Book Holiday Homes in Litchfield Historic District

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Featured Holiday Homes in Litchfield Historic District

Spacious Home nestled along the Blackberry River in Northwest CT

Spacious Home nestled along the Blackberry River in Northwest CT

East Canaan
When you stay at this vacation home in East Canaan, you'll be on a river, within a 5-minute drive of Beckley Furnace Industrial Park and Haystack Mountain State ...
Spacious Home nestled along the Blackberry River in Northwest CT
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Collinsville
The price is AU$760 per night from 18 Aug to 19 Aug
AU$760
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Canton (Collinsville), you'll be steps from Farmington River and a 2-minute drive from Mill Pond Park.
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Tranquil Litchfield Connecticut Retreat".

Tranquil Litchfield Connecticut Retreat".

Litchfield
The price is AU$495 per night from 13 Aug to 14 Aug
AU$495
13 Aug - 14 Aug
includes taxes & fees
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".
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Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove

Barkhamsted
Located in Barkhamsted, this vacation home is in a rural location, a 4-minute drive from Enders State Forest and 7 minutes from Hartland Recreation Area.
Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove
Private Annex/Former Artist Studio

Private Annex/Former Artist Studio

Washington
When you a stay at this vacation home in New Preston, you'll be on a lake, within a 5-minute walk of Mount Bushnell State Park and Lake Waramaug.
Private Annex/Former Artist Studio
Relax or be active! The choice is yours in this pet-friendly family home.

Relax or be active! The choice is yours in this pet-friendly family home.

Norfolk
With a stay at this vacation home in Norfolk, you'll be within a 10-minute walk of Norfolk Historical Museum and Infinity Music Hall and Bistro.
Relax or be active! The choice is yours in this pet-friendly family home.
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
Woodland A-Frame

Woodland A-Frame

Sharon
Located in Sharon, this vacation home is in the mountains, a 5-minute drive from Bodhi Tree Gallery and 7 minutes from TriArts Sharon Playhouse.
Woodland A-Frame
Cozy Lakefront Bungalow w firepit/dock/kayaks

Cozy Lakefront Bungalow w firepit/dock/kayaks

Plymouth
Located in Plymouth, this vacation home is on the waterfront, within a 15-minute drive of Black Rock State Park and Rockwell Park.
Cozy Lakefront Bungalow w firepit/dock/kayaks
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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
199 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$760
Popular accommodation
Spacious Home nestled along the Blackberry River in Northwest CT, Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville, Tranquil Litchfield Connecticut Retreat"., Woodland Retreat 4-Bedroom with Hot Tub, Fire Pit, and Woodstove , Private Annex/Former Artist Studio, Relax or be active! The choice is yours in this pet-friendly family home. , Charming 1870 cape cottage in Litchfield, Woodland A-Frame, Cozy Lakefront Bungalow w firepit/dock/kayaks

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$458 per night from 1 Sept to 2 Sept
AU$458
1 Sept - 2 Sept
includes taxes & fees
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
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
The price is AU$163 per night from 18 Aug to 19 Aug
AU$163
18 Aug - 19 Aug
includes taxes & fees
Located in Southbury, Wyndham Southbury is a 4-minute drive from Lake Quassapaug and 5 minutes from Southford Falls State Park.
Wyndham Southbury
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$197 per night from 31 Aug to 1 Sept
AU$197
31 Aug - 1 Sept
includes taxes & fees
Located in Southington, Holiday Inn Express Southington by IHG is in the business district, within a 10-minute drive of Hawks Landing Country Club and New Britain ...
Holiday Inn Express Southington by IHG
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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$157 per night from 4 Sept to 5 Sept
AU$157
4 Sept - 5 Sept
includes taxes & fees
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
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.