Country Houses in Chatham
New York
United States of America
Country Houses
Expedia.ca

Chatham Travel Guide Hotels in Chatham Flights to Chatham Car Rentals in Chatham Chatham Vacation Packages Vacation Rentals in Chatham

A brick building with a green dome and columns, labeled "TRACY MEMORIAL VILLAGE HALL".

Country Houses Chatham CA $190

Where to?

Dates

your current months are November, 2026 and December, 2026.

November 2026

SunSunday

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

December 2026

SunSunday

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Our top choices for Chatham country houses

A living room with a fireplace, a television, a sofa, and a dining area.

A cozy dining area with a round table, chairs, and a candle centerpiece. Large windows offer views of a forested landscape.

A kitchen with a window, a table with chairs, a microwave, a kettle, and shelves with various items.

A brick house with a wooden deck, a tree in front, and a trash can.

1. Magic Forest Farm's Artist Retreat

Magic Forest Farm's Artist Retreat

Coeymans Hollow

9.6 out of 10, Exceptional, (8 reviews)

9.6/10

Exceptional

(8 reviews)

"Quaint, but spacious!Tidy, cleanWonderful stay"

J H.

The price is CA $190

CA $190

CA $224 total

includes taxes & fees

Nov 9 - Nov 10

Magic Forest Farm's Artist Retreat

A modern kitchen with white cabinetry, a wooden table, and a large window providing a view of the outdoors.

A spacious living area with a brick fireplace, a dining table with chairs, and a view of the outdoors.

A backyard with a hot tub, outdoor seating, and a patio area.

A spacious living area with a wooden ceiling, a brick fireplace, and a kitchen in the background.

2. Charming 6 Bdrm Countryside Stay

Charming 6 Bdrm Countryside Stay

3.0 star property

Great Barrington

The price is CA $651

CA $651

CA $1,426 total

includes taxes & fees

Nov 30 - Dec 1

Charming 6 Bdrm Countryside Stay

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Learn more about Chatham

This charming upstate village hosts the Mac-Haydn Theatre's summer productions and a vibrant Main Street with independent shops and cafés. Explore the historic Union Station or time your visit for the Columbia County Fair, a beloved local tradition since 1841.

See all hotels in Chatham

Top reviews in Chatham

An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.

A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.

A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.

A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

Inn at Silver Maple Farm

East Chatham

10/10 Excellent

The property itself is wonderful. Chloe and Sean are delightful hosts. A great breakfast is icing on the cake.

Timothy

Reviewed June 22, 2023Reviewed June 22, 2023

Inn at Silver Maple Farm

A wooden deck with white railings and hanging flower baskets.

A building with a balcony covered in pink flowers, a paved driveway, and a car parked in the background.

A hotel room with two queen beds, a desk, a chair, a lamp, and a window with curtains.

A two-story building with a balcony, a red door, and a staircase leading to the second floor.

Chatham Travel Lodge

Old Chatham

10/10 Excellent

Great comfortable stay. Rooms were clean and the bed was comfortable. Only complaint is that the electric car chargers were broken. Wasn't a huge deal, but call ahead if you need them to confirm they are working.

Edward

Reviewed July 30, 2025Reviewed July 30, 2025

Chatham Travel Lodge

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

A wooden deck with a staircase leading to a covered porch.

A bedroom with a bed, a desk, a chair, a ceiling fan, and a view of the outdoors.

A cozy living room with a gray sofa, wooden ceiling beams, a black TV stand, and a dining area with a table and chairs.

Micosta Leisure Inn

Hudson

10/10 Excellent

What an amazing place! Perfectly cozy room, a beautiful garden and a very friendly cat who greeted us! We had the perfect stay, Steven is very friendly and easy to contact. We absolutely loved our stay and can't wait to come back. We also saw a shooting star!

Jason

Reviewed October 8, 2026Reviewed October 8, 2026

Micosta Leisure Inn

A red building with a sign reading "Shaker Mill Inn."

A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.

Shaker Mill Inn

West Stockbridge

10/10 Excellent

The Shaker Inn is a very unique place. Enjoy our stay .

Richard

Reviewed October 11, 2024Reviewed October 11, 2024

Shaker Mill Inn

A modern kitchen with a built-in oven, microwave, and stainless steel range hood.

A modern interior with a round mirror reflecting a dining area, a large vase, and a guitar.

A hallway with a staircase, a framed painting, a mirror, and a potted plant.

A two-story building with a brick facade and a flat roof.

Howard Hotel

Hudson

10/10 Excellent

Loved how we felt like we were walking into our own place instead of just another hotel. The room was so nice, large, clean, bright. I’ve already recommended it to others.

Alexandra

Reviewed August 6, 2026Reviewed August 6, 2026

Howard Hotel

A multi-story hotel with a classic facade, large windows, and a prominent entrance.

A lobby with a red sofa, two armchairs, a wooden table with a vase, brick walls, and an ornate ceiling.

A library with bookshelves, a television, and two armchairs.

A spacious room with a large window, a brick wall, a sofa set, and a patterned carpet.

Hotel On North

Pittsfield

10/10 Excellent

This is a great hotel. Large rooms, great amenities and a steak house restaurant that is superb. We like it so much we are staying an extra night.

alan

Reviewed October 8, 2026Reviewed October 8, 2026

Hotel On North

A kitchen with a stainless steel sink, a window with a view of a wooden deck and yellow chairs, and a door leading to an outdoor area.

A black rocking chair in front of a house with a sign that reads "The Nest" and a small potted plant beside the door.

A bedroom with a large bed, a desk with a mirror, a television on the wall, and a chandelier.

A hallway with a bed in the background, a door with the number 4, and a small table with water bottles and a coffee maker.

The Nest Hudson

Hudson

10/10 Excellent

Great stay! Great location!

Amanda

Reviewed January 1, 2026Reviewed January 1, 2026

The Nest Hudson

Two Adirondack chairs facing a river with a forested hill in the background.

A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.

A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.

A hotel room with a fireplace, a desk, a television, and a poster of a lake scene.

The Yankee Inn

Lenox

10/10 Excellent

Really clean and quiet.. Love!!

Gilles

Reviewed November 1, 2026Reviewed November 1, 2026

The Yankee Inn

A lodge with a large building and a dock by a lake, surrounded by forest.

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A lakeside lodge with a dock, fishing rods, and outdoor seating.

A dining area with large windows, wooden furniture, and a view of a lake.

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Lee

10/10 Excellent

Clean rooms and lovely view

Laraib

Reviewed May 21, 2026Reviewed May 21, 2026

The Black Swan Lee - Lenox, an Ascend Collection Hotel

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of white plastic chairs on a covered outdoor area with a white building in the background.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

Monument Mountain Motel

Great Barrington

10/10 Excellent

Perfect motel for an overnight stay. The room and bathroom were fresh and clean. The man and woman staff were friendly and polite.

Paul

Reviewed October 5, 2025Reviewed October 5, 2025

Monument Mountain Motel

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

Excellent room! Clean and good breakfast!

Kelly

Reviewed October 10, 2026Reviewed October 10, 2026

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

A bedroom with a bed, bedside table, and a wall-mounted mirror.

A building with a sign reading "NAUTICAL NEST" and a lantern above it.

An outdoor patio with a wooden table and four black wire chairs, surrounded by stone tiles and greenery.

A staircase with white steps and black non-slip treads, leading to a landing with a dark wall and a window with colorful stained glass.

Nautical Nest

Hudson

10/10 Excellent

Roomy and clean and well located - ample legal street parking on union avenue

Aaron Harold

Reviewed June 6, 2026Reviewed June 6, 2026

Nautical Nest

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
Vacation Rentals
Things to do

Nassau Hotels
Standard Link for Nassau Hotels
West Lebanon Hotels
Standard Link for West Lebanon Hotels
Cottages in Selkirk
Standard Link for Cottages in Selkirk
Pet-Friendly Hotels in Canaan
Standard Link for Pet-Friendly Hotels in Canaan
Cabin Rentals in Nassau
Standard Link for Cabin Rentals in Nassau
Cabin Rentals in Catskill
Standard Link for Cabin Rentals in Catskill
B&B in Niverville
Standard Link for B&B in Niverville
Villas in Niverville
Standard Link for Villas in Niverville
Castleton-On-Hudson Hotels
Standard Link for Castleton-On-Hudson Hotels
B&B in Chatham
Standard Link for B&B in Chatham
Ravena Hotels
Standard Link for Ravena Hotels
Coxsackie Hotels
Standard Link for Coxsackie Hotels
Stottville Hotels
Standard Link for Stottville Hotels
Beach Hotel Hotels in Hudson
Standard Link for Beach Hotel Hotels in Hudson
Resorts in Nassau
Standard Link for Resorts in Nassau
Motels in Climax
Standard Link for Motels in Climax
Earlton Hotels
Standard Link for Earlton Hotels
Hampton Inn & Suites Albany
Standard Link for Hampton Inn & Suites Albany
Canaan Hotels
Standard Link for Canaan Hotels
Condo Rentals in Sand Lake
Standard Link for Condo Rentals in Sand Lake
East Nassau Hotels
Standard Link for East Nassau Hotels
Hotels near MVP Arena
Standard Link for Hotels near MVP Arena
Castle Inn
Standard Link for Castle Inn
Old Chatham Hotels
Standard Link for Old Chatham Hotels
Cottages in Lower Hudson Valley
Standard Link for Cottages in Lower Hudson Valley
B&B in Nassau
Standard Link for B&B in Nassau
Selkirk Hotels
Standard Link for Selkirk Hotels
Cabin Rentals in Town of New Baltimore
Standard Link for Cabin Rentals in Town of New Baltimore
B&B in Athens
Standard Link for B&B in Athens
Apartments in Selkirk
Standard Link for Apartments in Selkirk
Pet-Friendly Hotels in Athens
Standard Link for Pet-Friendly Hotels in Athens
Red Carpet Inn Hotels in Coxsackie
Standard Link for Red Carpet Inn Hotels in Coxsackie
Lodges in Athens
Standard Link for Lodges in Athens
Cottages in Albany
Standard Link for Cottages in Albany
B&B in Selkirk
Standard Link for B&B in Selkirk
B&B in Albany
Standard Link for B&B in Albany
Resorts in Malden
Standard Link for Resorts in Malden
Spacious Warren St. apt in the heart of Hudson
Standard Link for Spacious Warren St. apt in the heart of Hudson
B&B in Hudson
Standard Link for B&B in Hudson
Apartment In Historic 1785 Thomas Jenkins House
Standard Link for Apartment In Historic 1785 Thomas Jenkins House
Comfort Inn & Suites East Greenbush
Standard Link for Comfort Inn & Suites East Greenbush
Motels in Albany
Standard Link for Motels in Albany
Comfort Inn Glenmont
Standard Link for Comfort Inn Glenmont
Cabin Rentals in Chatham
Standard Link for Cabin Rentals in Chatham
Cheap Hotels in Hudson
Standard Link for Cheap Hotels in Hudson
1735 Stone Farmhouse
Standard Link for 1735 Stone Farmhouse
4 Star Hotels in Hudson
Standard Link for 4 Star Hotels in Hudson
Claverack Hotels
Standard Link for Claverack Hotels
Motels in Earlton
Standard Link for Motels in Earlton
Athens Hotels
Standard Link for Athens Hotels
Catskill Hotels
Standard Link for Catskill Hotels
Hudson River Retreat
Standard Link for Hudson River Retreat
Albany Hotels
Standard Link for Albany Hotels
Cabin Rentals in Earlton
Standard Link for Cabin Rentals in Earlton
Cabin Rentals in Selkirk
Standard Link for Cabin Rentals in Selkirk
Cheap Hotels in Albany
Standard Link for Cheap Hotels in Albany
Hillsdale Hotels
Standard Link for Hillsdale Hotels
Kinderhook Hotels
Standard Link for Kinderhook Hotels
Philmont Hotels
Standard Link for Philmont Hotels
B&B in Hampton Manor
Standard Link for B&B in Hampton Manor
Rv Parks in Oakdale
Standard Link for Rv Parks in Oakdale
Hotels with Bar in Hudson
Standard Link for Hotels with Bar in Hudson
Hudson Hotels
Standard Link for Hudson Hotels
Chatham Hotels
Standard Link for Chatham Hotels
B&B in Earlton
Standard Link for B&B in Earlton
Vacation Homes in Albany
Standard Link for Vacation Homes in Albany
New Lebanon Hotels
Standard Link for New Lebanon Hotels
Motels in Niverville
Standard Link for Motels in Niverville
Niverville Hotels
Standard Link for Niverville Hotels
Malden Bridge Hotels
Standard Link for Malden Bridge Hotels
Berkshire Travel Lodge
Standard Link for Berkshire Travel Lodge
Holiday Inn Express Hotel & Suites West Coxsackie by IHG
Standard Link for Holiday Inn Express Hotel & Suites West Coxsackie by IHG

Flights from Milwaukee (MKE) to Hudson (HCC)
Standard Link for Flights from Milwaukee (MKE) to Hudson (HCC)
Flights from Bangor (BGR) to Hudson (HCC)
Standard Link for Flights from Bangor (BGR) to Hudson (HCC)
Flights from Augusta (AGS) to Hudson (HCC)
Standard Link for Flights from Augusta (AGS) to Hudson (HCC)
Flights to Albany
Standard Link for Flights to Albany
Flights from Cancun (CUN) to Hudson (HCC)
Standard Link for Flights from Cancun (CUN) to Hudson (HCC)
Flights from Nassau
Standard Link for Flights from Nassau
Flights from Vancouver (YVR) to Albany (ALB)
Standard Link for Flights from Vancouver (YVR) to Albany (ALB)
Flights from Hillsdale
Standard Link for Flights from Hillsdale
Flights from Albany Intl.
Standard Link for Flights from Albany Intl.
Flights from Toronto (YYZ) to Albany (ALB)
Standard Link for Flights from Toronto (YYZ) to Albany (ALB)
Flights to Hudson
Standard Link for Flights to Hudson

Visit Hudson
Standard Link for Visit Hudson
Shaker Museum and Library
Standard Link for Shaker Museum and Library
Olana State Historic Site
Standard Link for Olana State Historic Site
Visit Malden Bridge
Standard Link for Visit Malden Bridge
Nassau Vacations
Standard Link for Nassau Vacations
Visit Downtown Albany
Standard Link for Visit Downtown Albany
Max and Lillian Katzman Theater
Standard Link for Max and Lillian Katzman Theater

Car rental New Lebanon
Standard Link for Car rental New Lebanon
Hertz Rental Cars in Chatham
Standard Link for Hertz Rental Cars in Chatham
Rent A Wreck Rental Cars in Hudson
Standard Link for Rent A Wreck Rental Cars in Hudson
National Car Rental Rental Cars in Hudson
Standard Link for National Car Rental Rental Cars in Hudson
Car rental Hudson
Standard Link for Car rental Hudson

Hudson Vacation Rentals
Standard Link for Hudson Vacation Rentals
Chatham Vacation Rentals
Standard Link for Chatham Vacation Rentals

Things to do in Albany
Standard Link for Things to do in Albany
Things to do in Hudson
Standard Link for Things to do in Hudson

Country Houses Chatham CA $190

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chatham country houses

1. Magic Forest Farm's Artist Retreat

2. Charming 6 Bdrm Countryside Stay

Learn more about Chatham

Top reviews in Chatham

Inn at Silver Maple Farm

10/10 Excellent

Explore a world of travel with Expedia