Kent holiday lettings

We found 240 holiday rentals — enter your dates for availability

Discover a selection of 9 homes and other holiday rentals in Kent that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, including Wi-Fi and parking. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Kent

Showing deals for:6 Mar - 13 Mar

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Interior
10 out of 10, Exceptional, (59 reviews)
Exceptional
(59 reviews)

ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW!

Dover Plains, NY

16% off
Price is £7,953
for 7 nights, 1 cabin
£1,136 per night
includes taxes & fees
ENJOY THE HOLIDAY SEASON AT THIS COZY, WARM, LOG CABIN IN THE COUNTRY! BOOK NOW!

Find spaces that suit your style

Why visit Kent

  • Stunning natural beauty: Kent boasts picturesque countryside, serene lakes, and a breathtaking coastline perfect for leisurely strolls.
  • Outdoor adventures: Engage in a variety of activities, from hiking in national parks to exploring nature reserves.
  • Rich history: Discover the charming heritage of Kent through its welcoming neighbourhoods and cultural experiences.
  • Romantic getaways: Ideal for couples, Kent offers a tranquil atmosphere for a romantic retreat amidst stunning landscapes.
  • Charming accommodation: Choose from delightful holiday cottages, private homes, and stylish apartments for your stay.

Popular types of accommodation in Kent

If you're considering a getaway to Kent, you're in for a treat with a variety of delightful accommodation options. The most sought-after choices include charming holiday cottages, houses, and stylish apartments. Whether you're looking for a cosy retreat or a spacious family abode, Kent's holiday rentals offer something for everyone. Explore the beauty of this region while enjoying the comfort and convenience of our carefully curated holiday accommodation.

  • Houses: The most sought-after option in Kent, these homes offer spacious and comfortable settings for families and groups, ensuring a delightful stay.
  • Cottages: A charming choice, these quaint dwellings provide a cosy atmosphere, perfect for a romantic getaway or a peaceful retreat.
  • Apartments: Ideal for those seeking convenience, these self-contained units are a popular option for solo travellers or couples.
  • Cabins: A rustic escape amidst nature, cabins are favoured by those wanting a serene experience in the great outdoors.
  • Villas: These luxurious accommodations offer ample space and upscale amenities, perfect for an indulgent stay.**

Top attractions in and around Kent

Kent, Connecticut, is perfect for a romantic getaway or an adventurous outdoor holiday. Visitors can explore stunning national parks, serene lakes, and nature reserves that offer a variety of cultural and adventurous experiences. Whether you’re travelling as a couple, with family, or friends, Kent provides a delightful mix of scenic beauty and outdoor activities, ensuring a memorable holiday in this charming town.

  • Kent Falls State Park: A stunning national park featuring cascading waterfalls and scenic hiking trails, perfect for outdoor adventures and enjoying nature's beauty just 3.1km from Kent.
  • Lake Waramaug: A picturesque lake ideal for a romantic day out, complete with sandy beaches and breathtaking views, located 3.7km from Kent.
  • Bull's Bridge: A historic landmark showcasing cultural heritage, this charming covered bridge within Kent offers a glimpse into the area's rich history.

Things to do recommended for couples

For a romantic getaway in Kent, indulge in a wine tasting at Hopkins Vineyard, just 3.7km away, or explore the scenic Oak Summit Vineyard for a charming outdoor experience. If you're up for some adventure, enjoy skiing at Mohawk Mountain Ski Area, located 6.8km from Kent.

Things to do recommended for families

Families visiting Kent, Connecticut, can unwind at Veterans Field, a lovely recreation park located 6.8km away, or enjoy the serene atmosphere of Stanford Recreation Park, situated 9.9km from Kent. Both parks offer a perfect setting for relaxation and family-friendly activities.

Things to do recommended for groups

Groups visiting Kent, Connecticut, can enjoy thrilling motor racing at Lime Rock Park, explore the vibrant Elephant's Trunk Flea Market, and experience captivating performances at the TriArts Sharon Playhouse, offering a delightful mix of adventure, culture, and entertainment.

What do I need to keep in mind when booking a vacation in 'Kent

If you're travelling with a group, family, pets, or seeking extended stays, be sure to apply the appropriate filters based on your priorities. Here are some useful booking tips for Vrbo.

  • Traveling to Kent with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all of these options, and more, on Vrbo.
  • Traveling to Kent with young kids: Travelling with young children can indeed present some challenges. It's essential to prioritise their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Kent: For many, a family holiday isn’t truly complete without their four-legged companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Kent: If you’re searching for holiday rentals that offer discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Also, think about including options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Kent

Kent, Connecticut, offers a delightful blend of outdoor adventures and stunning scenery, perfect for a romantic getaway or family holiday. Explore the picturesque Kent countryside, with its charming landscapes and tranquil atmosphere. Don't miss the breathtaking Kent coastline, where you can enjoy leisurely strolls along the shore. With its rich history and welcoming neighbourhoods, Kent promises an unforgettable experience for every traveller seeking relaxation and exploration.

  • New Milford: Located 6.8km from Kent, New Milford is a charming city that boasts stunning outdoor scenery and a romantic atmosphere. Visitors can enjoy a variety of activities such as exploring the local public market, hitting the ski slopes, or simply taking in the picturesque views of the nearby lake and national state park. Don’t miss a day at the beach, where you can relax and soak up the sun. New Milford's blend of natural beauty and vibrant community makes it a delightful stop on your journey.
  • South Kent: Just 1.9km away from Kent, South Kent is a quaint city that offers a perfect escape for outdoor enthusiasts and romantics alike. The area is renowned for its ski fields, providing ample opportunities for winter sports. In addition to skiing, South Kent offers educational experiences in a serene environment, making it ideal for families. Visitors can explore the local lake, national state park, and nearby waterfall, creating a memorable experience surrounded by nature’s beauty.
  • Dover Plains: Situated 3.1km from Kent, Dover Plains invites adventure seekers to explore its scenic landscapes. The city is well-known for its hiking trails, offering a variety of routes for all levels of walkers. Whether you’re skiing or enjoying the ski fields, the natural beauty of the area captivates visitors year-round. Attractions such as the local lake, stadium, and mountains provide a diverse experience for those looking to immerse themselves in the great outdoors.

Best time to go to Kent

If you're planning a trip to Kent, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in January, July and September, while off-peak times, like February and November to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.6°F (-3.0°C)Light RainMostly SunnyModerately HighAverage
February28.4°F (-2.0°C)Light RainMostly CloudyModerately LowSlightly Low
March36.0°F (2.2°C)Light RainMostly CloudyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageSlightly Low
May58.6°F (14.8°C)Light RainMostly SunnyAverageAverage
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
August71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
September64.0°F (17.8°C)Light RainMostly SunnyModerately HighAverage
October52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
November40.6°F (4.8°C)Light RainMostly SunnyModerately LowSlightly High
December32.7°F (0.4°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is simple

Are you keen to save on your upcoming holiday? Being flexible with your travel dates can be beneficial, as prices often vary. Additionally, opting for a longer stay typically allows you to enjoy significant savings. To discover the perfect Vrbo accommodation that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board provides you with a dedicated space to plan new journeys, pick up from where you last stopped, or manage and arrange your existing travel plans. You can easily access properties you’ve saved or booked in the sections for Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The cosy area of Kent awaits your stay

Take a holiday to Kent and enjoy the area's art galleries, museums and monuments. Travellers to this walkable city praise the waterfalls, hiking and parks. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Kent

Do you want to find things to do during your stay? Venture out of your cosy holiday rental and check out everything that Kent has to offer. Here are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Hopkins Vineyard (6.5 mi / 10.4 km)
  • Mohawk Mountain Ski Area (11.5 mi / 18.5 km)
  • Trevor Zoo (11.6 mi / 18.7 km)
  • Millbrook Vineyards and Winery (13.5 mi / 21.7 km)
  • The Christmas Shop (15.1 mi / 24.3 km)
  • Thunder Ridge Ski Resort (15.9 mi / 25.5 km)

Exploring the natural landscape of Kent

Whether you're an active traveller or just want to take in the scenery, Kent is a great place to get out in nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Kent Falls State Park (4.7 mi / 7.6 km)
  • Lake Waramaug State Park (4.9 mi / 7.9 km)
  • Lake Waramaug (6.3 mi / 10.1 km)
  • Steep Rock Preserve (10.6 mi / 17 km)
  • Mohawk Mountain State Forest (11.6 mi / 18.7 km)
  • Woodridge Lake (12.9 mi / 20.8 km)

Travelling to and around Kent

Fly into Danbury, CT (DXR-Danbury Municipal), the closest airport, located 24.3 mi (39.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Oxford, CT (OXC-Waterbury - Oxford), which is 24.4 mi (39.2 km) away.

Frequently asked questions

What is the best area to stay in Kent when booking a holiday rental?
When considering a holiday rental in Kent, Connecticut, a popular area to stay is the charming town centre. This picturesque locale not only offers a selection of delightful properties but also places you within walking distance of some of the town's most appealing attractions. The Kent Falls State Park, with its stunning waterfall and scenic hiking trails, is a must-visit for nature lovers. Additionally, the nearby Kent Museum provides an insightful glimpse into the town's history and culture.

Another excellent option is the area surrounding Lake Waramaug, known for its serene beauty and recreational opportunities. Staying near the lake allows you to enjoy activities such as kayaking and fishing, and you can take leisurely strolls along the picturesque shoreline. This area tends to feature a variety of holiday rentals, from quaint cottages to more spacious homes, suiting different preferences.
How much does it cost to rent a holiday home in Kent?
Prices for holiday rentals in 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 traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kent to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kent holiday house rentals?
You can find great discounts on house rentals in Kent on Vrbo, 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.
Where are the best Kent ski resort rentals?
For ski resort rentals near Kent, Connecticut, travellers should consider the nearby areas of Lake Waramaug and the town of New Milford, which are both within a reasonable distance from popular ski destinations. While Kent itself is more renowned for its scenic beauty and outdoor activities, the closest ski resorts can be found at Mohawk Mountain in Cornwall, approximately 20 minutes away.

In the Lake Waramaug area, visitors can find charming cottages and lakeside homes that provide a peaceful retreat after a day on the slopes. Many of these properties come equipped with amenities such as full kitchens, spacious living areas, and outdoor decks, superb for enjoying the serene surroundings. Additionally, some rentals may offer access to private docks or fire pits for evening gatherings.

Further south in New Milford, there are more options for rental homes that cater to families and groups. These properties often feature modern conveniences like Wi-Fi, laundry facilities, and multiple bedrooms, ensuring a comfortable stay. The town also offers various dining options and local shops to enhance the experience.
What is the most popular type of holiday rental accomodation in Kent?
In Kent, holiday houses are a popular choice, with several available throughout the area. These houses typically offer spacious layouts, featuring multiple bedrooms, fully equipped kitchens, and inviting living areas, making them ideal for families or groups. Many also come with outdoor spaces such as gardens or patios, great for enjoying the picturesque surroundings and fresh air. Additionally, there are several apartments scattered around, providing a more compact option for those looking for a cosy base. These apartments generally come equipped with essential amenities, including kitchen facilities and comfortable seating areas.
Are there any family house rentals in Kent?
In Kent, Connecticut, there are several family-friendly house rentals available, making it an inviting destination for families. The area is known for its stunning natural beauty, with lush landscapes and a variety of outdoor activities. Many of the properties boast spacious living areas, fully equipped kitchens, and outdoor spaces great for children to explore and play. Amenities such as Wi-Fi and modern appliances are commonly found, ensuring a comfortable stay for guests.
Can I rent a holiday home with a pool or hot tub in Kent?
In Kent, Connecticut, there are several holiday homes available for rent that feature pools or hot tubs, making it an appealing destination for those seeking relaxation. The area is known for its picturesque landscapes and charming New England atmosphere. Many of these properties come with amenities such as private outdoor pools, hot tubs, spacious decks, and fully equipped kitchens, ideal for entertaining or unwinding after a day of exploring.
Can I find long-stay holiday rentals in Kent?
A long-stay holiday rental in 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 travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kent?
In Kent, Connecticut, there are several pet-friendly house rentals available, making it an excellent destination for travellers wanting to bring their furry companions along. The area is known for its picturesque landscapes and charming small-town atmosphere, providing a lovely backdrop for a relaxing getaway. Many of the holiday homes here come equipped with amenities such as fully stocked kitchens, outdoor spaces for pets to play, and comfortable living areas to unwind after a day of exploration.
Are there any remote work holiday rentals in Kent?
In Kent, Connecticut, there are several remote work holiday rentals available, making it an excellent choice for those looking to combine work and leisure. Many properties in the area come equipped with essential amenities such as Wi-Fi, dedicated office spaces, desks, and desk chairs, ensuring a productive environment. The picturesque setting, with its charming New England landscape, provides a tranquil backdrop for remote work, allowing you to enjoy nature during breaks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kent holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in 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 on Vrbo 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.
What are popular rental amenities in Kent?
In Kent, popular rental amenities tend to include well-equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties feature essentials like cookware, dishware, and utensils, alongside conveniences such as coffee makers and dishwashers to enhance the cooking experience. Additionally, ovens are commonly available, making it easy for travellers to bake and roast their favourite dishes.
How early should I book a Kent holiday rental?
Book your Kent holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Kent?
In Kent, Connecticut, visitors can enjoy a range of attractions that showcase the area's natural beauty and historic charm. The Kent Falls State Park is a major highlight, featuring picturesque waterfalls and scenic hiking trails that are superb for outdoor enthusiasts. The charming town centre offers quaint shops, art galleries, and delightful cafes, making it a pleasant place to explore on foot.
Can I change or cancel my Kent home rental booking on Vrbo?
To find Kent holiday rentals with free cancellation, just use Vrbo'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". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kent holiday rental prices shown on Vrbo?
Vrbo 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo 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.
Can I plan a group trip on Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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