Litchfield County Rentals By Owner

There are a lot of options in Litchfield County. If you plan on staying in the Litchfield County area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Litchfield County:

• Charming 1760 Cape Nestled in the Foothills of Litchfield County
• Litchfield Hills Hideaway
• Spacious family home with open floor plan and fireplace.close to ski area!
• Litchfield Hills Lakefront Home! Amazing location, views and sunsets
• Beautiful brook-side log cabin on 3 private acres - 2 bed, 1.5 bath, entire home
• The Lake House on Lake Waramaug
• The Doctor's 1781 House on the Litchfield Green
• Summer 2026 Available! 4BR/3BA Woodridge Lake Tennis Pool WiFi AC
• Direct Waterfront on Candlewood Lake with/boat slip/hot tub & outdoor kitchen
• Fickle Fox Farm. It’s snow season! Lifts are open. Fireplace is crackling!

There are many large, family-friendly vacation homes available in Litchfield County; however, here are the most popular family rentals listed on our site:

• Captivating Artisan Built Home With Spectacular Water Views
• Ski, Snowshoe and Fish Dome Escape in Nature!
• Las Flores Villa
• The Perfect Escape From The City

Yes, there are 449 self-catering vacation homes in Litchfield County that have hot tubs, swimming pools, & other amenities.

There are more than 449 luxury villas and vacation homes in or near Litchfield County. Filter by price to compare find the most expensive places to stay on Eaglebeacharubarentals.

Yes, there are 449 pet friendly vacation homes and places to stays that are available in or near Litchfield County that you may consider.