Vacation 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

Tranquil Woodland Retreat - Litchfield, CT
10 2 reviews
Litchfield, CT
27/06 – 04/07
A$1001/nighttotal: A$7007 (7 )

Tranquil Woodland Retreat

1 2
apartment , Litchfield
This four-bedroom Litchfield house, situated on a peaceful cul-de-sac, offers convenient access to local attractions including nearby vineyards and state forests, with distances to be confirmed.
The self-catering property sleeps eight guests and boasts a fully equipped kitchen with dishwasher, a spacious living area with wood stove, a garden, and a fitness centre, making it ideal for family holidays.
Best Town Under 2 Hrs Nyc, Restaurants, 3br, Shops,heated Pool, Bbq Poshpadsct - Litchfield, CT
9.8 38 reviews
Litchfield, CT
27/06 – 04/07
A$2170/nighttotal: A$15190 (7 )

Best Town Under 2 Hrs Nyc, Restaurants, 3br, Shops,heated Pool, Bbq Poshpadsct

1 2
cottage , Washington
This apartment is located in Washington, Litchfield County, Connecticut, just a 320km drive from New York City, close to the Mayflower Inn and Spa and the Gunnery Prep School, set in a tranquil rural area perfect for exploring the countryside. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers seeking a comfortable and relaxing stay.
The apartment has three bedrooms and three bathrooms, spanning a spacious 232 square meters. It is equipped with a modern kitchen, a swimming pool, a garden, a spa, and a terrace, as well as a range of other amenities and activities for guests to enjoy, making it perfect for families or groups of friends.
Upmarket Country Retreat, Washington, Connecticut - Litchfield, CT
10 1 review
Litchfield, CT
12/09 – 19/09
A$1100/nighttotal: A$7700 (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.
Enjoy Lakefront Sunsets In Cozy 2br Cottage Escape - Litchfield, CT
9.9 188 reviews
Litchfield, CT
12/09 – 19/09
A$790/nighttotal: A$5530 (7 )

Enjoy Lakefront Sunsets In Cozy 2br Cottage Escape

2 2
cottage , Plymouth
This charming waterfront cottage is located just 9 miles from Black Rock State Park, Imagine Nation Children's Museum, and Bristol Commons Shopping Center, offering a peaceful retreat with easy access to local attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The cottage is spacious, with 2 bedrooms and 2 bathrooms, spanning 102 square metres and comfortably accommodating up to 5 guests. Enjoy a range of amenities, including a swimming pool, Jacuzzi, terrace, garden, and spa, as well as a fully equipped kitchen, internet access, and parking.

Best Litchfield, CT holiday rentals with a balcony

Pristine Cozy Walkable Downtown 2br Getaway - Litchfield, CT
10 18 reviews
Litchfield, CT
12/09 – 19/09
A$405/nighttotal: A$2835 (7 )

Pristine Cozy Walkable Downtown 2br Getaway

2 2
apartment , Torrington
This charming two-bedroom flat is located in the centre of Torrington, just a short distance from the Warner Theatre and within a 10-minute drive of the Litchfield Historical Society Museum. The apartment has received excellent guest reviews for its comfort and amenities.
The flat is ideal for families or groups of up to four people. Guests can enjoy a fully equipped kitchen, a private garden, and parking, as well as the convenience of air conditioning and high-speed internet. The apartment is also within easy reach of a range of outdoor activities, including skiing, snowboarding, and hiking.
Cozy In The Hills Of Cape Litchfield - Litchfield, CT
10 8 reviews
Litchfield, CT
12/07 – 31/07
A$656/nighttotal: A$12464 (19 )

Cozy In The Hills Of Cape Litchfield

2 2
apartment , Litchfield
This two-bedroom Litchfield Hills apartment, a 1930s Cape Cod-style property, is situated 4.8km from Litchfield town centre, offering easy access to the White Memorial Foundation and Topsmead State Forest.
The self-catering property sleeps four, boasts a fully equipped kitchen, a renovated bathroom, Wi-Fi, and a private garden with parking, and is close to the Litchfield Historical Society Museum and Tapping Reeve House and Law School.
Large Family Compound , Guest House, Barn, Pool On 13 Acres - Litchfield, CT
Litchfield, CT
12/07 – 31/07
A$2185/nighttotal: A$41515 (19 )

Large Family Compound , Guest House, Barn, Pool On 13 Acres

1 2
farm , Washington
This farmhouse stay is located in Washington, just 3.7 kilometres from Steep Rock Preserve and 4.5 kilometres from the Institute for American Indian Studies Museum and Research Center. The surrounding area offers a mix of natural beauty and cultural attractions, perfect for a relaxing getaway.
The farmhouse offers two bathrooms and a fully equipped kitchen with a fridge and dishwasher. Guests can enjoy the outdoor space, which includes a garden, terrace, and swimming pool, or stay active with the on-site fitness centre.
Cozy Attic 10 Min To Llitchfield - Litchfield, CT
9.2 5 reviews
Litchfield, CT
27/06 – 04/07
A$241/nighttotal: A$1687 (7 )

Cozy Attic 10 Min To Llitchfield

1 2
apartment , Torrington
This one-bedroom apartment is located in Torrington, just 16km from Litchfield, and is close to attractions such as the KidsPlay Museum, Connecticut Valley Winery, and Sunnybrook State Park. The area offers a peaceful and convenient setting for exploring the surrounding region.
The apartment is a cosy dwelling with a modern rustic charm, suitable for two guests. It features a fully equipped kitchen, a modern bathroom with a shower and bath, and a comfortable living space with unique triangular ceilings.

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 18 reviews
Litchfield, CT
12/09 – 19/09
A$1979/nighttotal: A$13853 (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.
Tranquil Home 10 Mins From Mohawk Mountain: Skiing, Hiking, Nature! - Litchfield, CT
10 1 review
Litchfield, CT
24/07 – 26/07
A$1677/nighttotal: A$3354 (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

Best Town, Restaurants! Poshpadsct "7-br Estate" 2hrs Nyc, Heated Pool, Ski, Bbq - Litchfield, CT
9.8 40 reviews
Litchfield, CT
12/07 – 31/07
A$3134/nighttotal: A$59546 (19 )

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.
1900 Sqft 8 Room Antique Washington Retreat & Hike - Litchfield, CT
9.8 71 reviews
Litchfield, CT
27/06 – 04/07
A$374/nighttotal: A$2618 (7 )

1900 Sqft 8 Room Antique Washington Retreat & Hike

3 2
apartment , Washington
This charming three-bedroom house is located in Washington, Connecticut, just 1.6 kilometres from Mount Tom State Park and a short drive from Kent, Litchfield, and New Milford. It has received excellent ratings for its location, cleanliness, and overall experience.
The house offers 1900 square feet of living space, comfortably accommodating up to six guests. It boasts a fully equipped kitchen, a spacious living area, a dedicated office space, a garden, a fitness centre, parking, and outdoor spaces for relaxation.
Peaceful Goshen Cottage With Screened Porch And Views! - Litchfield, CT
9.2 67 reviews
Litchfield, CT
12/09 – 19/09
A$460/nighttotal: A$3220 (7 )

Peaceful Goshen Cottage With Screened Porch And Views!

3 2
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.
Serene Lakeview - Litchfield, CT
10 66 reviews
Litchfield, CT
24/07 – 26/07
A$2614/nighttotal: A$5228 (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.
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