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Holiday Rentals in Crestwood

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Our top choices for Crestwood holiday rentals

White House at Grand Central

White House at Grand Central
4.0 star property
Grand Center
8.6 out of 10, Excellent, (125)
"Very clean and very friendly people "
United States
Mary
The price is €119
includes taxes & fees
6 Jan - 7 Jan 2026
White House at Grand Central

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors
Imperial
10.0 out of 10, Exceptional, (4)
"We had a nice stay in the area, and we were looking for a reasonably priced lodging for the whole family. There are a couple inflatable mattresses included in case additional beds are required. The full kitchen was appreciated, as was the comfortable couch. Solid proximity to other businesses and towns. The property is a little tricky to spot from afar off the side of the road, but it's easy to see once you're near it (Google maps is helpful). Overall, a good stay & I would stay here again!"
United States
Zach L.
The price is €96
includes taxes & fees
9 Jan - 10 Jan 2026
Charming 1-bedroom house in nice Imperial with AC. Attn! Traveling Contractors

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, (160)
"Very clean, check in was easy, great neighborhood with lots of food close. "
United States
Laura H.
The price is €126
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!

Pet-Friendly 1BR Apartment

Pet-Friendly 1BR Apartment
Mount Pleasant
8.6 out of 10, Excellent, (10)
"I really enjoyed my stay and the host was very nice and prompt with my questions and concerns however, I would've love to have not had mold in the bathroom on the window ledge and a little more safety regarding the doors. In all the place was very comfortable and yes I would stay here again."
United States
Miltha J.
The price is €136
includes taxes & fees
28 Jan - 29 Jan 2026
Pet-Friendly 1BR Apartment

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

Irises at TG Park | Fenced Backyard+W/D+Storage
Tower Grove South
9.0 out of 10, Wonderful, (11)
"The location was great. It is a well maintained and cleaned unit in an old building. Everything went well. I tend to worry about old pipes so the Brita filter in the fridge was a great extra to ease my. The bed was a firm memory foam that was a great change compared to the too soft mattresses that are more common."
United States
John
The price is €171
includes taxes & fees
30 Dec - 31 Dec
Irises at TG Park | Fenced Backyard+W/D+Storage

Magnolia at TG Park | Free PK+WD+Pet Friendly

Magnolia at TG Park | Free PK+WD+Pet Friendly
2.0 star property
Tower Grove East
7.4 out of 10, Good, (6)
"Great renter, great place. "
United States
Howard B.
Magnolia at TG Park | Free PK+WD+Pet Friendly

Starry Night | Steps to Tower Grove Park

Starry Night | Steps to Tower Grove Park
Tower Grove South
9.8 out of 10, Exceptional, (24)
"The apartment was very clean and comfortable with a great location."
United States
Paul C.
The price is €152
includes taxes & fees
4 Jan - 5 Jan 2026
Starry Night | Steps to Tower Grove Park

TG Sanctuary | Historic 3BR | Private Yard + Den

TG Sanctuary | Historic 3BR | Private Yard + Den
Tower Grove East
8.6 out of 10, Excellent, (21)
"Beautiful home and great location!"
United States
Alice K.
The price is €261
includes taxes & fees
3 Jan - 4 Jan 2026
TG Sanctuary | Historic 3BR | Private Yard + Den

Classy Midtown 3BR, King Master

Classy Midtown 3BR, King Master
The Gate
10.0 out of 10, Exceptional, (61)
"Very charming and comfortable accommodations in a safe and beautiful part of town, convenient to many attractions."
United States
Robin L.
The price is €178
includes taxes & fees
4 Jan - 5 Jan 2026
Classy Midtown 3BR, King Master

Stylish South City King 1BR Apt

Stylish South City King 1BR Apt
2.0 star property
Marine Villa
10.0 out of 10, Exceptional, (9)
"Great location, great accommodations, great host."
United States
Scott W.
The price is €156
includes taxes & fees
19 Jan - 20 Jan 2026
Stylish South City King 1BR Apt

Tower Grove Twins 2bd

Tower Grove Twins 2bd
Tower Grove East
10.0 out of 10, Exceptional, (5)
"Very nice place to get your rest and enjoy peace, clean and quiet "
United States
Mary
The price is €275
includes taxes & fees
29 Dec - 30 Dec
Tower Grove Twins 2bd

Gorgeous Spacious Full Apartment Close to Everything in St. Louis

Gorgeous Spacious Full Apartment Close to Everything in St. Louis
Fox Park
10.0 out of 10, Exceptional, (2)
"Host was very welcoming and the house had everything we needed!"
United States
Sullivan F.
The price is €114
includes taxes & fees
29 Dec - 30 Dec
Gorgeous Spacious Full Apartment Close to Everything in St. Louis

Top of Geyer apartment

Top of Geyer apartment
Soulard
9.8 out of 10, Exceptional, (43)
"Convenient location "
United States
julie s.
The price is €164
includes taxes & fees
29 Dec - 30 Dec
Top of Geyer apartment

Adorable small house - quiet & safe - 2 BR 1 Bath

Adorable small house - quiet & safe - 2 BR 1 Bath
Imperial
9.4 out of 10, Exceptional, (13)
"Great place for a short get away"
United States
andytrower U.
Adorable small house - quiet & safe - 2 BR 1 Bath

Stylish South City 2BR w/ Garage & Blazing Wi-fi

Stylish South City 2BR w/ Garage & Blazing Wi-fi
Dutchtown
9.6 out of 10, Exceptional, (50)
"We enjoyed a comfortable stay at this location. Everything was as described. We would not hesitate to stay here again. "
United States
Genna L.
The price is €177
includes taxes & fees
19 Jan - 20 Jan 2026
Stylish South City 2BR w/ Garage & Blazing Wi-fi

Classy 3BR King Apt in The Grove

Classy 3BR King Apt in The Grove
The Grove
9.6 out of 10, Exceptional, (15)
"Lots of cute restaurants and bars within walking distance. The apartment was clean and neat. The kitchen was well stocked and we really enjoyed our stay! "
United States
Amelia D.
The price is €180
includes taxes & fees
20 Jan - 21 Jan 2026
Classy 3BR King Apt in The Grove

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, (139)
"Great little place and location was close to our event."
United States
RL T.
The price is €144
includes taxes & fees
7 Jan - 8 Jan 2026
Centrally located in the Tower Grove East neighborhood!

Historic Soulard King 2BR Apt w/ Private Deck

Historic Soulard King 2BR Apt w/ Private Deck
Soulard
10.0 out of 10, Exceptional, (51)
"Great accommodations for our family of 4 (2 adults, 10 & 9 y.o.). "
United States
Becky W.
The price is €181
includes taxes & fees
21 Jan - 22 Jan 2026
Historic Soulard King 2BR Apt w/ Private Deck

Spacious & Centrally Located Apt (Sleeps 8)

Spacious & Centrally Located Apt (Sleeps 8)
The Gate
9.8 out of 10, Exceptional, (18)
"It was a great place to stay for the night. Comfortable and close to the stadium. "
United States
Bryan D.
The price is €175
includes taxes & fees
19 Jan - 20 Jan 2026
Spacious & Centrally Located Apt (Sleeps 8)

Forest Park Style Studio in STL!

Forest Park Style Studio in STL!
Dogtown
8.0 out of 10, Very good, (14)
"Loved staying here. The room was clean and cozy. Loved the old world charm of the property. "
United States
Sarah
The price is €125
includes taxes & fees
1 Jan - 2 Jan 2026
Forest Park Style Studio in STL!
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

Find out more about Crestwood

Everything you need to know about Crestwood holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Crestwood holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Crestwood holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Crestwood holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Crestwood holiday rentals we have selected for you start as low as €119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Crestwood rentals

At Expedia, we put the best Crestwood holiday 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 holiday.

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 holiday rentals in Crestwood?

Yes, there are holiday rentals close to the most popular sights in Crestwood, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Crestwood has to offer?

Cozy Studio Cottage on "The Hill," walkably close to everything! The Zoo, Park!!: This holiday home rental outside of Crestwood is located in the city centre, and has a patio, a garden and a BBQ 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 holiday with amenities such as 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 Lindenwood Park. In the wider area, you’ll find popular places such as St. Louis Union Station and Busch Stadium.

What’s a holiday rental in Crestwood like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Crestwood. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.