Best Apartments in Chatham for Your Vacation from ￥20,670

A city street with buildings, parked cars, and solar panels.

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Our top choices for Chatham apartments

1. All comforts of home

Hudson

Georgine

￥20,670 total

includes taxes & fees

Sep 27 - Sep 28

2. Hudson NY’S Country Serenity Guest Suite.

Hudson

David P.

￥59,386 total

includes taxes & fees

Sep 29 - Sep 30

Coffee/tea maker, fridge, microwave, oven

3. Cozy 1-bedroom studio in serene Great Barrington with AC

Great Barrington

Shelly B.

￥25,694 total

includes taxes & fees

Sep 30 - Oct 1

4. Berkshires Apartment at the Stephentown Hotel

Stephentown

Matt E.

￥42,510 total

includes taxes & fees

Sep 20 - Sep 21

5. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock

Maura D.

￥39,103 total

includes taxes & fees

Sep 22 - Sep 23

Beach nearby, sun loungers, beach towels

6. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

Great Barrington

Kristin O.

￥48,705 total

includes taxes & fees

Sep 20 - Sep 21

7. WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

Hancock

Matthew B.

￥38,148 total

includes taxes & fees

Sep 21 - Sep 22

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

Hancock

Neil J.

￥42,069 total

includes taxes & fees

Sep 20 - Sep 21

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Top Chatham Hotel Reviews

Hotel On North

8/10 Good

"Our extended stay suite was spacious, comfortable and clean. The staff were kind and helpful. Overall our stay was very pleasant! John V."

Country Inn & Suites by Radisson, Downtown Albany New York

10/10 Excellent

"Very comfortable beds, clean, climate controlled via wall thermostat and vent so no noisy, air-blasting under-window unit. Window opens a few inches too. Plenty of space. Toilet is adult height and non-slippery tub. Parking adequate. Location in area of bus depot and parking lots near expressway, a five+minute less than pleasant walk to anything but also not far from the main commercial street. My credit card was charged twice and it took several days of pleading with staff to get it fixed."

The Red Lion Inn

8/10 Good

"Bedding and bed were lovely. excellent to have good lighting at sink as well as a magnified mirror! Often lacking in places we have stayed. AC had trouble cooling the room down until we turned it on full blast. too much ambient light from floodlight on property next door and from hall (I finally turned off hallway light which helped. ) Common areas and halls need some brightening up with fresh, lighter paint--seemed dingy. Was terribly frustrating trying to make the Nespresso machine work. We do not own one and there were NO INSTRUCTIONS. You should assume people do not know how to operate any appliances like that and should have a card with directions. We gave up and went to the Tavern where we had lovely coffee and breakfast. Also had a great dinner in Tavern after our arrival. The patch burrata salad was superb. As was our waitress."

Find out more about Chatham

Chatham Apartments information

Number of reviews	228
Accommodation	108 Apartments
Lowest Price	￥20,670
Highest Price	￥59,386

Frequently asked questions

What's it like to stay at an apartment in Chatham?

You'll find 5 apartments to choose from in Chatham for your trip.

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: Cozy 1-bedroom studio in serene Great Barrington with AC: Located in Great Barrington, 16.7 mi/26.9 km from the heart of Chatham. Includes free WiFi, private balconies, and Smart TVs. Access to onsite laundry facilities is available on site. Cozy 1-bedroom apartment in old farm house in historic South Lee: Located 17.4 mi/28.1 km away in South Lee. Amenities include private patios. Access to onsite laundry facilities is available on site. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake: Located in Great Barrington, 16.3 mi/26.2 km away. Includes free WiFi, private balconies, and Smart TVs. 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.

How many apartments will I find in Chatham?

Expedia has 5 apartments to book in 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.

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Apartments in Chatham for Rent

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chatham apartments

1. All comforts of home

2. Hudson NY’S Country Serenity Guest Suite.

3. Cozy 1-bedroom studio in serene Great Barrington with AC

4. Berkshires Apartment at the Stephentown Hotel

5. Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

6. Hotel-like Balcony Suite—Private Wing&Entry—Ensuite Bath—View—Walk to Town, Lake

7. WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn

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

9. Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

10. 2 bed room Apartment

11. Visit us 3 minutes from Tanglewood music hall and Kripalu Yoga Center

12. 1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

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

14. 2 Bed Berkshire Apt minutes to Jiminy Peak Ski

15. Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

16. Luxe Berkshires Ski Retreat w/ Fireplace, King Bed, Chef's Kitchen, Washer/Dryer

17. Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

18. 2 Bed Berkshire Getaway @ Stephentown Hotel

19. 1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

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

Find vacation rentals that suit your style

Top Chatham Hotel Reviews

Hotel On North

Find out more about Chatham

Chatham Apartments information

Frequently asked questions

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