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Litchfield Vacation Rentals

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49 rentals in Litchfield.

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Expansive Countryside House, 7 Serene Acres with Pond & Woods, vacation rental in Litchfield

Expansive Countryside House, 7 Serene Acres with Pond & Woods

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Litchfield Hills Hideaway, vacation rental in Litchfield

Litchfield Hills Hideaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy Cape in the Litchfield Hills, vacation rental in Litchfield

Cozy Cape in the Litchfield Hills

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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*New* 2020 Private Modern Farmhouse in Connecticut close to center of Litchfield, vacation rental in Litchfield

*New* 2020 Private Modern Farmhouse in Connecticut close to center of Litchfield

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Modern Litchfield Home on ½-Acre near Town Center, vacation rental in Litchfield

Modern Litchfield Home on ½-Acre near Town Center

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Tentrr Signature Site - Meadow Ridge Farm   Meadow, vacation rental in Litchfield

Tentrr Signature Site - Meadow Ridge Farm Meadow

1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
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Tentrr Signature Site - Meadow Ridge Farm Woods, vacation rental in Litchfield

Tentrr Signature Site - Meadow Ridge Farm Woods

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Quaint Quiet Serene !!, vacation rental in Litchfield

Quaint Quiet Serene !!

1 bedroom
0 bathrooms
Sleeps 4
Match: Sleeps
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Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six., vacation rental in Litchfield

Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newly Renovated 18th Century Cottage On 4 Acres, vacation rental in Litchfield

Newly Renovated 18th Century Cottage On 4 Acres

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!, vacation rental in Litchfield

Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Spectacular Short Term Vacation Rental in Kent, vacation rental in Litchfield

Spectacular Short Term Vacation Rental in Kent

3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video, vacation rental in Litchfield

Beautiful Modern Architectural Home in Washington, Ct. 5 Star with video

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Spacious family home tucked away in a rural, friendly, lake community!, vacation rental in Litchfield

Spacious family home tucked away in a rural, friendly, lake community!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pet & Kid Friendly, Solar, 13 Acres, Salt Water Pool, River Views, vacation rental in Litchfield

Pet & Kid Friendly, Solar, 13 Acres, Salt Water Pool, River Views

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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TRANQUIL private home with garden OASIS and heated POOL, vacation rental in Litchfield

TRANQUIL private home with garden OASIS and heated POOL

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Farm House Located On 12 Acres Of Farm Property., vacation rental in Litchfield

Beautiful Farm House Located On 12 Acres Of Farm Property.

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Historic Warren/Kent Home, vacation rental in Litchfield

Historic Warren/Kent Home

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quaint cottage located directly on Long Meadow Pond, vacation rental in Litchfield

Quaint cottage located directly on Long Meadow Pond

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront Retreat on Bantam Lake with Private Beach - Winter Ski Getaway, vacation rental in Litchfield

Waterfront Retreat on Bantam Lake with Private Beach - Winter Ski Getaway

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Private Annex/Former Artist Studo, vacation rental in Litchfield

Private Annex/Former Artist Studo

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Lakeridge Litchfield Resort Townhome  Pool  Tennis  Skiing, vacation rental in Litchfield

Lakeridge Litchfield Resort Townhome Pool Tennis Skiing

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Warren country retreat, vacation rental in Litchfield

Warren country retreat

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Kent Getaway With Views, Pond & Pool, vacation rental in Litchfield

Private Kent Getaway With Views, Pond & Pool

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Waterfront House on Lake Waramaug!, vacation rental in Litchfield

Waterfront House on Lake Waramaug!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Direct Waterfront with Private Beach - Entire Home, vacation rental in Litchfield

Direct Waterfront with Private Beach - Entire Home

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Hayloft, a country escape, vacation rental in Litchfield

The Hayloft, a country escape

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mabels Hollow Farm, En suite bedroom farm stay,, vacation rental in Litchfield

Mabels Hollow Farm, En suite bedroom farm stay,

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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100% WASHINGTON!PoshPadsCT 'PLUMB HILL' 5BR, Pool, Bikes, BBQ Near Mayflower Inn, vacation rental in Litchfield

100% WASHINGTON!PoshPadsCT 'PLUMB HILL' 5BR, Pool, Bikes, BBQ Near Mayflower Inn

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Lakefront House in Litchfield County, vacation rental in Litchfield

Beautiful Lakefront House in Litchfield County

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lake House on the Cleanest Lake in CT, vacation rental in Litchfield

Lake House on the Cleanest Lake in CT

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Prana Residence - Spa, vacation rental in Litchfield

Prana Residence - Spa

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Country Estate newly renovated that sleeps 16!, vacation rental in Litchfield

Country Estate newly renovated that sleeps 16!

5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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NEW! Woodland Retreat Near Ski Resorts & Wineries!, vacation rental in Litchfield

NEW! Woodland Retreat Near Ski Resorts & Wineries!

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Quiet Country Contemporary Home – Ideal Respite From The City, vacation rental in Litchfield

Quiet Country Contemporary Home – Ideal Respite From The City

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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100% WASHINGTON PoshPadsCT 'SOUTH ST' Mint 4 BR, Heated Pool, BBQ, Bikes, vacation rental in Litchfield

100% WASHINGTON PoshPadsCT 'SOUTH ST' Mint 4 BR, Heated Pool, BBQ, Bikes

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lake House  - Direct Waterfront, Immaculate; charming all 4 seasons, vacation rental in Litchfield

Lake House - Direct Waterfront, Immaculate; charming all 4 seasons

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront New Preston Cottage w/Dock & Fire Pit!, vacation rental in Litchfield

Lakefront New Preston Cottage w/Dock & Fire Pit!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU, vacation rental in Litchfield

SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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4 Room Apartment, vacation rental in Litchfield

4 Room Apartment

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Apartment - Platja d`Aro (Centre-Platja), vacation rental in Litchfield

Apartment - Platja d`Aro (Centre-Platja)

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Modern Goshen House w/ Deck, Backyard & Views, vacation rental in Litchfield

Modern Goshen House w/ Deck, Backyard & Views

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Chalet - Calonge (Treumal), vacation rental in Litchfield

Chalet - Calonge (Treumal)

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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CHARMING FISHERMAN HOUSE WITH TERRACE, vacation rental in Litchfield

CHARMING FISHERMAN HOUSE WITH TERRACE

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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QUIET APARTMENT IN TOSSA 4, vacation rental in Litchfield

QUIET APARTMENT IN TOSSA 4

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Serene haven in the country, vacation rental in Litchfield

Serene haven in the country

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Direct Lakefront, Bantam Lake, Private Deer Island, vacation rental in Litchfield

Direct Lakefront, Bantam Lake, Private Deer Island

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Ultimate Staycation Home in a Serene Setting, vacation rental in Litchfield

Ultimate Staycation Home in a Serene Setting

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming country home in Roxbury, vacation rental in Litchfield

Charming country home in Roxbury

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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