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New Preston Vacation Rentals

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50 rentals in New Preston.
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Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six., vacation rental in New Preston

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront House on Lake Waramaug!, vacation rental in New Preston

Waterfront House on Lake Waramaug!

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Lakefront New Preston Cottage w/Dock & Fire Pit!, vacation rental in New Preston

Lakefront New Preston Cottage w/Dock & Fire Pit!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Welcome to The Lake: Your Private Paradise Awaits!, vacation rental in New Preston

Welcome to The Lake: Your Private Paradise Awaits!

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Newly Renovated 18th Century Cottage On 4 Acres, vacation rental in New Preston

Newly Renovated 18th Century Cottage On 4 Acres

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spectacular Short Term Vacation Rental in Kent, vacation rental in New Preston

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 New Preston

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

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Candlewood  lake/woods retreat., vacation rental in New Preston

Peaceful Candlewood lake/woods retreat.

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacious family home tucked away in a rural, friendly, lake community!, vacation rental in New Preston

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 New Preston

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

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Prime Direct Waterfront On Candlewood Lake, Private Dock, Cozy Lake House, vacation rental in New Preston

Prime Direct Waterfront On Candlewood Lake, Private Dock, Cozy Lake House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Direct Water Front Home, vacation rental in New Preston

Direct Water Front Home

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Historic Warren/Kent Home, vacation rental in New Preston

Historic Warren/Kent Home

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

Litchfield Hills Hideaway

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Expansive Countryside House, 7 Serene Acres with Pond & Woods, vacation rental in New Preston

Expansive Countryside House, 7 Serene Acres with Pond & Woods

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

Quaint cottage located directly on Long Meadow Pond

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Modern cottage on the Housatonic River, vacation rental in New Preston

Modern cottage on the Housatonic River

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Retreat on Bantam Lake with Private Beach - Winter Ski Getaway, vacation rental in New Preston

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 New Preston

Private Annex/Former Artist Studo

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Warren country retreat, vacation rental in New Preston

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 New Preston

Private Kent Getaway With Views, Pond & Pool

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Hayloft, a country escape, vacation rental in New Preston

The Hayloft, a country escape

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Carriage House on 44 Private Acres. Amazing old world stone work & sweeping lawn, vacation rental in New Preston

Carriage House on 44 Private Acres. Amazing old world stone work & sweeping lawn

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Rustic Country Beach Cottage Candlewood Lake, vacation rental in New Preston

Rustic Country Beach Cottage Candlewood Lake

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Mabels Hollow Farm, En suite bedroom farm stay,, vacation rental in New Preston

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 New Preston

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

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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*New* 2020 Private Modern Farmhouse in Connecticut close to center of Litchfield, vacation rental in New Preston

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

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Prana Residence - Spa, vacation rental in New Preston

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 New Preston

Country Estate newly renovated that sleeps 16!

5 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Modern Litchfield Home on ½-Acre near Town Center, vacation rental in New Preston

Modern Litchfield Home on ½-Acre near Town Center

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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NEW! Woodland Retreat Near Ski Resorts & Wineries!, vacation rental in New Preston

NEW! Woodland Retreat Near Ski Resorts & Wineries!

4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful mountaintop getaway for peace and quiet, vacation rental in New Preston

Beautiful mountaintop getaway for peace and quiet

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake House Rental On Your Own Private Lake, vacation rental in New Preston

Lake House Rental On Your Own Private Lake

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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2 Bedroom Suite with Kitchen, vacation rental in New Preston

2 Bedroom Suite with Kitchen

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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100% WASHINGTON PoshPadsCT 'SOUTH ST' Mint 4 BR, Heated Pool, BBQ, Bikes, vacation rental in New Preston

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Kent Victorian Room 1, vacation rental in New Preston

Kent Victorian Room 1

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kent Victorian Room 4, vacation rental in New Preston

Kent Victorian Room 4

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kent Victorian Room 5, vacation rental in New Preston

Kent Victorian Room 5

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Kent Victorian Room 3, vacation rental in New Preston

Kent Victorian Room 3

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kent Victorian Room 2, vacation rental in New Preston

Kent Victorian Room 2

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU, vacation rental in New Preston

SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - Meadow Ridge Farm   Meadow, vacation rental in New Preston

Tentrr Signature Site - Meadow Ridge Farm Meadow

1 bedroom
1 bathroom
Sleeps 14
Match: Sleeps
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Secluded Post & Beam Home in Macedonia State Park, vacation rental in New Preston

Secluded Post & Beam Home in Macedonia State Park

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Meadow Ridge Farm Woods, vacation rental in New Preston

Tentrr Signature Site - Meadow Ridge Farm Woods

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Litchfield Hills 1850 Dairy Barn in classic New England setting, vacation rental in New Preston

Litchfield Hills 1850 Dairy Barn in classic New England setting

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Nature & Luxury *Lavender Lake Est (Kosher optional), vacation rental in New Preston

Nature & Luxury *Lavender Lake Est (Kosher optional)

7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Serene haven in the country, vacation rental in New Preston

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 New Preston

Direct Lakefront, Bantam Lake, Private Deer Island

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

Charming country home in Roxbury

3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Family Getaway w/ Fireplace in Sherman on 4 Acres!, vacation rental in New Preston

Family Getaway w/ Fireplace in Sherman on 4 Acres!

7 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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