Find short term rentals in Litchfield, CT at the best prices

153 available short term rental offers

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Litchfield, CT short term rentals
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Best Short term and Weekly rentals in Litchfield, CT

Best family friendly Litchfield, CT Short term rentals

Among the 153 accommodations in Litchfield, CT, here are the 4 best family friendly rentals

1800s Farmhouse In The Hills Of Litchfield County - Litchfield, CT
10 30 reviews

1800s Farmhouse In The Hills Of Litchfield County

apartment, Harwinton
This 1800s farmhouse, situated in Litchfield County, Harwinton, offers easy access to Connecticut's antique capital and is within a 32- to 72-kilometre radius of ski resorts and wineries.
The four-bedroom property sleeps eight, includes a dedicated office, a wood-burning fireplace, pellet stove, outdoor games area and a fully equipped kitchen, providing ample space and amenities for a comfortable stay.
Chic Colonial Charmer Near Litchfield Green - Litchfield, CT
10 12 reviews

Chic Colonial Charmer Near Litchfield Green

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.
Bantam Beauty: Surrounded By Nature! - Litchfield, CT
10 62 reviews

Bantam Beauty: Surrounded By Nature!

apartment, Litchfield
This five-bedroom home is located in the Litchfield Hills, just a short distance from the charming town of Litchfield, with Bantam Lake within walking distance and the White Memorial Nature Preserve bordering the property on three sides. The property has excellent user, location and cleanliness ratings, making it a great choice for families or groups.
This spacious dwelling can accommodate up to 10 guests and features a large open kitchen and living area, perfect for gatherings. The property offers a range of amenities, including a fully equipped kitchen, multiple bathrooms, a private yard with a deck, Weber grill, and a fire pit, ideal for enjoying the outdoors.
Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust - Litchfield, CT
9.6 20 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.

Best Litchfield, CT lodging with a balcony

Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust - Litchfield, CT
9.6 20 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.
Rustic 6-bedroom Cabin With Private Lake Access In A Nature Camp Setting - Litchfield, CT
No reviews

Rustic 6-bedroom Cabin With Private Lake Access In A Nature Camp Setting

cabin, Plymouth
This six-bedroom, two-bathroom lodge in Plymouth is an 11-minute drive from Waterbury Green and a 12-minute drive from Black Rock State Park, offering convenient access to local attractions.
This pet-friendly holiday home accommodates up to 12 guests and features Wi-Fi, a smart TV, a garden, and a private terrace, with parking available on site.

Frequently Asked Questions about short term rentals in Litchfield, CT

  • What attractions should one visit during a week-long stay in Litchfield, Connecticut?

    A week in Litchfield offers plenty to explore. Start with the Litchfield Historical Society Museum to get a feel for the town's rich past. Then, spend a day at the stunning White Memorial Conservation Center, hiking its trails and enjoying the nature. The charming downtown area offers unique shops and art galleries; be sure to check out the Litchfield County Courthouse. For a taste of history and architecture, visit the charming Bantam, a nearby village with antique shops and beautiful scenery. You could also dedicate a day to exploring nearby Lake Waramaug, offering opportunities for swimming, boating, and fishing.
  • What are the best short term rentals in Litchfield, CT?

    Among the short term rentals in Litchfield, CT, Litchfield-hot Tub-shops & Eats-vineyards-hikes, The Village Apt and Perfect - Peaceful Retreat are the most popular ones.

  • What attractions should one visit when spending a month in Litchfield, Connecticut?

    A month gives you ample time to fully experience Litchfield and its surroundings. In addition to the suggestions for a week-long stay, consider day trips to nearby towns like Kent and Sharon, known for their picturesque landscapes and antique shops. Explore the hiking trails of the Appalachian Trail, a section of which runs through Litchfield County. Spend time at the various farms in the area, perhaps visiting a farmers market or participating in a farm-to-table dining experience. Take a leisurely drive along the scenic back roads, discovering hidden gems along the way. You could also visit the Mark Twain House & Museum in Hartford, a bit further afield but well worth the trip for literature enthusiasts.
  • What are the best short term rentals with a pool in Litchfield, CT?

  • Can visitors to Litchfield, Connecticut witness any unique natural cycles, like cherry blossom season or autumn colors?

    Yes, Litchfield offers beautiful seasonal changes. While not known for large-scale cherry blossoms like some other regions, the area boasts vibrant autumn foliage typically peaking in mid-October to early November. Many of the parks and conservation areas, like White Memorial Conservation Center, offer stunning views during this time. Spring brings a gradual awakening of nature, with wildflowers blooming throughout the area.
  • What are the best short term rentals with a jacuzzi in Litchfield, CT?

  • What are the most meaningful ways to engage with locals and discover the culture in Litchfield, Connecticut?

    The best way to engage with locals is by visiting the many local businesses. Stop in at the various shops in the downtown area, chat with the owners, and learn about their products. Attend a local event, perhaps a concert at the Litchfield Community Center or a farmers' market. Many restaurants and cafes offer a chance to interact with residents. Consider taking a walking tour of the town to learn about its history and meet fellow visitors and locals.
  • What are the best short term rentals for families and kids in Litchfield, CT?

    The best short term rentals for families and kids in Litchfield, CT are Litchfield-hot Tub-shops & Eats-vineyards-hikes, Artist's Garden Apartment and Litchfield Historic District Two Bedroom House.

  • Are there any distinctive cultural activities or hands-on workshops in Litchfield, Connecticut?

    Litchfield offers various cultural activities. The Litchfield Historical Society often hosts lectures and events. Many art galleries in town offer workshops and classes. Check local listings for pottery classes, painting workshops, and other creative pursuits. The area also has several farms that offer hands-on experiences, such as apple picking in the fall.
  • What are some secret spots or hidden treasures to visit in Litchfield, Connecticut?

    While Litchfield is relatively small, some lesser-known spots include the trails less traveled in White Memorial Conservation Center. Explore the back roads for unexpected views and charming landscapes. Bantam Lake is a great spot for a quiet picnic away from the main crowds. Look for small, independent bookstores and antique shops tucked away on side streets for unique finds.
  • What should not be left out of your suitcase if you are going to Litchfield, Connecticut?

    Pack comfortable walking shoes, as Litchfield is best explored on foot. Bring layers of clothing, as the weather can change quickly. Don't forget sunscreen, insect repellent, and a hat, especially during warmer months. A reusable water bottle is essential for staying hydrated while exploring the outdoors.
  • What are the most popular festivals in Litchfield, Connecticut?

    Litchfield doesn't have large, internationally known festivals. However, the town and surrounding area host various smaller events throughout the year. Check local event listings for details on seasonal celebrations and farmers' markets. These often showcase local talent and crafts.

Nearby regions

Best Litchfield, CT lodging with a kitchen

Charming Victorian - Walk To Litchfield Green - Litchfield, CT
10 1 review

Charming Victorian - Walk To Litchfield Green

apartment, Litchfield
This 1875 historic district flat offers prime positioning within Litchfield's historic district, mere steps from downtown and the town green, placing you within 1.5 kilometers of the Litchfield Historical Society Museum, Tapping Reeve House and Law School, and Thorncrest Farm & Milk House Chocolates.
This property accommodates up to 8 guests with four bedrooms, features a kitchen equipped with a fridge, microwave oven, and dishwasher, and provides a garden and parking, whilst being located a short distance from Sunset Meadow Vineyards and Miranda Vineyard, and the White Memorial Conservation Center.
Charming Victorian | Walk To Litchfield Green - Litchfield, CT
10 8 reviews

Charming Victorian | Walk To Litchfield Green

apartment, Litchfield
This Victorian residence, built in 1875, is located within 500 meters of Litchfield's historic Green and its downtown area, offering guests a historical immersion.
This spacious flat accommodates up to eight guests across four bedrooms and two bathrooms, featuring a kitchen with a fridge, freezer, microwave, and dishwasher, and includes a garden, front porch, and back deck.

Best Litchfield, CT lodging with laundry available

Lakefront Retreat-private Dock, Kayaks & Fire Pit -Perfect For Families & Groups - Litchfield, CT
No reviews

Lakefront Retreat-private Dock, Kayaks & Fire Pit -Perfect For Families & Groups

apartment, Plymouth
This lakefront flat is situated directly on Lake Plymouth, offering private water access and a 3-kilometre drive to the Witch's Dungeon Classic Movie Museum and the American Clock and Watch Museum.
This spacious holiday home accommodates up to 10 guests with 4 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, complimentary kayaks, a private fire pit, an outdoor dining area, and private parking for 5 vehicles.
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