Williamstown, Massachusetts

Vacation Rentals in Williamstown, Massachusetts

Discover 15 vacation rental properties in Williamstown. From 1 to 7 bedrooms. Average $232/night. 100% have pools.

15 verified listings Book securely on VRBO Prices updated March 2026

15 properties available

Fun Filmmaker's Bungalow wPool & Pro Screening Room

Fun Filmmaker's Bungalow wPool & Pro Screening Room

2 beds 1 bath
PoolA/CWiFiBalcony
$211/night
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Quiet & private small horse farm only 1.5 miles to Jiminy Peak. Pet friendly.

Quiet & private small horse farm only 1.5 miles to Jiminy Peak. Pet friendly.

1 bed 1 bath
PoolA/CWiFiBalcony
$225/night
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Vacation Rental Home in the Berkshires!

Vacation Rental Home in the Berkshires!

1 bath
PoolA/CWiFiBalcony
$171/night
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Cozy and quaint country cottage, walk to downtown Williamstown

Cozy and quaint country cottage, walk to downtown Williamstown

2 beds 1 bath
PoolA/CWiFiBalcony
$138/night
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Charming Downtown Williamstown Cottage - 5 Min Walk to Campus

Charming Downtown Williamstown Cottage - 5 Min Walk to Campus

3 beds 2 baths
PoolA/CWiFiBalcony
$220/night
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Pet friendly, cozy, modest cape, two bedrooms

Pet friendly, cozy, modest cape, two bedrooms

2 beds 1 bath
PoolA/CWiFiBalcony
$119/night
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Cozy renovated cabin in Williamstown, steps from hiking trails

Cozy renovated cabin in Williamstown, steps from hiking trails

2 beds 2 baths
PoolA/CWiFiBalcony
$171/night
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New Studio In Town, By the Water

New Studio In Town, By the Water

1 bed 1 bath
PoolA/CWiFiBalcony
$187/night
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North Getaway Cottage

North Getaway Cottage

4 beds 2 baths
PoolA/CWiFiBalcony
$232/night
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In town 2 bedroom, one bath carriage barn. Sleeps 5.

In town 2 bedroom, one bath carriage barn. Sleeps 5.

2 beds 1 bath
PoolA/CWiFiBalcony
$351/night
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Peaceful Family Home w/ Fire Pit & Large Yard

Peaceful Family Home w/ Fire Pit & Large Yard

3 beds 3 baths
PoolA/CWiFiBalcony
$326/night
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Luxury Vacation Rental in the Berkshires!

Luxury Vacation Rental in the Berkshires!

3 beds 3 baths
PoolA/CWiFiBalcony
$400/night
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Lovely two bedroom river-view rental unit

Lovely two bedroom river-view rental unit

2 beds 1 bath
PoolA/CWiFiBalcony
$160/night
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Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops

1 bed 1 bath
PoolA/CWiFiBalcony
$173/night
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Large, family-friendly farmhouse located in the beautiful Berkshires

Large, family-friendly farmhouse located in the beautiful Berkshires

7 beds 2 baths
PoolA/CWiFiBalcony
$395/night
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