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Pownal Vacation Rentals

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49 rentals in Pownal.
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Quarry Hill Farm - stunning views - cozy yet expansive

Rental Home
8 bedrooms
5 bathrooms
Sleeps 15
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1K sf APT, Harvest to Holiday to Farm Activities

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
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Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!

Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
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Romantic Bennington Vermont Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Nestled in the Berkshire Hills, The Manor ensures a joyous experience!

Rental Home
7 bedrooms
4 bathrooms
Sleeps 14
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Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Charming Downtown Williamstown Cottage - 5 Min Walk to Campus

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Cozy family friendly home located in the Heart of the Berkshires.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Victorian Home in Bennington, Vermont

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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Secluded Luxury In The Country, Close To Culture

Rental Home
8 bedrooms
6 bathrooms
Sleeps 24
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Book your Summer Getaway Today!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Perfect for a peaceful get away in clean fresh Vermont air!

Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
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Cozy renovated cabin in Williamstown, steps from hiking trails

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Historic Home in Old Bennington, Vermont

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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A roomy remodeled retreat close to MassMoCA

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Southern Vermont Farmhouse on 100 Acres, Spectacular Views, Swim Pond

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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In town 2 bedroom, one bath carriage barn. Sleeps 5.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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COZY, WOODED RETREAT In The Taconic Hills 2+ BR 2.5 BA, large, open LR .

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
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Bennington Guest Farmhouse

Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
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Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 6
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Cozy and quaint country cottage, walk to downtown Williamstown

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Gracious Home with Pool: Private and Spacious, Close to Town

Rental Home
5 bedrooms
4 bathrooms
Sleeps 8
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1920's Bennington Vermont Guest Barn

Rental Home
3 bedrooms
1 bathroom
Sleeps 7
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Tranquil Farmhouse away from the Crowds

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
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Large, family-friendly farmhouse located in the beautiful Berkshires

Rental Home
7 bedrooms
3 bathrooms
Sleeps 14
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The Henry House & Authentic Red Covered Bridge!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
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Two Brooks Lodge - Beautiful Waterfront Vermont Retreat

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Tutti Farm - 6 Bed 3 Bath 1847 Farmhouse Upstate NY

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
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Chic Berkshire Dollhouse!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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11 acre mid-century estate, newly renovated

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Private Estate, 5 Bedrooms, Hot Tub, Tranquil Setting!

Rental Home
5 bedrooms
5 bathrooms
Sleeps 16
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family-friendly, private cottage in the beautiful Berkshires

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
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Cozy 1 Bedroom farm stay cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Golden Triangle in the Berkshires

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Karin's Place

Rental Home
7 bedrooms
6 bathrooms
Sleeps 20
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The Lodge at Fox Hollow

Rental Home
2 bedrooms
3 bathrooms
Sleeps 7
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The Bear Den

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Ultra Luxury new home in Williamstown (3 miles from Williams College, 10 miles

Rental Home
7 bedrooms
8 bathrooms
Sleeps 17
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Experience one of a kind Rustic Historic Vermont Barn interior newly renovated

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
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Secluded 19th century Farmhouse with mountain views

Rental Home
8 bedrooms
5 bathrooms
Sleeps 15
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Luxury Living High Above the Center of Town.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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A Real Farm Vacation

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
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Two Brooks Lodge

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Tentrr Signature Site - Hancock Haven

Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Best Western Bennington - Deluxe King Bed #5

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Art House! Spacious Getaway By Mass Moca

Rental Home
6 bedrooms
2 bathrooms
Sleeps 12
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Best Western Bennington - Deluxe King Bed #4

Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Pleasant on Pleasant

Rental Home
2 bedrooms
2 bathrooms
Sleeps 1
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