Holiday Rentals in Litchfield, CT

101 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • bookabach
  • expedia
  • tripadvisor
  • tripcom
  • agoda
  • homestay
  • tuivillas
  • hostelworld
  • hotelscom
  • hotelopia
Litchfield, CT holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

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.
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.
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.
Lakefront Retreat W/ Private Beach, Dock & Hot Tub - Litchfield, CT
10 56 reviews
Litchfield, CT
12/09 – 19/09
NZ$1177/nighttotal: NZ$8239 (7 )

Lakefront Retreat W/ Private Beach, Dock & Hot Tub

1 2
apartment , Morris
This lake house is situated on the shores of Bantam Lake in Morris, Connecticut, just a short drive from Litchfield and a scenic 20-minute drive (32km) from New Milford. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The lake house offers two bedrooms and one bathroom, comfortably accommodating up to six guests. Enjoy a range of amenities including a private sandy beach, a dock, a hot tub, a basketball court, a Weber grill, and a fully equipped kitchen.

Best Litchfield, CT holiday rentals with a balcony

Upmarket Country Retreat, Washington, Connecticut - Litchfield, CT
10 1 review
Litchfield, CT
12/09 – 19/09
NZ$1783/nighttotal: NZ$12481 (7 )

Upmarket Country Retreat, Washington, Connecticut

5 2
apartment , Washington
This five-bedroom, four-bathroom holiday home in Washington, Connecticut, is situated 6 minutes from Washington Depot and offers easy access to local landmarks such as the Old Bethlehem Historical Society Museum and Bellamy-Ferriday House and Garden.
The 387-square-metre property boasts a spacious open-plan layout, a private heated swimming pool, and can comfortably accommodate up to 10 guests, with additional features including a Generac backup generator and pet-friendly accommodation.
Cozy Attic 10 Min To Llitchfield - Litchfield, CT
9.2 5 reviews
Litchfield, CT
12/07 – 31/07
NZ$307/nighttotal: NZ$5833 (19 )

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.
Private Modern 1st Flr 3 Bed Apt Close To Downtown - Litchfield, CT
8.0 1 review
Litchfield, CT
12/09 – 19/09
NZ$356/nighttotal: NZ$2492 (7 )

Private Modern 1st Flr 3 Bed Apt Close To Downtown

1 2
apartment , Torrington
This first-floor flat in Torrington is situated approximately 24 kilometres from the Witch's Dungeon Classic Movie Museum and 26 kilometres from the Abbey of Regina Laudis.
This 108 square metre apartment offers accommodation for up to four guests, featuring two bedrooms, a kitchen with an oven and washing machine, air conditioning, complimentary WiFi, and a private balcony.
Nature's Nest - Woodland Retreat - Fireplace - Quiet And Cozy - Litchfield, CT
10 3 reviews
Litchfield, CT
12/07 – 31/07
NZ$702/nighttotal: NZ$13338 (19 )

Nature's Nest - Woodland Retreat - Fireplace - Quiet And Cozy

1 2
house , Bethlehem
This Bethlehem holiday home, located near the Abbey of Regina Laudis (3.4km) and Flanders Nature Centre (4.7km), offers a peaceful woodland retreat.
The 171 square metre property boasts one bedroom, two bathrooms, sleeps thirteen guests, and includes a fully equipped kitchen, spa, terrace, garden, free Wi-Fi, parking, and outdoor play equipment.

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

Litchfield-hot Tub-shops & Eats-vineyards-hikes - Litchfield, CT
9.7 403 reviews
Litchfield, CT
12/07 – 31/07
NZ$555/nighttotal: NZ$10545 (19 )

Litchfield-hot Tub-shops & Eats-vineyards-hikes

2 2
apartment , Litchfield
This charming cottage is situated just a short drive from Litchfield's town centre and within easy reach of attractions like Arethusa Dairy Farm, White Memorial Conservation Center and Bantam Lake. The property enjoys excellent ratings for location, cleanliness and user experience.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a well-equipped kitchen, a spacious living area with a smart TV, a private garden with a hot tub and a dedicated workspace in the main bedroom.
Cozy Cabin Style Apt Private 1st Flr 1 Bdrm - Litchfield, CT
10 1 review
Litchfield, CT
12/09 – 19/09
NZ$311/nighttotal: NZ$2177 (7 )

Cozy Cabin Style Apt Private 1st Flr 1 Bdrm

1 2
apartment , Torrington
This Torrington flat is located 22 kilometres from the Witch's Dungeon Classic Movie Museum and 26 kilometres from the Abbey of Regina Laudis.
This 74 square metre apartment offers private first-floor access, a cosy cabin-style interior, a fully equipped kitchen with an oven and washing machine, air conditioning, a fireplace, a balcony, and garden access, accommodating up to two guests.
Flying Brook Farm - Litchfield, CT
Litchfield, CT
12/07 – 31/07
NZ$946/nighttotal: NZ$17974 (19 )

Flying Brook Farm

1 2
apartment , Litchfield
This Silo House accommodation in Litchfield Hills, Connecticut, is situated on a 170-acre estate, approximately a 10-minute drive from Mohawk Ski Mountain.
This pet-friendly apartment sleeps four guests and offers a full kitchen, a pellet stove, a patio, a soaking tub, and access to the estate's grounds for swimming and kayaking in warmer months.
The Goshen Glass Chalet - Litchfield, CT
9.8 201 reviews
Litchfield, CT
12/09 – 19/09
NZ$505/nighttotal: NZ$3535 (7 )

The Goshen Glass Chalet

3 2
apartment , Goshen
This charming chalet is situated in Goshen, a peaceful lake community just a short drive from Woodridge Lake, offering a tranquil escape surrounded by stunning natural beauty. The property has consistently received excellent ratings for its cleanliness, location, and overall experience.
The chalet has three bedrooms and two bathrooms, accommodating up to six guests comfortably. You'll enjoy a well-equipped kitchen, a spacious living area with a fireplace, a private garden, a tennis court, and a jacuzzi, making it perfect for relaxing and enjoying the surrounding area.
©2026 cozycozy.com