Sharon, Connecticut

Vacation Rentals in Sharon, Connecticut

Discover 12 vacation rental properties in Sharon. From 2 to 5 bedrooms. Average $404/night. 100% have pools.

12 verified listings Book securely on VRBO Prices updated March 2026

12 properties available

Lakefront Summer Stunner in New England Just 2 Hours From NYC

Lakefront Summer Stunner in New England Just 2 Hours From NYC

2 beds 1 bath
PoolA/CWiFiBalcony
$301/night
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Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve

Elegant Modern Farmhouse with Pool and Gardens, steps from Nature Preserve

4 beds 3 baths
PoolA/CWiFiBalcony
$993/night
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Contemporary Custom Built Home On A Country Lane Close To Sharon

Contemporary Custom Built Home On A Country Lane Close To Sharon

4 beds 2 baths
PoolA/CWiFiBalcony
$276/night
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Idillic summer getaway in Litchfield Hills, CT.

Idillic summer getaway in Litchfield Hills, CT.

3 beds 2 baths
PoolA/CWiFiBalcony
$381/night
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The Perfect Escape From The City

The Perfect Escape From The City

3 beds 2 baths
PoolA/CWiFiBalcony
$250/night
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Sharon Country Estate On 300 Acres With 100 Mile Views

Sharon Country Estate On 300 Acres With 100 Mile Views

3 beds 3 baths
PoolA/CWiFiBalcony
$300/night
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Charming Sharon Dwelling w/ Deck & Fire Pit!

Charming Sharon Dwelling w/ Deck & Fire Pit!

3 beds 2 baths
PoolA/CWiFiBalcony
$307/night
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An acclaimed photographers country estate, arts community, near private schools!

An acclaimed photographers country estate, arts community, near private schools!

5 beds 2 baths
PoolA/CWiFiBalcony
$596/night
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Charming and Relaxing 4br Farmhouse - Ski + Hiking

Charming and Relaxing 4br Farmhouse - Ski + Hiking

4 beds 2 baths
PoolA/CWiFiBalcony
$201/night
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Two Bedroom Cottage Close To Town

Two Bedroom Cottage Close To Town

2 beds 2 baths
PoolA/CWiFiBalcony
$268/night
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Country Living at its best in this Sharon Estate with indoor pool*

Country Living at its best in this Sharon Estate with indoor pool*

3 beds 5 baths
PoolA/CWiFiBalcony
$601/night
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Heavenly summer getaway in Litchfield Hills, CT.

Heavenly summer getaway in Litchfield Hills, CT.

3 beds 2 baths
PoolA/CWiFiBalcony
$375/night
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More destinations in Connecticut

New Haven (158) Stonington (135) Milford (100) Mystic (93) Stamford (84) Old Saybrook (82) Westbrook (74) Old Lyme (71) Fairfield (57) Madison (56) Westport (55) Branford (53) Norwich (52) Greenwich (52) Groton (51) Bridgeport (47) East Lyme (43) Clinton (42) Hartford (40) Guilford (38)