Owner Direct Vacation
Rentals in Litchfield County
The Best Owner Direct Vacation Rentals in Litchfield County. Explore thousands of vacation home rentals, large cabins, and villas near Litchfield County
GUESTS
Explore the Best Litchfield County Vacation Homes
Looking for the perfect place to stay in Litchfield County? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Litchfield County character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Litchfield County Vacation Rentals
What makes our vacation homes stand out?

Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.

Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Litchfield County
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Popular Neighborhoods for Litchfield County Vacation Rentals
What are the best areas to stay in Litchfield County
Discover the top neighborhoods in Litchfield County and choose a place that suits your stay.
Torrington
Torrington VACATION RENTALSCornwall Bridge
Cornwall Bridge VACATION RENTALSGoshen
Goshen VACATION RENTALSNew Preston
New Preston VACATION RENTALSWinsted
Winsted VACATION RENTALSLakeville
Lakeville VACATION RENTALSWinchester
Winchester VACATION RENTALSLitchfield
Litchfield VACATION RENTALSLitchfield Historic District
Litchfield Historic District VACATION RENTALSNew Milford
New Milford VACATION RENTALSWarren
Warren VACATION RENTALSFriday Jan 30
Litchfield County, Connecticut







Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Litchfield County vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Litchfield County
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How to Reserve Your Litchfield County Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Litchfield County Vacation Rental FAQs
1. What are the top vacation rentals in Litchfield County?
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:
- Captivating Artisan Built Home With Spectacular Water Views
- Spacious Home nestled along the Blackberry River in Northwest CT
- Lakefront Winter Wonderland in New England Just 2 Hours From NYC
- Charming 1870 cape cottage in Litchfield
- Litchfield Hills Hideaway
- Mountain View Getaway
- Spacious family home with open floor plan and fireplace.close to ski area!
- Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.
- Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air
- Private Annex/Former Artist Studio
2. How many vacation rentals have private pools in Litchfield County?
There are 63 vacation rentals with private pools near Litchfield County. Top-rated homes that have access to a swimming pool include:
3. Which vacation homes in Litchfield County are best for families?
If you are looking for a family-friendly vacation home in Litchfield County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Litchfield County:
4. How many vacation rentals are available in Litchfield County?
Currently, the total number of properties listed in 2026 is over 568 in the Litchfield County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Litchfield County.