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

93 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 93 accommodations in Litchfield, CT, here are the 4 best family friendly rentals

Best Town Under 2 Hrs Nyc, Restaurants, 3br, Shops,heated Pool, Bbq Poshpadsct - Litchfield, CT
9.8 38 reviews
Litchfield, CT
12/07 – 31/07
$1593/nighttotal: $30267 (19 )

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.
Cozy Farmhouse Style 3 Beds | Near Downtown - Litchfield, CT
9.7 65 reviews
Litchfield, CT
12/07 – 31/07
$303/nighttotal: $5757 (19 )

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.
Tranquil Home 10 Mins From Mohawk Mountain: Skiing, Hiking, Nature! - Litchfield, CT
10 1 review
Litchfield, CT
24/07 – 26/07
$1648/nighttotal: $3296 (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.
Besttown! Location! Poshpadsct Shrink Map Senff5br - Litchfield, CT
9.9 23 reviews
Litchfield, CT
12/07 – 31/07
$2000/nighttotal: $38000 (19 )

Besttown! Location! Poshpadsct Shrink Map Senff5br

5 2
apartment , Washington
This luxurious five-bedroom house is located on a scenic dirt road in Washington, Litchfield County, Connecticut, just a short drive from popular restaurants, boutiques, and recreational activities like skiing at Mohawk Mountain and Sundown, and swimming at Lake Waramaug Beach. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The house is spacious and can accommodate up to 12 guests, making it perfect for large families or groups of friends. This property offers a range of amenities, including a heated pool, hot tub, game room, trampoline, two decks, and two gas fireplaces, ensuring an enjoyable and comfortable stay for all.

Best Litchfield, CT lodging with a balcony

Cozy In The Hills Of Cape Litchfield - Litchfield, CT
10 8 reviews
Litchfield, CT
12/07 – 31/07
$645/nighttotal: $12255 (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.
Art House 3 Beds Close To Warner Theater - Litchfield, CT
10 2 reviews
Litchfield, CT
12/07 – 31/07
$441/nighttotal: $8379 (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.
Private Classy 2nd Flr 3 Bed Apt Near Downtown - Litchfield, CT
Litchfield, CT
12/07 – 31/07
$449/nighttotal: $8531 (19 )

Private Classy 2nd Flr 3 Bed Apt Near Downtown

1 2
apartment , Torrington
This second-floor flat in Torrington is situated 24 kilometres from the Witch's Dungeon Classic Movie Museum and 26 kilometres from the Abbey of Regina Laudis, placing you 24 to 34 kilometres from local attractions.
This 102 square metre residence accommodates up to four guests with air conditioning, complimentary WiFi, a private balcony, and a fully equipped kitchen, offering a convenient base for exploring Flanders Nature Centre, 27 kilometres away, and Lake Compounce, 34 kilometres distant.
Cozy Attic 10 Min To Llitchfield - Litchfield, CT
9.2 5 reviews
Litchfield, CT
12/07 – 31/07
$250/nighttotal: $4750 (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.

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

Private Modern 1st Flr 3 Bed Apt Close To Downtown - Litchfield, CT
8.0 1 review
Litchfield, CT
12/07 – 31/07
$309/nighttotal: $5871 (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.
Flying Brook Farm - Litchfield, CT
Litchfield, CT
12/07 – 31/07
$769/nighttotal: $14611 (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.
Storybook Cape...host & Co. - Litchfield, CT
10 254 reviews
Litchfield, CT
12/07 – 31/07
$495/nighttotal: $9405 (19 )

Storybook Cape...host & Co.

2 2
apartment , Litchfield
This two-bedroom apartment, situated in the Litchfield Hills, is a five-minute drive (8km) from Litchfield Green and close to White Memorial Conservation Center and Topsmead State Forest.
The property offers a newly remodelled kitchen and bathroom, sleeps four guests, includes Wi-Fi, a washer/dryer, and parking, and is pet-friendly (subject to approval).
Elegant 3 Bedroom Modern Peaceful Home With Pool In Ct - Litchfield, CT
Litchfield, CT
24/07 – 26/07
$1627/nighttotal: $3254 (2 )

Elegant 3 Bedroom Modern Peaceful Home With Pool In Ct

4 6
apartment , Harwinton
This Harwinton holiday home offers a peaceful countryside retreat, situated a short distance from the Warner Theatre and the New England Carousel Museum, and within reach of family attractions such as the KidsPlay Museum and the Harry C. Barnes Memorial Nature Centre.
This spacious 204 square metre residence accommodates up to nine guests with four bedrooms, two bathrooms (one featuring a bidet and soaking tub), a fully equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and a private swimming pool, alongside access to outdoor pursuits like hiking and biking.

Best Litchfield, CT lodging with laundry available

Historical House In Litchfield . - Litchfield, CT
8.0 1 review
Litchfield, CT
12/07 – 31/07
$172/nighttotal: $3268 (19 )

Historical House In Litchfield .

1 2
apartment , Litchfield
This charming guesthouse is situated in Litchfield's historic district, just 100 metres from the town centre and a short walk from Bantam Lake, offering a peaceful and convenient base for exploring the area. The three-bedroom house is ideal for couples or a small family, providing a comfortable and welcoming stay.
The guesthouse features a well-equipped kitchen, air conditioning, parking, and internet access, making it easy to relax and enjoy your time in Litchfield. Guests can also take advantage of the proximity to White Memorial Park, with its hiking trails and nature programs, and explore the numerous historical sites and landmarks in the area.
Modern, Cozy 3 Bedroom Lakeside Cottage - Litchfield, CT
10 57 reviews
Litchfield, CT
12/07 – 31/07
$830/nighttotal: $15770 (19 )

Modern, Cozy 3 Bedroom Lakeside Cottage

3 2
apartment , Morris
This Litchfield County cottage, situated near the towns of Bantam (8km), Washington Depot (13km), Litchfield (16km), and New Preston (21km), offers easy access to local amenities and attractions.
Sleeping eight guests, this three-bedroom property boasts three living areas, a fully equipped gourmet kitchen with Wolf appliances, a home gym in the unfinished basement, a two-car garage, and two acres of land overlooking a pond; self check-in via keypad is available.
The Overlook...host & Co. - Litchfield, CT
10 131 reviews
Litchfield, CT
12/07 – 31/07
$335/nighttotal: $6365 (19 )

The Overlook...host & Co.

1 2
apartment , Litchfield
This one-bedroom apartment is located in Litchfield's Historic District, just a short walk from antique shops, cafes, and restaurants. The property has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has one bathroom and can accommodate up to four guests. It features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, and free parking.
Litchfield-hot Tub-shops & Eats-vineyards-hikes - Litchfield, CT
9.7 403 reviews
Litchfield, CT
12/07 – 31/07
$451/nighttotal: $8569 (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.
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