Book Holiday Homes in Litchfield Historic District

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Featured Holiday Homes in Litchfield Historic District

Renovated, one level home in an excellent location

Renovated, one level home in an excellent location

New Milford
Located in New Milford, this vacation home is a 4-minute drive from Candlewood Lake and 5 minutes from Elephant's Trunk Flea Market.
Renovated, one level home in an excellent location
Charming 1870 cape cottage in Litchfield

Charming 1870 cape cottage in Litchfield

Litchfield
With a stay at this vacation home in Litchfield, you'll be within a 5-minute drive of White Memorial Conservation Center and Bantam Lake.
Charming 1870 cape cottage in Litchfield
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT

Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT

2 out of 5
Kent
With a stay at this vacation home in Kent, you'll be a 4-minute walk from Eric Sloane Museum and Kent Iron Furnace and 12 minutes by foot from Seven Hearths ...
Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT
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NEW-Another Fun Downtown Location 1st floor

NEW-Another Fun Downtown Location 1st floor

2 out of 5
Southington
A stay at this vacation home places you in the heart of Southington, within a 10-minute walk of Barnes Museum and Southington Public Library.
NEW-Another Fun Downtown Location 1st floor
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer

Goshen
Located in Goshen, this vacation home is within a 5-minute drive of Woodridge Lake and Miranda Vineyard.
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Charming 3BR Hilltop House, Newly Remodeled with Arcade

Charming 3BR Hilltop House, Newly Remodeled with Arcade

Plymouth
Located in Terryville, this vacation home is a 5-minute drive from Witch's Dungeon Classic Movie Museum and 5 minutes from B.A.R.K Dog Park.
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

Cozy Litchfield House w/ Fenced-In Yard & Fire Pit

Litchfield
With a stay at this vacation home in Litchfield, you'll be within a 10-minute walk of Tapping Reeve House and Law School and Litchfield Town Green.
Cozy Litchfield House w/ Fenced-In Yard & Fire Pit
Serene Salisbury Rental Home on 26 Acres w/ Deck!

Serene Salisbury Rental Home on 26 Acres w/ Deck!

Salisbury
Located in Falls Village, this vacation home is in the mountains, a 5-minute walk from Housatonic River and within a 5-minute drive of Great Falls.
Serene Salisbury Rental Home on 26 Acres w/ Deck!
Stylish & Luxurious 3 BDR Home with Play Station

Stylish & Luxurious 3 BDR Home with Play Station

Bristol
With a stay at this vacation home in Bristol, you'll be within a 5-minute drive of Leon J. Breen Memorial Field and Seymour Park.
Stylish & Luxurious 3 BDR Home with Play Station
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Litchfield Historic District Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Litchfield Historic District vacation homes are the perfect way for you to wing it.

Holiday houses in Litchfield Historic District let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Litchfield Historic District in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Litchfield Historic District adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Litchfield Historic District with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Litchfield Historic District vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Litchfield Historic District Holiday Homes essential information

Accommodation
155 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$210
Popular accommodation
Renovated, one level home in an excellent location, Charming 1870 cape cottage in Litchfield, Enjoy the ambiance of the Spirit Horse Farm just 1 mile from the town of Kent CT, NEW-Another Fun Downtown Location 1st floor, Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer, Charming 3BR Hilltop House, Newly Remodeled with Arcade, Cozy Litchfield House w/ Fenced-In Yard & Fire Pit, Serene Salisbury Rental Home on 26 Acres w/ Deck!, Stylish & Luxurious 3 BDR Home with Play Station

Top trending hotels in Litchfield Historic District

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St, Waterbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$164 per night from 3 Jan to 4 Jan
AU$164
includes taxes & fees
3 Jan - 4 Jan 2025
A stay at Courtyard by Marriott Waterbury Downtown places you in the heart of Waterbury, within a 5-minute walk of Waterbury City Hall and Apothecary ...
Courtyard by Marriott Waterbury Downtown
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave, Farmington, CT
Fully refundableReserve now, pay when you stay
The price is AU$210 per night from 28 Dec to 29 Dec
AU$210
includes taxes & fees
28 Dec - 29 Dec
With a stay at The Farmington Inn & Suites in Farmington, you'll be in the historical district, within a 15-minute drive of XL Center and Farmington Historic ...
The Farmington Inn & Suites
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is AU$202 per night from 5 Jan to 6 Jan
AU$202
includes taxes & fees
5 Jan - 6 Jan 2025
When you stay at Holiday Inn Express Southington, an IHG Hotel in Southington, you'll be in the business district, within a 5-minute drive of Crystal Bees and ...
Holiday Inn Express Southington, an IHG Hotel
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Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 1 Jan to 2 Jan
AU$170
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Southbury, Wyndham Southbury is a 4-minute drive from Lake Quassapaug and 5 minutes from Southford Falls State Park.
Wyndham Southbury
Don't see what you're looking for?
See all available properties in Litchfield Historic District
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.