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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Villas in Chatham

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Recommended hotels in Chatham

Sugar Shack - 300 square feet of pure sweetness.
Terrace/patio

Sugar Shack - 300 square feet of pure sweetness.

2.0 star property
10.0 out of 10, Exceptional, (3)
"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. "
The price is NZ$735
includes taxes & fees
12 Sept - 13 Sept
Sugar Shack - 300 square feet of pure sweetness.
BLUSH: Boutique TINY home*private spa*walk to town
Exterior

BLUSH: Boutique TINY home*private spa*walk to town

10.0 out of 10, Exceptional, (3)
"Perfect blend of decore, comfort, and function. We went to Tanglewood which was only a half hour away. Came back to hot tub and fire pit. Beds here are soooo comfy! This is our 2nd time here and won’t be our last."
BLUSH: Boutique TINY home*private spa*walk to town
HunnyHAUS: Deluxe TINY*private spa*walk to town
Exterior

HunnyHAUS: Deluxe TINY*private spa*walk to town

10.0 out of 10, Exceptional, (8)
"No stone left unturned. The hot tub was clean and perfectly situated. the house was clean, with very sweet finishing touches. Within walking distance to shops. Hosts were very responsive. I highly recommend."
HunnyHAUS: Deluxe TINY*private spa*walk to town
The Old Inn On The Green
Front of property

The Old Inn On The Green

4.0 star property
9.2 out of 10, Wonderful, (88)
"Beautiful room and property. Perfect weekend getaway!"
The price is NZ$591
includes taxes & fees
17 Aug - 18 Aug
The Old Inn On The Green
Pilgrim Inn
Front of property

Pilgrim Inn

2.5 star property
5.8 out of 10, (313)
"Great location but no staff at check-in or checkout!"
The price is NZ$151
includes taxes & fees
11 Sept - 12 Sept
Pilgrim Inn
Quality Inn
Exterior

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Best Quality- excellent location for dining - walk to restaurants. "
The price is NZ$207
includes taxes & fees
4 Sept - 5 Sept
Quality Inn
Sunset Inn
Interior

Sunset Inn

2.0 star property
7.6 out of 10, Good, (400)
"No frills but it was a great stay!"
The price is NZ$187
includes taxes & fees
10 Sept - 11 Sept
Sunset Inn
FairBridge Inn Express
1 bedroom, desk, iron/ironing board, free WiFi

FairBridge Inn Express

2.5 star property
5.4 out of 10, (767)
"Close to our target event a plus"
The price is NZ$134
includes taxes & fees
31 Aug - 1 Sept
FairBridge Inn Express
Chambery Inn
Front of property

Chambery Inn

3.0 star property
9.6 out of 10, Exceptional, (368)
"We returned to the Chambery Inn to celebrate my wife's birthday and the Memorial Day weekend. We were very happy with our choice. We stayed in a beautiful room (203), which included a spacious sitting area and a well-appointed bath. The breakfast were nicely prepared and presented. The Inn provided timely information prior and during our stay. We will be back in the future. "
Chambery Inn
Econo Lodge Lee - Great Barrington
Exterior

Econo Lodge Lee - Great Barrington

2.0 star property
6.4 out of 10, (622)
"It was lovely!"
The price is NZ$120
includes taxes & fees
1 Sept - 2 Sept
Econo Lodge Lee - Great Barrington
Devonfield Inn B&B
Front of property - evening/night

Devonfield Inn B&B

4.0 star property
10.0 out of 10, Exceptional, (128)
"Very enjoyable comfortable stay"
Devonfield Inn B&B
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior

The Black Swan Lee - Lenox, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Lovely setting on the lake."
The price is NZ$239
includes taxes & fees
1 Sept - 2 Sept
The Black Swan Lee - Lenox, Ascend Hotel Collection
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Exterior

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 star property
9.0 out of 10, Wonderful, (692)
"Pleasant stay"
The price is NZ$196
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Outdoor dining

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
9.0 out of 10, Wonderful, (4)
"Very clean and spacious! We enjoyed our stay with our small pup!"
The price is NZ$888
includes taxes & fees
15 Sept - 16 Sept
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (16)
"Really enjoyed my stay here, definitely need a car to get around"
The price is NZ$255
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Hilton Garden Inn Lenox Pittsfield
Exterior

Hilton Garden Inn Lenox Pittsfield

3.0 star property
9.2 out of 10, Wonderful, (639)
"It’s a three star hotel charging 5 star prices. They should include free breakfast."
The price is NZ$285
includes taxes & fees
7 Sept - 8 Sept
Hilton Garden Inn Lenox Pittsfield
Wagon Wheel Inn
Exterior

Wagon Wheel Inn

2.0 star property
7.0 out of 10, Good, (623)
"Convenient location for my trip"
The price is NZ$130
includes taxes & fees
19 Aug - 20 Aug
Wagon Wheel Inn
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (785)
"My stay was perfect. I can't wait to stay there again. "
The price is NZ$149
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox
Berkshire Mountain Lodge
Exterior

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (566)
"Amazing place to stay. Can’t wait to go again. "
Berkshire Mountain Lodge
Hampton Inn & Suites Berkshires-Lenox
Exterior

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great staff! Comfortable bed! "
The price is NZ$271
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Berkshires-Lenox
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 Chatham Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Pleasant stay"
Lisa 3-night trip
Posted 1 day ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Frequently asked questions

What is there to do near my villa in Chatham?
If you're ready to see the sights of Chatham, pay a visit to The Mac-Haydn Theatre. It's a favourite with tourists and locals alike.