Old Chatham Holiday Rentals

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Our top choices for Old Chatham holiday rentals

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is AU$739
includes taxes & fees
27 Jan - 28 Jan
Artists’ Hideaway in Old Chatham

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (8 reviews)
"Healthy food too!"
United States
GEORGINA
The price is AU$312
includes taxes & fees
1 Feb - 2 Feb
Huttopia Berkshires

Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
The price is AU$462
includes taxes & fees
27 Jan - 28 Jan
Sugar Shack - 300 square feet of pure sweetness.

BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (6 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is AU$462
includes taxes & fees
27 Jan - 28 Jan
BLUSH: Boutique TINY home*private spa*walk to town

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,219 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is AU$184
includes taxes & fees
27 Jan - 28 Jan
Vacation Village in the Berkshires

Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience
Sand Lake
10.0 out of 10, Exceptional, (1 review)
"The cabin was exactly what my daughter and I were looking for. Everything was clean, organized and family friendly. A bonus was the property connects to Bessie Woods and we were able to go for a hike on the trails without even having to leave the property. If you love quiet and the sounds of nature, this is the perfect place for you. We can’t wait to stay there again soon."
United States
Georgia M.
The price is AU$269
includes taxes & fees
27 Jan - 28 Jan
Taborton Harvest Timber Trails Unique cabin experience

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.4 out of 10, Exceptional, (136 reviews)
"Very pleasent stay , and kind helpful staff ."
United States
Kevin
Micosta Leisure Inn

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AU$803
includes taxes & fees
27 Jan - 28 Jan
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Cozy Rustic Apt in 18th c Berkshire Farmhouse
Lanesborough
9.6 out of 10, Exceptional, (67 reviews)
"What a quaint and comfy place!"
United States
Lori A.
The price is AU$303
includes taxes & fees
27 Jan - 28 Jan
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Business Travelers Retreat

Business Travelers Retreat
Albany
10.0 out of 10, Exceptional, (1 review)
"Place was as advertised and Rodney was a great host. Very responsive. Location was ideal for the Capital Region and parking was super convenient. Highly reccomend."
United States
Chas K.
The price is AU$322
includes taxes & fees
30 Jan - 31 Jan
Business Travelers Retreat

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.2 out of 10, Very good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is AU$355
includes taxes & fees
27 Jan - 28 Jan
Jiminy Peak Mountain Resort

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (1 review)
"The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica "
United States
Jeffrey R.
The price is AU$401
includes taxes & fees
27 Jan - 28 Jan
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor

Chic, Renovated Brownstone in Prime DT Albany

Chic, Renovated Brownstone in Prime DT Albany
Arbor Hill
8.0 out of 10, Very good, (1 review)
The price is AU$318
includes taxes & fees
27 Jan - 28 Jan
Chic, Renovated Brownstone in Prime DT Albany

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is AU$450
includes taxes & fees
27 Jan - 28 Jan
cozy retreat with modern amenties

2 Bed Berkshire Apt minutes to Jiminy Peak Ski

2 Bed Berkshire Apt minutes to Jiminy Peak Ski
Stephentown
8.4 out of 10, Very good, (12 reviews)
"Great location and property. thank you"
United States
Christine P.
The price is AU$338
includes taxes & fees
27 Jan - 28 Jan
2 Bed Berkshire Apt minutes to Jiminy Peak Ski

All comforts of home

All comforts of home
Hudson
9.8 out of 10, Exceptional, (53 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is AU$195
includes taxes & fees
27 Jan - 28 Jan
All comforts of home

The Rizzy Apartment

The Rizzy Apartment
Washington Square
7.2 out of 10, Good, (10 reviews)
"It was very clean, and a bunch of places were easy to walk to!"
United States
Keygan M.
The price is AU$208
includes taxes & fees
2 Feb - 3 Feb
The Rizzy Apartment

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
Stottville
The price is AU$435
includes taxes & fees
27 Jan - 28 Jan
Pet-Friendly Hudson Escape w/ Hot Tub

WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
Downtown Albany
8.8 out of 10, Excellent, (29 reviews)
"Great place to stay"
United States
marc
The price is AU$315
includes taxes & fees
30 Jan - 31 Jan
WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (26 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is AU$361
includes taxes & fees
2 Feb - 3 Feb
Home in Great Barrington
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.
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Top Old Chatham Hotel Reviews

Find out more about Old Chatham

Everything you need to know about Old Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Old Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Old Chatham holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Old Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Old Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Old Chatham holiday rentals we have selected for you start as low as AU$184 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Old Chatham rentals

At Expedia, we put the best Old Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Old Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Old Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Old Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Old Chatham?

Yes, there are holiday rentals close to the most popular sights in Old Chatham, or you can select a more secluded option if you're looking for a relaxing stay. Old Chatham is known for its museums.

What are some of the best holiday rentals that Old Chatham has to offer?

Amazing 5-star Estate w/ Pool, Pond, Gym, Trails, Library, Arcade, Barn, Theatre: This highly rated holiday home rental in Old Chatham is located on a lake, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a library so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Old Chatham?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Old Chatham stay.

What’s there to see and do in Old Chatham?

Enjoy the area's cultural attractions such as Shaker Museum and Library, or get outdoors into nature at a spot like Kinderhook Lake. Queechy Lake and Martin Van Buren National Historic Site are a couple of places you'll find in the wider area.

What’s a holiday rental in Old Chatham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Chatham. Holiday rentals provide amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for family gatherings.