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

Enjoy Lakefront Sunsets In Cozy 2br Cottage Escape - Litchfield, CT
9.9 188 reviews
Litchfield, CT
12/09 – 19/09
$776/nighttotal: $5432 (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.
Lakeview Property In Private Community. Lake & Beach Access. Swim/kayak All Day! - Litchfield, CT
9.6 14 reviews
Litchfield, CT
12/09 – 19/09
$431/nighttotal: $3017 (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.
Waterfront Cabin W Firepit, Dock, Deck, Bbq. Direct Lake Access! Pet-friendly! - Litchfield, CT
8.8 28 reviews
Litchfield, CT
12/09 – 19/09
$365/nighttotal: $2555 (7 )

Waterfront Cabin W Firepit, Dock, Deck, Bbq. Direct Lake Access! Pet-friendly!

1 2
cabin , Harwinton
This Harwinton lodge is situated 3.5km from the Harwinton Conservation and Recreation Area and within 10km of the Hotchkiss-Fyler House Museum and Warner Theatre, offering a peaceful Northwest Harwinton setting.
The 56-square-metre self-catering property sleeps five guests and boasts a fully equipped kitchen, terrace, garden, free Wi-Fi, and on-site barbecue facilities, perfect for families and pet owners.
County Seat Colonial - Litchfield, CT
10 139 reviews
Litchfield, CT
12/09 – 19/09
$555/nighttotal: $3885 (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.

Best Litchfield, CT lodging with a balcony

Swiss Chalet Amidst Sixteen Acres In Litchfield Hills Surrounded By Land Trust - Litchfield, CT
9.6 18 reviews
Litchfield, CT
12/09 – 19/09
$1945/nighttotal: $13615 (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.
Steele Brook Manor\ntranquil Get Away Nestled \Nin  Litchfield County. - Litchfield, CT
9.2 5 reviews
Litchfield, CT
12/09 – 19/09
$451/nighttotal: $3157 (7 )

Steele Brook Manor\ntranquil Get Away Nestled \Nin 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.
Viewpoint Cottage With Dock, Kayaks - Litchfield, CT
Litchfield, CT
12/09 – 19/09
$764/nighttotal: $5348 (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.
Classy Private Apt - 3 Beds 2nd Flr - Near Downtown - Litchfield, CT
10 1 review
Litchfield, CT
12/09 – 19/09
$510/nighttotal: $3570 (7 )

Classy Private Apt - 3 Beds 2nd Flr - Near Downtown

3 2
apartment , Torrington
This Torrington flat is located in a revitalising mixed-use district, a few minutes from downtown amenities and the attractions of Litchfield County, including the KidsPlay Museum and White Memorial Conservation Centre.
This 102 square metre apartment accommodates up to four guests, offering two bedrooms, one bathroom, in-unit laundry, air conditioning, a kitchen with a fridge, and a terrace or balcony, all within a secure building with parking and high-speed internet.

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

Cozy Tiny Haus Apt - Litchfield, CT
8.0 6 reviews
Litchfield, CT
27/06 – 04/07
$371/nighttotal: $2597 (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.
Best Town Under 2 Hrs Nyc, Restaurants, 3br, Shops,heated Pool, Bbq Poshpadsct - Litchfield, CT
9.8 38 reviews
Litchfield, CT
27/06 – 04/07
$2132/nighttotal: $14924 (7 )

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 Home Sleeps 12: 3br W/ Finished Basement - Litchfield, CT
9.8 11 reviews
Litchfield, CT
24/07 – 26/07
$1077/nighttotal: $2154 (2 )

Cozy Home Sleeps 12: 3br W/ Finished Basement

4 6
apartment , Torrington
This spacious Torrington house, ideal for large groups or families, is centrally located within a 5-8 km radius of the town centre, Raymond Farm, Royals Farm, and several wedding venues.
Sleeping 9-12 guests, this four-bedroom, one-bathroom property boasts a well-equipped kitchen, super-fast Wi-Fi, air conditioning, parking, and an enclosed backyard with a two-level deck; Mohawk Mountain and numerous wineries and distilleries are within a 24km radius.
Historical House On Litchfield's North Street - Litchfield, CT
10 1 review
Litchfield, CT
12/07 – 31/07
$1640/nighttotal: $31160 (19 )

Historical House On Litchfield's North Street

1 2
apartment , Litchfield
This historic Colonial mansion is located in Litchfield, a charming town just 160 kilometres from New York City. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
The mansion offers six bedrooms and eight bathrooms, comfortably accommodating up to 10 guests. The well-equipped kitchen, spacious garden, and dedicated workspace, alongside the historic charm of the property, provide a peaceful retreat for families and groups seeking a unique and comfortable stay in Litchfield.

Best Litchfield, CT lodging with laundry available

1 Mi To Main St: Riverside Torrington Apt W/ Yard - Litchfield, CT
Litchfield, CT
12/07 – 31/07
$372/nighttotal: $7068 (19 )

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

3 2
apartment , Torrington
This Torrington flat is located 1.6 kilometres from Main Street, offering convenient access to regional landmarks such as the Abbey of Regina Laudis and the Witch's Dungeon Classic Movie Museum, both situated 25.7 kilometres away.
This spacious 190-square-metre holiday home accommodates up to nine guests, featuring a private garden, a fully equipped kitchen with a dishwasher and oven, air conditioning, free WiFi, and private parking.
Super Spacious, Private & Chic - Litchfield, CT
9.0 6 reviews
Litchfield, CT
27/06 – 04/07
$549/nighttotal: $3843 (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.
The Getaway-host & Co. - Litchfield, CT
9.7 111 reviews
Litchfield, CT
12/09 – 19/09
$1048/nighttotal: $7336 (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.
The House On The Hill - Litchfield, CT
10 94 reviews
Litchfield, CT
12/09 – 19/09
$453/nighttotal: $3171 (7 )

The House On The Hill

1 2
apartment , Litchfield
This charming cottage sits on a private hilltop between Litchfield and Bantam, offering breathtaking views of the surrounding countryside and easy access to both towns' amenities. Highly rated for its location, cleanliness, and overall experience, this property promises a relaxing and enjoyable stay.
The cottage features a spacious master bedroom with a king-size bed and can comfortably accommodate a couple or a small family. Guests can enjoy a fully equipped kitchen, a cosy living room with a fireplace, and a private garden, perfect for unwinding and enjoying the peaceful surroundings.
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