Discover Your Perfect Florida Hill Vacation Homes

Why Choose Rent By Owner for your Florida Hill 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 Florida Hill

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you experience the region's seasonal charm at its best, making your stay in Florida Hill, Ridgefield, Connecticut, truly memorable.

Peak Season Highlights

summer
Late Spring to early Summer (May to June)

During this period, you can enjoy warm weather and longer daylight hours, making it ideal for exploring the scenic surroundings and outdoor activities in the area.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Early Fall (September to October)

This season offers pleasant temperatures and fewer crowds, providing a tranquil setting for your stay in this destination's scenic neighborhoods.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler weather and quieter streets, creating a cozy atmosphere perfect for those seeking peace and solitude during their visit.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
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Early Spring (March to April)

As the region transitions out of winter, this time offers mild temperatures and fewer visitors, ideal for a relaxed and affordable getaway.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Florida Hill

How to Book Your Florida Hill 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 Florida Hill

More Top-Rated Vacation Rentals in Florida Hill 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 a private outdoor swimming pool to cool off during warm summer days.
  • Relish the spacious patio area, perfect for outdoor dining and entertaining guests.
  • Take advantage of lush gardens or landscaped yards that enhance the outdoor ambiance.
  • Make use of the outdoor fire pit or fireplace for cozy gatherings in the evening.
  • Benefit from a well-equipped outdoor grilling station for barbecues with family and friends.
  • Experience the tranquility of a peaceful backyard sitting area or hammock spot.
  • Explore additional outdoor amenities such as tennis courts or sports facilities available nearby.

Top Attractions Around Florida Hill

What attractions are nearby?

Within this charming area, you can enjoy a variety of outdoor activities, cultural experiences, and scenic spots that showcase the natural beauty and rich history of Ridgefield, Connecticut.

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Family Activities

  • Ridgefield Playhouse: Enjoy family-friendly performances and live shows in this vibrant local venue that captures the spirit of the region.
  • Irving Green & Associates Nature Preserve: Explore scenic trails and observe local wildlife, offering a peaceful outdoor experience perfect for families seeking nature's tranquility.
  • Putnam Memorial State Park: Discover historical sites and open spaces ideal for picnics, hiking, and outdoor activities suitable for all ages.
  • Ridgefield Historical Society Museum: Dive into the area's rich history through engaging exhibits that offer educational fun for children and adults alike.
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Adult Activities

  • Explore the Ridgefield Playhouse: Attend live performances and cultural events at this renowned venue, offering a vibrant entertainment scene in the area.
  • Visit the Weir Farm National Historic Site: Discover American art history and enjoy scenic outdoor activities at this nationally significant farmstead just a short drive away.
  • Enjoy the outdoors at Ballard Park: Relax or take part in outdoor activities in this picturesque park, perfect for a peaceful day within the region.
  • Indulge in local cuisine: Savor farm-to-table dining experiences at restaurants celebrated for showcasing the region’s fresh ingredients and culinary expertise.

Florida Hill Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Adventures: Explore the scenic parks and trails in the area to enjoy the natural beauty of this destination during your stay.
  • Discover Local Cuisine: Take the time to visit nearby eateries that showcase regional flavors, adding a taste of the local culture to your trip.
  • Maximize Your Time with Local Tips: Connect with your host or local guides to find hidden gems and authentic experiences unique to this part of Connecticut.
  • Choose the Perfect Vacation Rentals: Select well-reviewed properties that offer comfort and convenience, ensuring a restful retreat after your daily excursions.

Transportation Options

  • Ridgefield Transportation Services: This region offers reliable local shuttle and bus options that connect you to nearby towns and key areas within the area.
  • Private Car Rentals: Renting a car provides flexibility and convenience, allowing you to explore the scenic surroundings at your own pace during your stay here.
  • Local Taxi Services: Taxis are readily available for quick trips around the region, making them a convenient choice for short outings or errands.
  • Nearby Train Stations: The closest train stations offer easy access to major cities and transportation hubs, ideal for visitors looking to venture further within the state.

Local Customs Options

  • Respect for Local History: You’ll find that locals take pride in preserving Ridgefield's historic architecture and landmarks, so engaging with these sites is a meaningful way to connect with the area's heritage.
  • Community Celebrations: Participating in regional festivals and town events allows you to experience the warm hospitality and vibrant traditions that define this special destination.
  • Genuine Hospitality: Visitors often notice the friendly demeanor of residents who value courteous interactions, creating a welcoming atmosphere during your stay.
  • Environmental Stewardship: The region emphasizes sustainable practices, encouraging visitors to respect natural resources and enjoy outdoor activities responsibly.

Frequently Asked Questions About Florida Hill?

1. What are the top vacation rentals in Florida Hill?

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

2. How many vacation rentals have private pools in Florida Hill?

There are 1 vacation rentals with private pools near Florida Hill. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Florida Hill are best for families?

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

4. How many Rentbyowner vacation rentals are available in Florida Hill?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 70 in the Florida Hill 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 Florida Hill. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it’s important to review the specific property's terms on its detail page. Some rentals may offer flexible options, while others might have stricter guidelines. For detailed information, contact the property owner directly.

6. Are there any specific check-in or check-out requirements I should know about?

Check-in and check-out procedures are outlined in each listing. Be sure to read these details carefully, as some properties might have unique requirements or designated times. If in doubt, reaching out to the host can clarify any questions.

7. How do I ensure my booking is secure and protected in this region?

Bookings made through reputable platforms typically include secure payment options and verified listings. Always confirm the listing's reviews and ratings before completing your reservation, and communicate through official channels to protect your personal information.

8. What amenities are typically available in vacation rentals here?

Most rentals in this destination come equipped with essential amenities like Wi-Fi, kitchens, and parking facilities. However, availability can differ between properties, so reviewing the listing details will provide you with a complete list of what’s included.

9. Who do I contact if I need assistance during my stay in this region?

For support during your stay, contact the property owner or local management listed on the booking. Contact information is usually provided in your reservation details. Prompt communication ensures a smooth experience during your visit.

Florida Hill Top Rated Vacation Rentals

See More Florida Hill Vacation Rentals