Holiday Rentals in Litchfield, CT

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Litchfield, CT holiday rentals
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101 Holiday Rentals and Airbnb in Litchfield, CT

Best family friendly Litchfield, CT holiday rentals

Among the 101 accommodations in Litchfield, CT, here are the 4 best family friendly rentals

Waterfront Cabin: Love Lake Life - Litchfield, CT
9.6 24 reviews
Litchfield, CT
12/09 – 19/09
NZ$288/nighttotal: NZ$2016 (7 )

Waterfront Cabin: Love Lake Life

1 2
cabin , Harwinton
This charming log cabin sits directly on the shores of Lake Harwinton, just a short drive from the town centre and within easy reach of the Harwinton Fairgrounds. The property has received excellent ratings for its location, cleanliness and overall guest experience.
The cosy cabin has one bedroom and one bathroom, comfortably sleeping up to four guests. It is equipped with a modern kitchen, air conditioning, internet access and a garden, providing everything you need for a relaxing and enjoyable stay.
Chic Colonial Charmer Near Litchfield Green - Litchfield, CT
10 7 reviews
Litchfield, CT
12/09 – 19/09
NZ$1438/nighttotal: NZ$10066 (7 )

Chic Colonial Charmer Near Litchfield Green

1 2
apartment , Litchfield
This 1825 colonial residence in Litchfield is a 15-minute walk or 2-minute drive from the historic town green, offering a restored vintage aesthetic with modern comforts.
This spacious four-bedroom, three-bathroom dwelling accommodates up to eight guests and features a fully equipped kitchen, air conditioning, a one-acre private garden backing onto a river, and a brick patio with barbecue facilities, all within easy reach of Litchfield's amenities.
Steele Brook Manor\ntranquil Get Away Nestled \Nin  Litchfield County. - Litchfield, CT
9.2 5 reviews
Litchfield, CT
12/09 – 19/09
NZ$554/nighttotal: NZ$3878 (7 )

Steele Brook Manor\ntranquil Get Away Nestled \Nin Litchfield County.

2 2
apartment , Watertown
This family-friendly Watertown apartment, near Black Rock State Park (approx. 26km) and Union Station (approx. 18km), offers convenient access to both natural beauty and urban amenities.
The two-bedroom, one-bathroom dwelling sleeps six, boasting a fully equipped kitchen, in-unit laundry, a terrace, and access to a garden and spa; nearby attractions include The Christmas Shop and Glebe House Museum.
Cozy Lakefront Bungalow W Firepit/dock/kayaks - Litchfield, CT
10 46 reviews
Litchfield, CT
12/09 – 19/09
NZ$1047/nighttotal: NZ$7329 (7 )

Cozy Lakefront Bungalow W Firepit/dock/kayaks

2 2
apartment , Plymouth
This waterfront property is situated just 14.5 kilometres from Black Rock State Park and other attractions in Plymouth, offering a peaceful escape with easy access to local sights. The house has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The two-bedroom home comfortably accommodates up to four guests and provides a relaxing space with modern amenities. Enjoy the on-site water park, spa tub, and barbecue grills, or take advantage of the swimming pool, terrace, and garden.

Best Litchfield, CT holiday rentals with a balcony

Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust - Litchfield, CT
9.6 18 reviews
Litchfield, CT
12/09 – 19/09
NZ$2393/nighttotal: NZ$16751 (7 )

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

6 2
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.
Art House 3 Beds Close To Warner Theater - Litchfield, CT
10 2 reviews
Litchfield, CT
12/07 – 31/07
NZ$543/nighttotal: NZ$10317 (19 )

Art House 3 Beds Close To Warner Theater

2 2
apartment , Torrington
This restored apartment is located in Torrington, a short distance from the town centre and the scenic Litchfield County, with the Warner Theatre and Goshen Historic District nearby.
This 93 square meter flat offers two bedrooms, one bathroom, and accommodation for four guests, featuring a fridge, microwave, air conditioning, and a balcony, with high-speed internet and parking included.
Cozy Modern Farmhouse Private Apt - 3 Beds - Litchfield, CT
10 4 reviews
Litchfield, CT
12/09 – 19/09
NZ$456/nighttotal: NZ$3192 (7 )

Cozy Modern Farmhouse Private Apt - 3 Beds

2 2
apartment , Torrington
This two-bedroom flat is situated in Torrington, just 10 kilometres from Litchfield, and is close to the Warner Theater, White Memorial Conservation Center, and Mohawk Mountain Ski Area. The property has received excellent reviews from previous guests.
The flat offers 65 square metres of living space and can comfortably accommodate up to five guests. It features a fully equipped kitchen, a dining area, a washing machine, free Netflix, and on-demand hot water.
Upmarket Country Retreat, Washington, Connecticut - Litchfield, CT
10 1 review
Litchfield, CT
12/09 – 19/09
NZ$1330/nighttotal: NZ$9310 (7 )

Upmarket Country Retreat, Washington, Connecticut

5 2
house , Washington
This upscale country retreat is located in Washington, Connecticut, just 8.5 kilometres from the Abbey of Regina Laudis and 10 kilometres from Flanders Nature Center, offering a peaceful escape in a picturesque setting. The property has received excellent ratings for its cleanliness, location and user experience.
The house is spacious, with 5 bedrooms and 3 bathrooms, spanning 418 square metres and accommodating up to 6 guests. Amenities include a fully equipped kitchen, a washing machine, a fireplace, air conditioning, a satellite flat-screen TV, free Wi-Fi, a swimming pool, a garden, a terrace, private parking, and bicycle parking.

Frequently asked questions about holiday rentals in Litchfield, CT

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

    Litchfield boasts several must-see sights. The Litchfield Historical Society Museum offers a fascinating glimpse into the town's rich past. The beautiful grounds and architecture of the Litchfield Law School are also well worth a visit. For a peaceful escape, the Litchfield Green, a historic town square, is idyllic. Finally, don't miss the impressive architecture of the various churches, including the First Congregational Church.
  • 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, unique natural phenomena like geysers or massive canyons, its charm lies in its rolling hills and picturesque landscapes. The Bantam Lake, a sizeable lake perfect for boating and fishing, is a key natural feature. The surrounding forests offer pleasant hiking trails, providing a tranquil setting for nature lovers.
  • 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 likely be doing a fair bit of exploring on foot. Depending on the season, you'll want layers of clothing, as the weather can be unpredictable. Sunscreen, insect repellent, and a reusable water bottle are also recommended. Finally, a camera is a must to capture the beautiful scenery.
  • What are the best holiday rentals with a pool in Litchfield, CT?

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

    Litchfield hosts several local events throughout the year. Information on specific dates and events is best found closer to your travel dates through local listings. However, the town is known for its charming summer concerts and local farmers' markets.
  • 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.

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

    Several restaurants in Litchfield offer delicious local fare. While specific menus change, you'll often find New England classics like clam chowder and lobster rolls readily available. For a more specific recommendation, it's best to check local reviews closer to your trip to ensure accuracy and up-to-date information.
  • 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.

  • What are some less-famous attractions in Litchfield, Connecticut that are worth a visit?

    Beyond the main attractions, exploring the smaller, local shops and art galleries around the town centre offers a unique experience. A stroll along the less-travelled trails around Bantam Lake can provide a peaceful escape. Many residents also highly recommend visiting the local library for its historical significance and charming atmosphere.
  • What are the best activities for engaging with locals and understanding their culture in Litchfield, Connecticut?

    Attending local events, visiting the farmers' markets, and simply striking up conversations with people in local shops and cafes are great ways to engage with the community and learn about the local culture. Many residents are happy to share their knowledge and stories of Litchfield.
  • What unique natural landscapes and terrain features can travellers explore in and around Litchfield, Connecticut?

    Litchfield offers rolling hills, picturesque farmland, and the beautiful Bantam Lake. The surrounding areas provide opportunities for hiking and exploring the varied terrain of the region. The forests offer a range of trails suitable for different fitness levels.
  • How many days are ideal for a trip to Litchfield, Connecticut, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Litchfield at a relaxed pace. A possible itinerary could include exploring the historical society museum on day one, visiting Bantam Lake on day two, and enjoying the Litchfield Green and local shops on day three. However, this is just a suggestion, and you can tailor it to your interests.

Nearby regions

Best Litchfield, CT holiday rentals with a sauna

Tranquil Home 10 Mins From Mohawk Mountain: Skiing, Hiking, Nature! - Litchfield, CT
10 1 review
Litchfield, CT
24/07 – 26/07
NZ$2028/nighttotal: NZ$4056 (2 )

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

4 6
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.

Best Litchfield, CT holiday rentals with a fireplace

Serene Lakeview - Litchfield, CT
10 66 reviews
Litchfield, CT
24/07 – 26/07
NZ$3160/nighttotal: NZ$6320 (2 )

Serene Lakeview

1 6
apartment , Bethlehem
This private 14-acre estate in Litchfield County, Connecticut, is situated approximately 5 minutes by car from Bantam Lake, offering an exclusive retreat for those visiting Bethlehem.
This luxurious 5-bedroom residence accommodates up to 8 guests, featuring a saltwater swimming pool, hot tub, well-equipped kitchen, wood-burning fireplace, and 600 mbps WiFi, with dual-zone air conditioning ensuring comfort throughout the property.
Best Town, Restaurants! Poshpadsct "7-br Estate" 2hrs Nyc, Heated Pool, Ski, Bbq - Litchfield, CT
9.8 40 reviews
Litchfield, CT
27/06 – 04/07
NZ$4432/nighttotal: NZ$31024 (7 )

Best Town, Restaurants! Poshpadsct "7-br Estate" 2hrs Nyc, Heated Pool, Ski, Bbq

1 2
apartment , Washington
This charming country house is situated in a peaceful, scenic neighbourhood in Washington, Connecticut, just a short distance from Lake Waramaug beaches, Mohawk Skiing, and a variety of restaurants and boutiques. It has received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The property spans 465 square metres and includes an eight-bedroom main house and a separate pool guest house. Guests can enjoy a range of amenities, including a heated swimming pool, a screening room, a gourmet kitchen, a private dining terrace, a trampoline, and a tennis court.
Guest Cottage On Country Estate - Litchfield, CT
9.2 42 reviews
Litchfield, CT
12/09 – 19/09
NZ$501/nighttotal: NZ$3507 (7 )

Guest Cottage On Country Estate

2 2
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.
Historical House On Litchfield's North Street - Litchfield, CT
10 1 review
Litchfield, CT
27/06 – 04/07
NZ$2399/nighttotal: NZ$16793 (7 )

Historical House On Litchfield's North Street

1 2
apartment , Litchfield
This historic Colonial mansion is located in Litchfield, a charming town just 160 kilometres from New York City. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The mansion offers six bedrooms and eight bathrooms, comfortably accommodating up to 10 guests. The well-equipped kitchen, spacious garden, and dedicated workspace, alongside the historic charm of the property, provide a peaceful retreat for families and groups seeking a unique and comfortable stay in Litchfield.
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