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North Chatham Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for North Chatham holiday rentals

A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

1. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (180 reviews)
"Great little place."
United States
Kim
The price is AU$158
includes taxes & fees
1 Oct - 2 Oct
Micosta Leisure Inn
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,161 reviews)
"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."
United States
Jay
The price is AU$159
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge
A spacious lobby with a patterned carpet, multiple seating areas including sofas and armchairs, two chandeliers, and large windows providing natural light.

3. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,687 reviews)
"Love this place for a weekend getaway."
United States
Jacob
The price is AU$171
includes taxes & fees
1 Oct - 2 Oct
Vacation Village in the Berkshires
A wooden cabin with a porch, a door, and a window.

4. Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (18 reviews)
"This was a dash away and perfect! "
United States
Linda R.
The price is AU$264
includes taxes & fees
1 Oct - 2 Oct
Taborton Harvest Boulder Pines Cabin in the woods
A wooden deck with a staircase leading to a covered porch area.

5. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (63 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
The price is AU$191
includes taxes & fees
1 Oct - 2 Oct
All comforts of home
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

6. ★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★

★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
Mansion
8.6 out of 10, Excellent, (10 reviews)
"A charming one bedroom near the cathedral and New York State museum. We enjoyed our stay!"
United States
Michael C.
The price is AU$333
includes taxes & fees
3 Oct - 4 Oct
★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
A wooden deck with a staircase leading to a covered porch area.

7. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (37 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is AU$204
includes taxes & fees
1 Oct - 2 Oct
All the comforts of home
A brick building with a wooden deck, a door, and a metal staircase.

8. ✨Historic Full Amenities 2BR Apt @Downtown Albany

✨Historic Full Amenities 2BR Apt @Downtown Albany
Pastures
9.0 out of 10, Wonderful, (28 reviews)
"Very clean perfect little stay it was great time having us !"
United States
Jaqueline W.
The price is AU$373
includes taxes & fees
1 Oct - 2 Oct
✨Historic Full Amenities 2BR Apt @Downtown Albany
A camping setup with a metal chair and a table by a river in a forest.

9. Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
10.0 out of 10, Exceptional, (15 reviews)
"Super lovely house and host was helpful and communicative. Absolutely recommend if you are looking for a place in this area!"
United States
Jess S.
The price is AU$483
includes taxes & fees
1 Oct - 2 Oct
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
A modern wooden cabin with a hot tub, wooden deck, and a covered seating area.

10. BLUSH: Boutique TINY home*private spa*walk to town

BLUSH: Boutique TINY home*private spa*walk to town
Chatham
10.0 out of 10, Exceptional, (7 reviews)
"We loved this property. All the bells and whistles as far as amenities go for a Vrbo! Great location and place to unwind, unplug ,and reconnect!"
United States
scott B.
The price is AU$496
includes taxes & fees
13 Oct - 14 Oct
BLUSH: Boutique TINY home*private spa*walk to town
A hot tub under a wooden pergola with a natural, wooded backdrop.

11. Pet Friendly Glamping • Hot Tub • Fire Pit • Patio

Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Ravena
8.0 out of 10, Very good, (2 reviews)
"The host was very friendly. We had a great time."
United States
Richard H.
The price is AU$325
includes taxes & fees
26 Oct - 27 Oct
Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
A living room with a brown sofa, a glass coffee table, a dark wooden dresser, and a green plant.

12. Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (52 reviews)
"Great location, easy access, amenities were great as well"
United States
Phoenix Hayden S.
The price is AU$252
includes taxes & fees
3 Oct - 4 Oct
Chic Madison Parkview
A wooden interior with a dining table, chairs, and a window with a view of greenery outside.

13. Sugar Shack - 300 square feet of pure sweetness.

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (4 reviews)
"This place was better than the photos. Everything was well planned out and extremely comfortable. The host was very attentive with great information about the area. Would definitely recommend."
United States
Lori S.
The price is AU$467
includes taxes & fees
1 Oct - 2 Oct
Sugar Shack - 300 square feet of pure sweetness.
A modern living room with a sofa, two bar stools, a coffee table, and a kitchen area with white cabinets and a refrigerator.

14. WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
Downtown Albany
8.6 out of 10, Excellent, (31 reviews)
"Great place to stay"
United States
marc
The price is AU$325
includes taxes & fees
1 Oct - 2 Oct
WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

15. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, Excellent, (7 reviews)
"Awesome location went for a solo trip w the purpose of spending time alone in nature with myself and god got exactly that calm quiet beautiful scenic area great room and service would book again"
United States
Varun M.
The price is AU$298
includes taxes & fees
1 Oct - 2 Oct
NEW RENO - Chalet-style farm loft near Tanglewood
A compact kitchen with a microwave, stove, and a fire extinguisher.

16. Simple & Central 1BD/1BA Fl 3 Apt @DowntownAlbany

Simple & Central 1BD/1BA Fl 3 Apt @DowntownAlbany
Pastures
The price is AU$251
includes taxes & fees
4 Oct - 5 Oct
Simple & Central 1BD/1BA Fl 3 Apt @DowntownAlbany
A patio with stone flooring, wicker chairs, and a red umbrella. A lake with a dock and a small boat is visible in the background.

17. A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!

A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
Averill Park
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful family weekend at the lake house. Beautiful place to stay. Perfect for a family gathering."
United States
KenD
The price is AU$999
includes taxes & fees
1 Oct - 2 Oct
A spectacularly charming LAKE HOUSE on gorgeous Burden Lake!
A bedroom with a bed, a bedside table, a lamp, and a window with curtains.

18. NEW Cozy Apt Bright + Modern W/D

NEW Cozy Apt Bright + Modern W/D
Hudson Park
8.8 out of 10, Excellent, (36 reviews)
"Minus a snafu with the wrong passcode (not Linda’s fault) we had a great time. Very nice place"
United States
Tanner W.
The price is AU$300
includes taxes & fees
5 Oct - 6 Oct
NEW Cozy Apt Bright + Modern W/D
A mobile home with a covered patio area, surrounded by trees.

19. Luxury, modern AIRSTREAM at June Farms!

Luxury, modern AIRSTREAM at June Farms!
West Sand Lake
9.8 out of 10, Exceptional, (7 reviews)
"We’ve stayed at several of the various cabins at June Farms. This one, like the others, is unique and fantastic. Would absolutely stay again!"
United States
StephenS
The price is AU$777
includes taxes & fees
6 Oct - 7 Oct
Luxury, modern AIRSTREAM at June Farms!
A living room with a sofa, a door, and a kitchen area in the background.

20. 2 bed room Apartment

2 bed room Apartment
South End
8.4 out of 10, Very good, (12 reviews)
"Great communication and lovely place "
United States
Jude M.
The price is AU$257
includes taxes & fees
5 Oct - 6 Oct
2 bed room Apartment
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

Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"Very nice room, great price"
Bill 2-night trip
Posted less than an hour ago
Vacation Village in the Berkshires

Find out more about North Chatham

Everything you need to know about North Chatham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the North Chatham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Chatham holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

North Chatham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North Chatham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A North Chatham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Chatham holiday rentals we have selected for you start as low as AU$158 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on North Chatham rentals

At Expedia, we put the best North Chatham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top North Chatham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Chatham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Chatham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of North Chatham is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

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

Explore the area and family-friendly sights such as USS Slater, 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.