Discover Your Perfect Kent Vacation Homes

Kent Luxury Rentals

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Find More Kent Villas, Resorts, & Rentals on BedroomVillas

Why Choose Rent By Owner for your Kent 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 Kent

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you experience the region's unique charm at its best, whether you're seeking peaceful retreats or vibrant seasonal activities in Kent, Connecticut, USA.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences pleasant weather perfect for outdoor activities and exploring local scenery, making it an ideal time to enjoy your stay in Kent, Connecticut.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 50°F to 60°F
autumn
Early Fall (September to October)

This season offers crisp air and vibrant foliage, attracting visitors seeking a picturesque retreat and outdoor adventures in the region.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

The quiet winter months bring cooler temperatures and fewer crowds, creating a peaceful environment to unwind inside your vacation rental in this destination.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Late Fall (November)

As the region transitions into winter, you'll find fewer tourists and a slower pace, offering a cozy atmosphere to enjoy your stay in Connecticut’s charming countryside.

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

Weekly Weather Forecast for Kent

How to Book Your Kent 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 Kent

More Top-Rated Vacation Rentals in Kent 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 with a fully equipped barbecue grill area
  • Relax by a private or communal swimming pool to unwind during your stay
  • Take advantage of scenic walking or hiking trails nearby for outdoor adventures
  • Make the most of spacious yards or gardens perfect for outdoor games and activities
  • Experience tranquil moments with fire pits or outdoor fireplaces under the stars
  • Explore the region’s natural beauty through nearby lakes or rivers suitable for kayaking or fishing
  • Utilize outdoor seating areas with panoramic views to soak in the peaceful surroundings

Top Attractions Around Kent

What attractions are nearby?

Within this charming area, you can enjoy a variety of outdoor activities, explore local cultural attractions, or indulge in scenic nature walks right near your vacation rentals in Kent, Connecticut.

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Family Activities

  • Kent Falls State Park: Enjoy a family hike along scenic trails leading to stunning waterfalls right in the heart of the region.
  • The Institute for American Indian Studies: Explore Native American history and culture through engaging exhibits and interactive programs suitable for all ages.
  • Millbrook Farm & Distillery: Visit this charming farm for family-friendly tours, tastings, and hands-on activities that celebrate local produce and spirits.
  • Music Mountain: Attend outdoor concerts and performances during warmer months at this renowned venue, perfect for a family night out in the area.
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Adult Activities

  • Explore the Kent Falls State Park: Discover breathtaking waterfalls and scenic trails perfect for outdoor adventures amid the natural beauty of the region.
  • Visit the Kent Historical Society Museum: Dive into local history through exhibits that showcase the area's rich past and cultural heritage.
  • Enjoy hiking at Macedonia Brook State Park: Experience serene woodland paths and panoramic views, ideal for a peaceful day in nature.
  • Attend the Kent Farmers' Market: Savor fresh produce and artisanal goods while supporting local vendors in this charming community event.

Other Places to Stay in Kent, CT

Kent Falls State Park
Kent Falls State Park Vacation Rentals
Connecticut Antique Machinery
Connecticut Antique Machinery Vacation Rentals
Seven Hearths Museum
Seven Hearths Museum Vacation Rentals
Sloane-Stanley Museum
Sloane-Stanley Museum Vacation Rentals
Ober Gallery
Ober Gallery Vacation Rentals
Morrison Gallery
Morrison Gallery Vacation Rentals
Eric Sloane Museum and Kent Iron Furnace
Eric Sloane Museum and Kent Iron Furnace Vacation Rentals
Macedonia Brook State Park
Macedonia Brook State Park Vacation Rentals
Lake Waramaug State Park
Lake Waramaug State Park Vacation Rentals
Bull's Bridge
Bull's Bridge Vacation Rentals
South Kent
South Kent Vacation Rentals
More Places to Stay Near Kent

Kent Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Take advantage of the area’s scenic beauty and cultural spots to enrich your stay in Kent, Connecticut, USA.
  • Plan Outdoor Activities: Make the most of the region’s natural landscapes by engaging in hiking, biking, or other outdoor adventures available nearby.
  • Visit Seasonal Events: Check out local festivals and seasonal events that offer authentic experiences unique to this destination.
  • Choose the Right Vacation Rental: Select a well-located property that provides easy access to the region's top attractions and outdoor pursuits for a memorable visit.

Transportation Options

  • Kent Railroad Station: You can access regional train services from this station, making it a convenient option for exploring the area and beyond.
  • Local Bus Services: Reliable bus routes serve this part of Connecticut, offering an affordable way to navigate the region without the need for a car.
  • Car Rentals: Several rental agencies in the vicinity provide flexible transportation options if you prefer exploring at your own pace.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps are readily available here, ensuring quick and comfortable transport during your stay.

Local Customs Options

  • Traditional New England Hospitality: You’ll find that welcoming attitudes and a strong sense of community are core to the region’s charm, making your stay feel like a true local experience.
  • Regional Craftsmanship and Artisanship: The area takes pride in its locally made goods and handcrafted arts, offering you a chance to appreciate genuine regional craftsmanship during your visit.
  • Celebration of Seasonal Events: Participating in seasonal festivals and community gatherings provides a unique insight into local traditions and preserves the area's cultural heritage.
  • Respect for Nature and the Outdoors: The region emphasizes outdoor activities and conservation, encouraging visitors to enjoy and respect the natural beauty surrounding your rental here.

Frequently Asked Questions About Kent?

1. What are the top vacation rentals in Kent?

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

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 75 in the Kent 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 Kent. 

4. What is the cancellation policy for vacation rentals in Kent, Connecticut?

The cancellation policy varies depending on the individual property listing. You should review the specific terms outlined in the rental listing or contact the property owner directly to understand the cancellation and refund options available.

5. How do I find the most suitable vacation rental in Kent, Connecticut?

You can filter your search based on dates, amenities, and property type to find a vacation rental that matches your preferences. Reading detailed descriptions and guest reviews will also help you select the perfect place for your stay here.

6. Are there any specific house rules I should be aware of when booking here?

Each vacation rental has its own set of house rules, which are typically listed on the property page. It’s recommended to review these before booking and reach out to the owner if you have any questions about policies such as check-in times, pet allowances, or smoking restrictions.

7. What should I do if I encounter issues during my stay in a vacation rental in this area?

If you experience any problems during your stay, contact the property owner or manager promptly through the contact information provided in the listing. They are best equipped to assist you and ensure your visit remains enjoyable.

8. Is there a minimum or maximum stay requirement for vacation rentals in this destination?

Minimum and maximum stay requirements vary from one property to another. Be sure to review the booking details on the listing or contact the owner directly to confirm the length of stay permitted here.