Vacation Rentals in Litchfield, CT

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Litchfield, CT holiday rentals
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177 Holiday rentals and Airbnb in Litchfield, CT

Best family friendly Litchfield, CT holiday rentals

Among the 177 accommodations in Litchfield, CT, here are the 4 best family friendly rentals

Peaceful Year Round Lakehouse - Litchfield, CT
9.9 63 reviews

Peaceful Year Round Lakehouse

house, Morris
This apartment is located in Litchfield, Connecticut, just a short drive from Morris, and is situated in a peaceful woodland setting close to Bantam Lake. It has received excellent ratings for cleanliness, location and overall user experience.
The apartment is a comfortable two-bedroom property that can accommodate up to four guests. It includes a well-equipped kitchen, a spacious living area with stunning views, a private deck with barbecue facilities, and access to a private beach with kayaks and canoes.
The Doctors 1781 House On The Litchfield Green - Litchfield, CT
10 51 reviews

The Doctors 1781 House On The Litchfield Green

house, Litchfield
This apartment is located in a peaceful neighbourhood in Litchfield, just a short walk from the town square and a few minutes from the Litchfield Historical Society. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The apartment has four bedrooms and two bathrooms, sleeping up to eight guests. It offers a fully equipped kitchen, a comfortable living space, and a private patio, perfect for enjoying the outdoors.
Charming, River Front Compound - Litchfield, CT
9.0 24 reviews

Charming, River Front Compound

apartment, Litchfield
This waterfront apartment is located in Bantam, a charming village in Litchfield, Connecticut, just a short walk from restaurants, shops, and a historic movie theatre. The apartment is highly rated, receiving a "very good" user rating.
This 186 square metre property has three bedrooms, two bathrooms, and can accommodate up to six guests. This family-friendly apartment offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, a terrace, parking, and internet access.
Gather Your Family At This Country Estate - Litchfield, CT
9.0 29 reviews

Gather Your Family At This Country Estate

apartment, Watertown
This rural property in Watertown offers excellent access to recreational parks and is within driving distance of historical sites such as the Old Bethlehem Historical Society Museum and Bellamy-Ferriday House and Garden.
This spacious 324 square meter flat accommodates up to 14 guests with 6 bedrooms and 2 bathrooms, featuring a jacuzzi, spa, garden, and parking, with nearby winter activities including snowboarding and skiing.

Best Litchfield, CT holiday rentals with a balcony

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown - Litchfield, CT
10 1 review

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

apartment, Torrington
This Torrington flat is located in a revitalising mixed-use district, a few minutes from downtown amenities and the attractions of Litchfield County, including the KidsPlay Museum and White Memorial Conservation Centre.
This 102 square metre apartment accommodates up to four guests, offering two bedrooms, one bathroom, in-unit laundry, air conditioning, a kitchen with a fridge, and a terrace or balcony, all within a secure building with parking and high-speed internet.
Lakefront Cottage W/dock, Kayaks - Litchfield, CT
No reviews

Lakefront Cottage W/dock, Kayaks

apartment, Morris
This lakehouse in Morris offers exclusive private lakefront access on Bantam Lake, Connecticut's largest freshwater lake, and is located within 5 kilometres of Topsmead State Forest, the Litchfield Historical Society Museum and the White Memorial Conservation Centre.
This 3-bedroom apartment accommodates up to 6 guests and features a newly renovated game room, a washer and dryer, and a large parking lot with electric vehicle charging, whilst offering direct access to swimming, kayaking, biking, and hiking activities.
Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day! - Litchfield, CT
9.4 19 reviews

Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day!

cottage, Bethlehem
This charming cottage is located in Bethlehem, Connecticut, just a short distance from Woodbury Ski Area, Flanders Nature Center, and Camp Columbia State Park. It enjoys a peaceful setting on a lake and is within walking distance of the beach. Guests have consistently rated it excellent, praising its comfortable atmosphere and convenient location.
The property is a three-bedroom, one-bathroom dwelling that comfortably accommodates up to six guests. It has a fully equipped kitchen, air conditioning, and Wi-Fi, along with a private deck, fire pit, and access to kayaks and other outdoor games.
Gather Your Family At This Country Estate - Litchfield, CT
8.0 5 reviews

Gather Your Family At This Country Estate

apartment, Watertown
This 5-bedroom, 2-bathroom country house in Watertown offers accommodation for up to 16 guests, situated 10 minutes by car from Bantam Lake and close to educational institutions such as Taft and Rumsey Hall.
This property boasts a banquet-style garage space for 30, a dining room with expandable seating, a family room with a fireplace, and a living room with a piano, alongside modern amenities including Enterprise-class internet and air conditioning in all rooms.

Frequently asked questions about holiday rentals in Litchfield, CT

  • What are the must-see sights in Litchfield, Connecticut?

    Litchfield boasts several must-see attractions. The Litchfield Historical Society Museum offers a fascinating glimpse into the town's rich past. The stunning Litchfield Green, a picturesque village square, is perfect for a stroll. For architecture buffs, the elegant First Congregational Church and the Tapping Reeve House and Litchfield Law School are architectural gems. Don't miss the charming shops and art galleries that line the streets.
  • What are the best Airbnb and holiday rentals in Litchfield, CT?

    The Village Apt, Perfect - Peaceful Retreat and Cozy Litchfield House With Fenced-in Yard And Fire Pit are the most popular Airbnb and holiday rentals in Litchfield, CT among travellers.

  • Are there any unique natural phenomena in Litchfield, Connecticut?

    While Litchfield doesn't have dramatic natural phenomena like geysers, its rolling hills and forests offer a tranquil and scenic environment. The Bantam Lake, the largest natural lake entirely within Connecticut, provides opportunities for boating, fishing, and enjoying the natural beauty. Several hiking trails in the surrounding areas offer scenic views and a connection with nature.
  • What are the most popular Airbnbs in Litchfield, CT?

    Among the Airbnbs in Litchfield, CT, The Village Apt, Perfect - Peaceful Retreat and Artist's Garden Apartment are the most popular ones.

  • What essentials should you bring along for a trip to Litchfield, Connecticut?

    Pack comfortable walking shoes, as you'll be doing a lot of exploring on foot. Depending on the season, bring layers of clothing, as the weather can be unpredictable. Sunscreen, a hat, and insect repellent are also advisable, especially during warmer months. Don't forget a camera to capture the beautiful scenery and charming architecture.
  • What are the best holiday rentals with a pool in Litchfield, CT?

  • What famous events or festivals are happening in Litchfield, Connecticut?

    Litchfield hosts various smaller, local events throughout the year. Information on specific dates and events is best found closer to your travel dates by checking local event listings. However, the town's charm lies in its peaceful atmosphere and quaint celebrations rather than large-scale festivals.
  • What are the best rentals for families and kids in Litchfield, CT?

    The best rentals for families and kids in Litchfield, CT are Artist's Garden Apartment, County Seat Colonial and Center Of Litchfield House - Walk To Town.

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Litchfield, Connecticut?

    A daily budget in Litchfield can vary greatly depending on your preferences. Accommodation ranges from budget-friendly inns to more luxurious options. Food costs can range from casual dining to upscale restaurants. Transportation within Litchfield is often walkable, but a car might be needed for exploring the surrounding areas. A reasonable daily budget could range from £100 to £300 per person, but this is just an estimate.
  • What are the best rentals or Airbnbs with a jacuzzi in Litchfield, CT?

    The best holiday rentals or Airbnb with a jacuzzi in Litchfield, CT are 1770 Colonial 5 Bedrooms 4 1\/2 Baths Sleeps 9, Fantastic Cape In Historic Litchfield and Estate Guest House With Views.

  • Where can you find the best restaurants serving local dishes in Litchfield, Connecticut, and what are the must-try specialties?

    Litchfield has several excellent restaurants. The Village Restaurant is a popular choice known for its New England cuisine. For a more casual setting, try the West Street Grill. While there aren't specific 'local' dishes unique only to Litchfield, you can expect fresh, seasonal New England fare featuring seafood, locally sourced produce, and classic American comfort food.
  • What are some less-famous attractions in Litchfield, Connecticut that are worth a visit?

    The White Memorial Conservation Center offers beautiful trails and opportunities for wildlife viewing. The Bantam River, running through town, offers picturesque walks along its banks. Exploring the various antique shops scattered throughout the town can be a rewarding experience for those interested in history and unique finds.
  • What are the best activities for engaging with locals and understanding their culture in Litchfield, Connecticut?

    Strolling through the Litchfield Green and chatting with people you encounter is a great way to connect with the community. Visiting the local shops and art galleries allows for interaction with local artists and business owners. Attending any smaller community events or farmers' markets can also provide opportunities to meet locals and experience the town's culture.
  • What unique natural landscapes and terrain features can travellers explore in and around Litchfield, Connecticut?

    Litchfield's landscape is characterised by rolling hills, forests, and the Bantam Lake. The surrounding areas offer hiking trails with varying difficulty levels, providing opportunities to explore diverse natural landscapes. The lake itself provides stunning views and recreational opportunities.
  • How many days are ideal for a visit to Litchfield, Connecticut, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Litchfield and its surrounding areas. A possible itinerary could include exploring the Litchfield Green and historical sites on day one, visiting Bantam Lake and hiking trails on day two, and perhaps exploring nearby towns or engaging in some shopping on day three. This is just a suggestion; adjust it to your interests.

Nearby regions

Best Litchfield, CT holiday rentals with a sauna

Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust - Litchfield, CT
9.6 21 reviews

Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust

apartment, Watertown
This charming house is located in a peaceful rural setting just six miles from Black Rock State Park, Bellamy-Ferriday House and Garden, and The Christmas Shop. It has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and convenient stay.
This spacious residence spans 502 square metres and comfortably accommodates up to 12 guests in its four bedrooms and four bathrooms. You'll enjoy a range of amenities, including a private pool and spa, a fitness centre, a sauna, a tennis court, and a fully equipped kitchen.
Tranquil Home 10 Mins From Mohawk Mountain: Skiing, Hiking, Nature! - Litchfield, CT
10 1 review

Tranquil Home 10 Mins From Mohawk Mountain: Skiing, Hiking, Nature!

apartment, Litchfield
This modern riverside flat offers a secluded escape on 14 acres, located just a 5-minute drive from the amenities of Downtown Litchfield.
This 4-bedroom, 3-bathroom dwelling accommodates up to 8 guests and features a chef's kitchen, infrared sauna, and direct river access, with Bantam Lake, Mohawk Mountain, and local wineries all within easy reach.
Luxecompound-hottub Pool Sauna Treehouse Gamebarn - Litchfield, CT
9.8 248 reviews

Luxecompound-hottub Pool Sauna Treehouse Gamebarn

house, Morris
This secluded Morris cottage enjoys excellent proximity to Bantam Lake, approximately 10 kilometres from Mount Tom Ski Area and the White Memorial Conservation Center trails.
The self-catering property offers a fully equipped kitchen, private pool, sauna, and games barn, sleeping a family comfortably with additional features including a three-story treehouse and dedicated parking.

Best Litchfield, CT holiday rentals with a fireplace

Guest Cottage On Country Estate - Litchfield, CT
9.4 43 reviews

Guest Cottage On Country Estate

cottage, Watertown
This charming cottage is located in the heart of Watertown, just a short walk from the town centre and two kilometres from Taft School, providing a peaceful retreat in a convenient location. With an excellent user rating, this property is a popular choice for travellers seeking a comfortable and well-equipped holiday home.
The cottage spans 83 square metres and comfortably sleeps six guests in two bedrooms and one bathroom. It offers a range of amenities including a fully equipped kitchen, a private fenced-in garden with a campfire area, high-speed Wi-Fi, and a modern living room with a working fireplace, perfect for enjoying a relaxing evening after exploring the local area.
Sunny Ridge - Best Town & Estate 2 Hrs Nyc, Heated Pool, Restaurants, Poshpadsct - Litchfield, CT
9.7 36 reviews

Sunny Ridge - Best Town & Estate 2 Hrs Nyc, Heated Pool, Restaurants, Poshpadsct

apartment, Washington
This Washington estate, situated in the historic district, is a two-hour drive from New York City, offering convenient access to the state's attractions.
This 1486-square-metre property boasts eight bedrooms sleeping sixteen guests, a heated 15-metre pool, tennis court, and extensive grounds including a basketball court, BBQs, and a swing set, alongside luxurious indoor amenities such as a gourmet kitchen, movie room, and wine cellar.
Historical Cottage In Litchfield Ct - Litchfield, CT
10 7 reviews

Historical Cottage In Litchfield Ct

apartment, Litchfield
This restored 18th-century farmhouse, offering 3 bedrooms and sleeping 6, is located in the Milton Historic District, a mere 200 meters from Litchfield village shops and Bantam's amenities, with Mohawk Mountain just a short drive away. This property provides a year-round retreat with kitchen, air conditioning, internet, and parking, ideal for exploring nearby lakes and hiking trails.
Peaceful Goshen Cottage W/ Screened Porch & Views! - Litchfield, CT
9.3 72 reviews

Peaceful Goshen Cottage W/ Screened Porch & Views!

house, Goshen
The Peaceful Goshen Cottage is located in Goshen, Connecticut, just a short drive from the Abbey of Regina Laudis and the Flanders Nature Center, offering a tranquil escape in a picturesque setting. This property has consistently received excellent ratings for its cleanliness, location, and overall experience.
This three-bedroom house spans 139 square metres and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, a screened porch with scenic views, complimentary bikes, and a peaceful garden and patio.
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