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Vacation Rentals in Chatham, New York

about Chatham

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Chatham, New York vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Chatham are added and updated every week!

Compared to hotels, 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.

Chatham, New York Vacation Rentals and Tourism

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Chatham things to do

 

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

 

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

 

The Fields Sculpture Park

The first thing most people think of when they hear "sculpture park" is probably Storm King, but the Fields Sculpture Park at the Omi International Arts...read more

 

Chatham Bowl

The Chatham bowl just falsely accused me of being someone called "Morgan" because I look like her facebook profile picture. In the most cruel manner they...read more

 

Hudson-Chatham Winery

I stopped by here for a tasting during a cabin trip at Sleep Hollow, which is right around the corner. The workers were all so friendly and ready to help....read more

 

Mac-Haydn Theatre

This is a lovely little theater in the round. I saw a great, rousing production of the musical "Hairspray" here last weekend. It's only open in the...read more

 

High Falls Conservation Area

A 20 minute meandering walk through the forest ends in a stunning view worth not only the hike, but also the drive. Make sure your gps map is up to date,...read more

 

Winding Brook Country Club

This is a review of Larry Markowski, the teaching pro at WBCC. I can't review the club as a whole until they decide that I'm good enough to graduate from...read more

 

PS 21

We attended a wonderful performance of the Monica Bill Barnes dance company here last weekend. The performance was fantastic and the venue is great -...read more

 

OOMS Conservation Area

Ooms is one of my favorite places in Columbia County to go for a walk and let the dogs go for a swim. It's set in the rolling hills of Chatham with...read more

 

Kinderhook Dog Park

This is a beautiful dog park. It's very large -- about an acre -- all surrounded by six-foot-high fencing and plenty of mature trees for shade. There's...read more

 

Catamount Aerial Adventure Park

Wow, what a great adventure! Very fun! At first it is a little confusing but then you get a hang of it. The staff are helpful. Good prices.read more

 

Omi International Arts Center

(Note: This is a review specifically for the Fields Sculpture Park. There is a separate Yelp review for the park, under which this same review, in...read more

 

Columbia County Fair

Fairs tend to scare me. That being said, Columbia County Fair (aka Chatham Fair) was not nearly as scary as the Altamont Fair. Its $10 to get in. There...read more

 

Brookview Station Winery

As other reviewers stated, the staff is very friendly, and the wines are good. I enjoyed the hard cider quite a bit, too, not to mention the cheese plate...read more

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Stone House on the Hill
Chatham House Rental Picture
  • bedrooms 4
  • community
  • rental type House
  • sleeps 9
  • baths
  • rates (USD) $350 - $450 /nt
    $2,100 - $3,000 /wk
    $7,500 - $9,000 /mth
 
 
 
 
 

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Hilltop Post & Beam House, 23 Acres, Views, Use Large Pond
Chatham House Rental Picture
  • bedrooms 3
  • rental type House
  • owner badgeowner badge
  • sleeps 8
  • baths
  • rates (USD) $1,000 - $1,514 /wk
 
 
 
 
 

2 reviews write a review

Charming Farm House on 460 Acre Working Farm
Chatham Farmhouse Rental Picture
  • bedrooms 3
  • rental type Farmhouse
  • sleeps 8
  • baths 2
  • rates (USD)
 
 
 
 
 

1 reviews write a review