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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

 

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

 

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

 

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

 

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

 

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

 

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

 

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

 

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

 

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

 

Naumkeag House

The hallmark piece of Fletcher Steele's many landscaping projects. The Naumkeag is the summer cottage of Choate family in the late 19th and early 20th...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

 

The Fields Sculpture Park

Come here for: Culture + nature + exercise _____________ How is it possible that The Fields has only two yelp reviews? This place is so far off the radar,...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

 

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

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* Nightly rates and average rates per bedroom are based on actual rates in this area. Learn More .

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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Charming Farm House on 460 Acre Working Farm
Chatham Farmhouse Rental Picture
  • bedrooms 3
  • rental type Farmhouse
  • sleeps 8
  • baths 2
  • rates (USD) $275 - $300 /nt
    $1,925 /wk
    $6,500 /mth
 
 
 
 
 

1 reviews write a review

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