Discover Your Perfect Chesterfield Vacation Homes

Chesterfield Large Vacation Homes

See More Family Vacation Rentals in Chesterfield on FVR

Why Choose Rent By Owner for your Chesterfield 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

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you can enjoy the region's welcoming atmosphere and make the most of your stay in Chesterfield, Michigan, USA.

Peak Season Highlights

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Summer (June - August)

During the peak summer months, you can enjoy warm weather ideal for outdoor activities and exploring scenic beauty in this region.

Average Temperature Daytime: around 78°F to 85°F - Nighttime: approximately 60°F to 65°F
autumn
Fall (September - November)

Early fall offers vibrant autumn foliage and pleasant temperatures, making it a popular time for enjoying the area's natural landscapes.

Average Temperature Daytime: about 70°F to 75°F - Nighttime: roughly 50°F to 55°F

Off-Season Highlights

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Winter (December - February)

The colder winter months bring fewer visitors, providing a peaceful setting to experience the area's quiet charm and cozy accommodations.

Average Temperature Daytime: around 30°F to 40°F - Nighttime: approximately 20°F to 25°F
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Spring (March - May)

Late winter transitioning into spring sees milder weather and blooming scenery, great for those seeking fewer crowds and more relaxed stays.

Average Temperature Daytime: about 50°F to 60°F - Nighttime: roughly 35°F to 45°F

Weekly Weather Forecast for Chesterfield

How to Book Your Chesterfield Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Chesterfield

More Top-Rated Vacation Rentals in Chesterfield Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 your outdoor meals with access to a fully equipped barbecue grill and picnic area.
  • Relax comfortably on spacious patios or decks overlooking scenic views of the region.
  • Take advantage of private gardens or landscaped yards for outdoor activities and relaxation.
  • Benefit from nearby waterfront access or private docks for fishing, boating, or swimming.
  • Stay active with outdoor sports facilities such as tennis courts or walking trails integrated into the property.
  • Make use of outdoor fire pits perfect for gatherings and evening relaxation under the stars.
  • Experience the beauty of the area with outdoor seating areas designed to enjoy natural surroundings and fresh air.

Top Attractions Around Chesterfield

What attractions are nearby?

Within this destination, you can enjoy a variety of outdoor activities and local attractions that highlight the charm of the region, making it an ideal spot for exploring nearby parks, lakes, and recreational spots during your stay.

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Family Activities

  • Stony Creek Metropark: Explore this outdoor oasis with its popular hiking trails, picnic areas, and a scenic lake perfect for family kayaking and paddleboarding.
  • George George Memorial Park: Enjoy a day of fun at this spacious park with a playground, walking paths, and plenty of open space for family games and relaxation.
  • The River Bends Park: Discover this natural retreat featuring river activities like fishing and tubing, along with bike trails that wind through the lush surroundings.
  • Chesterfield Historical Museum & Village: Step back in time as you explore local history through engaging exhibits and preserved historic buildings ideal for educational family outings.
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Adult Activities

  • Visit the Chesterfield Athletic Complex: Enjoy outdoor sports and recreational activities at this popular facility for adults seeking active pursuits in the area.
  • Explore local golf courses: Tee off at some of the region’s scenic golf courses, perfect for a relaxing day on the links in this inviting destination.
  • Discover the Stony Creek Metropark: Take advantage of scenic trails, fishing spots, and picnic areas within this expansive park that offers year-round outdoor fun close to your stay.
  • Dine at local eateries: Savor the regional cuisine and craft beverages at highly-rated restaurants and cafés nestled throughout the area for an authentic experience.

Chesterfield Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Activities: Take advantage of the region’s scenic parks and trails to enjoy outdoor recreation during your stay.
  • Explore Local Dining Options: Sample the area’s unique cuisine by visiting local eateries, which offer a taste of regional flavors.
  • Book Your Accommodation Early: Secure your preferred vacation rental in this destination ahead of time to ensure a seamless and stress-free trip.
  • Utilize Nearby Amenities: Make the most of nearby shops, entertainment venues, and essential services to enhance your experience in the area.

Transportation Options

  • Chesterfield Township Bus Service: This local bus service offers convenient transportation within the area, making it easy for you to explore nearby attractions and amenities.
  • Detroit Metropolitan Airport (DTW): Approximately a short drive away, this major airport provides extensive domestic and international flights to connect you to and from the region.
  • Rental Car Services: Several rental car agencies in the vicinity enable you to conveniently drive to your destination here and explore the surrounding region at your own pace.
  • Taxis and Rideshare Options: Reliable taxi services and rideshare apps like Uber and Lyft are readily available, offering flexible travel options around Chesterfield and beyond.

Local Customs Options

  • Local Deli and Food Festivals: You can enjoy the region’s rich culinary traditions through community food festivals and authentic deli offerings, giving you a taste of local culture during your stay.
  • Seasonal Cherry Blossom Celebrations: Celebrate the arrival of spring with seasonal events that honor the area's beautiful cherry blossoms, creating picturesque moments right in this destination.
  • Historical Community Gatherings: Engage in traditional community events that reflect the area's history and customs, providing insight into local heritage during your visit.
  • Waterfront Activities and Fishing Customs: Embrace the region's love for water by participating in fishing and waterfront gatherings, which are popular local pastimes enjoyed here.

Frequently Asked Questions About Chesterfield?

1. What are the top vacation rentals in Chesterfield?

There are a lot of options in Chesterfield. If you plan on staying in the Chesterfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chesterfield:

2. Which vacation homes in Chesterfield are best for families?

If you are looking for a family-friendly vacation home in Chesterfield, 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:

3. How many Rentbyowner vacation rentals are available in Chesterfield?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 81 in the Chesterfield 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. 

4. What is the cancellation policy for vacation rentals in Chesterfield, Michigan?

Cancellation policies vary depending on the specific property you choose. You should review the detailed rental listing or contact the host directly to understand the terms and any potential fees involved before confirming your reservation.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or local taxes may apply. These details are typically outlined on the listing page, but it’s best to confirm with the property owner to ensure transparency before completing your booking.

6. How do I find the most suitable vacation rental in this area for my needs?

You can filter options based on your preferred amenities, size, and price range directly on the platform. Reading reviews and viewing photos will help you select a place that matches your expectations for a comfortable stay.

7. What is the check-in and check-out process for vacation rentals in this destination?

Check-in and check-out procedures are specified in each listing. Many hosts offer flexible times or keyless entry options, but it’s advisable to communicate directly with the host for any specific instructions related to your reservation.

8. Is there a minimum stay requirement for booking a vacation rental in the region?

Minimum stay requirements can vary by property. You will find this information listed on the property details, and if not, reaching out to the host can clarify any restrictions or special offers for longer stays.