Vacation Rentals in Litchfield, CT

177 available vacation rental offers

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

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

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.
County Seat Colonial - Litchfield, CT
10 148 reviews

County Seat Colonial

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.
Spacious 5-bedroom House In Lake Community, Fireplace, Hot Tub, Washer/dryer - Litchfield, CT
10 14 reviews

Spacious 5-bedroom House In Lake Community, Fireplace, Hot Tub, Washer/dryer

apartment, Goshen
This five-bedroom Goshen house is ideally located near the Goshen Historic District, offering easy access to Topsmead State Forest and Mohawk State Forest (distances not specified).
The property boasts a king and four queen beds sleeping ten guests, alongside a microwave, dishwasher, Jacuzzi, Wi-Fi, fitness room, and laundry facilities; nearby attractions include the Action Wildlife Foundation and KidsPlay Museum.
Walk To Memorial Park: Pet-friendly Bethlehem Home - Litchfield, CT
10 7 reviews

Walk To Memorial Park: Pet-friendly Bethlehem Home

apartment, Bethlehem
This Bethlehem apartment, near Memorial Park, is a 1.6km walk from Long Meadow Pond and within walking distance of the Old Bethlehem Historical Society and Bellamy-Ferriday House & Garden.
This 128 square metre flat offers one bedroom, one bathroom, sleeps two, and includes a kitchen with fridge, microwave, and dishwasher, plus air conditioning, parking, and a dedicated workspace; a gas grill and proximity to restaurants with live music enhance the stay.

Best Litchfield, CT holiday rentals with a balcony

Nature's Nest - Woodland Retreat - Fireplace - Quiet And Cozy - Litchfield, CT
10 4 reviews

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

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.
Litchfield Modern Farmhouse - Litchfield, CT
9.2 7 reviews

Litchfield Modern Farmhouse

house, Litchfield
This modern farmhouse is located in Litchfield, just 16km from the Abbey of Regina Laudis and 18km from the Flanders Nature Center, offering a peaceful retreat in a picturesque setting. The property has received very good user and location ratings, and an excellent cleanliness rating.
The 139 square metre property has two bedrooms and two bathrooms, comfortably accommodating up to seven guests. The house features a well-equipped kitchen, a terrace, a garden, a swimming pool, and parking, providing everything you need for a relaxing and enjoyable stay.
Waterfront Home On Bantam Lake With Private Beach - Litchfield, CT
9.4 7 reviews

Waterfront Home On Bantam Lake With Private Beach

house, Morris
This waterfront property in Morris, Connecticut, boasts direct Bantam Lake access with a private beach, situated 12.7km from the Abbey of Regina Laudis and 14km from the Flanders Nature Centre.
This three-bedroom, two-bathroom house offers 1600 square metres of space, sleeping up to 13 guests and including a fully equipped kitchen, private parking, Wi-Fi, and a terrace with lake views; barbecue facilities are also available.
3 Lake Cottages, Waterfront For 25 Guests - Litchfield, CT
No reviews

3 Lake Cottages, Waterfront For 25 Guests

apartment, Morris
This lakeside property in Morris offers exclusive 100-foot lakefront access and is situated near the historic Bantam/Litchfield area, a region noted for its colonial history and the nation's first law school, with nearby attractions including the White Memorial Conservation Centre and the Litchfield Historical Society Museum.
This extensive holiday home comprises three distinct cottages, accommodating up to 16 guests, and features private kitchens, a 50-guest community room with recreational facilities, ample parking for 12 vehicles, and on-site management, with kayaks and a swimming raft available for use on the lake.

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.

Best Litchfield, CT holiday rentals with a fireplace

Cozy Remodeled  Cottage - Litchfield, CT
9.9 24 reviews

Cozy Remodeled Cottage

house, Litchfield
This newly renovated cottage is situated near Litchfield's dairy farms, stables, and vineyards, a short distance (minutes) from Litchfield town centre and its amenities.
The self-contained property, sleeping two guests in one bedroom and one bathroom, boasts a fully equipped kitchen, air conditioning, a secluded deck with gas grill, and tranquil woodland and pond views.
Lovely Ranch In The Center Of Litchfield - Litchfield, CT
10 59 reviews

Lovely Ranch In The Center Of Litchfield

apartment, Litchfield
This Litchfield County ranch, situated on a private road just steps from Litchfield Green, offers easy access to local restaurants and shops.
The three-bedroom property, sleeping six, includes a fully equipped kitchen with fridge, microwave, and dishwasher, Wi-Fi, and garage parking; guests can enjoy nearby hiking trails and Litchfield's historic homes.
Expansive Countryside House, 7 Serene Acres With Pond & Woods - Litchfield, CT
10 31 reviews

Expansive Countryside House, 7 Serene Acres With Pond & Woods

apartment, Litchfield
This charming property is situated in Bantam, a peaceful rural area just 800 metres off Route 202, providing easy access to Litchfield, Washington, and Kent. It has received excellent user ratings, making it a popular choice for travellers.
The house has three bedrooms and two bathrooms, comfortably accommodating up to six guests. It features a spacious living room with cathedral ceilings, a large kitchen, a dining room, a library, a garden, a spa, and parking, as well as amenities like a fridge, a microwave oven, a dishwasher, and internet access. Guests can enjoy a range of activities in the area, including hiking, water-skiing, swimming, and exploring nearby attractions like the Litchfield Historical Society Museum and White Memorial Conservation Center.
Pristine Cozy Walkable Downtown 2br Getaway - Litchfield, CT
10 19 reviews

Pristine Cozy Walkable Downtown 2br Getaway

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.
©2026 cozycozy.com