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Crestwood Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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

Chic Minimalist Gem w/ Fenced Backyard + W/D
Princeton Heights
9.4 out of 10, Exceptional, (21 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
$164 nightly
The price is $195
Nov 10 - Nov 11
Total with taxes and fees
Chic Minimalist Gem w/ Fenced Backyard + W/D
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

Spacious, cozy home in Saint Louis
St. Louis
10.0 out of 10, Exceptional, (47 reviews)
"Excellent communication and service, very clean, and nice place to stay. We enjoyed our stay!"
United States
Jennifer M.
$269 nightly
The price is $289
Nov 8 - Nov 9
Total with taxes and fees
Spacious, cozy home in Saint Louis
A backyard with a stone fire pit, two Adirondack chairs, and a hammock.

3. White House at Grand Central

White House at Grand Central
3.5 star property
Grand Center
8.2 out of 10, Very good, (168 reviews)
"Very spacious clean old house apartments"
United States
Priscilla
$134 nightly
The price is $151
Nov 8 - Nov 9
Total with taxes and fees
White House at Grand Central
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

6653 1N | European Style Unit Near Forest Park
Dogtown
8.4 out of 10, Very good, (6 reviews)
"Good experience overall.. would recommend "
United States
orlando c.
$148 nightly
The price is $148
Nov 16 - Nov 17
Total with taxes and fees
6653 1N | European Style Unit Near Forest Park
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

6653 1S | Beautiful Unit Near Forest Park
Dogtown
6.8 out of 10, (10 reviews)
"Fantastic place lots to do, free zoo"
United States
Andrew T.
$139 nightly
The price is $139
Nov 9 - Nov 10
Total with taxes and fees
6653 1S | Beautiful Unit Near Forest Park
A modern living room with a dark wood floor, a leather sofa, and a fluffy rug.

6. 3BR Dogtown Bungalow |Office + Bar

3BR Dogtown Bungalow |Office + Bar
Dogtown
9.4 out of 10, Exceptional, (41 reviews)
"We loved our stay! The location was fantastic and perfect for our family of five."
United States
Laura F.
$301 nightly
The price is $344
Nov 23 - Nov 24
Total with taxes and fees
3BR Dogtown Bungalow |Office + Bar
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

Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Bevo Mill
9.0 out of 10, Wonderful, (39 reviews)
"We enjoyed our stay, very quaint house and Julie was an amazing host "
United States
Lori O.
$214 nightly
The price is $234
Nov 18 - Nov 19
Total with taxes and fees
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Living area

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

6655 1N | Elegance Near the St. Louis Arch
Dogtown
7.8 out of 10, Good, (34 reviews)
"I loved the security aspect of this rental. Felt very safe and it is very close to Forest park which is amazing"
United States
heather d.
$139 nightly
The price is $139
Nov 9 - Nov 10
Total with taxes and fees
6655 1N | Elegance Near the St. Louis Arch
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

6653 2S | Jewel of Central St. Louis
Dogtown
8.0 out of 10, Very good, (26 reviews)
"Hot water was an issue. Other than that great place to stay"
United States
Ashley C.
$139 nightly
The price is $139
Nov 9 - Nov 10
Total with taxes and fees
6653 2S | Jewel of Central St. Louis
A living room with a sofa, armchair, coffee table, and a TV.

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

6649 1W | Beautiful Getaway in Central St. Louis
Dogtown
7.2 out of 10, Good, (12 reviews)
"The apt"
United States
Pantung
$148 nightly
The price is $148
Nov 9 - Nov 10
Total with taxes and fees
6649 1W | Beautiful Getaway in Central St. Louis
A bedroom with a bed, bedside table, and a large painting on the wall.

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

6649 1E | Garden Style Studio Near Forest Park
Dogtown
8.0 out of 10, Very good, (25 reviews)
"Very cute and cozy. Nice to be close to everything. "
United States
Dhgirlie H.
6649 1E | Garden Style Studio Near Forest Park
A stone pathway leading to a house with a white exterior.

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

Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues
Ballwin
8.0 out of 10, Very good, (25 reviews)
"Rooms were clean and everything we needed for our stay."
United States
Keith K.
$127 nightly
The price is $136
Nov 9 - Nov 10
Total with taxes and fees
Studio, sleeps 5, short drive to Hidden Valley Ski Resort, parks &concert venues
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

Irises at TG Park | Fenced Backyard+W/D+Storage
Tower Grove South
9.2 out of 10, Wonderful, (20 reviews)
"The apartment was just what we needed Perfect for a weekend getaway "
United States
Robert W.
$171 nightly
The price is $203
Nov 16 - Nov 17
Total with taxes and fees
Irises at TG Park | Fenced Backyard+W/D+Storage
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

Chic 2BR Gem | TG Park | Patio+Yard+W/D+Workspace
Tower Grove South
$276 nightly
The price is $328
Nov 12 - Nov 13
Total with taxes and fees
Chic 2BR Gem | TG Park | Patio+Yard+W/D+Workspace
A modern kitchen with a dining area, built-in cabinets, and a large window.

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

Elegant Minimalist Gem w/ Private backyard, W/D
Princeton Heights
9.4 out of 10, Exceptional, (27 reviews)
"Clean, easy place for our stay. "
United States
Jim S.
$207 nightly
The price is $247
Nov 24 - Nov 25
Total with taxes and fees
Elegant Minimalist Gem w/ Private backyard, W/D
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

Charming Tower Grove Flat-Steps to T.G Park+Grand
Tower Grove East
9.0 out of 10, Wonderful, (26 reviews)
"Great location, responsive host & perfect for our short stay! "
United States
Bekah K.
$157 nightly
The price is $186
Nov 16 - Nov 17
Total with taxes and fees
Charming Tower Grove Flat-Steps to T.G Park+Grand
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

Steps to TG Park+Grand | Free PK+WD+Pet Friendly
Tower Grove East
9.2 out of 10, Wonderful, (27 reviews)
"It was very clean. The location was near everything to do."
United States
William H.
$179 nightly
The price is $213
Nov 9 - Nov 10
Total with taxes and fees
Steps to TG Park+Grand | Free PK+WD+Pet Friendly
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

Convenience 2 Bedroom House to Explore All of St Louis
University City
10.0 out of 10, Exceptional, (55 reviews)
"The house was immaculately clean and beds were extremely comfortable!"
United States
Anna M.
$228 nightly
The price is $248
Nov 29 - Nov 30
Total with taxes and fees
Convenience 2 Bedroom House to Explore All of St Louis
A modern kitchen with a brick accent wall, stainless steel appliances, and a wooden countertop.

19. Classy Midtown 2BR, King Master

Classy Midtown 2BR, King Master
The Gate
10.0 out of 10, Exceptional, (89 reviews)
"Beautiful, peaceful stay!"
United States
Robin
$184 nightly
The price is $199
Nov 30 - Dec 1
Total with taxes and fees
Classy Midtown 2BR, King Master
A living room with a sofa, a coffee table, a TV, and a ceiling fan.

20. Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (41 reviews)
"The apartment had everything I needed. Easy access, easy parking, clean. Has great access to a huge park to go for walks. I was in an out for a quick trip and it was perfect!"
United States
Hala J.
$234 nightly
The price is $279
Nov 8 - Nov 9
Total with taxes and fees
Starry Night | Steps to Tower Grove Park
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 Crestwood Hotel Reviews

A modern lobby with a grey sofa, two armchairs, a round table, and a chandelier. There are two posters on the wall and a reception desk in the background.
Holiday Inn St Louis SW - Route 66 by IHG

Holiday Inn St Louis SW - Route 66 by IHG

Holiday Inn St Louis SW - Route 66 by IHG
St. Louis

10/10 Excellent

The Rte 66 theme was fun and yet classy. The attached restaurant was really delicious. Eating on the patio was really nice and happy hour prices made it all extra special
United States
Susan
Reviewed October 23, 2026
Holiday Inn St Louis SW - Route 66 by IHG

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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