Choose from 6 vacation rentals located in Old Chatham, New York. Top filters in Old Chatham include TV, Garden, and Internet / Wifi. Prices range from $97 to $656 per night. Our most popular vacation rental types near Old Chatham are Hotel and RV.

Top vacation rentals in Old Chatham

House from the road
5.0
Outstanding(30 Reviews)
Cottage
 in Old Chatham
A 200 year old center hall colonial between the Berkshires and the Hudson River
5 guests · 2 bedrooms · 2 baths
Garden · Pets allowed · Kitchen / Kitchenette

Looking for a Cottage in Old Chatham, this Cottage for $266 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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Property view
4.3
Excellent(12 Reviews)
Bed and Breakfast
 in Old Chatham
Haddock Hill House
Garden · Kitchen / Kitchenette · Air conditioner

This inviting Bed and Breakfast in Old Chatham can fit your needs for many types of vacations, at $97 per night.

$$$$
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Samuel Willbur state  since 1810
4.8
Outstanding(14 Reviews)
House
 in Old Chatham
Samuel Wilbur Estate ~ Established 1810
8 guests · 4 bedrooms · 4 baths
Garden · Pool · Pets allowed

Looking for a House in Old Chatham, this House for $656 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
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The loft
4.4
Excellent(14 Reviews)
Cottage
 in Old Chatham
Hudson Old Chatham Loft
3 guests · 1 bedroom · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Cottage in Old Chatham, for $175 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Old Chatham

Old Chatham travel guide

Let us help you plan your perfect Old Chatham vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Old Chatham, and more.

Frequently asked questions

What are the most popular vacation rental amenities in Old Chatham?

  • TV
  • Garden
  • Internet / Wifi

What are the must-visit tourist attractions in Old Chatham, NY?

Old Chatham, NY is home to some great tourist attractions. Here are some of the must-visit spots:

  • ClimbAboard! Rope Course and Zip Lines
  • Grafton Lakes State Park
  • The Old Chatham Sheepherding Company
  • The Chatham Brewing Company

From the outdoor adventure of ClimbAboard! to the craft beer of the Chatham Brewing Company, Old Chatham has a lot to offer. Whether you're looking for a fun day out or a relaxing evening, you won't be disappointed.

How can I get around in Old Chatham, NY?

You can get around in Old Chatham, NY in the following ways:

  • By car
  • By foot
  • By bike

Where can I find affordable accommodation in Old Chatham, NY?

Old Chatham Country Inn offers affordable accommodation in Old Chatham, NY. The inn is a cozy, family-owned bed and breakfast located in the heart of the country. Here are some of the amenities you can expect:

  • Free Wi-Fi
  • Complimentary breakfast
  • On-site restaurant
  • Pet-friendly rooms

What is the culture like in Old Chatham, NY?

Old Chatham, NY is known for its rural, small-town charm and close-knit community. The local culture is reflective of the area’s agricultural roots, with a focus on family, tradition, and outdoor activities. Here are five key elements of the culture in Old Chatham:

  • Family-oriented: Old Chatham is a close-knit community, with many families having lived in the area for generations.
  • Outdoor recreation: Old Chatham is situated in the Hudson Valley, and outdoor activities like hiking, biking, and skiing are popular among locals.
  • Farm-to-table cuisine: With a number of local farms, Old Chatham is home to a growing farm-to-table movement.
  • Arts and culture: The area is home to a vibrant arts scene, with galleries, museums, and theaters.
  • Small-town charm: Old Chatham is known for its peaceful atmosphere and friendliness of its residents.

Is Old Chatham, NY safe to travel to?

Old Chatham, NY is a safe place to travel to. Here are a few reasons why:

  • Low crime rate
  • Friendly locals
  • Plenty of outdoor activities

No matter what time of year, Old Chatham is a great place to explore and have a safe and fun vacation.

What are the popular shopping destinations in Old Chatham, NY?

The popular shopping destinations in Old Chatham, NY are:

  • Old Chatham Country Store
  • Old Chatham Sheepherding Co.
  • The Chatham Berry Farm
  • Chatham Wine & Spirits

What are the best neighborhoods to visit in Old Chatham, NY?

The best neighborhoods to visit in Old Chatham, NY are:

  • Hickory Hill
  • Old Chatham Village
  • Pine Plains

Each neighborhood offers its own unique attractions and experiences, such as Hickory Hill's rolling hills, Old Chatham Village's quaint charm, and Pine Plains' stunning views of the Catskill Mountains.

Where is Old Chatham, NY?

Old Chatham, NY is located in Columbia County in the southeast corner of New York State. It is a small rural town with a population of just over 1,000. The town is known for its agricultural landscape and rural charm and is situated in the rolling hills of the Taconic Mountains.

What are the most popular vacation rental amenities in Old Chatham, NY?

The most popular vacation rental amenities in Old Chatham, NY are:

  • Free Wi-Fi
  • Fully equipped kitchens
  • Air conditioning
  • Laundry facilities
  • Fireplaces

These amenities can make a vacation rental feel like a home away from home and allow guests to enjoy their stay in the area. Old Chatham is a great destination to relax and explore the local attractions, so having amenities like free Wi-Fi to stay connected, fully equipped kitchens to cook meals, air conditioning to keep cool, laundry facilities to keep clothes clean, and fireplaces to curl up next to are all great additions to any vacation rental.

What are the top things to do in Old Chatham, NY?

Old Chatham, NY has plenty of activities to keep you entertained. From outdoor activities to shopping and dining, you'll find something fun to do in this charming town. Here are some of the top things to do in Old Chatham, NY:

  • Visit the Old Chatham Country Store & Creamery
  • Explore the nearby Great Swamp Conservancy
  • Enjoy a farm-to-table meal at Chatham Brewing
  • Shop at local stores like the Old Chatham Sheepherding Company

What do I need to know before visiting Old Chatham, NY?

Before visiting Old Chatham, NY, it is important to understand the area's history and attractions.

Before visiting Old Chatham, NY, it is important to understand the area's history and attractions.

  • Old Chatham was originally settled in 1760.
  • The area is known for its many wineries and farms.
  • Old Chatham is home to the Chatham Film Club, a local movie theater.

What is the price range for rentals in Old Chatham?

Vacation rentals in Old Chatham have a price range between $97-$656. The average price for rentals in Old Chatham is $224 per night.

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