Discover Your Perfect Caulfield Vacation Homes

Best Vacation Homes in Caulfield

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Caulfield Luxury Rentals

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Caulfield Pet Friendly Vacation Rentals

10.0 (8 Reviews)
Cabin
Dragonfly Creek Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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Caulfield Large Vacation Homes

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Why Choose Rent By Owner for your Caulfield 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 Caulfield

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you can enjoy the region's unique charm and make the most of your stay in this destination.

Peak Season Highlights

spring
Spring (March to May)

During spring, the region experiences mild temperatures and blooming landscapes, making it a popular time for outdoor enthusiasts visiting this destination. The pleasant weather encourages exploration and outdoor activities, attracting many visitors to book vacation rentals here.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 40°F to 55°F
summer
Summer (June to August)

Summer is the peak period when the area sees increased visitors seeking warm weather and longer daylight hours. It’s an ideal season to enjoy outdoor pursuits, and the lively atmosphere makes vacation rentals highly sought after during these months.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F

Off-Season Highlights

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Fall (September to November)

Fall offers cooler temperatures and vibrant fall foliage, providing a peaceful setting for those looking to escape the busier summer months. Vacation rentals tend to be more available, giving you a relaxed and affordable experience in this region.

Average Temperature Daytime: 55°F to 70°F - Nighttime: 35°F to 50°F
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Winter (December to February)

Winter brings colder weather which keeps most travelers away, making it a great time for budget-conscious visitors to secure vacation rentals. The quiet season allows for a more intimate experience of the area's serene landscape.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 15°F to 25°F

Weekly Weather Forecast for Caulfield

How to Book Your Caulfield 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 Caulfield

More Top-Rated Vacation Rentals in Caulfield 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 outdoor dining areas perfect for gatherings in this scenic region.
  • Relax by a private or shared swimming pool with views of the natural surroundings.
  • Benefit from spacious patios or decks ideal for soaking up the sunshine.
  • Take advantage of well-maintained gardens or landscaped yards to unwind outdoors.
  • Use outdoor grills or barbecue facilities for memorable cookouts here.
  • Explore walking paths or trails directly accessible from your rental.
  • Make the most of lush green lawns suitable for outdoor activities and playtime.

Top Attractions Around Caulfield

What attractions are nearby?

In this region, you can enjoy outdoor activities such as fishing and hiking, explore local parks, or experience the peaceful countryside that makes for a relaxing stay in Caulfield’s nearby attractions.

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Family Activities

  • Caulfield Community Park: Enjoy a family picnic or outdoor playtime at this inviting local park, perfect for relaxing afternoons in the region.
  • Local Heritage Museum: Discover the area's rich history and engage with interactive exhibits that educate and entertain children and adults alike.
  • Nearby Nature Trails: Explore scenic walking and biking paths that offer an active outing amid the natural beauty of the surrounding landscape.
  • Community Events and Festivals: Participate in seasonal events held throughout here, providing fun-filled activities suitable for the entire family.
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Adult Activities

  • Golfing at the local courses: Enjoy a relaxing day on the fairways, where you can perfect your swing amidst scenic views in this part of Missouri.
  • Exploring outdoor trails: Discover the region's natural beauty by hiking or biking along well-maintained trails near your vacation rental.
  • Visiting community parks and gardens: Spend leisure time wandering through charming parks that showcase the area's greenery and outdoor charm.
  • Pursuing local arts and culture: Experience the area's creative scene by attending art galleries and cultural events, providing a taste of regional talent.

Caulfield Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the regional cuisine by visiting local eateries to experience authentic flavors unique to this destination.
  • Plan Outdoor Activities: Make the most of the area's natural beauty by scheduling outdoor adventures such as hiking or scenic drives around your vacation rentals.
  • Connect with the Community: Engage with local events or markets to gain a deeper understanding of the culture and make your stay more memorable.
  • Utilize Nearby Attractions: Discover nearby points of interest that enhance your visit, ensuring your time here is both enjoyable and enriching.

Transportation Options

  • Personal Vehicles: Renting or driving your own car provides the most flexibility for exploring this area and accessing nearby attractions with ease.
  • Local Bus Services: Public transportation options are available within the region, offering a budget-friendly way to navigate around the destination.
  • Taxi and Rideshare Services: Taxis and rideshare apps like Uber and Lyft are reliable choices for convenient travel throughout the town and nearby points of interest.
  • Rental Car Agencies: Numerous rental agencies operate in the region, making it simple to reserve a vehicle that suits your travel needs during your stay here.

Local Customs Options

  • Southern Hospitality: You’ll notice a warm welcoming attitude and friendly interactions that reflect the region’s Southern hospitality traditions.
  • Local Food Customs: Embrace the area’s culinary culture by trying traditional dishes that are commonly shared during community gatherings and family meals.
  • Community Events: Participate in neighborhood festivals or local fairs, which are integral to the area's social life and reflect its close-knit community spirit.
  • Respect for Traditions: Be mindful of customary practices during religious or cultural celebrations, which often play a significant role here in preserving the region's heritage.

Frequently Asked Questions About Caulfield?

1. What are the top vacation rentals in Caulfield?

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

2. How many vacation rentals have private pools in Caulfield?

There are 3 vacation rentals with private pools near Caulfield. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Caulfield are best for families?

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

4. How many Rentbyowner vacation rentals are available in Caulfield?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 190 in the Caulfield 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 Caulfield. 

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

Cancellation policies vary by property. To ensure you understand the specific terms, please review the listing details or contact the property owner directly before booking.

6. Are there any additional fees or charges when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are typically outlined in the listing. It’s best to check the property details or reach out to the host for clarification.

7. How do I ensure the vacation rental I choose is suitable for my needs in this area?

You can filter listings based on amenities, size, and guest capacity. Reading the detailed description and reviews also helps ensure the property matches your preferences before making a reservation.

8. What should I know about check-in and check-out procedures for properties in this region?

Check-in and check-out instructions are provided in the listing or sent directly by the host. Contact the owner if you have specific questions or need flexible arrangements.

9. Is there a secure process for paying and confirming my stay in Caulfield's vacation rentals?

Payments are processed through a secure platform linked to the listing. Confirm all reservation details with the host and review the payment terms before finalizing your booking.