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

Connecticut Retreat: Steps To Historic Downtown! - Litchfield, CT
9.7 18 reviews
Litchfield, CT
12/09 – 19/09
183 â‚¬/nighttotal: 1281 â‚¬ (7 )

Connecticut Retreat: Steps To Historic Downtown!

2 2
house, Morris
This charming townhome is located just a short distance from the scenic hiking trails of White Memorial and the shores of Bantam Lake, offering a peaceful escape in a tranquil setting. The property has received excellent ratings for cleanliness, location, and user experience.
The accommodation comprises two bedrooms, one with a queen bed and the other with twin beds, comfortably sleeping up to four guests. This pet-friendly property features a modern kitchen with stainless steel appliances, a dishwasher, and a washer and dryer, along with a spacious yard, a deck with a portable grill, and a smart TV for entertainment.
Charming Private Bantam Lake Cottage - Litchfield, CT
Litchfield, CT
27/06 – 04/07
997 â‚¬/nighttotal: 6979 â‚¬ (7 )

Charming Private Bantam Lake Cottage

1 2
apartment, Morris
Perch Rocks Cottage is located on the shores of Bantam Lake, just a short drive from the charming town of Morris. The cottage offers stunning views of the lake and is surrounded by beautiful countryside.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to six guests. The property features a private dock, a spacious lawn with a swing set, an outdoor dining area, and a kayak for exploring the lake.
Super Spacious, Private & Chic - Litchfield, CT
9.0 6 reviews
Litchfield, CT
27/06 – 04/07
340 â‚¬/nighttotal: 2380 â‚¬ (7 )

Super Spacious, Private & Chic

1 2
apartment, Litchfield
This expansive three-bedroom house, situated in Litchfield County, Connecticut, is located half a mile (0.8 km) from Route 202, offering easy access to Litchfield, Washington, and Kent.
The seven-acre property boasts a spacious open-plan kitchen-diner seating twelve, two bathrooms, a dedicated library, fast Wi-Fi, a fitness centre, and access to numerous outdoor pursuits including hiking and wine tasting at nearby vineyards, accommodating up to six guests.
Chic Colonial Charmer Near Litchfield Green - Litchfield, CT
10 8 reviews
Litchfield, CT
24/07 – 26/07
997 â‚¬/nighttotal: 1994 â‚¬ (2 )

Chic Colonial Charmer Near Litchfield Green

1 6
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.
Litchfield Retreat, Wineries, Foliage & Skiing - Litchfield, CT
10 2 reviews
Litchfield, CT
27/06 – 04/07
244 â‚¬/nighttotal: 1708 â‚¬ (7 )

Litchfield Retreat, Wineries, Foliage & Skiing

2 2
house, Torrington
This Torrington holiday let is situated 34 kilometres from Lake Compounce and 27 kilometres from Flanders Nature Center.
This 19 square metre holiday home sleeps 11 guests across 2 bedrooms, featuring air conditioning, WiFi, a full kitchen, and a garden with outdoor dining.
Cozy Tiny Haus Apt - Litchfield, CT
8.0 6 reviews
Litchfield, CT
27/06 – 04/07
230 â‚¬/nighttotal: 1610 â‚¬ (7 )

Cozy Tiny Haus Apt

1 2
apartment, Torrington
The Zen Loft at the Oak Haus is located in Torrington, a short 26km drive from the Abbey of Regina Laudis and the Witch’s Dungeon Classic Movie Museum. This peaceful apartment is a great base for exploring the area's historical sites and natural attractions.
The apartment offers 400 square metres of space, with one bedroom, one bathroom, and can accommodate up to two guests. It features a fully equipped kitchenette, free parking, and complimentary Wi-Fi, along with air conditioning for your comfort.
The Getaway-host & Co. - Litchfield, CT
9.7 111 reviews
Litchfield, CT
12/09 – 19/09
649 â‚¬/nighttotal: 4543 â‚¬ (7 )

The Getaway-host & Co.

1 2
apartment, Litchfield
This charming holiday home is situated on a peaceful country road just 3.2km from the centre of Litchfield and 2.4km from the Borough of Bantam, offering a tranquil escape from the hustle and bustle. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The property features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Guests can enjoy a range of amenities including a heated swimming pool, a Jacuzzi, a garden, and parking, as well as a fully equipped kitchen and air conditioning.
1 Mi To Main St: Riverside Torrington Apt W/ Yard - Litchfield, CT
Litchfield, CT
12/07 – 31/07
233 â‚¬/nighttotal: 4427 â‚¬ (19 )

1 Mi To Main St: Riverside Torrington Apt W/ Yard

3 2
apartment, Torrington
This pet-friendly riverside flat in Torrington offers convenient access, being a 14-minute walk to the Warner Theatre and a 13-minute walk to the Hotchkiss-Fyler House Museum.
This 190-square-meter dwelling accommodates up to five guests with three bedrooms and one bathroom, featuring a fully equipped kitchen, in-unit laundry, air conditioning, and Wi-Fi, with nearby access to Stillwater Pond State Park and Sunnybrook State Park.
Large Family Compound , Guest House, Barn, Pool On 13 Acres - Litchfield, CT
Litchfield, CT
27/06 – 04/07
1277 â‚¬/nighttotal: 8939 â‚¬ (7 )

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

1 2
manor house, 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 Farmhouse Style 3 Beds | Near Downtown - Litchfield, CT
9.7 65 reviews
Litchfield, CT
12/09 – 19/09
175 â‚¬/nighttotal: 1225 â‚¬ (7 )

Cozy Farmhouse Style 3 Beds | Near Downtown

2 2
apartment, Torrington
This charming apartment is situated in Torrington, just 10 kilometres from the historic town of Litchfield, and across the street from a sports complex. It consistently receives excellent ratings for its cleanliness, location, and overall experience.
The apartment offers two bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen, air conditioning, a garden, parking, and internet access, ensuring a comfortable and enjoyable stay.
Litchfield Retreat, Wineries, Foliage & Skiing - Litchfield, CT
Litchfield, CT
27/06 – 04/07
314 â‚¬/nighttotal: 2198 â‚¬ (7 )

Litchfield Retreat, Wineries, Foliage & Skiing

2 2
apartment, Torrington
This Torrington flat, offering two bedrooms and space for six guests, is conveniently located near the Warner Theatre and the Litchfield Historical Society Museum, with the KidsPlay Museum also within easy reach.
This Torrington residence includes air conditioning and internet, with nearby attractions such as the Connecticut Valley Winery and the Action Wildlife Foundation catering to various interests.
Historical Cottage In Litchfield Ct - Litchfield, CT
10 6 reviews
Litchfield, CT
12/07 – 31/07
364 â‚¬/nighttotal: 6916 â‚¬ (19 )

Historical Cottage In Litchfield Ct

3 2
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.

Best family friendly Litchfield, CT holiday rentals

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

Steele Brook Manor Tranquil Get Away Nestled  In  Litchfield County. - Litchfield, CT
9.2 5 reviews
Litchfield, CT
12/09 – 19/09
279 â‚¬/nighttotal: 1953 â‚¬ (7 )

Steele Brook Manor Tranquil Get Away Nestled In 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.
County Seat Colonial - Litchfield, CT
10 142 reviews
Litchfield, CT
12/09 – 19/09
344 â‚¬/nighttotal: 2408 â‚¬ (7 )

County Seat Colonial

2 2
apartment, Litchfield
This charming two-bedroom flat is situated in Litchfield's Historic District, just a short walk from the town green and its many attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 139 square metre flat comfortably accommodates up to four guests and features a fully equipped kitchen, a charming dining area, and a private terrace or balcony. Guests can enjoy amenities like air conditioning, parking, and a washing machine, and can explore the surrounding area on foot.
Enjoy Lakefront Sunsets In Cozy 2br Cottage Escape - Litchfield, CT
9.9 188 reviews
Litchfield, CT
12/09 – 19/09
480 â‚¬/nighttotal: 3360 â‚¬ (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.
Waterfront Cabin: Love Lake Life - Litchfield, CT
9.6 24 reviews
Litchfield, CT
12/09 – 19/09
145 â‚¬/nighttotal: 1015 â‚¬ (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.

Best Litchfield, CT holiday rentals with a balcony

Private Modern 1st Flr 3 Bed Apt Close To Downtown - Litchfield, CT
8.0 1 review
Litchfield, CT
12/07 – 31/07
191 â‚¬/nighttotal: 3629 â‚¬ (19 )

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.
Art House 3 Beds Close To Warner Theater - Litchfield, CT
10 2 reviews
Litchfield, CT
12/07 – 31/07
273 â‚¬/nighttotal: 5187 â‚¬ (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.
Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day! - Litchfield, CT
9.6 15 reviews
Litchfield, CT
12/09 – 19/09
266 â‚¬/nighttotal: 1862 â‚¬ (7 )

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

3 2
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.
Viewpoint Cottage With Dock, Kayaks - Litchfield, CT
Litchfield, CT
12/09 – 19/09
473 â‚¬/nighttotal: 3311 â‚¬ (7 )

Viewpoint Cottage With Dock, Kayaks

3 2
apartment, Morris
This cottage in Morris provides exclusive access to 30 metres of Bantam Lake shoreline, a dock and waterslide, and is conveniently located approximately 1 kilometre from the White Memorial Conservation Centre and the Tapping Reeve House and Law School.
This property offers accommodation for up to 7 guests, featuring 3 bedrooms, 1 bathroom, air conditioning, wireless internet, a kitchen equipped with a fridge and microwave, and a wraparound porch, with unlimited access to a waterfront area complete with a picnic table and fire pit.

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 past. The charming Litchfield Green, a historic town square, is perfect for a stroll. For architecture buffs, the Litchfield County Courthouse and various well-preserved colonial-era homes are a treat. Finally, don't miss the beautiful grounds of the White Memorial Conservation Center.
  • 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 unique natural phenomena in Litchfield, Connecticut?

    While Litchfield doesn't have dramatic geological features like geysers, its natural beauty lies in its rolling hills, forests, and the Bantam River. The White Memorial Conservation Center offers diverse habitats and walking trails showcasing this natural landscape. It's a great place for birdwatching and enjoying the peaceful scenery.
  • 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?

    Comfortable walking shoes are a must, given the town's charming, walkable streets and the hiking trails at White Memorial. Pack layers of clothing, as the weather in Connecticut can be unpredictable. Sunscreen, insect repellent, and a reusable water bottle are also recommended, especially during warmer months.
  • What are the best holiday rentals with a pool in Litchfield, CT?

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

    A daily budget of £150-£300 per person should cover accommodation (ranging from budget-friendly inns to more upscale options), meals at local restaurants, transportation (car rental or using ride-sharing services is recommended), and entry fees to attractions. This is just an estimate, and your actual spending will vary depending on your choices.
  • 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 New England fare. The Village Restaurant is a popular choice, known for its classic American dishes. For a more casual dining experience, try Arethusa Farm Dairy for ice cream and other treats. Local specialties often include fresh seafood, hearty stews, and seasonal produce.
  • 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?

    The Bantam Lake is a beautiful spot for a relaxing walk or picnic. The many antique shops scattered throughout the town offer a unique shopping experience. Exploring the residential streets reveals charming architecture and peaceful hidden corners. Consider a visit to the nearby town of Morris for a change of scenery.
  • 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 meet is a great way to interact with locals. Visiting local shops and engaging with the owners can offer insights into the community. Attending a local event or farmers' market provides another opportunity to connect with residents and experience the local culture.
  • What unique natural landscapes and terrain features can travellers explore in Litchfield, Connecticut?

    Litchfield's landscape is characterised by rolling hills, forests, and the Bantam River. The White Memorial Conservation Center offers diverse habitats, including forests, meadows, and wetlands, providing opportunities for hiking and nature observation. The area is known for its scenic beauty and tranquil atmosphere.
  • How many days are ideal for a visit to Litchfield, Connecticut, and what are some itinerary suggestions?

    A long weekend (three days/two nights) is sufficient to explore Litchfield's main attractions. Day one could focus on the Litchfield Green, the Historical Society Museum, and the Courthouse. Day two could involve exploring the White Memorial Conservation Center and Bantam Lake. Day three could be used for shopping, exploring local restaurants, or taking a day trip to a nearby town.

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
1203 â‚¬/nighttotal: 8421 â‚¬ (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
1020 â‚¬/nighttotal: 2040 â‚¬ (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

Cozy Attic 10 Min To Llitchfield - Litchfield, CT
9.2 5 reviews
Litchfield, CT
12/07 – 31/07
155 â‚¬/nighttotal: 2945 â‚¬ (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.
The Oldest Home In Litchfield. - Litchfield, CT
10 13 reviews
Litchfield, CT
12/09 – 19/09
378 â‚¬/nighttotal: 2646 â‚¬ (7 )

The Oldest Home In Litchfield.

3 2
apartment, Litchfield
The Red House 1735, a four-bedroom Litchfield County property, is situated directly opposite White Memorial Conservation Area, a minute's drive from Arethusa Farm and Bantam Bread Company, and a short drive from Litchfield town centre, Bantam Lake, and Mohawk Mountain Ski Area.
This self-catering holiday home, sleeping eight guests, boasts a combined living/dining area with a fireplace, a small kitchen with new appliances, two bathrooms, a garden, parking, and internet access; nearby activities include zip-lining and exploring the Connecticut Wine Trail.
Nature's Nest - Indoor/outdoor Forest Retreat; Fire Pit; Fireplace; Onsite Brook - Litchfield, CT
10 18 reviews
Litchfield, CT
24/07 – 26/07
453 â‚¬/nighttotal: 906 â‚¬ (2 )

Nature's Nest - Indoor/outdoor Forest Retreat; Fire Pit; Fireplace; Onsite Brook

3 6
apartment, Bethlehem
This three-bedroom home is situated in Bethlehem, just 4.5 km from Regina Laudis Abbey and 3 km from The Christmas Shop, offering easy access to both outdoor activities and local attractions.
The 172 square metre property comfortably accommodates up to seven guests and features a spacious living area with a fireplace, a dining room, and a private terrace. The home also includes a fully equipped kitchen, laundry facilities, a covered garage, and a garden, providing everything you need for a comfortable and enjoyable stay.
Flying Brook Farm - Litchfield, CT
Litchfield, CT
12/07 – 31/07
476 â‚¬/nighttotal: 9044 â‚¬ (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.
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