Old Chatham Vacation Rentals

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Our top choices for Old Chatham vacation rentals

Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (16 reviews)
"My whole experience was just what I needed! Im in love with this place inspired me and my dog was in heaven 💛 "
United States
Lea
The price is CA $134
CA $209 total
includes taxes & fees
May 13 - May 14
Taborton Harvest Boulder Pines Cabin in the woods

Stylish Pet-Friendly Retreat w/ Hot Tub

Stylish Pet-Friendly Retreat w/ Hot Tub
Stottville
The price is CA $273
CA $519 total
includes taxes & fees
May 10 - May 11
Stylish Pet-Friendly Retreat w/ Hot Tub

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (55 reviews)
"Loved the place and would love to come back. "
United States
Georgine
The price is CA $134
CA $181 total
includes taxes & fees
May 14 - May 15
All comforts of home

Albany Retreat- Free Breakfast & Parking Included

Albany Retreat- Free Breakfast & Parking Included
West End
6.4 out of 10, (7 reviews)
"The cleanliness of the room was acceptable, but the mattress was disgusting with multiple stains on it. The furniture itself was dated and broken. I didn’t avail myself of breakfast. I did appreciate the free parking and the fact that it was very close to I-90. The picture online was clearly not the room I stayed in. It was affordable, and the property manager communication was adequate."
United States
Anonymous traveller
The price is CA $74
CA $183 total
includes taxes & fees
May 12 - May 13
Albany Retreat- Free Breakfast & Parking Included

The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI

The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI
Troy
9.8 out of 10, Exceptional, (13 reviews)
"Clean place, easy to navigate, coffee shop within walking distance, clear communication, very friendly! It met our needs while visiting our son. "
United States
Jamie H.
The price is CA $122
CA $437 total
includes taxes & fees
May 21 - May 22
The Collar City Oasis |Pet Friendly|Workspace|Laundry|Hospitals & Colleges|WIFI

All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (31 reviews)
"The location was just what we were looking for, the cabin was cozy and clean, and the host was so helpful and welcoming!"
United States
Olivia C.
The price is CA $145
CA $193 total
includes taxes & fees
May 10 - May 11
All the comforts of home

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,351 reviews)
"great stay. "
United States
John
The price is CA $118
CA $147 total
includes taxes & fees
May 12 - May 13
Vacation Village in the Berkshires

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (10 reviews)
"Healthy food too!"
United States
GEORGINA
The price is CA $143
CA $159 total
includes taxes & fees
May 21 - May 22
Huttopia Berkshires

Cozy 1-bedroom apartment in welcoming Troy with AC

Cozy 1-bedroom apartment in welcoming Troy with AC
Troy
The price is CA $111
CA $191 total
includes taxes & fees
May 12 - May 13
Cozy 1-bedroom apartment in welcoming Troy with AC

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is CA $297
CA $424 total
includes taxes & fees
May 12 - May 13
cozy retreat with modern amenties

The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite
Hillsdale
7.2 out of 10, Good, (5 reviews)
"Close to the competition I was in"
United States
Joan
The price is CA $205
CA $260 total
includes taxes & fees
May 17 - May 18
The Brooks Motel: Exceptional Suite

Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.4 out of 10, Exceptional, (9 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveller
The price is CA $158
CA $200 total
includes taxes & fees
May 12 - May 13
Magic Forest Farm's Enchanted Cabin

Stylish Troy Apartment • Free parking • Near RPI

Stylish Troy Apartment • Free parking • Near RPI
Troy
The price is CA $228
CA $385 total
includes taxes & fees
May 10 - May 11
Stylish Troy Apartment • Free parking • Near RPI

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (3 reviews)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
The price is CA $144
CA $319 total
includes taxes & fees
May 10 - May 11
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly
Troy
9.2 out of 10, Wonderful, (15 reviews)
"Great place! Highly recommended if you are visiting Troy "
United States
Matthew B.
The price is CA $97
CA $407 total
includes taxes & fees
May 11 - May 12
Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

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 $756 total
includes taxes & fees
May 10 - May 11
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (6 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is CA $144
CA $319 total
includes taxes & fees
May 10 - May 11
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Hancock
9.8 out of 10, Exceptional, (7 reviews)
"A great, comfy suite! We had a great stay! "
United States
Wendy D.
The price is CA $144
CA $319 total
includes taxes & fees
May 10 - May 11
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

NEW Cozy Apt Bright + Modern W/D

NEW Cozy Apt Bright + Modern W/D
Hudson Park
8.8 out of 10, Excellent, (32 reviews)
"Quiet and comfortable. Host was easy to communicate with- would definitely stay here again. "
United States
victoria c.
The price is CA $148
CA $301 total
includes taxes & fees
May 11 - May 12
NEW Cozy Apt Bright + Modern W/D

Brilliant 2-bedroom apartment with AC in vibrant Troy

Brilliant 2-bedroom apartment with AC in vibrant Troy
TROY
The price is CA $106
CA $208 total
includes taxes & fees
Jun 1 - Jun 2
Brilliant 2-bedroom apartment with AC in vibrant Troy
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: Week of 8/30 still open to enjoy pool, pond, trails & more!: 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 8 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 Kinderhook Lake. Queechy Lake and Martin Van Buren National Historic Site 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.