Holiday Rentals in Crestwood

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Crestwood

White House at Grand Central

4.0 star property
8.6 out of 10, Excellent, (118)
"The property is in a Safe neighborhood. "
White House at Grand Central

Landing Downtown St. Louis

4.0 star property
7.6 out of 10, Good, (15)
"Great place to stay when watching the Cardinals. "
Landing Downtown St. Louis

The St. Charles Guest House, lovely historic home, fun for families and groups

10.0 out of 10, Exceptional, (133)
"We loved staying here in this adorable clean house that was only 1 block off of downtown Main Street shopping. "
The St. Charles Guest House, lovely historic home, fun for families and groups

St. Charles 1860's Gem - Sleeps 6!

9.8 out of 10, Exceptional, (122)
"Perfect place to stay while we were in town for a show! "
The price is €226
includes taxes & fees
28 Sept - 29 Sept
St. Charles 1860's Gem - Sleeps 6!

Centrally located in the Tower Grove East neighborhood!

9.8 out of 10, Exceptional, (127)
"Great stay, comfortable furnishings, quiet street. "
The price is €148
includes taxes & fees
29 Sept - 30 Sept
Centrally located in the Tower Grove East neighborhood!

Residence on the Roundabout

9.6 out of 10, Exceptional, (137)
"Very clean. Comfortable couch/beds"
Residence on the Roundabout

StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

10.0 out of 10, Exceptional, (279)
"Great place, great location"
The price is €141
includes taxes & fees
6 Oct - 7 Oct
StL's ‘The Hill' NBHD. Famous for all things Italian. Cozy & clean 2nd fl apt.

Madison House 1 -Walk to Main St

8.8 out of 10, Excellent, (13)
"Comfortable place to stay easy to find location close to everything in St Charles"
The price is €207
includes taxes & fees
28 Sept - 29 Sept
Madison House 1 -Walk to Main St

Honky Tonk Hideaway

9.2 out of 10, Wonderful, (7)
"Great place to stay"
Honky Tonk Hideaway

Prime Loft of Main Street

9.8 out of 10, Exceptional, (99)
"This is a great property located in wiyhin walking distance to shops restaurants and interesting things to see"
The price is €219
includes taxes & fees
29 Sept - 30 Sept
Prime Loft of Main Street

Cozy Clark Suite in Frenchtown Saint Charles

9.4 out of 10, Exceptional, (8)
"Perfect for a couple. Well maintained. "
The price is €202
includes taxes & fees
29 Sept - 30 Sept
Cozy Clark Suite in Frenchtown Saint Charles

1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

10.0 out of 10, Exceptional, (207)
"The riverside guest house was a perfect find for our two day getaway. Would definitely stay again. Perfect location. "
1830's Luxury Brick Cottage, Cozy Fireplace, right off the Cobblestone Streets!

Cozy Soulard Getaway

9.2 out of 10, Wonderful, (25)
"We really enjoyed this location and property. Can’t wait to come back."
The price is €161
includes taxes & fees
1 Oct - 2 Oct
Cozy Soulard Getaway

Convenience 2 Bedroom House to Explore All of St Louis

9.8 out of 10, Exceptional, (30)
"One night stay. Location convenient to downtown Clayton. "
The price is €231
includes taxes & fees
28 Sept - 29 Sept
Convenience 2 Bedroom House to Explore All of St Louis

Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

9.6 out of 10, Exceptional, (49)
"This place was perfect for our visit to St Charles. We'll definitely book it again the next time we come to visit family"
The price is €277
includes taxes & fees
28 Sept - 29 Sept
Historic*Unique*Downtown*Quiet*Bright*Cheerful*Getaway

Stunning 1890's Home - Sleeps 8!

10.0 out of 10, Exceptional, (79)
"We loved this beautiful property. The host was great at communicating with us and took care of everything we needed to accommodate my family. We will be booking this property for our next stay!"
The price is €355
includes taxes & fees
26 Oct - 27 Oct
Stunning 1890's Home - Sleeps 8!

Spacious 3BR w/ Private Yard | Steps to Soulard Market & AB Brewery

10.0 out of 10, Exceptional, (17)
"Beautiful house in a great little neighborhood. We loved our stay!"
Spacious 3BR w/ Private Yard | Steps to Soulard Market & AB Brewery

Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

9.6 out of 10, Exceptional, (66)
"Comfy beds, plenty of towels, good location."
Aunt Doodle’s House 8 blocks from Historic Main Street.. Convenient location!

Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

10.0 out of 10, Exceptional, (39)
"The house was very cute and cozy. The host was very responsive and even let us check n a little early. We would definitely stay here again."
Newly Updated Charming and Cozy Home near Historic Main Street in Frenchtown.

Large Executive 1st Floor Apartment with Chefs Kitchen!

9.0 out of 10, Wonderful, (15)
"This place is beautiful! Comfortable bed, big kitchen. Nice living room area. Quiet and safe. We liked it a lot. "
Large Executive 1st Floor Apartment with Chefs Kitchen!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Crestwood Hotel Reviews

Find out more about Crestwood

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 €141 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?

St. Charles 1860's Gem - Sleeps 6!: This holiday home rental outside of Crestwood is located on a river, and has a garden, a selection of books and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Jefferson Barracks Historic 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.