Discover Your Perfect Chesterfield Township Vacation Homes

Chesterfield Township Luxury Rentals

Chesterfield Township Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Chesterfield Township Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Chesterfield Township

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination ensures you make the most of your stay and find the perfect vacation rentals that suit your preferences in the area.

Peak Season Highlights

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Spring (March to May)

During spring, the area experiences pleasant weather, making it an ideal time to explore your vacation rental and enjoy outdoor activities.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Fall offers cooler temperatures and beautiful foliage, creating a cozy atmosphere perfect for relaxing in your vacation rental.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Summer (June to August)

In summer, the region sees higher temperatures and increased activity, making it suitable for those who enjoy warm weather and outdoor pursuits.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
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Winter (December to February)

Winter brings colder temperatures, with opportunities for cozying up indoors while still enjoying the region's quiet charm.

Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F

Weekly Weather Forecast for Chesterfield Township

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy the convenience of private outdoor seating areas perfect for relaxing and entertaining.
  • Take advantage of spacious gardens or lawns ideal for outdoor activities or picnics.
  • Make the most of outdoor dining spaces to savor meals in the fresh air.
  • Benefit from access to swimming pools or hot tubs, perfect for unwinding after a day of exploring.
  • Experience the comfort of outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Utilize well-maintained patios or decks to enjoy panoramic views of the surrounding scenery.
  • Explore nearby walking or biking trails easily accessible from your vacation rental here in the region.
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Family Activities

  • Chesterfield Valley Rec Plex: Enjoy a variety of family-friendly activities, including indoor ice skating, swimming, and sports facilities suitable for all ages.
  • Town Center at Chesterfield: Explore this vibrant shopping center with interactive play areas and casual dining options perfect for a relaxing family day out.
  • Myseum: Discover engaging exhibits and hands-on activities that make learning fun for children visiting this educational attraction in the region.
  • Bender Park: Spend quality time outdoors at this scenic park featuring walking trails, playgrounds, and picnic spots ideal for family outings.
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Adult Activities

  • Golfing at Chesterfield Golf Course: Enjoy a round of golf at this prominent course, offering scenic views and challenging play for enthusiasts staying in the area.
  • Shopping at Chesterfield Mall: Explore a variety of retail stores and boutique shops right here, providing a perfect blend of leisure and shopping during your visit.
  • Wine Tasting Tours: Discover local wineries nearby, where you can indulge in tasting sessions and learn about regional winemaking traditions.
  • Dining Experiences: Savor diverse culinary options at renowned restaurants in this destination, ideal for relaxed evenings after your daytime activities.

Other Places to Stay in Chesterfield Township, MO

Chesterfield Township Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region’s diverse restaurants to enjoy authentic flavors without straying far from your vacation rental.
  • Plan Outdoor Activities: Make the most of the area's parks and recreational spaces for outdoor adventures that suit all interests and energy levels.
  • Discover Nearby Attractions: Research local attractions within easy reach to enrich your stay and experience the best this destination has to offer.
  • Choose Strategic Accommodation Locations: Opt for vacation rentals close to key areas to maximize your time and convenience during your visit here.

Transportation Options

  • Chesterfield Valley Rideshare Service: This convenient option allows you to easily navigate around the area and reach local attractions while staying comfortably in your vacation rental.
  • St. Louis Lambert International Airport: Located nearby, it provides accessible air travel options for visitors coming from across the country and beyond.
  • Local Taxi Services: Reliable taxi companies operate within the region, offering quick transportation to explore Chesterfield’s highlights and surrounding areas.
  • Private Shuttle Services: For a more personalized experience, private shuttles can be arranged for seamless airport transfers and trips to popular destinations here in the region.

Local Customs Options

  • Local Festivals and Events: Embrace the vibrant community spirit by participating in local festivals that celebrate Chesterfield Township’s heritage and traditions.
  • Traditional Dining Customs: You can enjoy regional flavors at neighborhood eateries, where friendly service and locally inspired dishes reflect the area's culinary customs.
  • Driving Etiquette and Road Signs: Navigating here involves familiar driving practices and signage that prioritize safety and courtesy on the region’s roads.
  • Community Celebrations: Join in annual parades and neighborhood gatherings that showcase the warm hospitality and close-knit feel of this destination.

Frequently Asked Questions About Chesterfield Township?

1. What are the top vacation rentals in Chesterfield Township?

2. How many vacation rentals have private pools in Chesterfield Township?

There are 7 vacation rentals with private pools near Chesterfield Township. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Chesterfield Township are best for families?

If you are looking for a family-friendly vacation home in Chesterfield Township, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Chesterfield Township:

4. How many Rentbyowner vacation rentals are available in Chesterfield Township?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 80 in the Chesterfield Township area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Chesterfield Township. 

5. What is the cancellation policy for vacation rentals in Chesterfield Township, Missouri?

Cancellation policies vary depending on the property listing. To ensure clarity, review the specific cancellation terms outlined on the booking page or contact the property owner directly before finalizing your reservation.

6. How do I find pet-friendly vacation rentals in Chesterfield Township?

Pet-friendly options are available in this area; simply filter your search to include properties that welcome pets. For detailed pet policies and any additional fees, refer to the listing details or reach out to the owner directly.

7. Are there any specific check-in or check-out times for holiday stays here?

Check-in and check-out times are set by individual property owners. This information is typically listed on the property page, but it's advisable to confirm with the host to ensure a smooth arrival and departure.

8. Can I see photos and reviews of vacation rentals in Chesterfield Township before booking?

Yes, high-quality photos and traveler reviews are available on each listing page. Reading reviews can provide helpful insights into the property's condition and the experience of previous guests.

9. How do I communicate special requests or questions about a rental in this destination?

You can contact the property owner directly through the messaging system provided during the booking process. This is an effective way to discuss any specific needs or concerns prior to confirming your stay.