Best Litchfield Vacation Rentals
Connecticut Retreat: Steps To Historic Downtown!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
Connecticut Retreat: Steps To Historic Downtown!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Ironing facilities
Connecticut Retreat: Steps To Historic Downtown!
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Private beach
Historic Colonial Pool Walk To Town
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Historic Colonial Pool Walk To Town
- BBQ facilities
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Outdoor swimming pool
Historic Colonial Pool Walk To Town
The Jefferson Guest House
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Sun terrace
The Jefferson Guest House
- Cookware/ Kitchen utensils
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Bar/ Lounge area
- Sun terrace
The Jefferson Guest House
Cheap Litchfield Vacation Rentals
-
Great deal
The Doctor 1781 House On The Litchfield Green
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Terrace
The Doctor 1781 House On The Litchfield Green
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Luggage storage
- Terrace
The Doctor 1781 House On The Litchfield Green
Cozy Litchfield House W/ Fenced-In Yard & Fire Pit
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
- Terrace
Cozy Litchfield House W/ Fenced-In Yard & Fire Pit
- Cookware/ Kitchen utensils
- Free parking
- Flat-screen TV
- Ironing facilities
- Spa & wellness centre
- Terrace
Cozy Litchfield House W/ Fenced-In Yard & Fire Pit
The 1782 Darling House On The Litchfield Green
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
The 1782 Darling House On The Litchfield Green
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Terrace
The 1782 Darling House On The Litchfield Green
Pet Friendly Vacation Rentals Litchfield
Spymaster Benjamin Tallmadge Luxury 1775 Estate
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Heated swimming pool
Spymaster Benjamin Tallmadge Luxury 1775 Estate
- BBQ facilities
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Heated swimming pool
Spymaster Benjamin Tallmadge Luxury 1775 Estate
-
Best-rated
Berkshire Mountain Lodge
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Heated swimming pool
Berkshire Mountain Lodge
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Heated swimming pool
Berkshire Mountain Lodge
Downtown New Haven, Spacious Stay By Yale - Ao Destinations
-
Car park
Charges may apply
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Downtown New Haven, Spacious Stay By Yale - Ao Destinations
-
Car park
Charges may apply
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Downtown New Haven, Spacious Stay By Yale - Ao Destinations
Litchfield Vacation Rentals Oceanfront
Hibiscus Suite - Private Studio Apartment In Rhinebeck Village
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Hibiscus Suite - Private Studio Apartment In Rhinebeck Village
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Hibiscus Suite - Private Studio Apartment In Rhinebeck Village
Stylish Pine Plains Home Near Parks & Hiking!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Heating
Stylish Pine Plains Home Near Parks & Hiking!
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Heating
Stylish Pine Plains Home Near Parks & Hiking!
Historic Peaceful Apartment
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Skiing
- Garden area
Historic Peaceful Apartment
- Cookware/ Kitchen utensils
- Free parking
- Security
- Air conditioning
- Skiing
- Garden area
Historic Peaceful Apartment
Litchfield Vacation Rentals with Private Pool
-
Private beach
Cozy Garden Apartment Along The Shoreline
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun loungers
Cozy Garden Apartment Along The Shoreline
- BBQ facilities
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Sun loungers
Cozy Garden Apartment Along The Shoreline
2 Bedroom Apartment Near Bristol Center
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Garden area
2 Bedroom Apartment Near Bristol Center
- Free parking
- Air conditioning
- Flat-screen TV
- Laundry
- Tea and coffee facilities
- Garden area
2 Bedroom Apartment Near Bristol Center
Private Apartment In Southbury 101
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Private Apartment In Southbury 101
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Garden area
Private Apartment In Southbury 101
Berkshire Riverfront Ski Cabin: Close To Hiking!
- Free parking
- Heating
Berkshire Riverfront Ski Cabin: Close To Hiking!
- Free parking
- Heating
Berkshire Riverfront Ski Cabin: Close To Hiking!
Country Cottage With Large Yard, Fire Pit & Nature Views
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Golf centre
- Sun terrace
Country Cottage With Large Yard, Fire Pit & Nature Views
- Picnic area/ Tables
- Free parking
- Security
- Air conditioning
- Golf centre
- Sun terrace
Country Cottage With Large Yard, Fire Pit & Nature Views
Hyatus Luxury Residences City Crossing
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Rooftop pool
Hyatus Luxury Residences City Crossing
- BBQ facilities
- Free parking
- 24-hour security
- Air conditioning
- Fitness centre
- Rooftop pool
Hyatus Luxury Residences City Crossing
The Wadsworth Suite A2
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
The Wadsworth Suite A2
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Luggage storage
The Wadsworth Suite A2
Econo Lodge Lee - Great Barrington
- Free parking
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Heating
- Golf centre
Econo Lodge Lee - Great Barrington
- Free parking
- 24-hour reception
- Air conditioning
- Tea and coffee facilities
- Heating
- Golf centre
Econo Lodge Lee - Great Barrington
Are you in a hurry?
Here is a quick list of Vacation Rentals in Litchfield, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Connecticut Retreat: Steps To Historic Downtown! |
8.4 / 10 (8 Reviews) |
From 278$ | |
| Historic Colonial Pool Walk To Town |
9.2 / 10 (5 Reviews) |
From 247$ | |
| Berkshire Mountain Lodge |
8.8 / 10 (642 Reviews) |
From 153$ | |
| Downtown New Haven, Spacious Stay By Yale - Ao Destinations |
8.8 / 10 (192 Reviews) |
From 117$ | |
| Hibiscus Suite - Private Studio Apartment In Rhinebeck Village |
9.6 / 10 (33 Reviews) |
From 166$ |
Frequently Asked Questions
What vacation rentals in Litchfield are best for families?
Cozy Litchfield House W/ Fenced-In Yard & Fire Pit and 2 Bedroom Apartment Near Bristol Center are excellent for families. They both offer spacious living areas, ideal for kids to play and parents to relax.
Look for family-oriented activities at nearby parks like White Memorial Conservation Center where kids can enjoy nature trails.
Which vacation rentals near the beach provide a great experience?
Cozy Garden Apartment Along The Shoreline is a fantastic choice for beachfront access. It offers stunning views and is just steps from the shore.
Visit the beach early for quiet walks and watch the sunrise, plus it can be less crowded before 10am.
What rentals in Litchfield are ideal for those who enjoy hiking?
Berkshire Riverfront Ski Cabin and Hyatus Luxury Residences City Crossing are both near great hiking trails. These locations provide easy access to outdoor adventures in the mountains.
Plan your hike for weekday mornings to avoid traffic on popular trails like the Appalachian Trail.
Which vacation rentals in Litchfield are recommended for a romantic getaway?
Historic Colonial Pool Walk To Town and Hibiscus Suite - Private Studio Apartment In Rhinebeck Village are charming options for couples. They both have a romantic ambiance and cozy settings.
Consider dining at nearby restaurants like The Canal House for a special dinner that's perfect for couples.
What vacation rentals offer luxury accommodations in Litchfield?
Hyatus Luxury Residences City Crossing provides luxurious amenities and elegant interiors. It's perfect for travelers looking for a high-end experience.
Book treatments at local spas like The Spa at the Intercontinental to complement your stay with relaxation.
Where can I find pet-friendly vacation rentals in Litchfield?
Cozy Litchfield House W/ Fenced-In Yard & Fire Pit is a pet-friendly option, allowing furry friends to enjoy the fenced yard. This rental makes traveling with pets easy.
Check out local pet-friendly cafes or parks nearby for enjoyable outings with your pets.
What affordable vacation rentals in Litchfield should I consider?
The Wadsworth Suite A2 and Stylish Pine Plains Home are budget-friendly options without compromising comfort. They offer essential amenities and a good location.
Book during weekdays for potentially lower rates, and try to avoid peak tourist seasons for the best deals.
What unique activities should I not miss in Litchfield?
Visit local farms, like the Litchfield Farmers Market, for fresh produce and handmade goods. Experience local culture through seasonal festivals.
The Litchfield County Wine Trail is a great option in the fall for wine tastings and scenic views with vibrant foliage.
How can I best explore the outdoor beauty around Litchfield?
Driving is a good option, with hiking spots like the Litchfield Hills nearby. Local parks also offer trails for nature walks and picnics.
Consider visiting during weekday mornings to enjoy a quieter experience on the trails around the state parks.
What local foods and restaurants do you recommend?
Try The Hungry Bear and Arethusa al tavolo for delicious local food. These spots feature farm-to-table dining and are beloved by locals.
Visit restaurants early, especially on weekends, for shorter wait times and to sample daily specials.