Old Chatham Vacation Rentals

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Our top choices for Old Chatham vacation rentals

Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham
Old Chatham
The price is CA $221
CA $699 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $230
CA $257 total
includes taxes & fees
Mar 8 - Mar 9
Huttopia Berkshires

HunnyHAUS: Deluxe TINY*private spa*walk to town

HunnyHAUS: Deluxe TINY*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (9 reviews)
"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"
Canada
Patti S.
The price is CA $295
CA $546 total
includes taxes & fees
Feb 8 - Feb 9
HunnyHAUS: Deluxe TINY*private spa*walk to town

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 CA $294
CA $492 total
includes taxes & fees
Feb 9 - Feb 10
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, (2,229 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is CA $142
CA $174 total
includes taxes & fees
Feb 8 - Feb 9
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 CA $171
CA $250 total
includes taxes & fees
Feb 8 - Feb 9
Taborton Harvest Timber Trails Unique cabin experience

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 CA $259
CA $289 total
includes taxes & fees
Mar 8 - Mar 9
Jiminy Peak Mountain Resort

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 CA $268
CA $757 total
includes taxes & fees
Feb 9 - Feb 10
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (35 reviews)
"Location close to restaurants and parks."
United States
Alex B.
The price is CA $122
CA $239 total
includes taxes & fees
Feb 8 - Feb 9
Chic Madison Parkview

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 CA $134
CA $181 total
includes taxes & fees
Feb 9 - Feb 10
All comforts of home

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
The price is CA $178
CA $199 total
includes taxes & fees
Feb 9 - Feb 10
Micosta Leisure Inn

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 CA $124
CA $193 total
includes taxes & fees
Feb 9 - Feb 10
The Rizzy Apartment

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Nassau
10.0 out of 10, Exceptional, (2 reviews)
"Cozy home on the lake."
United States
Terry O.
The price is CA $215
CA $446 total
includes taxes & fees
Feb 9 - Feb 10
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace

Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (3 reviews)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is CA $149
CA $315 total
includes taxes & fees
Feb 9 - Feb 10
Berkshires Apartment at the Stephentown Hotel

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
Stottville
The price is CA $205
CA $392 total
includes taxes & fees
Feb 9 - Feb 10
Pet-Friendly Hudson Escape w/ Hot Tub

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is CA $298
CA $424 total
includes taxes & fees
Feb 9 - Feb 10
cozy retreat with modern amenties

❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany

❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany
Pastures
8.6 out of 10, Excellent, (24 reviews)
"We want to thank the host. Nice apartment. Great location near our Rotary Conference and easy to access. The tub was not available for a bath but that was the only thing."
United States
Charles G.
The price is CA $127
CA $268 total
includes taxes & fees
Feb 9 - Feb 10
❣️Historic, Spacious & Fun 2BR Apt @ Downtown Albany

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (29 reviews)
"Good for a quick overnight - host was very accommodating when we needed an early check-in."
United States
Katie B.
The price is CA $145
CA $193 total
includes taxes & fees
Feb 9 - Feb 10
All the comforts of home

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 CA $148
CA $298 total
includes taxes & fees
Feb 8 - Feb 9
Chic, Renovated Brownstone in Prime DT Albany

✨Historic Full Amenities 2BR Apt @ Downtown Albany

✨Historic Full Amenities 2BR Apt @ Downtown Albany
Pastures
9.0 out of 10, Wonderful, (20 reviews)
"The host is quick to respond and ready to resolve any matter. I visited Albany to spend time with my kids. My stay was easy and comfortable. Everything I needed was available and easily accessible. It was like a home away from home. Good and safe parking lot. I love my experience. "
United States
Kelechi
The price is CA $130
CA $273 total
includes taxes & fees
Feb 8 - Feb 9
✨Historic Full Amenities 2BR Apt @ Downtown Albany
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Old Chatham. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Old Chatham?

Yes, we offer vacation rentals close to well known points of interest in Old Chatham, or you can choose a more remote option if you'd like a relaxing place to stay. Old Chatham is known for its museums.

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

Beautiful Estate: Pool, Pond, Gym, Trails, Library, Arcade, Barn, Theatre & Gift: Visitors like this Old Chatham vacation home rental. It is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a patio, a garden, and a library so you can immerse yourself in your vacation.

How many vacation rentals will I find in Old Chatham?

With 7 Expedia vacation rentals, you're sure 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 Queechy Lake. Martin Van Buren National Historic Site and Hancock Shaker Village are a couple of places you'll find in the larger area.

What’s a vacation rental in Old Chatham like?

Vacation rentals are privately owned properties you can book for several days or longer in Old Chatham. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.