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Vacation Rentals in Old Chatham, New York

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about Old 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 Old 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 Old Chatham are added and updated every week!

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 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 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 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 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' 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; 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 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 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 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 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 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 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 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 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 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