Help on Feeds

Vacation Rentals in Old Chatham, New York

$550 $128
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

more destinations

Check out more areas which feature homes, villas, cabins, cottages, or condos.

Old Chatham things to do


Spectrum 8 Theatres

Great movies great cake real butter on popcorn And an art gallery. The only thing that could improve it is a liquor licenseread 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

The music venue is fabulous, and I highly recommend it. The restaurant, however is a different story. The room is good-looking, and the service is great, 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


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 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


Moxie Outdoor Adventures

Let me just start by saying that if you have never been white water rafting they you must try it! And with that said you shouldn't try it with any more


Chatham Bowl

The Chatham Bowl is a great place to go for a night out with friends or a family occasion. The staff is super nice. I wholly support their refusal to 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

Holy smoke Talk about opportunity lost. Nobody expects 4 star dining at a race track but they MAY expect a minimum level of efficient served food more

powered by:
rental results


Weekly rate:

Min $0, Max $4000


Bedrooms: Min 0, Max 5


Property Type:


has photos
has calendar
has swimming pool
has hot tub
pets allowed
owner badge

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

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

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

15% Off! "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

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

Dog Days of Summer:Columbia County's BEST Area,Private River/Swim/Fish.Spacious!
Old Chatham Estate Rental Picture
  • bedrooms 4
  • rental type Estate
  • sleeps 8
  • baths 4
  • rates (USD) $550 /nt

5 reviews write a review