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North Chatham Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for North Chatham vacation rentals

Exterior

Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (161 reviews)
"This inn with cabins is a gorgeous setting with a nice vegetable garden, the setting is a bit remote and we like it, very quiet, unfortunately the restaurant was close."
United States
philippe
The price is ￥22,208
￥24,872 total
includes taxes & fees
Aug 2 - Aug 3
Micosta Leisure Inn
Lobby

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,031 reviews)
"Clean room, friendly staff, nice property"
United States
Joseph
The price is ￥21,630
￥27,821 total
includes taxes & fees
Aug 10 - Aug 11
Berkshire Mountain Lodge
Lobby

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,484 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is ￥17,877
￥21,766 total
includes taxes & fees
Aug 12 - Aug 13
Vacation Village in the Berkshires
Coffee/tea maker, fridge, microwave, oven

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 ￥20,466
￥29,987 total
includes taxes & fees
Aug 5 - Aug 6
Taborton Harvest Timber Trails Unique cabin experience
Interior

Pet Friendly • Fenced Yard • Hot Tub • Romantic

Pet Friendly • Fenced Yard • Hot Tub • Romantic
Ravena
10.0 out of 10, Exceptional, (1 review)
"This was a very quaint cottage type home the owner was very quick with replies. Loved that it had a fenced in yard for our dog. Was scheduled to work at the hospital all weekend, so this was a nice getaway from the hustle and bustle. We’ll stay again if we are ever in the area. "
United States
Sunshine G.
The price is ￥28,018
￥52,910 total
includes taxes & fees
Aug 3 - Aug 4
Pet Friendly • Fenced Yard • Hot Tub • Romantic
Dining

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.
The price is ￥45,026
￥57,792 total
includes taxes & fees
Aug 5 - Aug 6
Sugar Shack - 300 square feet of pure sweetness.
Property grounds

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 ￥47,643
￥89,439 total
includes taxes & fees
Aug 4 - Aug 5
Luxury, modern AIRSTREAM at June Farms!
Outdoor spa tub

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 ￥18,567
￥36,852 total
includes taxes & fees
Aug 25 - Aug 26
Pet Friendly Glamping • Hot Tub • Fire Pit • Patio
Terrace/patio

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 ￥45,026
￥57,242 total
includes taxes & fees
Aug 3 - Aug 4
BLUSH: Boutique TINY home*private spa*walk to town
Property grounds

All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (56 reviews)
"👍"
United States
Mike
The price is ￥16,062
￥21,655 total
includes taxes & fees
Aug 3 - Aug 4
All comforts of home
Terrace/patio

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥30,618
￥60,148 total
includes taxes & fees
Aug 5 - Aug 6
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Family Bungalow

Huttopia Berkshires

Huttopia Berkshires
1.0 star property
Williamstown
9.4 out of 10, Exceptional, (13 reviews)
"Healthy food too!"
United States
GEORGINA
The price is ￥18,364
￥20,512 total
includes taxes & fees
Aug 26 - Aug 27
Huttopia Berkshires
Property grounds

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 ￥17,401
￥23,160 total
includes taxes & fees
Aug 3 - Aug 4
All the comforts of home
Exterior detail

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 ￥48,172
￥107,355 total
includes taxes & fees
Aug 25 - Aug 26
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Property grounds

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 ￥37,686
￥62,211 total
includes taxes & fees
Aug 2 - Aug 3
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Coffee/tea maker, fridge, microwave, oven

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 ￥19,826
￥43,538 total
includes taxes & fees
Aug 3 - Aug 4
NEW RENO - Chalet-style farm loft near Tanglewood
Smart TV, books

Chic Madison Parkview

Chic Madison Parkview
Albany
9.4 out of 10, Exceptional, (48 reviews)
"Great location, easy access, amenities were great as well"
United States
Phoenix Hayden S.
The price is ￥14,588
￥28,662 total
includes taxes & fees
Aug 4 - Aug 5
Chic Madison Parkview
House (3 Bedrooms) | Interior

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 ￥36,702
￥90,799 total
includes taxes & fees
Aug 2 - Aug 3
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
Smart TV

WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere

WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
Downtown Albany
8.6 out of 10, Excellent, (31 reviews)
"The space was perfect for a one night stay but could definitely serve as a multiple night visit. Quite an efficient space, too. Everything you need. Parking was easy and close. The neighborhood can be a bit loud at night but not too bad and nothing the host can do about it. Very convenient location to all government locations."
United States
Felix
The price is ￥19,170
￥36,984 total
includes taxes & fees
Jul 30 - Jul 31
WOW ★ Bright Apt ★ PRIME downtown Walk Everywhere
Microwave, oven, stovetop, dishwasher

★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 ￥19,156
￥37,310 total
includes taxes & fees
Aug 3 - Aug 4
★SPACIOUS 1BR Apt w/ Character 10ft Ceilings W/D!★
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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent
"Really enjoyed our stay at the hotel! Very modern hotel, clean room with an excellent breakfast! The staff at the front desk (Brad and his team mates) housekeeping and the person working with the breakast were courteous and very helpful!"
PATRICK 2-night trip
Posted 1 hour ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about North Chatham

Search for holiday rentals in North Chatham on Expedia! You can easily find your home rentals, villas, holiday apartments in North Chatham using one of the methods below:

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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 5 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 Destroyer Escort Historical Museum, 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.