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Vacation Rentals in Old Chatham, New York

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about Old Chatham

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Compared to hotels, Old Chatham vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Old Chatham, New York Vacation Rentals and Tourism

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Old Chatham things to do

 

Spectrum 8 Theatres

Here's what you do: Stop by your run-down neighborhood black bagger - grab a couple of OE 40's, a handful of 25 cent airheads, and a few extra-long beef...read more

 

Mass Museum of Contemporary Art

I saw sad to hear that Wilco was taking a skip year, but we went to Mass MOCA anyway. The 13 acres in the old factory are filled with new art from all over...read more

 

BonStar Fitness

You guys have no idea how hot I'm looking these days. Like, for real. And a great deal of the credit goes to Bonstar! I had been running and gym-ratting...read more

 

Olana State Historic Site

Great view of the Hudson, close to the thruway, and inexpensive. I've been twice now and the second time they had a waiting list for tours. Make sure you...read more

 

Helsinki Hudson

Three and a half stars. Good experience overall, great light and space for an early dinner and nice waitstaff. They fell short with the cocktail ("world's...read more

 

The Palace Theatre Albany

I do not understand why these beautiful old theaters have relaxed the food and drink policies and now allow people to bring food into the house; beverages...read more

 

Crandell Theatre

What a total gem! I went here for the first time last week to check out a film festival in Chatham. It's a beautiful old vintage theater, so unlike all of...read more

 

Mass Audubon Pleasant Valley Wildlife Sanctuary

Went here on a beautiful Saturday morning. We started at the visitor center and hiked up to the monument and back, taking the Trail of the Ledges up and the...read more

 

Overlook Mountain

Wow, I can't say enough good things about the view at the top of this hike..... It's truly breath taking. I didn't climb the fire tower, but opted instead...read more

 

Regal - Colonie Center Stadium 13 & RPX

A fine place to catch a movie. It's clean and comfortable. Admission prices are average (meaning expensive). We went on a Saturday evening and there was...read more

 

The Barrel Saloon Rock and Roll Country Bar

I was so excited to hear that there was a new bar opening, not only that but it was going to be a rock n' roll country bar. Oh heck yes. Lets get my cowboy...read more

 

Lime Rock Park

Amazing Park! Highly suggested to any race fan or even anyone partial. Great place to spend a day. Tickets are cheap and the sights are amazing. My father...read more

 

Albany Pine Bush Preserve

I hadn't heard anything about the Pine Bush until I was looking for a park that wasn't Washington Park, so I looked for parks on Yelp and this one came up....read more

 

The Mount

Beautiful gardens and beautiful setting. The guide we had was super enthusiastic and nice. The house is pretty neat on the inside but not super historic....read more

 

Moxie Outdoor Adventures

Went on a trip this morning and it way exceeded my expectations. I just got back from rafting in aspen and these rapids were better! We had an excellent...read more

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New Listing! "Three Chimneys" Historic 6BR Old Chatham House on 16 Acres w/Wifi & Lots of Privacy - Near Hiking, Theatres, Skiing, & Numerous Other Attractions
Old Chatham House Rental Picture
  • bedrooms 6
  • rental type House
  • sleeps 9
  • baths
  • rates (USD) $600 - $625 /nt
    $3,000 - $3,250 /wk
    $18,000 - $18,750 /mth
 
 
 
 
 

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Seven Bridges Farm,'Your Home in the Country'
Old Chatham Farmhouse Rental Picture
  • bedrooms 5
  • rental type Farmhouse
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $800 - $900 /nt
    $15,000 - $21,600 /mth
 
 
 
 
 

15 reviews write a review

Elegant Berkshire Country Estate for a Special Short or Long Term Getaway!
Old Chatham Estate Rental Picture
  • bedrooms 8
  • rental type Estate
  • owner badgeowner badge
  • sleeps 14
  • baths 5
  • rates (USD) $625 /nt
 
 
 
 
 

5 reviews write a review

Old Fashioned Summer: Historic Country Property with Private River Swimming
Old Chatham Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • sleeps 8
  • baths 4
  • rates (USD) $600 /nt
 
 
 
 
 

1 reviews write a review

Waterfront Antique Farmhouse in the Berkshires + Barn Gameroom
Old Chatham Farmhouse Rental Picture
  • bedrooms 3
  • rental type Farmhouse
  • owner badgeowner badge
  • sleeps 9
  • baths 2
  • rates (USD)
 
 
 
 
 

12 reviews write a review

Beautiful Home on 73 Acres with Stunning Pool and Pond in Old Chatham, NY
Old Chatham House Rental Picture
  • bedrooms 6
  • rental type House
  • owner badgeowner badge
  • sleeps 10
  • baths 5
  • rates (USD) $1,000 - $1,400 /nt
    $7,000 /wk
 
 
 
 
 

4 reviews write a review