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Litchfield holiday lettings

We found 269 holiday rentals — enter your dates for availability

Discover a selection of 15 homes and other holiday rentals in Litchfield that are perfect for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you need and want for your stay, which might include Wi-Fi and a hot tub. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Litchfield

Showing deals for:7 Nov - 14 Nov

Image gallery for Fabulous year round waterfront retreat on Lake Waramaug

The house in peak Fall colors!
10 out of 10 rating
Exceptional
(6 reviews)

Fabulous year round waterfront retreat on Lake Waramaug

New Preston, CT

8% off
Price is £6,316
£902 per night
includes taxes & fees
Fabulous year round waterfront retreat on Lake Waramaug

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Find out more about Litchfield

Find out more about Litchfield

Why visit Litchfield

  • Picturesque national parks: Discover the natural beauty of Kingsford Forest Park, perfect for scenic walks and outdoor activities.
  • Rich historical sites: Visit the historic Litchfield Cathedral, which adds a unique charm to your holiday.
  • Charming accommodation: Choose from delightful cottages and private homes for a cosy stay.
  • Family-friendly experiences: Engage in a variety of activities that cater to families and couples alike.
  • Serene lakes: Enjoy the tranquillity of Litchfield's beautiful lakes, ideal for relaxation and picnics.

Popular types of accommodation in Litchfield

If you're considering a getaway in Litchfield, you're in for a treat! Our holiday rentals offer a variety of options to suit your needs, including charming houses, delightful cottages, and well-appointed apartments. Whether you're seeking Lichfield holiday cottages or other types of accommodation in Lichfield, we've got a perfect spot for you to unwind and explore this beautiful area.

  • Houses: The top choice for visitors in Litchfield, offering spacious and comfortable settings for families, groups, or couples.
  • Cottages: A charming option, these quaint dwellings provide a cosy retreat amidst picturesque surroundings.
  • Apartments: A convenient choice for those seeking a home-like atmosphere, ideal for shorter stays.
  • Cabins: Nestled in nature, these rustic lodgings are perfect for a tranquil escape.
  • Villas: Luxurious and spacious, these elegant accommodations offer a touch of indulgence.**

Top attractions in and around Litchfield

Litchfield, Connecticut, offers a delightful escape for those seeking outdoor adventures, stunning scenery, and romantic getaways. Visitors can explore picturesque national parks, serene lakes, and intriguing museums, catering to a variety of interests, including culture and family experiences. Don't miss the opportunity to visit Litchfield Cathedral, adding a touch of history to your charming holiday in this lovely town.

  • Bantam Lake: A picturesque lake just 2.5km from Litchfield, Bantam Lake offers stunning scenery, a beautiful beach, and a romantic atmosphere perfect for outdoor activities like picnicking and kayaking.
  • White Memorial Conservation Center: This serene reserve within Litchfield features extensive trails and a peaceful environment, making it an ideal spot for budget-friendly relaxation and nature appreciation.
  • Litchfield Town Green: A vibrant urban park in the heart of Litchfield, the Town Green is a family-friendly space surrounded by local shops, perfect for outdoor activities and enjoying community events.

Things to do recommended for couples

For a romantic getaway in Litchfield, explore the slopes at Mohawk Mountain Ski Area for a bit of adventure. Enjoy a wine tasting at Sunset Meadow Vineyards, perfect for intimate moments. Don't miss a concert at Music Mountain for an enchanting evening filled with music.

Things to do recommended for families

Families will love exploring Satan's Kingdom State Recreation Area and Winding Trails, both offering tranquil outdoor experiences just 14 and 11.2km away from Litchfield. For a bit of excitement, Laurel Lanes provides a fun arcade adventure zone, also 8.7km from the town.

Things to do recommended for groups

Experience a night of entertainment at Warner Theater, only 3.1km away, or embark on an adventurous hike along the Big Cathedral Trail right in Litchfield. For motorsport enthusiasts, Lime Rock Park, located 9.9km from town, offers thrilling racing events.

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

If you're travelling with a group, family, pets, or seeking longer stays, be sure to apply the appropriate filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Litchfield 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 filter for these options and much more on Vrbo.
  • Traveling to Litchfield with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with suitable facilities, 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 Litchfield: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at ease.
  • Planning for a long term stay visiting Litchfield: If you’re in search of holiday rentals offering 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 accommodations. Additionally, think about including amenities such as a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Litchfield

Litchfield, Connecticut, offers a charming blend of outdoor adventures and romantic scenery, making it an ideal getaway for families and couples alike. Explore the picturesque Kingsford Forest Park for scenic walks, or delve into the rich history of the area. With a friendly atmosphere and recreational activities, Litchfield promises a delightful experience, whether you're seeking adventure or a peaceful retreat in its lovely rural surroundings.

  • Waterbury: Situated approximately 9.3km from Litchfield, Waterbury is a lively city that offers a variety of family-friendly activities. Visitors can enjoy outdoor adventures, educational experiences, and thrilling amusement parks. Notable attractions include a prominent event conference venue and a fantastic theme park, making it an ideal destination for families seeking fun. The local waterpark provides a refreshing escape during the warmer months, ensuring a memorable visit for all ages.
  • Torrington: Just 3.1km away from Litchfield, Torrington is a charming city that captivates visitors with its stunning scenery and outdoor activities. Perfect for a romantic getaway, this area boasts attractions like a serene lake and a vibrant stadium. Outdoor enthusiasts can indulge in motor racing and enjoy the local theatre scene, while ski enthusiasts will appreciate the nearby ski facilities. The natural beauty of the national state park surrounding Torrington offers ample opportunities for hiking and exploration.
  • Morris: Located a mere 2.5km from Litchfield, Morris invites travellers to bask in its picturesque landscapes and outdoor experiences. Ideal for couples looking for a romantic retreat, the city features beautiful recreational areas and ski fields. With nearby lakes and a national state park, Morris is a haven for nature lovers. The majestic mountains provide a stunning backdrop for various outdoor pursuits, ensuring a tranquil and scenic escape for visitors.

Best time to go to Litchfield

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.6°F (-3.0°C)Light RainMostly SunnySlightly LowSlightly Low
February28.2°F (-2.1°C)Light RainMostly CloudyAverageAverage
March35.6°F (2.0°C)Light RainMostly CloudyAverageSlightly Low
April46.9°F (8.3°C)Light RainMostly SunnyAverageSlightly Low
May57.7°F (14.3°C)Light RainMostly SunnyAverageAverage
June65.8°F (18.8°C)Light RainMostly SunnySlightly HighSlightly High
July72.3°F (22.4°C)Light RainMostly SunnySlightly HighSlightly High
August70.5°F (21.4°C)Light RainMostly SunnySlightly HighSlightly High
September63.5°F (17.5°C)Light RainMostly SunnyAverageAverage
October52.7°F (11.5°C)Light RainMostly SunnyAverageAverage
November40.8°F (4.9°C)Light RainMostly SunnySlightly LowAverage
December32.9°F (0.5°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Are you keen to save on your upcoming trip? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area for you to plan new getaways, continue from where you last stopped, or keep track of your arrangements. You can easily access properties you’ve saved or reserved, organised under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Delight in the majestic landscape of Litchfield

Enjoy the wineries and other features of Litchfield. This city's restaurants, golfing and zoo attract many visitors, as does its welcoming and romantic location. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Litchfield

Are you looking for attractions to visit during your stay? Venture out of your holiday home and experience everything that Litchfield has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Sunset Meadow Vineyards (3.4 mi / 5.4 km)
  • The Christmas Shop (7.7 mi / 12.5 km)
  • Connecticut Valley Winery (8.4 mi / 13.5 km)
  • Mohawk Mountain Ski Area (8.8 mi / 14.1 km)
  • Hopkins Vineyard (9 mi / 14.5 km)
  • Quassy Amusement Park (15.4 mi / 24.7 km)

Exploring the natural features in Litchfield

Whether you're looking for adventure or just want to take in the scenery, Litchfield is a great spot to appreciate mother nature. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Litchfield Town Green (0.1 mi / 0.1 km)
  • White Memorial Conservation Center (2 mi / 3.3 km)
  • Bantam Lake (3.4 mi / 5.5 km)
  • Woodridge Lake (5.1 mi / 8.1 km)
  • Mount Tom State Park (5.9 mi / 9.5 km)
  • Mohawk Mountain State Forest (8.2 mi / 13.1 km)

Transport options to and around Litchfield

Fly into Oxford, CT (OXC-Waterbury - Oxford), the closest airport, located 18.7 mi (30.2 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Hartford, CT (BDL-Bradley Intl.), which is 28.8 mi (46.4 km) away.

Frequently asked questions

What is the best area to stay in Litchfield when booking a holiday rental?
When considering a holiday rental in Litchfield, Connecticut, a popular area to stay is the charming Litchfield town centre. This picturesque area not only boasts a delightful array of boutique shops and eateries but also provides easy access to some of the town's top attractions. The Litchfield Historical Society, which offers insights into the region's rich history, and the stunning Litchfield Green, a lovely park surrounded by historic buildings, are both within walking distance.

Another appealing option is the scenic Bantam Lake area, superb for those who enjoy outdoor activities. Here, you can find various properties that offer stunning views of the lake, along with opportunities for fishing, hiking, and picnicking. Bantam Lake is the largest natural lake in Connecticut and is a popular spot for kayaking and swimming in the warmer months, making it an ideal location for families and nature lovers alike.
How much does it cost to rent a holiday home in Litchfield?
Prices for holiday rentals in Litchfield 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 Litchfield 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 Litchfield holiday house rentals?
You can find great discounts on house rentals in Litchfield 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 Litchfield ski resort rentals?
For ski resort rentals near Litchfield, Connecticut, travellers should consider the nearby area of Mohawk Mountain, which is approximately a half-hour drive away. In the charming town of Cornwall, you can find cosy cabins and lodges that provide a great base for skiing adventures. Many of these properties feature amenities such as wood-burning stoves, spacious living areas, and fully stocked kitchens, suiting families and groups looking for a comfortable retreat after a day on the slopes.

Additionally, the surrounding towns like Goshen and Litchfield itself offer a variety of rental options, including historic homes and modern chalets. These accommodations often come with features such as outdoor decks for enjoying the crisp mountain air, ample parking, and some even have hot tubs for relaxation. The picturesque scenery of the Litchfield Hills enhances the overall experience, with many properties situated close to local trails for snowshoeing or winter hiking.
What is the most popular type of holiday rental accomodation in Litchfield?
In Litchfield, holiday houses are the most popular type of rental, with about 12 available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or larger groups. Additionally, several cottages and apartments can be found, providing a charming and cosy atmosphere, often with unique character and local touches. Many of these rentals are situated near the scenic Litchfield Town Green and various local parks, allowing guests to easily explore the beautiful surroundings.
Are there any family house rentals in Litchfield?
In Litchfield, Connecticut, there are several family-friendly house rentals available, making it a lovely spot for groups looking to enjoy a peaceful getaway. The area is known for its charming New England atmosphere, with properties often situated near picturesque parks and outdoor recreational areas.

Many of these homes feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play and explore. Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even outdoor seating for enjoying the scenic views.
Can I rent a holiday home with a pool or hot tub in Litchfield?
In Litchfield, Connecticut, there are several holiday homes available for rent that feature pools or hot tubs. This picturesque town, known for its charming New England scenery and historic architecture, offers a variety of properties that cater to those seeking a relaxing getaway. Many rentals come equipped with private pools, hot tubs, and spacious outdoor areas superb for barbecues or family gatherings. Inside, travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and modern conveniences like Wi-Fi and air conditioning.
Can I find long-stay holiday rentals in Litchfield?
A long-stay holiday rental in Litchfield 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 Litchfield?
In Litchfield, there are several pet-friendly house rentals available for travellers looking to enjoy this picturesque Connecticut town. Many of these homes come equipped with amenities such as spacious backyards, fully stocked kitchens, and comfortable living areas, ensuring a welcoming environment for both guests and their furry companions.
Are there any remote work holiday rentals in Litchfield?
In Litchfield, Connecticut, there are several options for remote work holiday rentals, with around 14 properties available. This picturesque town, known for its charming New England architecture and scenic landscapes, offers an ideal setting for those looking to blend work and leisure. Many of these rentals come equipped with essential remote work amenities, including high-speed Wi-Fi, dedicated desks, and comfortable office chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Litchfield holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Litchfield 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 Litchfield?
In Litchfield, popular rental amenities typically include essential kitchen facilities, making it convenient for guests to prepare their own meals. Most rentals come equipped with cookware, dishware, and utensils, as well as a refrigerator to store groceries. Additionally, many properties feature a coffee maker for morning brews, a dishwasher for easy clean-up, and a microwave for quick meal preparation.
When is the best time to visit Litchfield for a holiday rental?
The most popular time to visit Litchfield is during the summer months, particularly from June to August, when the vibrant atmosphere draws in both families and outdoor enthusiasts. This peak season is ideal for enjoying various activities, such as hiking in the nearby state parks or exploring the charming local shops and restaurants. With warm temperatures averaging in the high 20s Celsius, visitors can comfortably partake in outdoor adventures and sightseeing.

July stands out as a particularly lively month, with numerous summer events and festivals that showcase the area's culture and community spirit. You can expect to see local farmers' markets bustling with fresh produce, craft fairs, and outdoor concerts, making it a superb time for those looking to immerse themselves in the local lifestyle and connect with fellow travellers.

For those seeking better value, consider planning your trip in December. While this is considered the low season, it presents a unique opportunity to experience Litchfield's serene beauty during the quieter winter months. The picturesque snowy landscapes provide a stunning backdrop for winter activities like cross-country skiing and snowshoeing, while the festive holiday decorations create a warm and friendly space.
How early should I book a Litchfield holiday rental?
Book your Litchfield 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 Litchfield?
In Litchfield, visitors can discover a blend of historical charm and natural beauty. The Litchfield Historic District features beautifully preserved Colonial and Federal-style homes, offering a picturesque backdrop for exploration. Nearby, the Litchfield Green is a lovely spot for leisurely strolls and community events, surrounded by quaint shops and eateries.
Can I change or cancel my Litchfield home rental booking on Vrbo?
To find Litchfield 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Litchfield 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.

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