Litchfield vacation rentals

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Best Litchfield vacation rentals

Most recommended vacation rentals in Litchfield

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Tranquil Litchfield Retreat - Litchfield - Patio
Tranquil Litchfield Retreat
Litchfield, CT
9.4Wonderful(14)
Parking
Free Wi-Fi
Pet friendly
$313+
Check availability
Litchfield Hills Hideaway - Litchfield - Living room
Litchfield Hills Hideaway
Litchfield, CT
$256+
Check availability
Connecticut Retreat Steps to Historic Downtown! - Litchfield - Balcony
Connecticut Retreat Steps to Historic Downtown!
Litchfield, CT
8.5Very good(5)
Free Wi-Fi
Pet friendly
$238+
Check availability
Litchfield Modern Farmhouse - Litchfield - Living room
Litchfield Modern Farmhouse
Litchfield, CT
9.1Wonderful(5)
Parking
Free Wi-Fi
Pool
$291+
Check availability
Charming 1870 cape cottage in Litchfield - Litchfield - Bedroom
Charming 1870 cape cottage in Litchfield
Litchfield, CT
$307+
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County Seat Colonial - Litchfield - Dining room
County Seat Colonial
Litchfield, CT
Pet friendly
$505+
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Cozy in the hills of Cape Litchfield - Litchfield - Living room
Cozy in the hills of Cape Litchfield
Litchfield, CT
Pet friendly
$477+
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The Doctor 1781 House on the Litchfield Green - Litchfield - Bedroom
The Doctor 1781 House on the Litchfield Green
Litchfield, CT
9.0Wonderful(1)
Parking
Free Wi-Fi
$414+
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Historic Colonial Pool Walk to Town - Litchfield - Living room
Historic Colonial Pool Walk to Town
Litchfield, CT
Parking
Free Wi-Fi
Pool
$515+
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Cozy Litchfield House with Fenced-In Yard and Fire Pit - Litchfield - Living room
Cozy Litchfield House with Fenced-In Yard and Fire Pit
Litchfield, CT
10Wonderful(26)
Free Wi-Fi
Pet friendly
$362+
Check availability
Enjoy colonial charm in one of Litchfield's oldest neighborhoods! - Litchfield
Enjoy colonial charm in one of Litchfield's oldest neighborhoods!
Litchfield, CT
Free Wi-Fi
$250+
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Quaint Quiet Serene !! - Litchfield
Quaint Quiet Serene !!
Litchfield, CT
$289+
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Tentrr Signature Site - Meadow Ridge Farm Meadow - Litchfield
Tentrr Signature Site - Meadow Ridge Farm Meadow
Litchfield, CT
10Wonderful(1)
$174+
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Historic Litchfield Hills Saltbox On Large Estate! - Litchfield
Historic Litchfield Hills Saltbox On Large Estate!
Litchfield, CT
Free Wi-Fi
$764+
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5 Acre Sunny, Modern Farmhouse with Outdoor Deck, Patio, and Pool (No Events) - Litchfield
5 Acre Sunny, Modern Farmhouse with Outdoor Deck, Patio, and Pool (No Events)
Litchfield, CT
Pool
$1,247+
Check availability
Sun Filled Direct Lakefront 3 Bedroom House On Bantam Lake - Litchfield
Sun Filled Direct Lakefront 3 Bedroom House On Bantam Lake
Litchfield, CT
Pet friendly
$581+
Check availability
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Good to know

Low season

March

High season

November

Average price (weeknight)

$250

Average price (weekend night)

$377
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 32% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Litchfield vacation rental deals

  • Vacation rentals in Litchfield are around 5% more expensive than hotels on average. Search here to compare prices for all accommodation types in Litchfield.
  • The best vacation rental properties in Litchfield are Charming 1870 cape cottage in Litchfield (10.0, 20 reviews), Litchfield Hills Hideaway (10.0, 28), and Cozy Litchfield House with Fenced-In Yard and Fire Pit (10.0, 26), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Litchfield for 5 days.

FAQs when booking a vacation home in Litchfield

  • What types of vacation rentals are available in Litchfield?

    There are loads of different property types that you can make your vacation home in Litchfield. You’ll find agritourism, apartments, barns, houses, homestays and luxury tents.

  • Are there any pet-friendly vacation rentals in Litchfield?

    There are a number of dog and pet-friendly Litchfield vacation rentals, with around 28% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Litchfield?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Litchfield?

Our map will help you find the perfect place to stay in Litchfield by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Litchfield

Litchfield vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Litchfield. Find cheap vacation homes to rent in Litchfield. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Litchfield that suits you best.

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