North Chatham Holiday Rentals

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Holiday 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, (1750)
"Nice and quiet family get a way"
The price is HK$1,456
HK$1,674 total
includes taxes & fees
7 Jan - 8 Jan 2025
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, (920)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is HK$1,467
HK$1,610 total
includes taxes & fees
8 Jan - 9 Jan 2025
Jiminy Peak Mountain Resort
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (89)
"Fantastic place to stay! So homey, comfortable, and peaceful. Steven was a fabulous host, and his property is wonderful - in a beautiful garden. The room is large and beyond well equipped. No reason to pay more to stay downtown Hudson. We’re on a month-long New England road trip, and this has been our favorite stay! "
The price is HK$1,009
HK$1,089 total
includes taxes & fees
11 Jan - 12 Jan 2025
Micosta Leisure Inn
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, (41)
"We had expectations of a peaceful rustic cabin in the woods, and this rental checked almost all of the boxes! The quaint town of Great Barrington was just close enough for convenience, but the house was rural enough to help us all relax and enjoy the quiet. We loved the dock and the firepit, and the house was well-stocked with firewood, towels, and toiletries. "
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Beautiful 5-Star Private Estate! Inquire about our Early Booking Reduced Rates!
Fridge, microwave, oven, stovetop

Beautiful 5-Star Private Estate! Inquire about our Early Booking Reduced Rates!

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 5-Star Private Estate! Inquire about our Early Booking Reduced Rates!
3 Bedroom Lakefront Home with Hot Tub & Fireplace
View from property

3 Bedroom Lakefront Home with Hot Tub & Fireplace

10.0 out of 10, Exceptional, (108)
"Wonderful early Christmas celebration with my adult children! It was beautifully decorated for Christmas including a Christmas tree!"
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
Fridge, microwave, oven, stovetop

Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms

9.2 out of 10, Wonderful, (13)
"Spacious home in great location "
The price is HK$2,672
HK$4,366 total
includes taxes & fees
8 Jan - 9 Jan 2025
Mini Mansion newly furnished with Italian furniture 8kslim televisions all rooms
Chic Pittsfield Home With A View!
Property grounds

Chic Pittsfield Home With A View!

9.0 out of 10, Wonderful, (9)
"This property was just as shown in the listing and met our needs very well. It was well appointed and had many inviting areas to gather and relax in. The kitchen was well equipped and easy to use. Some very nice touches with closets and bathroom storage areas that made staying there user friendly. "
Chic Pittsfield Home With A View!
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, (117)
"As with our previous several stays, we thoroughly enjoyed the comfort and location of the house. We had a great time and can’t wait to do it all over again next Summer. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
The Kemble- Built by a US Secretary of State in Lenox
Exterior detail

The Kemble- Built by a US Secretary of State in Lenox

10.0 out of 10, Exceptional, (16)
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox
Chic Madison Parkview
Fridge, microwave, oven, stovetop

Chic Madison Parkview

9.8 out of 10, Exceptional, (8)
"Perfect for a good rest after a concert at the Arena!"
The price is HK$769
HK$1,335 total
includes taxes & fees
10 Jan - 11 Jan 2025
Chic Madison Parkview
Charming Cottage in Private Lake Community (Pet-Friendly!)
Fridge, microwave, oven, stovetop

Charming Cottage in Private Lake Community (Pet-Friendly!)

9.8 out of 10, Exceptional, (25)
"The White Bunny Cottage is a charming place. It is beautifully decorated and spotless! We enjoyed making dinner and using the tableware and baskets. Perfect for entertaining family. The country setting was perfect. Very quiet. Grocery and wine shop near by. Easy access to points of interest along the Hudson River. I would highly recommend the White Bunny Cottsge. "
Charming Cottage in Private Lake Community (Pet-Friendly!)
Home away from home
Fridge, microwave, oven, stovetop

Home away from home

8.2 out of 10, Very good, (14)
"Property was in good shape, though I recommend the owner consider refinishing the tub, the current paint job is not so good. The location is too far from downtown Troy to easily walk but is an easy drive. The building has multiple units and finding the right one was a bit tricky, but the place was clean and well-kept overall and parking was easy, I would stay again."
Home away from home
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, (127)
"This lovely lake house felt more updated and larger than the pictures suggest for our Fall trip! There was plenty of space for our 8-person, multi-generational family gathering, and the layout was very conducive to both together-time and breaks. We enjoyed the large dining room table for a big family dinner cooked in the high-end kitchen, after which we retired to the great room, which was more spacious than expected, with a perfect lake view. The ground floor bedroom was great for some...
Lakefront Luxe: Private Dock, Game Rm, Near Hudson & Ski/Tubing
Wellspring by AvantStay | Indoor Pool + Views
Exterior

Wellspring by AvantStay | Indoor Pool + Views

10.0 out of 10, Exceptional, (9)
"The location is absolutely beautiful, the pool was great, and there was plenty of room for everyone. This was our second time staying at this house and we will be back."
Wellspring by AvantStay | Indoor Pool + Views
The Winthrop Estate - 12K SF 32 Acres
Exterior

The Winthrop Estate - 12K SF 32 Acres

10.0 out of 10, Exceptional, (4)
"Everyone enjoyed the stay"
The Winthrop Estate - 12K SF 32 Acres
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Interior

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

9.4 out of 10, Exceptional, (37)
"The home was convenient to hiking, shopping and dining. It is on a busy street and can be a bit tricky getting in and out of driveway. Inside the home was warm and welcoming. The kitchen had all cooking pans and tools we needed to make meals. There is a great grocery store right down the road. The beds were comfortable and the bathrooms were clean. The hostess was very helpful and attentive when we had a question about the heat. Be aware the staircase to upstairs bedrooms and 2nd bathroom are...
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
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, (93)
"Nice house, good location. Much bigger inside than it looks! The house worked well for us with handicap needs, other than the small step into the house. "
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 HK$699
HK$1,164 total
includes taxes & fees
30 Dec - 31 Dec
2 bedroom town house with game room
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
TV, fireplace, books

Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!

9.0 out of 10, Wonderful, (20)
" The house has a beautiful location and the view of the lake is beautiful. There are several things to do in the surrounding areas such as hiking, horseback riding, shopping and nice restaurants. The house was overall nice. It has a combination of very nice updates and a few needed updates. The couches are extremely uncomfortable. Our host was responsive for the most part."
Cozy Retreat w/ Hot Tub, on Sleepy Hollow Lake!
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, (766)
"Everything was good. I enjoyed my stay"
The price is HK$964
HK$1,099 total
includes taxes & fees
28 Jan - 29 Jan 2025
Hyatt Place Albany/Downtown
Hampton Inn & Suites Albany-Downtown
Lobby

Hampton Inn & Suites Albany-Downtown

2.5 star property
8.6 out of 10, Excellent, (1004)
"Good "
The price is HK$971
HK$1,107 total
includes taxes & fees
19 Jan - 20 Jan 2025
Hampton Inn & Suites Albany-Downtown
Hilton Albany
Exterior

Hilton Albany

3.5 star property
7.0 out of 10, Good, (1001)
"Great location."
The price is HK$990
HK$1,128 total
includes taxes & fees
4 Jan - 5 Jan 2025
Hilton 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.

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?

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!: This holiday home rental outside of North Chatham offers a fireplace, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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. Art Omi International Arts Center - Fields Sculpture Park and Queechy Lake 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.