South Kent holiday rentals

We found 210 holiday rentals — enter your dates for availability
Discover a selection of 11 homes and other holiday rentals in South Kent that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a fireplace. What you'll find is a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

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Book a holiday rental for your South Kent getaway

Learn about the unique charm of South Kent with a stay in a holiday home rental. This city has something for everyone. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in South Kent

Do you want to find attractions to see in the city? Venture out of your holiday home and experience everything that makes South Kent a one-of-a-kind holiday spot. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hopkins Vineyard (6.3 mi / 10.1 km)
  • Thunder Ridge Ski Resort (13.1 mi / 21.1 km)
  • Mohawk Mountain Ski Area (13.6 mi / 21.9 km)
  • The Christmas Shop (13.8 mi / 22.3 km)
  • Millbrook Vineyards and Winery (15.8 mi / 25.3 km)
  • Trevor Zoo (14.3 mi / 23.1 km)

Exploring the natural features in South Kent

Whether you're an adventurous traveller or just want to take in the scenery, South Kent is a great place to spend some time outside. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Waramaug State Park (4.9 mi / 8 km)
  • Lake Waramaug (5.8 mi / 9.4 km)
  • Kent Falls State Park (7.2 mi / 11.6 km)
  • Tymor Park (12.2 mi / 19.6 km)
  • Candlewood Lake (12.8 mi / 20.6 km)
  • Bantam Lake (13 mi / 20.9 km)

Transport to and around South Kent

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 21.2 mi (34.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Oxford, CT (OXC-Waterbury - Oxford), which is 22.1 mi (35.5 km) away.

Frequently asked questions

What is the best area to stay in South Kent when booking a holiday rental?
When considering a holiday rental in South Kent, Connecticut, a popular area to stay is the charming village itself, known for its picturesque countryside and serene atmosphere. This area is home to a variety of rental properties, ranging from quaint cottages to spacious homes, making it an appealing choice for families or couples seeking a peaceful retreat.South Kent is particularly renowned for its stunning natural beauty, with the South Kent School and the nearby Kent Falls State Park being major attractions. The park features breathtaking waterfalls and scenic hiking trails that showcase the region's lush landscapes, superb for outdoor enthusiasts. Additionally, the village's proximity to the charming Kent town centre provides access to delightful shops, art galleries, and cosy cafés, enhancing the overall experience of your stay.
When is the best time to visit South Kent for a holiday rental?
January is the most popular time to visit South Kent, particularly for those seeking winter activities and cosy holiday rentals. This month attracts visitors eager to experience the charm of the snowy landscape, making it an excellent choice for skiing, snowboarding, and enjoying the picturesque winter scenery. The crisp winter air and beautiful vistas provide a superb backdrop for outdoor adventures and sightseeing in the area.As you move into the peak season from July to September, South Kent comes alive with vibrant summer activities. The warmer months offer a wonderful opportunity for hiking, cycling, and exploring local attractions, all while enjoying comfortable temperatures ranging from 15 to 25 degrees Celsius. During this time, you'll find a lively option filled with fellow travellers, making it an ideal option for those who enjoy socialising and outdoor fun.For those looking for better value, consider planning your visit in March. This month often sees fewer tourists, providing a more peaceful experience while still allowing you to enjoy the natural beauty of South Kent as winter transitions into spring. The early signs of blooming flowers and mild temperatures can make for a lovely getaway, superb for tranquil walks and appreciating the scenic surroundings.Ultimately, your choice of when to visit South Kent for a holiday rental will depend on your preferences for either the bustling summer activities or the serene beauty of early spring.
What are the top attractions in South Kent?
In South Kent, visitors can experience firsthand the natural beauty of the Litchfield Hills. One of the top attractions is the scenic Kent Falls State Park, where guests can enjoy hiking trails that lead to stunning waterfalls, great for a day of exploration. The area is also known for the picturesque Kent Village, which boasts charming shops, art galleries, and local eateries, providing a quaint New England experience.Outdoor enthusiasts may appreciate the nearby South Kent School, which offers beautiful grounds and views of the surrounding countryside. Additionally, the stunning Lake Waramaug, located just a short drive away, is ideal for water activities and picnicking, further enhancing the appeal of this tranquil region.For a taste of local culture, the nearby town of Kent hosts seasonal events and farmers' markets, showcasing the best of local produce and crafts.
Are all fees included in the South Kent holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any South Kent holiday homes with parking?
Stayz offers a wide selection of holiday homes in South Kent with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for South Kent holiday homes?
You can find great discounts on holiday homes in South Kent on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my South Kent holiday home booking on Stayz?
To find South Kent holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in South Kent?
A long-stay holiday home in South Kent is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a South Kent holiday home?
Book your South Kent holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Kent?
Prices for holiday homes in South Kent vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in South Kent to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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