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Litchfield vacation rentals

We found 265 vacation rentals — enter your dates for availability

Discover a selection of 15 homes and other vacation rentals in Litchfield that are perfect for your trip. Whether you're traveling with family, friends, or just your furry companion, vacation rentals have the best amenities for hanging out with the people that matter most, which might include a garden and hot tub. You'll be sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Litchfield

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Find out more about Litchfield

Find out more about Litchfield

Why visit Litchfield

  1. Scenic Outdoor Adventures: Litchfield boasts beautiful national parks and serene lakes, perfect for exploring nature.
  2. Charming Beaches: Enjoy family-friendly activities at local beaches, including the lovely Litchfield Beach.
  3. Rich Cultural Experience: Discover historical sites and vibrant community life throughout the area.
  4. Romantic Getaways: The picturesque scenery makes Litchfield ideal for couples looking for a romantic escape.
  5. Diverse Accommodation Options: Choose from cozy cottages, vacation homes, and modern apartments for your stay.

Popular types of accommodation in Litchfield

Planning a getaway to Litchfield? You'll find a variety of popular vacation rentals to suit your needs. From charming houses and cozy cottages to modern apartments, there's something for everyone. Whether you're seeking Litchfield beach rentals or a relaxing stay at a Litchfield resort, we ensure transparency and savings for your perfect Litchfield Pawleys Island vacation rental. Discover your ideal home away from home today!

  • Houses: The top choice for visitors, offering spacious and comfortable living for families, couples, or groups in Litchfield.
  • Cottages: A charming option that provides a quaint getaway experience, perfect for those seeking a cozy retreat.
  • Apartments: A convenient and versatile lodging choice, ideal for solo travellers or couples wanting easy access to local amenities.
  • Cabins: Great for nature lovers, these rustic stays offer a unique experience amidst Litchfield's beautiful scenery.
  • Villas: An elegant accommodation type, perfect for those looking for luxury and comfort during their stay.**

Top attractions in Litchfield

Litchfield, Connecticut, offers a delightful mix of outdoor adventures and scenic beauty, making it perfect for romantic getaways or family experiences. Explore local national parks, serene lakes, and urban parks that showcase the area's rich culture. For those seeking a beach vacation, Litchfield provides optional activities to complement your stay. Whether you're wandering through nature or enjoying the vibrant community, Litchfield is sure to captivate every visitor.

  1. Bantam Lake: Located 6.4km from Litchfield, Bantam Lake offers a romantic and scenic atmosphere, perfect for outdoor enthusiasts. Enjoy beach vibes while swimming, picnicking, or taking in the breathtaking views.
  2. White Memorial Conservation Center: Nestled within Litchfield, this serene reserve provides a relaxing escape. With budget-friendly access, it's ideal for walking trails and enjoying nature's beauty.
  3. Litchfield Town Green: This urban park in Litchfield is perfect for families. Enjoy outdoor activities amidst a vibrant city atmosphere, complete with local events and community gatherings.

Things to do recommended for couples

For a romantic getaway in Litchfield, consider skiing at Mohawk Mountain, just 14.5km away, or enjoying a cozy wine tasting at Sunset Meadow Vineyards, only 4.8km from town. For live music, head to Music Mountain, 16.4km away, for a delightful evening together.

Things to do recommended for families

In Litchfield, families can explore the serene Satan's Kingdom State Recreation Area and enjoy the excitement at Laurel Lanes arcade. For a relaxing day, visit Winding Trails, perfect for outdoor adventures and wellness activities, all within 29.0km of Litchfield.

Things to do recommended for groups

Experience the charm of Litchfield with a visit to the Warner Theater for a cultural evening, hike the scenic Big Cathedral Trail for outdoor adventure, or enjoy the thrill of motorsport at Lime Rock Park, perfect for an exhilarating group outing.

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

When planning your trip, whether you're travelling with a group, family, pets, or seeking extended stays, it's important to prioritise your preferences. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Litchfield with a group: Take into account how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Litchfield with young kids: Travelling with young children can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Litchfield: For many, a family vacation isn’t truly fulfilling without their furry companion by their side. If you can relate to this, explore Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Litchfield: If you’re seeking vacation rentals with special offers 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. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Litchfield

Exploring Litchfield, Connecticut, offers a delightful blend of outdoor adventures and romantic scenery. With its friendly atmosphere and beautiful local beaches, such as Litchfield Beach, visitors can enjoy family-friendly activities and historical sites nearby. Don't miss the charm of Pawleys Island, where stunning views and recreation await. Whether you're seeking relaxation or adventure, Litchfield provides the perfect backdrop for an unforgettable vacation experience.

  • Waterbury: Located 24.1km from Litchfield, Waterbury is a vibrant city known for its family-friendly attractions and outdoor adventures. Visitors can enjoy the excitement of a nearby casino or indulge in a day at a waterpark. The city also offers educational experiences and various resorts. Notable landmarks include a popular event conference venue and a thrilling theme park, making Waterbury a great spot for families and thrill-seekers alike.
  • Torrington: Just 8.0km from Litchfield, Torrington is a charming city that attracts those looking for outdoor romance and stunning scenery. The area is perfect for nature lovers, with a beautiful lake and the nearby national state park offering countless opportunities for hiking and picnicking. For those seeking entertainment, Torrington features venues for motor racing and theatre, along with a ski resort for winter sports enthusiasts. The scenic vistas and engaging activities make Torrington a delightful getaway.
  • Litchfield Historic District: Nestled within Litchfield, this historic district provides a quaint village atmosphere perfect for outdoor lovers and those seeking romance. With nearby lakes and a national state park, visitors can immerse themselves in natural beauty. The area also caters to adventure seekers with skiing and ski fields available in the winter months. Local attractions include an event conference venue, making this historic district a unique blend of charm, culture, and outdoor fun.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo’s cutting-edge Trip Board offers you a convenient platform to plan new adventures, pick up right where you left off, and efficiently manage your travel arrangements. You can easily access properties you’ve saved and booked, now categorized under Potential, Upcoming, or Current Trips. To explore the features of Trip Boards, simply visit: https://www.vrbo.com/en-ca/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, and its welcoming and romantic location add to the charm. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Litchfield

Are you hoping to find attractions to visit in the city? Venture out of your cozy vacation rental and experience everything that makes Litchfield a fun place to get away. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Sunset Meadow Vineyards (3.4 mi / 5.4 km)
  • Action Wildlife Foundation (5.7 mi / 9.2 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)

Exploring the natural features in Litchfield

Whether you're looking for adventure or just want to spend some time taking in the scenery, Litchfield is a great place to spend some time outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • 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)

Transportation 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 center. If you can't find a flight that works for your travel itinerary, you might consider flying into Bradley Intl. Airport (BDL), which is 28.8 mi (46.4 km) away.

Frequently asked questions

What is the best area to stay in Litchfield when booking a vacation rental?
When considering a vacation rental in Litchfield, Connecticut, one of the most appealing areas to stay is the charming village centre. This picturesque spot is characterised by its historic architecture and quaint shops, making it an ideal base for exploring the local culture. The village is home to the Litchfield Historical Society, which offers fascinating insights into the town's rich history, and the stunning Litchfield Green, superb for leisurely strolls or picnics.

Another excellent choice is the area surrounding Bantam Lake, which is the largest natural lake in Connecticut. This scenic region offers opportunities for outdoor activities, such as boating, fishing, and hiking, particularly in the adjacent White Memorial Conservation Centre, where nature enthusiasts can enjoy miles of beautiful trails and wildlife observation. The variety of vacation rentals in these areas ensures that visitors can find something that suits their needs, whether they are looking for a quaint cottage or a more modern accommodation.
How much does it cost to rent a vacation home in Litchfield?
Prices for vacation 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 travelling 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.
Are there any discounts for Litchfield vacation 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 skiing in Litchfield, Connecticut, the closest resorts are found in the surrounding areas, particularly in the nearby Berkshire Mountains of Massachusetts and the foothills of the Catskills in New York. For convenient ski resort rentals, travellers should consider the town of Litchfield itself, which offers a quaint New England charm, or nearby towns like Goshen and Torrington.

In Litchfield, visitors can find charming historical homes and cosy cabins that serve as superb base camps for ski trips. These properties often feature amenities such as fireplaces, modern kitchens, and comfortable living spaces, ideal for relaxing after a day on the slopes. Some rentals may also come with outdoor decks or patios, providing lovely views of the surrounding countryside.

In Goshen, which is only a short drive from the ski areas, you can discover more rustic lodgings, including farmhouses that have been converted into vacation rentals. These often provide a great experience with large gardens, plenty of space for families, and proximity to local attractions, such as the scenic views at the Topsmead State Forest or the scenic hiking trails in the surrounding hills.

For those willing to venture a bit further, the ski resorts in the Berkshires, such as those near Great Barrington or Butternut, offer a wider range of ski options. Rentals in these areas might include modern chalets or ski-in/ski-out accommodations, providing direct access to the slopes. Many of these properties are outfitted with amenities such as hot tubs, game rooms, and ample parking, suiting larger groups seeking a fun and comfortable stay.
What is the most popular type of vacation rental accomodation in Litchfield?
In Litchfield, vacation houses are the most popular type of rental, with around 12 available throughout the area. These houses typically offer spacious rooms, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas—ideal for families or groups. Additionally, several cottages and apartments can be found, providing a more intimate setting for couples or solo travellers. Cottages often come with charming features and a rustic feel, while apartments are conveniently located near local amenities.
Are there any family house rentals in Litchfield?
In Litchfield, Connecticut, there are several family-friendly house rentals available, offering a wonderful setting for a vacation. The charming town boasts picturesque neighbourhoods, where visitors can find homes with spacious living areas, fully equipped kitchens, and outdoor spaces ideal for children to play. Many properties also feature amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay for families.
Can I rent a vacation home with a pool or hot tub in Litchfield?
In Litchfield, Connecticut, there are several vacation homes available for rent that feature pools and hot tubs, making it an attractive destination for those looking to relax and unwind. This picturesque town is known for its charming New England atmosphere and offers a variety of neighbourhoods where these properties can be found, including the scenic Litchfield Historic District and the tranquil outskirts.
Can I find long-stay vacation rentals in Litchfield?
A long-stay vacation 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, allowing travellers to enjoy a comfortable stay while bringing their furry companions along. Many of these properties are located in the scenic countryside, offering amenities such as spacious backyards, fully equipped kitchens, and cosy living areas, ideal for relaxing after a day of exploration.
Are there any remote work vacation rentals in Litchfield?
In Litchfield, Connecticut, there are 14 vacation rentals that cater to remote workers, making it a great choice for those looking to blend work and leisure. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated desks, and comfortable office chairs, ensuring a productive work environment.

The town itself is steeped in New England charm, with picturesque landscapes and a variety of outdoor activities. Travellers can expect to find properties with spacious living areas, fully equipped kitchens for convenient meal preparation, and some may even feature serene outdoor spaces for relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Litchfield vacation rentals with parking?
Vrbo offers a wide selection of vacation 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 vacation rental?
The best time to book a vacation rental in Litchfield is during the peak season from June to August, with July being the most popular month. This vibrant period attracts visitors eager to enjoy the warm summer weather, superb for outdoor activities such as hiking, biking, and exploring the charming local shops and eateries. The area is particularly lively, with numerous events and festivals that highlight the region's rich culture and history.

During the summer months, temperatures typically range from 20 to 30 degrees Celsius, providing ideal conditions for sightseeing and leisurely strolls through the scenic landscapes. The lush greenery and blooming gardens make for a picturesque backdrop, enhancing your overall experience in this picturesque Connecticut town.

If you're looking for a more budget-friendly option, consider visiting in December. Although this month falls within the low season, it brings its own unique charm with festive decorations and local vacation events. This quieter period allows for a more relaxed exploration of Litchfield's winter wonderland, including opportunities for cosy indoor activities and peaceful walks in the crisp air.
How early should I book a Litchfield vacation rental?
Book your Litchfield vacation 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 vacation 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 enjoy a range of attractions that highlight the town's rich history and natural beauty. The Litchfield Green is a charming area featuring historic buildings and lovely green spaces, superb for leisurely strolls. Just a short walk away, the Litchfield Historical Society offers insights into the town's past through its exhibits and collections.
Can I change or cancel my Litchfield home rental booking on Vrbo?
To find Litchfield vacation 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 vacation 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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