North Chatham Vacation Rentals

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Our top choices for North Chatham vacation rentals

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,342 reviews)
"great stay. "
United States
John
The price is CA $118
CA $146 total
includes taxes & fees
May 17 - May 18
Vacation Village in the Berkshires

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 $131
CA $206 total
includes taxes & fees
May 4 - May 5
Taborton Harvest Boulder Pines Cabin in the woods

Pet-Friendly Hudson Escape w/ Hot Tub

Pet-Friendly Hudson Escape w/ Hot Tub
Stottville
The price is CA $221
CA $413 total
includes taxes & fees
Apr 29 - Apr 30
Pet-Friendly Hudson Escape 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 $180 total
includes taxes & fees
Apr 30 - May 1
All comforts of home

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
Apr 30 - May 1
All the comforts of home

Albany Retreat- Free Breakfast & Parking Included

Albany Retreat- Free Breakfast & Parking Included
West End
7.0 out of 10, Good, (6 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 $109 total
includes taxes & fees
May 4 - May 5
Albany Retreat- Free Breakfast & Parking Included

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 $142
CA $159 total
includes taxes & fees
May 26 - May 27
Huttopia Berkshires

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 $153
CA $194 total
includes taxes & fees
Apr 30 - May 1
Magic Forest Farm's Enchanted Cabin

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 $143
CA $318 total
includes taxes & fees
Apr 29 - Apr 30
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Hancock
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful 3 day weekend! Perfect location for families."
United States
Eric B.
The price is CA $145
CA $321 total
includes taxes & fees
Apr 29 - Apr 30
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (142 reviews)
"Steven is the most helpful and kind host I've ever experienced! The property is lovely, and the rooms are cozy. I would definitely recommend staying here especially as a solo traveler."
United States
Salvio
The price is CA $177
CA $198 total
includes taxes & fees
Apr 30 - May 1
Micosta Leisure Inn

Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is CA $129
CA $227 total
includes taxes & fees
May 4 - May 5
Vintage camper on small farm

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Hancock
10.0 out of 10, Exceptional, (2 reviews)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
United States
Antonio S.
The price is CA $143
CA $318 total
includes taxes & fees
Apr 29 - Apr 30
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - 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 $98
CA $405 total
includes taxes & fees
May 4 - May 5
Uncle Sam's Hideaway |Nearby Colleges & Hospital|Personal Workspace|Pet Friendly

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 CA $176
CA $333 total
includes taxes & fees
May 2 - May 3
Business Travelers Retreat

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Hancock
9.8 out of 10, Exceptional, (22 reviews)
"Great skiing and proximity to mountain. Great for families"
United States
John F.
The price is CA $143
CA $318 total
includes taxes & fees
Apr 29 - Apr 30
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Hancock
9.0 out of 10, Wonderful, (17 reviews)
"The condo was nice, very convenient. The outdoor pool and hot tub were closed. Not the owners fault but a bummer for my kids. "
United States
Candice M.
The price is CA $145
CA $321 total
includes taxes & fees
Apr 29 - Apr 30
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

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 $143
CA $318 total
includes taxes & fees
Apr 30 - May 1
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (42 reviews)
"Location close to restaurants and parks."
United States
Alex B.
The price is CA $121
CA $239 total
includes taxes & fees
Apr 30 - May 1
Chic Madison Parkview

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is CA $252
CA $374 total
includes taxes & fees
May 9 - May 10
cozy retreat with modern amenties
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 North Chatham Hotel Reviews

Find out more about North 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 North 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

Can I find vacation rentals in North Chatham?

Yes, there are vacation rentals close to the most popular sights in North Chatham, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in North Chatham?

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay: This vacation home rental outside of North Chatham is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub.

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

Explore the area and family-friendly sights such as Destroyer Escort Historical Museum, or get out into nature at a spot like Kinderhook Lake. Mull Island and The Mac-Haydn Theatre are a couple of places you'll find in the larger area.

What’s a vacation rental in North Chatham like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in North Chatham. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family gatherings.