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Old Chatham, NY Holiday Rentals, Apartments and Villas
Holiday Rentals
USA
New York (NY)
Old Chatham, NY Holiday Rentals, Apartments and Villas
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Kid friendly (35)
Elder access (9)
Pet friendly (7)
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Parking (42)
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Holiday Rental House (48)
Condominium/Apartment (3)
Cabin Holiday Rental (0)
Private Room (0)
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Boat Available (8)
Mountain Views (3)
Housekeeping Included (3)
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Neighbourhood
51 rentals
in Old Chatham.
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Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!
10 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Bellavista Country Estate - The Library Suite
1 review
2 bedrooms
1 bathroom
Sleeps 4
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Beautiful Bellavista Country Estate
8 bedrooms
5 bathrooms
Sleeps 16
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nesteldown pet friendly
1 review
4 bedrooms
3 bathrooms
Sleeps 8
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Bellavista Country Estate - Rose Suite
2 bedrooms
1 bathroom
Sleeps 4
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Secluded House with Picturesque Views in Historic Old Chatham, NY
4 bedrooms
4 bathrooms
Sleeps 8
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Beauty in the Berkshires
71 reviews
6 bedrooms
5 bathrooms
Sleeps 16
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Recently renovated 4 bedroom lakefront house in The Berkshires.
44 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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4 BR home w/ beautiful gardens on pond in Berkshires. Walking distance to town.
38 reviews
4 bedrooms
2 bathrooms
Sleeps 10
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Heaven Cant Wait, On Beautiful Kinderhook
47 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Newly Renovated 1910 Farmhouse - Walk To Town - Perfect Berkshire Retreat
25 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Designer Home with Panoramic Views near Hudson
27 reviews
4 bedrooms
3 bathrooms
Sleeps 7
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Charming Farmhouse Steps from Downtown West Stockbridge
20 reviews
2 bedrooms
2 bathrooms
Sleeps 5
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CLOSE TO SKIING /HOT TUB /FIBER OPTIC WIFI/ 1NIGHT CANYON RANCH CHEF AVAILABLE
23 reviews
3 bedrooms
4 bathrooms
Sleeps 10
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Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b
44 reviews
3 bedrooms
3 bathrooms
Sleeps 7
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Beautiful 3 BR Berkshire Home - Mountain Views & Privacy on 10 Acres
13 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Cabin on forest road
14 reviews
1 bedroom
1 bathroom
Sleeps 2
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SPECTACULAR RENOVATED BERKSHIRE LAKEFRONT HOUSE ON RICHMOND POND
9 reviews
3 bedrooms
3 bathrooms
Sleeps 6
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Carriage House Charmer
8 reviews
2 bedrooms
1 bathroom
Sleeps 4
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Historical Dutch Gem In The Hudson Valley
10 reviews
4 bedrooms
2 bathrooms
Sleeps 10
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Welcome to WIndswept Acres in the Berkshire Mts!
5 reviews
3 bedrooms
1 bathroom
Sleeps 4
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Modern Retreat with Stunning Western Views
5 reviews
2 bedrooms
2 bathrooms
Sleeps 4
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Berkshire Blueberry Lodge LLC - Near Jiminy Peak
7 reviews
4 bedrooms
2 bathrooms
Sleeps 10
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Long term availability Berkshire chalet with hot tub and fast WIFI
5 reviews
4 bedrooms
3 bathrooms
Sleeps 8
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Relax in the Country - Peace, quiet and family friendly
5 reviews
3 bedrooms
2 bathrooms
Sleeps 8
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Stunning New Construction All SeasonLakefront Home
3 reviews
3 bedrooms
3 bathrooms
Sleeps 5
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Cozy apartment overlooking our small farm. Family Friendly.
2 reviews
2 bedrooms
1 bathroom
Sleeps 6
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Morning Face - Berkshire estate with heated pool, views and privacy.
2 reviews
4 bedrooms
5 bathrooms
Sleeps 10
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Secluded Family-Friendly Home
2 reviews
3 bedrooms
3 bathrooms
Sleeps 8
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Pineview - Ideal Escape
1 review
6 bedrooms
4 bathrooms
Sleeps 14
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The Home in Malden Bridge, Columbia County, New York
2 reviews
2 bedrooms
3 bathrooms
Sleeps 4
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The Meadow House 4 bdrm 4 bath house
4 bedrooms
4 bathrooms
Sleeps 12
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Roaring Rapids Cottage
2 bedrooms
2 bathrooms
Sleeps 5
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Cedar Chest
1 bedroom
1 bathroom
Sleeps 2
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Modern Cozy Wooded Retreat
2 bedrooms
2 bathrooms
Sleeps 6
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Country estate on 100 acres perfect for families
4 bedrooms
4 bathrooms
Sleeps 6
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Historic Gem Near Hudson, NY
1 bedroom
2 bathrooms
Sleeps 3
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Brook Hill Farm House
4 bedrooms
3 bathrooms
Sleeps 12
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Lakefront Averill Park Home w/Patio, Fire Pit
1 bedroom
1 bathroom
Sleeps 4
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Tentrr Signature Site - Berkshire Mountain Hideaway
1 bedroom
1 bathroom
Sleeps 4
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Hudson Valley Berkshires Cottage
2 bedrooms
2 bathrooms
Sleeps 4
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A Beautiful Retreat In a Stunning Home and Landscaped Lawns
5 bedrooms
4 bathrooms
Sleeps 10
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Chalet near 4 ski resorts with hot tub
3 bedrooms
3 bathrooms
Sleeps 8
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Spacious secluded yet close to everything
3 bedrooms
2 bathrooms
Sleeps 6
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Winter Wonderland, minutes to Hudson and Berkshires
1 bedroom
1 bathroom
Sleeps 2
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Tentrr Signature Site - WATER + WOODS
1 bedroom
1 bathroom
Sleeps 10
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Tentrr Signature Site - The Lodge's Campsite
1 bedroom
1 bathroom
Sleeps 6
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A MAGIC SPOT: Booking Fall and the Ski Season now!
4 bedrooms
2 bathrooms
Sleeps 8
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1850s Barn Conversion with fenced in yard near Hudson River
3 bedrooms
2 bathrooms
Sleeps 6
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Private, Mountain Retreat with Indoor Pool and Fantastic Westward Mountain Views
5 bedrooms
5 bathrooms
Sleeps 10
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