North Chatham Vacation Rentals

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Check prices for these dates

Tonight
Feb 21 - Feb 22
Tomorrow
Feb 22 - Feb 23
This weekend
Feb 21 - Feb 23
Next weekend
Feb 28 - Mar 2

Vacation Rentals in North Chatham

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1765)
"Super clean and spacious. Rooms have everything you need for a long stay."
The price is ￥16,298
￥19,374 total
includes taxes & fees
Mar 4 - Mar 5
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

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 ￥28,261
￥31,002 total
includes taxes & fees
Feb 23 - Feb 24
Jiminy Peak Mountain Resort
Micosta Leisure Inn
Balcony

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 ￥19,430
￥20,985 total
includes taxes & fees
Mar 7 - Mar 8
Micosta Leisure Inn
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach
Terrace/patio

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
Outdoor dining

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
Dining

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
Exterior

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
Exterior

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 ￥17,944
￥25,361 total
includes taxes & fees
Feb 22 - Feb 23
Cabin in the woods
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, LIBRARY, BARN, TRAILS ON 60 ACRES!
Fridge, microwave, oven, stovetop

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
Exterior

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
Miscellaneous

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 ￥89,419
￥158,710 total
includes taxes & fees
Feb 25 - Feb 26
Hancock Village Inn at Jiminy Peak
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Property grounds

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 ￥23,735
￥44,885 total
includes taxes & fees
Feb 25 - Feb 26
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
Wellspring by AvantStay | Indoor Pool + Views
Exterior

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
Fridge, microwave, oven, stovetop

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 ￥14,803
￥25,868 total
includes taxes & fees
Feb 22 - Feb 23
Chic Madison Parkview
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
TV, fireplace, DVD player, books

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
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

The price is ￥48,149
￥100,642 total
includes taxes & fees
Feb 23 - Feb 24
Comfortable Berkshires retreat on mtn resort, SISO
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
Exterior

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!
Property grounds

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
Miscellaneous

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 ￥17,196
￥26,467 total
includes taxes & fees
Feb 22 - Feb 23
2 bedroom town house with game room
Near Tanglewood: Historic Summer Retreat
Fridge, microwave, oven, stovetop

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 ￥17,944
￥48,538 total
includes taxes & fees
Feb 27 - Feb 28
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
Reception

Hyatt Place Albany/Downtown

3.0 star property
9.0 out of 10, Wonderful, (820)
"I felt welcomed right from the start. All of the staff were friendly and helpful. The room was beautiful and quiet and very clean. A lovely stay all 'round."
The price is ￥21,921
￥25,099 total
includes taxes & fees
Feb 22 - Feb 23
Hyatt Place Albany/Downtown
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1765)
"Super clean and spacious. Rooms have everything you need for a long stay."
The price is ￥16,298
￥19,374 total
includes taxes & fees
Mar 4 - Mar 5
Vacation Village in the Berkshires
Comfort Inn Glenmont - Albany South
Lobby

Comfort Inn Glenmont - Albany South

2.5 star property
7.8 out of 10, Good, (931)
"It was very easy to park "
The price is ￥16,480
￥18,871 total
includes taxes & fees
Mar 16 - Mar 17
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 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?

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

How many vacation rentals will I find in North Chatham?

With 3 Expedia vacation rentals, you're sure 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 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.