Holiday Rentals in North Chatham

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Holiday Rentals in North Chatham

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1764)
"Great staff nice units great amenities "
The price is €124
includes taxes & fees
3 Mar - 4 Mar
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (925)
"Staff was exceptionally helpful and friendly."
The price is €198
includes taxes & fees
23 Feb - 24 Feb
Jiminy Peak Mountain Resort

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (94)
"Lovely caring owner. Beautiful room Hope to stay there again!"
The price is €134
includes taxes & fees
7 Mar - 8 Mar
Micosta Leisure Inn

Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

10.0 out of 10, Exceptional, (159)
"W had a birthday party for my fiancé this past weekend at Jody’s Hudson Hideaway and we had the best time! The house and property is amazing and everything is top notch. Highly recommend this place!!!"
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (139)
"We have stayed at this property twice before and have been very pleased with the amount of bedrooms and sleeping available. The property is always very clean and is equipped with everything you need for cooking and dining.the property is a half way point for family members in several directions. "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

10.0 out of 10, Exceptional, (118)
"Property as described. Great location to towns. Larger interior space than anticipated. Great Kitchen for a group of 5 to cook, chat and enjoy! Overall a warm and spacious home for old college friends to reunite. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Enjoy comfortable elegance in this secluded grand home located in town

10.0 out of 10, Exceptional, (65)
"Beautiful home perfect for our multi-generational family. We loved the separate spaces and easy walk to the town center. We can’t wait to come back!"
Enjoy comfortable elegance in this secluded grand home located in town

Cabin in the woods

10.0 out of 10, Exceptional, (9)
"This place was awesome... I was 15 minutes away working late... and I was too tired to drive home... I actually scheduled the wrong night and realized it after I got confirmation. But I messaged the renters and they just happened to have a cabin vacancy... they gave me the directions.. the key code and we worked everything out afterwards. The set-up is genius... the common area building has all the plumbing in it. Bathroom and showers with an open very well built living room with a kitchen. My...
The price is €167
includes taxes & fees
15 Mar - 16 Mar
Cabin in the woods

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, LIBRARY, BARN, TRAILS ON 60 ACRES!

9.6 out of 10, Exceptional, (85)
"We had fun! Game room great! Spacious and comfortable. Never got to enjoy outdoors, so maybe another trip in the future!"
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, LIBRARY, BARN, TRAILS ON 60 ACRES!

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

10.0 out of 10, Exceptional, (55)
"Perfect lake front home to get away for a quick weekend trip with the family over the holidays!! Location, location location, close proximity to downtown Pittsfield, 15 from Jiminy peak & Bousquet Mt. Andrey was extremely helpful throughout the process with suggestions for food and activities for the kids. The house was a perfect fit for our family and friends. Everyone enjoyed their time there and would definitely book again"
Lake Front Home in Heart of the Berkshires Near Jiminy Peak

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (9)
"Annual mother/son ski and food fest!Lots of fun with family and friends. Plenty of space for everyone.. Kitchen wascwell"
The price is €1,046
includes taxes & fees
25 Feb - 26 Feb
Hancock Village Inn at Jiminy Peak

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

10.0 out of 10, Exceptional, (5)
"Condo was conveniently located at the base of the mountain. Had everything you would need for a quick weekend getaway. Owner was available for any questions."
The price is €292
includes taxes & fees
25 Feb - 26 Feb
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

Wellspring by AvantStay | Indoor Pool + Views

10.0 out of 10, Exceptional, (10)
"We all enjoyed our stay. The house and indoor pool were wonderful. There are plenty of comfortable places to sit and enjoy the gorgeous views. We loved the location which is both close to Lenox restaurants, as well as, the southern Berkshires for food markets and activities for kids. The property manager was attentive, and the owner was very responsive. We loved our week at this family friendly property and highly recommend it. "
Wellspring by AvantStay | Indoor Pool + Views

Chic Madison Parkview

9.8 out of 10, Exceptional, (10)
"Easy access both to parking and to the unit. Comfortable with all of the necessities which made it perfect for our two-night stay. Washington Park is directly across the street and good food options within walking distance."
The price is €169
includes taxes & fees
21 Feb - 22 Feb
Chic Madison Parkview

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (43)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Comfortable Berkshires retreat on mtn resort, SISO

The price is €662
includes taxes & fees
23 Feb - 24 Feb
Comfortable Berkshires retreat on mtn resort, SISO

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

10.0 out of 10, Exceptional, (128)
"Stayed at the house over Christmas with family. The house is well-appointed with excellent heat. Hosts were excellent at communicating with us when we had questions."
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing

PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests!

9.2 out of 10, Wonderful, (95)
"Great place to stay. Would stay here again. Had everything we needed."
PRISTINE CAPE COD ON THE CREEK! 4 Large Bedrooms - 8 Guests!

2 bedroom town house with game room

6.4 out of 10, (13)
"Comfortable and presentable. Location is great for going downtown or shopping in general. Restaurants are very close by. Property manager was easy to communicate with."
The price is €172
includes taxes & fees
2 Mar - 3 Mar
2 bedroom town house with game room

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (19)
"Nice home, spacious, clean, close to Jiminy Peak mountain (15mins)"
The price is €314
includes taxes & fees
19 Mar - 20 Mar
Near Tanglewood: Historic Summer Retreat
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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Other types of properties in North Chatham you may be interested in

Hyatt Place Albany/Downtown

3.0 star property
9.0 out of 10, Wonderful, (819)
"Great!"
The price is €147
includes taxes & fees
16 Mar - 17 Mar
Hyatt Place Albany/Downtown

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1764)
"Great staff nice units great amenities "
The price is €124
includes taxes & fees
3 Mar - 4 Mar
Vacation Village in the Berkshires

Comfort Inn Glenmont - Albany South

2.5 star property
7.8 out of 10, Good, (931)
"Great place to stay and accesible"
The price is €119
includes taxes & fees
23 Mar - 24 Mar
Comfort Inn Glenmont - Albany South
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.

Frequently asked questions

Can I find holiday rentals in North Chatham?

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

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

Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing: This holiday home rental outside of North 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 5 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 balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in North Chatham?

With 3 Expedia holiday rentals, you're guaranteed to find just the right place for your North Chatham stay.

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. Martin Van Buren National Historic Site and Art Omi International Arts Center - Fields Sculpture Park are a couple of places you'll find in the wider area.

What’s a holiday rental in North Chatham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Chatham. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.