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Latest Vacation Rentals in Old Chatham NY (12)

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2 Br Cottage Vacation Rental In Old Chatham, New York

Sweet guest cottage perfectly located for exploring Columbia County, the Berkshires or simply lazing on the lawn with a lemonade and a good book.Totally renovated in 2019, the cottage has an open...

Created Jun 23, 2024

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4 Br Private Vacation Home Vacation Rental In Old Chatham, New York

If the dates are showing not blocked - this means that these dates are available and we are accepting bookings.The Samuel Wilbur House is a stately home of outstanding beauty and balance. With huge...

Created Jun 16, 2024

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4 Br Private Vacation Home Vacation Rental In Old Chatham, New York

Haddock + Cotter is a beautifully restored chic + charming country home located in Old Chatham, NY. Built in 1834, the historic farmhouse is impeccably designed and built for entertaining/holidays...

Created Jun 16, 2024

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8 Br Private Vacation Home Vacation Rental In Old Chatham, New York

Bellavista Country Estate is a one-of-a kind, beautiful & special estate property. Privately located on 60 acres with pool, pond, trails, game room, in-house gym, library & so much more, staying at...

Created Jun 16, 2024

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2 Br Cottage Vacation Rental In Old Chatham, New York

This property is located on an acre in a small village within easy walking distance of a gourmet country store, a tavern, and the post office. As you can see from the photos, this is a true family...

Created Jun 16, 2024

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2 Br Private Vacation Home Vacation Rental In Old Chatham, New York

Welcome to our historic and charming home, tucked away on 50 acres of beautiful, serene woodland. Built in 1840, our 2200 square foot residence combines the authenticity of centuries-old wood beams...

Created Jun 16, 2024

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2 Br Apartment Vacation Rental In Old Chatham, New York

If the dates are showing not blocked - this means that these dates are available and we are accepting bookings .This beautiful historical 2 bedroom bungalow located on the historic Wilbur Estate,...

Created Jun 16, 2024

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1 Br Cottage Vacation Rental In Old Chatham, New York

If the dates are showing not blocked - this means that the dates are available and we are accepting bookings.When you enter this 700 sqf loft, you will find cathedral ceilings, an open living room,...

Created Jun 16, 2024

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1 Br Private Vacation Home Vacation Rental In Old Chatham, New York

If the dates are showing not blocked - these dates are available and we are accepting bookings.One of the few brick Georgians in Columbia County, the Samuel Wilbur estate is a stately home of...

Created Jun 16, 2024

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4 Br Private Vacation Home Vacation Rental In Old Chatham, New York

To see our nearly one hundred 5 star reviews on this property, please visit Listing # 387726. Please note that guest list cannot exceed a total of 8 individuals for this special offer. We are now...

Created Jun 16, 2024

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7 Br Chalet Vacation Rental In Old Chatham, New York

Gorgeous 6000 square foot home with stunning views on 26 secluded acres. It's the perfect retreat for family gatherings, reunions & small yoga retreats. 7BR, 4 bath sleeps 20 comfortably. Lower...

Created Jun 16, 2024

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3br House Vacation Rental In Old Chatham, New York

Modern - contemporary family friendly entertaining space on a Berkshire hill with sweeping Catskill mountain views. Long 100 yard driveway. 2 living rooms, one with fireplace. 3 bedrooms and 3.5 baths

Created Mar 22, 2022

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