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North Chatham Vacation Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for North Chatham vacation rentals

Exterior

1. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (167 reviews)
"Clean, quiet and relaxing stay."
United States
Andrea
The price is AED 498
AED 558 total
includes taxes & fees
17 Aug - 18 Aug
Micosta Leisure Inn
Lobby

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,074 reviews)
"A nice place to stay in the Berkshires."
United States
Robert
The price is AED 347
AED 470 total
includes taxes & fees
31 Aug - 1 Sep
Berkshire Mountain Lodge
Coffee/tea maker, fridge, microwave, oven

3. Taborton Harvest Timber Trails Unique cabin experience

Taborton Harvest Timber Trails Unique cabin experience
Sand Lake
10.0 out of 10, Exceptional, (2 reviews)
"It was a great getaway "
United States
Chandra F.
The price is AED 459
AED 677 total
includes taxes & fees
17 Aug - 18 Aug
Taborton Harvest Timber Trails Unique cabin experience
Property grounds

4. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (35 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is AED 390
AED 519 total
includes taxes & fees
24 Aug - 25 Aug
All the comforts of home
Outdoor spa tub

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

Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Ravena
10.0 out of 10, Exceptional, (1 review)
"The host was very friendly. We had a great time."
United States
Richard H.
The price is AED 393
AED 825 total
includes taxes & fees
27 Aug - 28 Aug
Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Lobby

6. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,536 reviews)
"Pool and staff was great"
United States
peter
The price is AED 319
AED 397 total
includes taxes & fees
31 Aug - 1 Sep
Vacation Village in the Berkshires
Dining

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

Sugar Shack - 300 square feet of pure sweetness.
Chatham
10.0 out of 10, Exceptional, (3 reviews)
"By far one of my favorite rentals. Everything was perfect and the details were amazing. Not only do I highly recommend, I amSURE I will be returning soon. "
United States
Sue G.
Sugar Shack - 300 square feet of pure sweetness.
Property grounds

8. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (56 reviews)
"👍"
United States
Mike
The price is AED 360
AED 486 total
includes taxes & fees
24 Aug - 25 Aug
All comforts of home
Property grounds

9. 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 2,029 total
includes taxes & fees
1 Sep - 2 Sep
Luxury, modern AIRSTREAM at June Farms!
Terrace/patio

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 918
AED 1,185 total
includes taxes & fees
7 Sep - 8 Sep
BLUSH: Boutique TINY home*private spa*walk to town
Exterior detail

11. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
The price is AED 801
AED 2,082 total
includes taxes & fees
14 Sep - 15 Sep
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Terrace/patio

12. Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (3 reviews)
"Very nice. Will rent again!"
United States
Kathy A.
The price is AED 687
AED 1,345 total
includes taxes & fees
17 Aug - 18 Aug
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Coffee/tea maker, fridge, microwave, oven

13. 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)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is AED 320
AED 839 total
includes taxes & fees
19 Aug - 20 Aug
NEW RENO - Chalet-style farm loft near Tanglewood
Interior

14. ★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany

★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany
Downtown Albany
8.6 out of 10, Excellent, (38 reviews)
"Great location!"
United States
Jane
The price is AED 512
AED 974 total
includes taxes & fees
17 Aug - 18 Aug
★ 2 BEDROOM / 1 BATH TRENDY Apt ★ Downtown Albany
Exterior

15. Taborton Harvest Boulder Pines Cabin in the woods

Taborton Harvest Boulder Pines Cabin in the woods
Sand Lake
10.0 out of 10, Exceptional, (17 reviews)
"This was a dash away and perfect! "
United States
Linda R.
The price is AED 459
AED 677 total
includes taxes & fees
17 Aug - 18 Aug
Taborton Harvest Boulder Pines Cabin in the woods
Smart TV, books

16. Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (49 reviews)
"Great location, easy access, amenities were great as well"
United States
Phoenix Hayden S.
The price is AED 327
AED 643 total
includes taxes & fees
17 Aug - 18 Aug
Chic Madison Parkview
Property grounds

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

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.8 out of 10, Exceptional, (10 reviews)
"Mark was very accommodating and always available immediately if I had a question. The place was very clean and comfortable. Perfect location. We would love to come back in the summer when we can use the fire pit and the creek in the back. "
United States
Jessica V.
The price is AED 918
AED 1,506 total
includes taxes & fees
23 Aug - 24 Aug
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Microwave, oven, stovetop, dishwasher

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

★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
Mansion
9.8 out of 10, Exceptional, (7 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 841 total
includes taxes & fees
17 Aug - 18 Aug
★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
House (3 Bedrooms) | Interior

19. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is AED 823
AED 2,035 total
includes taxes & fees
24 Aug - 25 Aug
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Beach

20. Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel
Stephentown
10.0 out of 10, Exceptional, (4 reviews)
"A beautiful property with a very communicative host. Check in was easy, and we enjoyed our stay. Would definitely recommend this property and host!"
United States
Nicole O.
The price is AED 513
AED 1,005 total
includes taxes & fees
17 Aug - 18 Aug
Berkshires Apartment at the Stephentown Hotel
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

Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

8/10 Good
"The pool was not very clean "
Christopher 1-night trip
Posted 2 hours ago
Comfort Inn & Suites East Greenbush - Albany

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. Mull Island and The Mac-Haydn Theatre 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.