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Petersburg Vacation Rentals

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50 rentals in Petersburg.
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Tutti Farm - 6 Bed 3 Bath 1847 Farmhouse Upstate NY, vacation rental in Petersburg

Tutti Farm - 6 Bed 3 Bath 1847 Farmhouse Upstate NY

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Lodge at Fox Hollow, vacation rental in Petersburg

The Lodge at Fox Hollow

2 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Romantic Bennington Vermont Cottage, vacation rental in Petersburg

Romantic Bennington Vermont Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming Downtown Williamstown Cottage - 5 Min Walk to Campus, vacation rental in Petersburg

Charming Downtown Williamstown Cottage - 5 Min Walk to Campus

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Huge Luxe Williamstown Updated Victorian,  All Ensuite Baths, Walk to Spring St!, vacation rental in Petersburg

Huge Luxe Williamstown Updated Victorian, All Ensuite Baths, Walk to Spring St!

5 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Victorian Home in Bennington, Vermont, vacation rental in Petersburg

Victorian Home in Bennington, Vermont

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Stay right on the Williamstown Town Green!, vacation rental in Petersburg

Stay right on the Williamstown Town Green!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy renovated cabin in Williamstown, steps from hiking trails, vacation rental in Petersburg

Cozy renovated cabin in Williamstown, steps from hiking trails

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Wyndham Bentley Brook at Jiminy Peak in the Berkshires -Play in Summer or Winter, vacation rental in Petersburg

Wyndham Bentley Brook at Jiminy Peak in the Berkshires -Play in Summer or Winter

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wyndham Bentley Brook at Jiminy Peak - Play in the Winter or the Summer, vacation rental in Petersburg

Wyndham Bentley Brook at Jiminy Peak - Play in the Winter or the Summer

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A roomy remodeled retreat close to MassMoCA, vacation rental in Petersburg

A roomy remodeled retreat close to MassMoCA

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Home in the Berkshires, vacation rental in Petersburg

Home in the Berkshires

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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1920's Bennington Vermont Guest Barn, vacation rental in Petersburg

1920's Bennington Vermont Guest Barn

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Bennington Guest Farmhouse, vacation rental in Petersburg

Bennington Guest Farmhouse

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Large, family-friendly farmhouse located in the beautiful Berkshires, vacation rental in Petersburg

Large, family-friendly farmhouse located in the beautiful Berkshires

7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak., vacation rental in Petersburg

Berkshire Gorge House, 15 minutes to Williamstown, 15 minutes to Jiminy Peak.

5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Cozy and quaint country cottage, walk to downtown Williamstown, vacation rental in Petersburg

Cozy and quaint country cottage, walk to downtown Williamstown

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning Lake House Close to Saratoga, Adirondacks, Berkshires, Southern Vermont, vacation rental in Petersburg

Stunning Lake House Close to Saratoga, Adirondacks, Berkshires, Southern Vermont

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass, vacation rental in Petersburg

Historic c.1880 Victorian MA/VT border near Williams College MassMoCA Freshgrass

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Newly renovated, spacious and sunlight filled condo with mountain views, vacation rental in Petersburg

Newly renovated, spacious and sunlight filled condo with mountain views

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Apartment walking distance to Mass MoCa!!, vacation rental in Petersburg

Apartment walking distance to Mass MoCa!!

2 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Berkshires Living!! Beautiful Location, Breathtaking Sunset, Fully Renovated Hom, vacation rental in Petersburg

Berkshires Living!! Beautiful Location, Breathtaking Sunset, Fully Renovated Hom

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Gathering at High Mowing Williamstown, vacation rental in Petersburg

The Gathering at High Mowing Williamstown

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Lake House in Berkshires, vacation rental in Petersburg

Lake House in Berkshires

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Whitman Woods - A Berkshire Vacation, vacation rental in Petersburg

Whitman Woods - A Berkshire Vacation

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wyndham Bentley Brook Resort, vacation rental in Petersburg

Wyndham Bentley Brook Resort

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Golden Triangle in the Berkshires, vacation rental in Petersburg

Golden Triangle in the Berkshires

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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House On Main Street, vacation rental in Petersburg

House On Main Street

4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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3 BR apartment, walking distance to Mass MoCa, vacation rental in Petersburg

3 BR apartment, walking distance to Mass MoCa

3 bedrooms
1 bathroom
Sleeps 15
Match: Sleeps
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Christmas in The Berkshires, vacation rental in Petersburg

Christmas in The Berkshires

1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Karin's Place, vacation rental in Petersburg

Karin's Place

7 bedrooms
6 bathrooms
Sleeps 30
Match: Sleeps
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Thanksgiving week lux condo/4 Berkshires, vacation rental in Petersburg

Thanksgiving week lux condo/4 Berkshires

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Artists' Dream Space in the Center of Downtown Be, vacation rental in Petersburg

Artists' Dream Space in the Center of Downtown Be

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Hancock, MA: Studio w/Valley Views at All-Seasons Resort: Skiing, Hiking & More!, vacation rental in Petersburg

Hancock, MA: Studio w/Valley Views at All-Seasons Resort: Skiing, Hiking & More!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside, vacation rental in Petersburg

7 night Christmas week Wyndham Bentley Brook 2 bdr condo Slopeside

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Romantic Waterfront Vermont Cottage, vacation rental in Petersburg

Romantic Waterfront Vermont Cottage

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lakefront Averill Park Home w/Patio, Fire Pit, vacation rental in Petersburg

Lakefront Averill Park Home w/Patio, Fire Pit

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Center Berlin Campsite, vacation rental in Petersburg

Tentrr Signature Site - Center Berlin Campsite

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Tentrr Signature Site - Round Mountain Camp, vacation rental in Petersburg

Tentrr Signature Site - Round Mountain Camp

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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1 Bed, 1st floor, furnished, includes utilities, TV+internet, vacation rental in Petersburg

1 Bed, 1st floor, furnished, includes utilities, TV+internet

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Patricia House on the Pond, vacation rental in Petersburg

The Patricia House on the Pond

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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PERFECT Ski in/Ski out at Jiminy Peak - Wyndham Bentley Brook, vacation rental in Petersburg

PERFECT Ski in/Ski out at Jiminy Peak - Wyndham Bentley Brook

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hancock Log Cabin Retreat: 2 Miles to Jiminy Peak!, vacation rental in Petersburg

Hancock Log Cabin Retreat: 2 Miles to Jiminy Peak!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious family retreat in northern Berkshires - enjoy the outdoors + airy views, vacation rental in Petersburg

Spacious family retreat in northern Berkshires - enjoy the outdoors + airy views

5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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A MAGIC SPOT: Booking Fall and the Ski Season now!, vacation rental in Petersburg

A MAGIC SPOT: Booking Fall and the Ski Season now!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautifully decorated with holiday lights and tree, vacation rental in Petersburg

Beautifully decorated with holiday lights and tree

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Jiminy Peak Ski Mountain 2bed/2bath Club Wyndham Bentley Brook, vacation rental in Petersburg

Jiminy Peak Ski Mountain 2bed/2bath Club Wyndham Bentley Brook

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Two Brooks Lodge, vacation rental in Petersburg

Two Brooks Lodge

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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The Musterfield House

0 bedrooms
0 bathrooms
Sleeps 0
Match: Sleeps
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ROOM walking distance to Mass MoCa, vacation rental in Petersburg

ROOM walking distance to Mass MoCa

1 bedroom
2 bathrooms
Sleeps 8
Match: Sleeps
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