Book Holiday Homes in Litchfield Historic District

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Featured Holiday Homes in Litchfield Historic District

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 Bristol Commons Shopping Center and Witch's Dungeon Classic Movie Museum.
Stylish & Luxurious 3 BDR Home with Play Station
Cozy Lakefront Cottage - Hot Tub, Game Room & Lake Views

Cozy Lakefront Cottage - Hot Tub, Game Room & Lake Views

Plymouth
Located in Terryville, this vacation home is on the waterfront, within a 10-minute drive of Cedar Lake and Imagine Nation Children's Museum.
Cozy Lakefront Cottage - Hot Tub, Game Room & Lake Views
Mountain View Getaway

Mountain View Getaway

West Cornwall
Located in Cornwall, this vacation home is on a lake, within a 15-minute drive of Music Mountain and West Cornwall Covered Bridge.
Mountain View Getaway
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Tranquil Litchfield Connecticut Retreat".

Tranquil Litchfield Connecticut Retreat".

Litchfield
The price is AU$492 per night from 24 Apr to 25 Apr
AU$492
includes taxes & fees
24 Apr - 25 Apr
This vacation home is 4.1 mi (6.6 km) from Black Rock State Park and 6.3 mi (10.1 km) from Haight-Brown Vineyard.
Tranquil Litchfield Connecticut Retreat".
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 Muzzy Field.
Charming 3BR Hilltop House, Newly Remodeled with Arcade
The Goshen Glass Chalet

The Goshen Glass Chalet

Goshen
Located in Goshen, this vacation home is a 2-minute drive from Woodridge Lake and 6 minutes from Goshen Historic District.
The Goshen Glass Chalet
Litchfield County Four Season Country Paradise

Litchfield County Four Season Country Paradise

Roxbury
Located in Roxbury, this vacation home is in a rural location, within a 10-minute drive of Glebe House Museum and The Gertrude Jekyll Garden and Pilgrim Mall ...
Litchfield County Four Season Country Paradise
Have a quiet weekend retreat at my recently renovated riverside bungalow

Have a quiet weekend retreat at my recently renovated riverside bungalow

New Milford
With a stay at this vacation home in Gaylordsville, you'll be within a 5-minute drive of Emmanuel Williamson Park and Wimisink Preserve.
Have a quiet weekend retreat at my recently renovated riverside bungalow
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

Woodbury
Located in Woodbury, this vacation home is in a rural location, within a 5-minute drive of Pilgrim Mall Shopping Center and Hollow Park.
Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants
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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
200 Holiday Homes
Lowest Price
AU$160
Highest Price
AU$602
Popular accommodation
Stylish & Luxurious 3 BDR Home with Play Station, Cozy Lakefront Cottage - Hot Tub, Game Room & Lake Views, Mountain View Getaway, Tranquil Litchfield Connecticut Retreat"., Charming 3BR Hilltop House, Newly Remodeled with Arcade, The Goshen Glass Chalet, Litchfield County Four Season Country Paradise, Have a quiet weekend retreat at my recently renovated riverside bungalow, Large, Sunny 4 Bedroom Home Sleeps 8 and 1 minute to Five Fabulous Restaurants

Top trending hotels in Litchfield Historic District

The Abner Hotel

The Abner Hotel

3 out of 5
15 West St, Litchfield, CT
The price is AU$602 per night from 23 Apr to 24 Apr
AU$602
includes taxes & fees
23 Apr - 24 Apr
With a stay at The Abner Hotel in Litchfield, you'll be just steps from Litchfield Town Green and Litchfield Historical Society Museum.
The Abner Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
The price is AU$183 per night from 4 May to 5 May
AU$183
includes taxes & fees
4 May - 5 May
When you stay at Holiday Inn Express Southington by IHG in Southington, you'll be in the business district, within a 5-minute drive of Crystal Bees and Barnes ...
Holiday Inn Express Southington by IHG
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$160 per night from 23 Apr to 24 Apr
AU$160
includes taxes & fees
23 Apr - 24 Apr
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
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Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Dr, Cheshire, CT
Fully refundable
The price is AU$192 per night from 27 Apr to 28 Apr
AU$192
includes taxes & fees
27 Apr - 28 Apr
Located in Cheshire, Holiday Inn Cheshire - Southington by IHG is a 4-minute drive from Mount Southington Ski Area and 6 minutes from Barker Character, Comic ...
Holiday Inn Cheshire - Southington by IHG
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.