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Sharon Holiday Rentals

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49 rentals in Sharon.
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Mountainview - Vacation Rental in Sharon, CT, holiday rental in Sharon

Mountainview - Vacation Rental in Sharon, CT

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New England Winter Wonderland - 2 Hrs from NYC, holiday rental in Sharon

New England Winter Wonderland - 2 Hrs from NYC

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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1790 Classic Colonial Center Hall home, holiday rental in Sharon

1790 Classic Colonial Center Hall home

5 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres, holiday rental in Sharon

Elegant Historic Hudson Valley Gilded Age Mansion On 4+ Parklike Acres

10 bedrooms
10 bathrooms
Sleeps 22
Match: Sleeps
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Antique Farmhouse Totally Restored, holiday rental in Sharon

Antique Farmhouse Totally Restored

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Newly Renovated 18th Century Cottage On 4 Acres, holiday rental in Sharon

Newly Renovated 18th Century Cottage On 4 Acres

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six., holiday rental in Sharon

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

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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TRANQUIL private home with garden OASIS and heated POOL, holiday rental in Sharon

TRANQUIL private home with garden OASIS and heated POOL

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious family home tucked away in a rural, friendly, lake community!, holiday rental in Sharon

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

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Short Term Vacation Rental in Kent, holiday rental in Sharon

Spectacular Short Term Vacation Rental in Kent

3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Stylish and modern house in the quaint town of Millbrook., holiday rental in Sharon

Stylish and modern house in the quaint town of Millbrook.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet & Kid Friendly, Solar, 13 Acres, Salt Water Pool, River Views, holiday rental in Sharon

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

3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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North Canaan's Quiet & Cozy Home, holiday rental in Sharon

North Canaan's Quiet & Cozy Home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Warren/Kent Home, holiday rental in Sharon

Historic Warren/Kent Home

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Harmony House, Lakeville, Connecticut, holiday rental in Sharon

Harmony House, Lakeville, Connecticut

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Modern Antique Farmhouse in the Hudson Valley, holiday rental in Sharon

Modern Antique Farmhouse in the Hudson Valley

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Cottage at Great Falls, holiday rental in Sharon

The Cottage at Great Falls

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss, holiday rental in Sharon

The Barn - Rustic Chic Loft - Rehabed 1890 Hay Barn - Near Lakes & Hotchkiss

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York, holiday rental in Sharon

Lakefront Home in Hudson Valley Dutchess County, Pine Plains, New York

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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TREEMENDOUS VIEWS COTTAGE, holiday rental in Sharon

TREEMENDOUS VIEWS COTTAGE

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Warren country retreat, holiday rental in Sharon

Warren country retreat

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern cottage on the Housatonic River, holiday rental in Sharon

Modern cottage on the Housatonic River

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Newly Renovated Country Retreat-Berkshires, holiday rental in Sharon

Newly Renovated Country Retreat-Berkshires

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Private Kent Getaway With Views, Pond & Pool, holiday rental in Sharon

Private Kent Getaway With Views, Pond & Pool

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU, holiday rental in Sharon

SUN HILL FARM 1/4 MILE FROM LAKE WARAMAU

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Immaculate 1780 Millbrook Classic, holiday rental in Sharon

Immaculate 1780 Millbrook Classic

5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful mountaintop getaway for peace and quiet, holiday rental in Sharon

Beautiful mountaintop getaway for peace and quiet

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Prana Residence - Spa, holiday rental in Sharon

Prana Residence - Spa

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Charming 2+2 Lakeside Cottage on Best Lake in CT, holiday rental in Sharon

Charming 2+2 Lakeside Cottage on Best Lake in CT

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Harley's Hideaway, A Relaxing Escape, holiday rental in Sharon

Harley's Hideaway, A Relaxing Escape

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lake House, holiday rental in Sharon

Lake House

5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Hudson Valley - Picardy Farm: Entire Estate, holiday rental in Sharon

Hudson Valley - Picardy Farm: Entire Estate

10 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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Quiet Country Contemporary Home – Ideal Respite From The City, holiday rental in Sharon

Quiet Country Contemporary Home – Ideal Respite From The City

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Exclusive Rental in Beautiful Amenia!, holiday rental in Sharon

Exclusive Rental in Beautiful Amenia!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The FarmHouse, holiday rental in Sharon

The FarmHouse

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Kent Victorian Room 1, holiday rental in Sharon

Kent Victorian Room 1

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kent Victorian Room 4, holiday rental in Sharon

Kent Victorian Room 4

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kent Victorian Room 5, holiday rental in Sharon

Kent Victorian Room 5

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Kent Victorian Room 3, holiday rental in Sharon

Kent Victorian Room 3

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Kent Victorian Room 2, holiday rental in Sharon

Kent Victorian Room 2

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern Goshen House w/ Deck, Backyard & Views, holiday rental in Sharon

Modern Goshen House w/ Deck, Backyard & Views

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tentrr Signature Site - A Riverwalk, holiday rental in Sharon

Tentrr Signature Site - A Riverwalk

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Driftways Farm, holiday rental in Sharon

Tentrr Signature Site - Driftways Farm

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Creekside Solitude, holiday rental in Sharon

Tentrr Signature Site - Creekside Solitude

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Private Peaceful Farm Venture, holiday rental in Sharon

Tentrr Signature Site - Private Peaceful Farm Venture

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Babbling Brook Retreat, holiday rental in Sharon

Babbling Brook Retreat

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Hudson Valley Hilltop 1, holiday rental in Sharon

Tentrr Signature Site - Hudson Valley Hilltop 1

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Twin Island Lake House, holiday rental in Sharon

Twin Island Lake House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Hudson Valley Hilltop 2, holiday rental in Sharon

Tentrr Signature Site - Hudson Valley Hilltop 2

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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