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Check prices for these dates

Next weekend
2 Jum. I - 4 Jum. I
In two weeks
9 Jum. I - 11 Jum. I
In one month
23 Jum. I - 25 Jum. I
In two months
20 Jum. II - 22 Jum. II

Compare 123 Apartments in Chatham with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Fridge, microwave, oven, stovetop

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (20)
"Our family had fun staying here. The place had everything we needed and had great art throughout as well. Very short safe walk to Main Street Great Barrington where there are many great stores and restaurants. Less than 10 minutes to Ski Butternut. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
51 Church Street, Lenox MA - One Bedroom Unit
Fridge, microwave, oven, stovetop

51 Church Street, Lenox MA - One Bedroom Unit

10.0 out of 10, Exceptional, (27)
"Clean, comfortable and great location."
51 Church Street, Lenox MA - One Bedroom Unit
All comforts of home
Property grounds

All comforts of home

9.8 out of 10, Exceptional, (38)
"Absolutely beautiful, cozy, and quiet. Highly recommend and look forward to staying again in the future. "
The price is SAR 409
SAR 523 total
includes taxes & fees
27 Apr - 28 Apr
All comforts of home
Apartment In Historic 1785 Thomas Jenkins House
Fridge, microwave, oven, stovetop

Apartment In Historic 1785 Thomas Jenkins House

10.0 out of 10, Exceptional, (77)
"Wonderful property and close to everything!"
Apartment In Historic 1785 Thomas Jenkins House
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Living area

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very clean and nicely decorated apartment in center of town. Great location. Really enjoyed our vacation."
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
The Studio mini home away from home in the Berkshires
Terrace/patio

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
The Studio mini home away from home in the Berkshires
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Exterior

Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous

9.6 out of 10, Exceptional, (26)
"My family had a great ski weekend at Howard’s place. Everything was as described and the location could not be beat! Howard was an excellent host - super communicative and very prompt in responding to the few questions we had. We would absolutely stay here again. "
The price is SAR 589
SAR 1,213 total
includes taxes & fees
27 Apr - 28 Apr
Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous
Elmhurst House - Gnd Floor - 3bd Catskill Mtn View
Terrace/patio

Elmhurst House - Gnd Floor - 3bd Catskill Mtn View

9.0 out of 10, Wonderful, (6)
"Had a great stay here for a couple of nights with some friends. The place was spacious and clean and the owners live right next door and were very nice and responsive. Would definitely stay here again!"
Elmhurst House - Gnd Floor - 3bd Catskill Mtn View
Downtown Hudson Apartment: Walk to Cafes & River!
Microwave, stovetop, dishwasher, coffee/tea maker

Downtown Hudson Apartment: Walk to Cafes & River!

10.0 out of 10, Exceptional, (3)
"This apartment was in the most convenient location. Easy to walk to fabulous restaurants and shops. Amenities were plenty and the beds were so comfortable. I definitely would stay here again! Made our stay in Hudson so lovely!"
Downtown Hudson Apartment: Walk to Cafes & River!
Upstairs on Main with private bathroom
Property grounds

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (32)
"The place is as described. Excellent location."
Upstairs on Main with private bathroom
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Private kitchen

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

2.0 star property
The price is SAR 563
SAR 825 total
includes taxes & fees
26 Apr - 27 Apr
Chic corporate apartment in wonderful Pittsfield with AC, WiFi
Hudson NY’S Country Serenity
Property grounds

Hudson NY’S Country Serenity

10.0 out of 10, Exceptional, (1)
"Quiet, private , comfortable and clean sanctuary! Highly recommend…!! "
Hudson NY’S Country Serenity
A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.
TV, books

A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.

10.0 out of 10, Exceptional, (23)
"We had a wonderful stay in this historic house and were overwhelmed with the kindness and generosity of our hosts. If we are ever in the area again, we will book again!"
A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Exterior

Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn

9.8 out of 10, Exceptional, (18)
"Great place to spend the new years holiday! Perfect location for skiing!"
Deluxe Yeti Suite on Jiminy Mtn -1st Flr Sleeps 4 - New Fully Redone Country Inn
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Exterior

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

10.0 out of 10, Exceptional, (3)
"Condo in great location for skiing and really in good shape. Nicely decorated. Kids loved the moose toy. Kitchen had everything we needed. Perfect winter break for us. "
The price is SAR 390
SAR 874 total
includes taxes & fees
27 Apr - 28 Apr
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Fridge, microwave, oven, stovetop

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

10.0 out of 10, Exceptional, (1)
"Lovely quiet spot with plenty of eating options around the area. Well maintained."
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
Exterior

Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base

9.6 out of 10, Exceptional, (30)
"Perfect 1 bedroom, ski in ski off , updated unit with great amenities! Owner super responsive and accommodating. Will definitely be back "
The price is SAR 390
SAR 874 total
includes taxes & fees
27 Apr - 28 Apr
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Fridge, microwave, oven, stovetop

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (41)
"Perfect get away, convenient to everything."
1500 sqft private entrance with beautiful views of the Berkshire Mountains
2 bed room Apartment
Dining tables

2 bed room Apartment

10.0 out of 10, Exceptional, (1)
"It was definitely a great get away very quiet and peaceful location "
The price is SAR 360
SAR 673 total
includes taxes & fees
26 Apr - 27 Apr
2 bed room Apartment
Hip on Warren
Smart TV

Hip on Warren

10.0 out of 10, Exceptional, (10)
"Apartment is adorable and right on Warren that has everything you could want for a quick visit to upstate NY. Restaurants , stores of all kinds and great coffee shops and bars. "
Hip on Warren
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 property types in Chatham

Vacation Village in the Berkshires
Lobby

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1799)
"Always a great place to stay!!"
The price is SAR 348
SAR 422 total
includes taxes & fees
8 May - 9 May
Vacation Village in the Berkshires
Postcard Cabins Eastern Catskills
Exterior

Postcard Cabins Eastern Catskills

2.0 star property
8.6 out of 10, Excellent, (9)
"We always live these cabins & we've been coming for years!"
The price is SAR 469
SAR 648 total
includes taxes & fees
30 Apr - 1 May
Postcard Cabins Eastern Catskills
Micosta Leisure Inn
Balcony

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (96)
"Third or fourth time staying. Always a pleasure "
The price is SAR 487
SAR 526 total
includes taxes & fees
11 May - 12 May
Micosta Leisure Inn
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

What's it like to stay at an apartment in Chatham?
There are plenty of places to stay in Chatham with 26 hotels and other accommodations. Though there aren’t many apartments, we can help you find similar accommodations. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as condos, vacation homes, or cottages.
Why would you choose apartments instead of traditional hotels?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, but also for families who want the conveniences of home.
What's the top apartment I should consider for a stay in Chatham?
Below are some of the favorite apartments in the area: Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located in Lee, 18 mi/29 km from the heart of Chatham. Includes private patios and fireplaces. Access to onsite laundry facilities is available on site. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located 16.7 mi/26.9 km away in Great Barrington. Free WiFi, separate dining areas, and Smart TVs are included. Access to onsite laundry facilities is available on site. 51 Church Street, Lenox MA - One Bedroom Unit: It’s located in Lenox, 15.9 mi/25.6 km away. All comforts of home: Located 8.8 mi/14.2 km away in Hudson. Amenities include private balconies. Access to a hot tub is available on site. Apartment In Historic 1785 Thomas Jenkins House: It’s situated in Hudson, 12.7 mi/20.4 km from Chatham.
What will the weather be like in Chatham?
Weather is only one factor, but it can really affect your travel plans, especially if you’re planning an extended stay in Chatham. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Chatham are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What should I see and do in Chatham?
While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Art Omi International Arts Center - Fields Sculpture Park. The Mac-Haydn Theatre and Martin Van Buren National Historic Site are a couple of places you’ll find in the larger area.
What's the best way to get to and around Chatham?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 7.7 mi (12.4 km) from the city center. Otherwise, look for flights into Pittsfield, MA (PSF-Pittsfield Municipal), which is 16 mi (25.8 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.