees

A living room with a beige sofa, a dark grey sofa, a glass coffee table, and a red and brown patterned rug.

4. 6653 1N | European Style Unit Near Forest Park

Dogtown

orlando c.

$148 nightly

Nov 16 - Nov 17

Total with taxes and fees

A living room with a sofa, a red armchair, a glass coffee table, and a patterned rug.

5. 6653 1S | Beautiful Unit Near Forest Park

Dogtown

Andrew T.

$139 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

6. 3BR Dogtown Bungalow |Office + Bar

Dogtown

Laura F.

$301 nightly

Nov 23 - Nov 24

Total with taxes and fees

A living room with a TV, wooden furniture, a fireplace, and a cozy seating area.

7. Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi

Bevo Mill

Lori O.

$214 nightly

Nov 18 - Nov 19

Total with taxes and fees

8. 6655 1N | Elegance Near the St. Louis Arch

Dogtown

heather d.

$139 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

9. 6653 2S | Jewel of Central St. Louis

Dogtown

Ashley C.

$139 nightly

Nov 9 - Nov 10

Total with taxes and fees

A kitchen with white cabinets, a stove, and a microwave. There are photos on the wall and a window with blinds.

10. 6649 1W | Beautiful Getaway in Central St. Louis

Dogtown

Pantung

$148 nightly

Nov 9 - Nov 10

Total with taxes and fees

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

11. 6649 1E | Garden Style Studio Near Forest Park

Dogtown

Dhgirlie H.

A set of stone steps leading to a garage with a car parked inside.

12. 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 spacious living area with a dining table, chairs, a sofa, and a ceiling fan.

13. Irises at TG Park | Fenced Backyard+W/D+Storage

Tower Grove South

Robert W.

$171 nightly

Nov 16 - Nov 17

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 dining area, built-in cabinets, and a large window.

15. Elegant Minimalist Gem w/ Private backyard, W/D

Princeton Heights

Jim S.

$207 nightly

Nov 24 - Nov 25

Total with taxes and fees

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

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

Tower Grove East

Bekah K.

$157 nightly

Nov 16 - Nov 17

Total with taxes and fees

An open door leading to a dining area with a table and chairs, a painting on the wall, and a wooden floor.

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

Tower Grove East

William H.

$179 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.

18. 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

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

19. Classy Midtown 2BR, King Master

The Gate

Robin

$184 nightly

Nov 30 - Dec 1

Total with taxes and fees

A living room with a sofa, a coffee table, a TV, and a ceiling fan.

20. Starry Night | Steps to Tower Grove Park

Tower Grove South

Hala J.

$234 nightly

Nov 8 - Nov 9

Total with taxes and fees

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Find vacation rentals that suit your style

Top Crestwood Hotel Reviews

A bar area with a long counter displaying numerous bottles of alcohol and several empty wine glasses lined up.

Holiday Inn St Louis SW - Route 66 by IHG

St. Louis

10/10 Excellent

Susan

A spacious lobby with multiple seating areas, a central coffee table, and artwork on the walls.

Best Western St. Louis-Kirkwood Route 66

Kirkwood

10/10 Excellent

Deb

A spacious lobby with a stone fireplace, comfortable seating, and large windows.

Comfort Suites St. Louis - Sunset Hills

St. Louis

10/10 Excellent

Elvira

A spacious lobby with a high ceiling, modern lighting fixtures, a seating area with sofas and chairs, and a bar area with stools.

Hampton Inn & Suites St. Louis/South I-55

St. Louis

10/10 Excellent

Misha

A modern hotel lobby with a high ceiling, a central seating area with sofas and a coffee table, and a flat-screen TV mounted on the wall.

Drury Inn & Suites Southwest St. Louis

Valley Park

10/10 Excellent

Tonya

A hotel room with a minibar, a shoe rack, a coat rack, and a TV.

Holiday Inn Express & Suites St. Louis South - I-55 by IHG

St. Louis

10/10 Excellent

Craig

A restaurant with round tables and chairs, a bar area, and a patterned ceiling.

Drury Plaza Hotel St. Louis Brentwood

Brentwood

10/10 Excellent

Lisa

A modern living room with a sofa set, a coffee table, and a TV mounted on the wall.

Fairfield Inn & Suites by Marriott St. Louis South

St. Louis

10/10 Excellent

noah

A lobby with a reception desk, blue sofas, a coffee table, and a plant display.

Drury Inn & Suites St. Louis Arnold

Arnold

10/10 Excellent

Rachel

A modern interior with a high ceiling, large windows, and a brick wall. There are orange chairs and a green sofa with orange cushions.

Pear Tree Inn St. Louis Arnold

Arnold

10/10 Excellent

Blaine

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

Holiday Inn Express & Suites St. Louis West - Fenton by IHG

Fenton

10/10 Excellent

Hollis

A long bar with multiple tables and chairs, wooden floors, and ornate chandeliers.

River City Casino & Hotel

St. Louis

10/10 Excellent

David

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

Drury Inn & Suites St. Louis Forest Park

Clifton Heights

10/10 Excellent

This is a fantastic hotel, especially if you are traveling with kids. The rooms were clean and modern. The amenities were impressive: the free drinks for the adults, and the free breakfast and dinner for kids (and adults.) It’s close to Forest Park and felt very safe: lots of families and kids. Despite all of the kids, though, my room was super quiet. Andrew and Kevin at the front desk were super enthusiastic and helpful, and made check-in a breeze. For the price, this hotel is amazing and I...

Mitchell

A modern living area with a sofa, armchairs, a coffee table, and a kitchen in the background.

Best Western St. Louis Inn

St. Louis

10/10 Excellent

Rachel

A modern hotel lobby with a reception desk, seating area, and a refreshment bar.

SpringHill Suites St. Louis Brentwood

Brentwood

10/10 Excellent

We went to St Louis for a day trip and the weather turned bad. We had to book a hotel at the last minute and booked this hotel because it was near the Galleria. I'm so glad we found it. It was affordable, clean and comfortable. The staff was friendly and helpful. It was nice to have an extra fold out bed in the sofa. There was plenty of room and we all got a good night's sleep. I would stay here again, for sure.

Jackie

Find out more about Crestwood

Everything you need to know about Crestwood 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 Crestwood 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 Crestwood vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Crestwood vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Crestwood. 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 Crestwood 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 $108 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 Crestwood rentals

At Expedia, we put the best Crestwood 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 Crestwood 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 Crestwood 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 Crestwood. 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

Are there vacation rentals in Crestwood?

Yes, we have vacation rentals where you'll be just 7.3 mi (11.7 km) from St. Louis Zoo, providing a more remote option if you want a quiet place to stay. Crestwood is known for its shopping and restaurants. Make sure you have time to check out the sporting events and entertainment choices during your trip.

What's the top vacation rental in Crestwood?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: Visitors like this Crestwood 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.

What’s there to see and do in Crestwood?

Enjoy the area's cultural attractions such as Repertory Theatre of St. Louis, or get outdoors into nature at a spot like Laumeier Sculpture Park. In the larger area, you’ll find popular places like St. Louis Zoo and St. Louis Union Station.

What’s a vacation rental in Crestwood like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Crestwood. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for family trips or small group gatherings.

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