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North Chatham Vacation 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 vacation 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 AED 367
AED 411 total
includes taxes & fees
1 Nov - 2 Nov
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, (1,164 reviews)
"Absolutely wonderful room with many amenities with short drive to Tanglewood and restaurant options."
United States
Jay
The price is AED 292
AED 409 total
includes taxes & fees
18 Oct - 19 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, (2,689 reviews)
"Love this place for a weekend getaway."
United States
Jacob
The price is AED 317
AED 394 total
includes taxes & fees
1 Nov - 2 Nov
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 AED 459
AED 673 total
includes taxes & fees
3 Oct - 4 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 AED 360
AED 486 total
includes taxes & fees
6 Oct - 7 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 AED 430
AED 837 total
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 AED 390
AED 519 total
includes taxes & fees
5 Oct - 6 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 AED 416
AED 968 total
includes taxes & fees
4 Oct - 5 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 AED 735
AED 1,255 total
includes taxes & fees
4 Oct - 5 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 AED 988
AED 1,259 total
includes taxes & fees
6 Oct - 7 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 AED 397
AED 817 total
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 AED 364
AED 686 total
includes taxes & fees
18 Oct - 19 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 AED 988
AED 1,259 total
includes taxes & fees
6 Oct - 7 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 AED 430
AED 837 total
includes taxes & fees
3 Oct - 4 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 AED 257
AED 760 total
includes taxes & fees
4 Oct - 5 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 AED 230
AED 640 total
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 AED 1,289
AED 2,915 total
includes taxes & fees
4 Oct - 5 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 AED 364
AED 766 total
includes taxes & fees
6 Oct - 7 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 AED 1,068
AED 2,017 total
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 AED 349
AED 655 total
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

Albany Plaza Hotel

Albany Plaza Hotel

10/10 Excellent
"The staff was very helpful."
Willard 7-night trip
Posted 4 hours ago
Albany Plaza Hotel

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?

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This vacation home rental outside of North Chatham is located near skiing and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation 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 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.