Chatham Condominium Resorts to Rent

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Recommended hotels in Chatham

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

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
9.6 out of 10, Exceptional, (5 reviews)
"Mark was very communicative and helpful, answering all questions quickly and accurately"
United States
Jim S.
$304 nightly
The price is $340
Jun 7 - Jun 8
Total with taxes and fees
Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

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, (2 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
$501 nightly
The price is $561
Jun 8 - Jun 9
Total with taxes and fees
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

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)
"The place exceeded expectations. Clean, cute space. Roomier than expected. Hot tub was on and at a good temperature. The Main Street with restaurants and bars is literally a 4 minute walk, yet the house feels secluded in a good way. Really enjoyed our stay."
United States
jack h.
$282 nightly
The price is $318
Jun 15 - Jun 16
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town

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.
$339 nightly
The price is $382
Jun 21 - Jun 22
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,003 reviews)
"Great location for sightseeing in the Berkshires. Clean and comfortable room, friendly staff."
Canada
Mark
$108 nightly
The price is $121
Jun 17 - Jun 18
Total with taxes and fees
The Yankee Inn

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,001 reviews)
"Breakfast was reasonable. We had issue with our room and the staff helpfully moved us to another room. Would stay again"
United States
Anandaraja
$111 nightly
The price is $124
Jun 7 - Jun 8
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites

Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (862 reviews)
"This is a great choice for folks traveling on a budget. Clean rooms, friendly owners, and nice retro vibe. Will be staying here again on my trips through the Berkshires."
United States
Mark
$86 nightly
The price is $96
Jun 7 - Jun 8
Total with taxes and fees
Monument Mountain Motel

Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"Great staff breakfast was good location was close enough to walk but far enough from the noise "
United States
Braynd
$93 nightly
The price is $103
Jun 25 - Jun 26
Total with taxes and fees
Quality Inn Great Barrington

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (458 reviews)
"Wonderful place to stay!"
United States
Mervin
$139 nightly
The price is $152
Jun 10 - Jun 11
Total with taxes and fees
Shaker Mill Inn

Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
2.0 star property
West Stockbridge
6.8 out of 10, (1,002 reviews)
"The property is in terrible condition."
United States
Olga V
$66 nightly
The price is $72
Jun 18 - Jun 19
Total with taxes and fees
Pleasant Valley Motel West Stockbridge

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (239 reviews)
"Really great location and near great area."
United States
Sherwin
$209 nightly
The price is $226
Jul 6 - Jul 7
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie
2.5 star property
West Coxsackie
8.0 out of 10, Very Good, (132 reviews)
"Nice friendly staff, offers Continental breakfast, clean facility and affordable pricing- definitely recommended!"
United States
Juan
$89 nightly
The price is $97
Jun 14 - Jun 15
Total with taxes and fees
Spark by Hilton West Coxsackie

Berkshire Travel Lodge

Berkshire Travel Lodge
2.5 star property
Austerlitz
5.4 out of 10, (468 reviews)
"The breakfast was not diabetic friendly. They stated pet friendly but no place for dog to go to the bathroom. Had to walk dog through garbage . Cigarette butts all over very the place. Beds were terrible. My towels had clumps of black hair on them. Lotion and shampoos left in room were used not new ones. Will not go back"
United States
Stacy
$73 nightly
The price is $82
Jun 6 - Jun 7
Total with taxes and fees
Berkshire Travel Lodge

Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.6 out of 10, Good, (582 reviews)
"The room was very clean but old and tired. Same with parking area. A decent value when travelling with a pet."
United States
Heather
$78 nightly
The price is $87
Jun 22 - Jun 23
Total with taxes and fees
Travelodge by Wyndham Great Barrington Berkshires

The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (562 reviews)
"Such a peaceful and easy stay!"
United States
Mia
$86 nightly
The price is $96
Jun 22 - Jun 23
Total with taxes and fees
The Little Lion

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (863 reviews)
"Hotel was ok. Great for the price. But the bed was terrible. Old and soft. "
United States
robert
$79 nightly
The price is $88
Jun 7 - Jun 8
Total with taxes and fees
Howard Johnson by Wyndham Lenox

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (972 reviews)
"Very nice hotel. Highly recommend the restaurant."
United States
Thomas
$119 nightly
The price is $133
Jun 7 - Jun 8
Total with taxes and fees
Berkshires Untold

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very Good, (1,003 reviews)
"It was a clean, friendly hotel."
United States
Cheri
$123 nightly
The price is $137
Jun 7 - Jun 8
Total with taxes and fees
Quality Inn Lee - Lenox South

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (100 reviews)
"This is a great hotel-super clean, nice breakfast, staff very pleasant and helpful. Close to Pittsfield but quieter. Pool and hot tub were great. Highly recommend staying here if you’re in the area."
United States
Kathleen
$132 nightly
The price is $147
Jun 7 - Jun 8
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
9.0 out of 10, Wonderful, (97 reviews)
"Comfy, cozy, quiet stay in this lovely property full of character! Thank you, hard-working staff."
United States
Leslieann H
$113 nightly
The price is $125
Jun 8 - Jun 9
Total with taxes and fees
Gregory House Country 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.
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Top Chatham Hotel Reviews

Find out more about Chatham

Chatham Condo Resorts information

Number of reviews
10,893
Accommodation
0 Condo Resorts
Lowest Price
$72
Highest Price
$226

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