Photo by Jennifer Magri

Litchfield holiday homes

We found 273 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:19 Dec - 26 Dec
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Why visit Litchfield

  • Scenic outdoor adventures: Litchfield offers stunning landscapes perfect for hiking and exploring local parks and lakes.
  • Rich history and culture: Visit the Litchfield Historical Society and its museum to delve into the town's fascinating past.
  • Charming atmosphere: Enjoy quaint streets lined with friendly locals and unique shops, creating a delightful experience.
  • Family-friendly activities: There are numerous attractions catering to families, making it an ideal getaway for all ages.
  • Picturesque settings: The stunning vistas provide a romantic backdrop for memorable experiences during your visit.

Top attractions in and around Litchfield

Litchfield, Connecticut, is perfect for a romantic getaway or outdoor adventure, offering stunning scenery and a variety of attractions. Explore the Litchfield Community Greenway, visit the Litchfield Historical Society and its museum, or enjoy the local lakes and parks. This charming town caters to families and culture enthusiasts alike, promising memorable experiences in a picturesque setting.

  • Litchfield Historical Society Museum: Discover the rich history of Litchfield through engaging exhibits and artefacts that showcase the town's cultural heritage. It's a perfect spot for history buffs and those keen to learn about local traditions.
  • Woodridge Lake: A serene retreat just 8.0km from Litchfield, offering a stunning beach and picturesque scenery. It's ideal for outdoor activities and romantic picnics, perfect for unwinding in nature.
  • Camp Columbia State Park: Adventure awaits at this national park, located 8.0km from Litchfield. Enjoy hiking trails and breathtaking views, making it a fantastic destination for outdoor enthusiasts.

Things to do recommended for couples

Planning a romantic getaway in Litchfield? Enjoy skiing at Woodbury Ski Area for some adventure, then unwind with a wine tasting at Sunset Meadow Vineyards. Don’t miss live music at Music Mountain for a memorable night out together. Perfect for creating lasting memories.

Things to do recommended for families

Your family will love exploring Satan's Kingdom State Recreation Area for some relaxation, enjoying arcade fun at Laurel Lanes, and unwinding at Veterans Field. Each spot offers unique experiences, perfect for making memories together in Litchfield.

Things to do recommended for groups

Groups visiting Litchfield can enjoy a show at the Warner Theater for a touch of culture and romance. For adventure seekers, the Big Cathedral Trail offers scenic hiking, while motorsport enthusiasts can experience excitement at Lime Rock Park, just a short drive away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you’re travelling with a group, family, or pets, or if you’re after longer stays, be sure to refine your search with the right priorities in mind. Here are some handy Vrbo booking tips to help 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 get-togethers. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Litchfield with young kids: Travelling with young kids can be quite a task. It’s important to prioritise their comfort and safety, along with suitable facilities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Litchfield: For many families, a holiday just isn’t the same without their furry companion. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these 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 in search of holiday 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 rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Litchfield

Litchfield, Connecticut, offers a delightful escape for those seeking outdoor adventures and romantic scenery. Nestled in Litchfield County, this historic town boasts friendly locals and a charming atmosphere. Explore the beautiful landscapes and family-friendly activities in the surrounding region, where recreation and history blend seamlessly. Whether you're wandering through quaint streets or enjoying the stunning vistas, your visit to Litchfield CT promises unforgettable experiences and a warm welcome.

  • Washington: Located 16.1km from Litchfield, Washington is a charming town that offers a delightful blend of outdoor activities and romantic scenery. Known for its picturesque landscapes, visitors can enjoy a round of golf at local courses or unwind at nearby resorts. In winter, skiing becomes a popular pastime, with excellent slopes for enthusiasts. Attractions such as a stunning lake, a conference venue for events, and the expansive national state park make Washington a perfect spot for nature lovers and those seeking a serene getaway.
  • Harwinton: Just 11.3km from Litchfield, Harwinton is a hidden gem for those who appreciate the great outdoors. This city is ideal for couples and families seeking scenic beauty, with plenty of recreational areas and ski fields nearby. The inviting lakes and beaches provide opportunities for relaxation and fun, while the national state park serves as a breathtaking backdrop for various activities. Whether you're hitting the slopes in winter or enjoying a summer day by the water, Harwinton is a lovely destination for a peaceful retreat.
  • Bethlehem: Also 11.3km away from Litchfield, Bethlehem is renowned for its outdoor charm and romantic settings. Visitors can explore ski fields and recreational areas, making it a fantastic choice for adventure seekers. With beautiful lakes and inviting beaches nearby, the city's proximity to the national state park enhances its appeal for nature enthusiasts. Bethlehem offers a perfect blend of relaxation and adventure, ensuring a memorable experience for every traveller.

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.

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

Booking with Vrbo is simple

Are you keen to save some dollars on your next holiday? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, if you opt for a longer stay, you’re likely to enjoy significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of holiday rental. Happy planning.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides you with a convenient platform to plan new adventures, keep track of your arrangements, or manage your bookings. You’ll find your saved and booked properties neatly organised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, head over to: https://www.bookabach.co.nz/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 most popular type of holiday home accommodation in Litchfield?
Houses are the most popular style of holiday home in Litchfield, according to our data. Even if you've got a different idea about what you'd like, Bookabach has properties in a variety of sizes and shapes. Browse our options to find your perfect Litchfield pad.
How much does it cost to rent a holiday home in Litchfield?
The average price for a holiday home in Litchfield depends on several factors, like season, length of stay and property type. Whether you prefer a sprawling villa with lots of space or a quaint cottage that's perfect for two, just add your travel dates to see stays with exceptional value.
How much does it cost to rent a beach house in Litchfield?
The average price for a holiday home by the beach in Litchfield depends on when you're visiting the area and the type and size of property you want. You can easily and quickly find prices on Bookabach by entering your preferred travel dates. Then use the filter tool to select the number of bedrooms and amenities important to you, like WiFi, air conditioning and a hot tub.
Are there pet-friendly holiday homes in Litchfield?
Pack a bone and a squeezy toy for your canine companion because Litchfield has 30 holiday homes that open their doors to pets. Let your furriest friend enjoy the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and dates, then check our "Pets allowed" filter box.
Can I rent a house with a pool in Litchfield?
Check the "pool" box in our filter tool and select from seven houses with private pools in Litchfield on Bookabach. Morning soak, afternoon splash or midnight swim? Leisure time is your call when your Bookabach holiday property boasts its own swimming pool.
What are popular home amenities in Litchfield?
The most popular home amenities people are looking for in Litchfield include a chef, mountain views and ski-in/ski-out facilities. Whether you're on the road with buddies, family or even pets, Bookabach holiday homes feature the best amenities for ultimate relaxation with the people who matter most.
Are there large group holiday homes in Litchfield?
Choose from four properties in Litchfield that can sleep 10 or more people. Whether you're planning a trip with extended family or an event like a party, there's ample space to get your favourite people together under the same roof.
Are there holiday homes in Litchfield that welcome kids?
Bring the whole family together for an adventure in Litchfield at one of our 30 family-friendly properties. Many of these stays provide amenities that are ideal for trips with children, like dining rooms, multiple bedrooms and swimming pools. Simply check the "Properties good for families" filter and choose your favourite.
What are the top attractions for families in Litchfield?
There are tons of exciting things to see and do with the family in Litchfield, including:

  • Litchfield Historical Society Museum
  • KidsPlay Museum
  • Tapping Reeve House and Law School

Are there one-bedroom holiday homes in Litchfield?
Litchfield has four one-bedroom homes available. Often positioned in prime spots because of their compact size, a one-bedroom holiday home is ideal if you're travelling with your partner or a friend. And with plenty of home comforts like laundry facilities and more privacy than a standard hotel, you'll be able to chill out while exploring this fantastic destination.
Can I find two-bedroom holiday homes in Litchfield?
Pick from three two-bedroom homes in Litchfield. Put the kids in the second room or maybe fill it with a couple of your best friends. There's enough space for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Litchfield?
You'll find eight holiday homes with WiFi in Litchfield. If you'd like to disconnect from daily life on your trip, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Litchfield?
Select your travel dates and then make use of the filters to look for holiday homes with ac in Litchfield on Bookabach. With 23 air-conditioned properties available here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Litchfield?
The minimum required age is generally 16, 18 or 21. It can change from property to property on Bookabach, so look at the rules of your preferred Litchfield holiday home before booking your stay.
How long can I rent a holiday home in Litchfield for?
The amount of time you can book a Litchfield holiday home for is down to each property. Simply tap in your travel dates to view options that offer extended stays. They include all you require to make your extended break more comfortable and enjoyable, like laundries and air conditioning. Some Bookabach holiday homes may also offer weekly or monthly discounts, so you can stay even longer for less.

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