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Crestwood holiday rentals

We found 1,064 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Crestwood to find one that's perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday homes have the amenities that you expect for your stay, which might include Wi-Fi and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Crestwood

Showing deals for:25 Dec - 1 Jan

backyard at night
basketball court, and side view of property
Front yard connection to backyard area
Front living room
Wonderful
(32 reviews)

Elegant house pool, sports, pizza & boat bar, business center, mini theater.

St. Louis

8% off
AU$4,632
for 7 nights, 1 home
AU$662 per night
includes taxes & fees
Elegant house pool, sports, pizza & boat bar, business center, mini theater.
Private kitchen
Living area
Property grounds
Exterior detail
Exceptional
(10 reviews)

Magnolia STL-Stylish 3BR Home w/ Garage by Hospitals,Universities, Zoo & Gardens

St. Louis

8% off
AU$4,841
for 7 nights, 1 home
AU$692 per night
includes taxes & fees
Magnolia STL-Stylish 3BR Home w/ Garage by Hospitals,Universities, Zoo & Gardens
Master bedroom with luxurious king bed, dresser, and attached bathroom & closet
Living room with a sofa
Living room with a sofa
Kitchen Island
Exceptional
(17 reviews)

Perfect Getaway @ CWE- Entire Home + Free Parking Near Fox, Universities & More!

St. Louis

8% off
AU$5,247
for 7 nights, 1 home
AU$750 per night
includes taxes & fees
Perfect Getaway @ CWE- Entire Home + Free Parking Near Fox, Universities & More!
Living area
Private kitchen
Room
Dining
Exceptional
(13 reviews)

Modern 4BR Retreat Near Fox & Universities @ Prime CWE Location w/ Free Parking!

St. Louis

8% off
AU$5,590
for 7 nights, 1 home
AU$799 per night
includes taxes & fees
Modern 4BR Retreat Near Fox & Universities @ Prime CWE Location w/ Free Parking!
Living area
Property grounds
Room
Speakeasy
Very good
(10 reviews)

Unique Home w/Private Pool, Fenced Yard, Projector & 1920's Style Speakeasy!

St. Louis

8% off
AU$4,566
for 7 nights, 1 home
AU$652 per night
includes taxes & fees
Unique Home w/Private Pool, Fenced Yard, Projector & 1920's Style Speakeasy!
Room
Private kitchen
Living area
Exterior detail
Wonderful
(38 reviews)

Hidden Gem in the ❤ of STL

St. Louis

8% off
AU$1,525
for 7 nights, 1 home
AU$218 per night
includes taxes & fees
Hidden Gem in the ❤ of STL
Living area
Private kitchen
Dining
Living area
Exceptional
(61 reviews)

Modern Luxury 3-Story Brand New Home in STL

St. Louis

12% off
AU$5,253
for 7 nights, 1 home
AU$750 per night
includes taxes & fees
Modern Luxury 3-Story Brand New Home in STL
Living area
Living area
Outdoor dining
Interior
Exceptional
(79 reviews)

Urban Cottage Loft near Soulard Free Parking Pet Friendly

St. Louis

8% off
AU$992
for 7 nights, 1 apartment
AU$142 per night
includes taxes & fees
Urban Cottage Loft near Soulard Free Parking Pet Friendly
Large dining room table seats eight.
Living area
Third Floor bedroom with one queen size bed and one full size bed.
Private kitchen
Exceptional
(31 reviews)

Centrally Located Home Perfect for Family Getaway

St. Louis

20% off
AU$2,582
for 7 nights, 1 home
AU$369 per night
includes taxes & fees
Centrally Located Home Perfect for Family Getaway
Beverage and snack station offering a variety of coffee, tea, cocoa, snacks, etc
Cozy living room with games, multi seating options, wifi, free TV and Movie apps
Large bedroom suite nxt to bth with desk, rocking chair and room for child space
Cutting boards, small appliances, cookware, utensil variety, bar glasses & more
Wonderful
(34 reviews)

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

St. Louis

7% off
AU$1,865
for 7 nights, 1 home
AU$266 per night
includes taxes & fees
Charming 2-bedroom, cozy bungalow with sunroom in fabulous St. Louis with WiFi
Dining
Private kitchen
Living area
Interior
Exceptional
(52 reviews)

Convenience 2 Bedroom House to Explore All of St Louis

St. Louis

5% off
AU$1,748
for 7 nights, 1 home
AU$250 per night
includes taxes & fees
Convenience 2 Bedroom House to Explore All of St Louis
Living area
Living area
Private kitchen
Bar (on property)
Exceptional
(51 reviews)

Remodeled 3br 4ba Home with Secret Speakeasy Basement

St. Louis

12% off
AU$3,693
for 7 nights, 1 home
AU$528 per night
includes taxes & fees
Remodeled 3br 4ba Home with Secret Speakeasy Basement
Interior
Room
Living area
Dining
Wonderful
(9 reviews)

Central West End/WashU/BJC/St Louis Children's Hospital/Forest Park 3br Euphoria

St. Louis

21% off
AU$4,360
for 7 nights, 1 home
AU$623 per night
includes taxes & fees
Central West End/WashU/BJC/St Louis Children's Hospital/Forest Park 3br Euphoria
Interior
Living area
Dining
Property grounds
Wonderful
(15 reviews)

3-bedroom house in charming St. Louis historic district Free shuttle to games

St. Louis

13% off
AU$4,843
for 7 nights, 1 home
AU$692 per night
includes taxes & fees
3-bedroom house in charming St. Louis historic district Free shuttle to games

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    More space, more privacy, more amenities — more value

The captivating area of Crestwood awaits your stay

The area's entertainment and museums are just some of the reasons to come on holiday to Crestwood. Renowned for its shopping, restaurants and sporting events, this city welcomes all visitors. St. Louis Zoo and St. Louis Union Station are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Crestwood

Do you want to discover attractions to visit during your stay? Venture out of your holiday home and experience everything that Crestwood has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • St. Louis Zoo (7.3 mi / 11.7 km)
  • Grant's Farm (1.6 mi / 2.6 km)
  • St. Louis Aquarium at Union Station (10.6 mi / 17.1 km)
  • Hidden Valley Ski Resort (14.8 mi / 23.8 km)
  • World Wide Technology Raceway (14.8 mi / 23.8 km)
  • Six Flags St. Louis (16.1 mi / 26 km)

Exploring the natural features in Crestwood

Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Crestwood. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Laumeier Sculpture Park (2 mi / 3.2 km)
  • Kirkwood Park (2.7 mi / 4.4 km)
  • Jefferson Barracks Historic Park (6.4 mi / 10.2 km)
  • Tower Grove Park (7.2 mi / 11.5 km)
  • Missouri Botanical Garden (7.6 mi / 12.3 km)
  • Jewel Box (7.7 mi / 12.4 km)

Transport options to and around Crestwood

Fly into Lambert-St. Louis International Airport (STL), the closest airport, located 12.8 mi (20.7 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into St. Louis, MO (SUS-Spirit of St. Louis), which is 16 mi (25.8 km) away.

Frequently asked questions

What is the best area to stay in Crestwood when booking a holiday rental?
When considering a holiday rental in Crestwood, Missouri, the area around the Crestwood Plaza offers a delightful blend of convenience and charm. This neighbourhood is well-known for its proximity to various amenities, including shopping and dining options, making it a practical choice for visitors. Just a stone's throw away, you'll find the picturesque Whitecliff Park, which features beautiful walking trails, picnic areas, and a lovely pond, superb for a leisurely afternoon.Another appealing aspect of Crestwood is its accessibility to nearby attractions. For instance, the Missouri Botanical Garden, located not far from the area, is a must-visit for nature enthusiasts, showcasing stunning gardens and a serene atmosphere. Additionally, the area boasts a variety of holiday rentals, providing options that cater to different preferences and budgets, ensuring that you can find the superb place to unwind after a day of exploring.
When is the best time to visit Crestwood for a holiday rental?
The peak travel season in Crestwood runs from May to July, making it an ideal time for those looking to enjoy a vibrant holiday experience. July stands out as the most popular month, with visitors flocking to the area to take advantage of warm temperatures and a lively option. This period is great for outdoor activities and local events, as families and friends gather to explore the beautiful parks and enjoy the community spirit.During these summer months, temperatures typically hover around the mid 20s to low 30s Celsius, providing a comfortable climate for outdoor sightseeing and leisurely strolls. Visitors can enjoy the local attractions, from charming boutiques to delightful dining options, all within easy reach. Crestwood's proximity to St. Louis also allows for easy day trips to explore cultural landmarks and vibrant entertainment.For those seeking a more budget-friendly experience, consider visiting in January. While this is the low season, it presents a unique opportunity to enjoy a quieter atmosphere and explore the area at a relaxed pace. You can appreciate the local sights without the summer crowds and discover hidden gems off the beaten path.Ultimately, the best time to book a holiday rental in Crestwood depends on your preferences. If you thrive on the energy of summer activities and communal events, May to July is your sweet spot.
What are the top attractions in Crestwood?
In Crestwood, Missouri, visitors can enjoy a variety of attractions that highlight the area's charm. The Crestwood Court, though no longer a traditional shopping mall, has transformed into a community hub with various shops, eateries, and recreational spaces, making it a pleasant place to stroll and relax.Nearby, the beautiful Whitecliff Park offers scenic walking trails, picnic areas, and playgrounds, great for families and outdoor enthusiasts. The park's pond is a lovely spot for taking in nature.For those interested in history, the Crestwood Historical Society hosts events and exhibits that showcase the town's heritage, providing insight into local culture.
Are all fees included in the Crestwood holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Crestwood holiday homes with parking?
Stayz offers a wide selection of holiday homes in Crestwood with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Crestwood holiday homes?
You can find great discounts on holiday homes in Crestwood on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Crestwood holiday home booking on Stayz?
To find Crestwood holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Crestwood?
A long-stay holiday home in Crestwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Crestwood holiday home?
Book your Crestwood holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Crestwood?
Prices for holiday homes in Crestwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Crestwood to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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