Top Winter Vacations - Vacation Rentals in Litchfield

Cozy in the hills of Cape Litchfield From US $436
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Abner Hotel From US $335
         

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9.2 (45 Reviews)
Hotel
  • Parking
  • Balcony/Terrace
  • Security/Safety
Charming 1870 cape cottage in Litchfield From US $311
         

10.0 (66 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Litchfield Hills Hideaway From US $146
         

10.0 (65 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
County Seat Colonial From US $416
         

10.0 (14 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hilltop House From US $577
         

10.0 (8 Reviews)
House
  • Pet Friendly
  • Pool
  • TV

Luxury Places to Stay in Litchfield

Over 37+ Luxury Places to Stay in or Near Litchfield
Bantam Beauty - Surrounded By Nature! From US $717
         

10.0 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Historic Litchfield Hills Saltbox on Large Estate! From US $497
         

Back on VRBO! The oldest house in Litchfield CT From US $431
         

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10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Private home with stunning sunrise and sunset views. From US $411
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Litchfield

Over 7+ Top-Rated Vacation Rentals with a Pool in or Near Litchfield
Litchfield Modern Farmhouse From US $300
         

Litchfield Modern Farmhouse From US $225
         

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9.1 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Litchfield Inn From US $328
         

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9.0 (955 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Belden House & Mews From US $518
         

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8.6 (7 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Litchfield

Over 8+ Pet-Friendly Vacation Rentals in or Near Litchfield
Charming, river front compound From US $214
         

9.0 (23 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Litchfield Inn From US $275
         

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9.0 (263 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy barn apartment in country setting in charming Litchfield From US $271
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy remodeled cottage. Close to town, vineyards, restaurants, and farms. From US $213
         

Hemlock Hill Suite - 1-bedroom apartment with WiFi, AC in lovely Litchfield From US $265
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Tentrr Signature Site - Meadow Ridge Farm Meadow From US $144
         

Tentrr Signature Site - Meadow Ridge Farm Woods From US $142
         

5.0 (2 Reviews)
RV Rental
  • Pet Friendly
  • Child Friendly

Large Vacation Homes & Villas in Litchfield

Over 4+ Large Vacation Homes & Villas in or Near Litchfield

Litchfield Varoom and Airbnb Places to Stay Under $200

Over 1+ Litchfield Varoom and Airbnb Places to Stay Under $200

Instantly Bookable Vacation Homes in Litchfield

Over 6+ Instantly Bookable Vacation Homes in or Near Litchfield
Escape to the Hills From US $250
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Litchfield Vacation Rentals

With more than 46 Litchfield vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Topwintervacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Litchfield.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Topwintervacations Litchfield, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Litchfield. Places to stay near Litchfield are 913.24 ft² on average, with prices averaging $420 a night.

Topwintervacations makes it easy and safe to find and compare vacation rentals in Litchfield with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Litchfield

Type Count
Vacation Homes 29
Holiday Apartments 5
Hotels with Suites 4
Others 3
Cabin Rentals 2
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Litchfield

Pro Tip: Topwintervacations makes it easy to compare the best listings on Topwintervacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Topwintervacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Litchfield.

Weather in Litchfield

View the weather forecast for Litchfield before booking your Litchfield Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Complexes around Litchfield, CT