Chatham Houseboat Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Chatham

Exterior
Sugar Shack - 300 square feet of pure sweetness.

Mobile Home in Chatham

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. "
United States
Sue G.
$332 nightly
The price is $374
Dec 10 - Dec 11
Total with taxes and fees
Sugar Shack - 300 square feet of pure sweetness.
Exterior
BLUSH: Boutique TINY home*private spa*walk to town

Mobile Home in Chatham

10.0 out of 10, Exceptional, (6)
"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.
$303 nightly
The price is $342
Dec 16 - Dec 17
Total with taxes and fees
BLUSH: Boutique TINY home*private spa*walk to town
Exterior
HunnyHAUS: Deluxe TINY*private spa*walk to town

Mobile Home in Chatham

10.0 out of 10, Exceptional, (9)
"Huny House was the most artistically created space we stayed in on our entire trip! We were sooo impressed and appreciated the attention to detail!"
Canada
Patti S.
$366 nightly
The price is $413
Dec 14 - Dec 15
Total with taxes and fees
HunnyHAUS: Deluxe TINY*private spa*walk to town
Front of property
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2.0 star property
8.4 out of 10, Very Good, (10)
"The room was very nice, and the staff was great"
United States
Kienan
$261 nightly
The price is $295
Dec 18 - Dec 19
Total with taxes and fees
Pocketbook Hotel and Bath
Exterior
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1001)
"I have stayed here many times and it is consistently a comfortable, clean and quiet place."
United States
Jeanine
$93 nightly
The price is $104
Dec 18 - Dec 19
Total with taxes and fees
Best Western Plus Berkshire Hills Inn & Suites
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
9.2 out of 10, Wonderful, (1008)
"Great stay!"
United States
Ann
$89 nightly
The price is $100
Dec 17 - Dec 18
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Exterior
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Cabin in Catskill

2.0 star property
9.6 out of 10, Exceptional, (106)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
$149 nightly
The price is $161
Dec 10 - Dec 11
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.2 out of 10, Wonderful, (65)
"Very clean room, courteous staff. "
United States
Jeffrey
$108 nightly
The price is $121
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 16 - Dec 17
Total with taxes and fees
Element Lenox Berkshires
Exterior
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very Good, (983)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$88 nightly
The price is $99
Dec 12 - Dec 13
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Garden
Shaker Mill Inn

Bed & Breakfast in West Stockbridge

2.5 star property
9.6 out of 10, Exceptional, (436)
"Nice place, easy check in"
United States
Robert
$104 nightly
The price is $115
Dec 11 - Dec 12
Total with taxes and fees
Shaker Mill Inn
Exterior
Monument Mountain Motel

Motel in Great Barrington

2.5 star property
9.0 out of 10, Wonderful, (804)
"Yes it was clean & staff was very polite. "
United States
Barbara L.
$67 nightly
The price is $74
Dec 10 - Dec 11
Total with taxes and fees
Monument Mountain Motel
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3.0 star property
9.0 out of 10, Wonderful, (1006)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
$101 nightly
The price is $113
Dec 21 - Dec 22
Total with taxes and fees
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
Berkshire Mountain Lodge

Lodge in Pittsfield

3.0 star property
9.0 out of 10, Wonderful, (784)
"All was Fantastic, the room well equipped,pool and hot tub were a plus.would stay again"
United States
Michelle
$108 nightly
The price is $120
Jan 8 - Jan 9, 2026
Total with taxes and fees
Berkshire Mountain Lodge
Exterior
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 star property
8.4 out of 10, Very Good, (1001)
"Clean room, nice location "
United States
Devron
$76 nightly
The price is $85
Dec 23 - Dec 24
Total with taxes and fees
Quality Inn Great Barrington
Exterior
Howard Johnson by Wyndham Lenox

Motel in Lenox

2.0 star property
7.6 out of 10, Good, (828)
"Staff was very friendly and helpful."
United States
Pamela
$79 nightly
The price is $88
Dec 10 - Dec 11
Total with taxes and fees
Howard Johnson by Wyndham Lenox
Premium bedding, memory foam beds, individually decorated
Nautical Nest

Nautical Nest

2.5 star property
9.6 out of 10, Exceptional, (125)
"Very cute, great location in town, nice and quiet"
United States
Michael
$122 nightly
The price is $138
Jan 5 - Jan 6, 2026
Total with taxes and fees
Nautical Nest
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (707)
"Great hospitality "
United States
regina maria
$107 nightly
The price is $120
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Exterior
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
$103 nightly
The price is $115
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn & Suites Berkshires-Lenox
Exterior
Spark by Hilton West Coxsackie

Spark by Hilton West Coxsackie

2.5 star property
7.6 out of 10, Good, (76)
"Great staff "
United States
John
$87 nightly
The price is $94
Dec 21 - Dec 22
Total with taxes and fees
Spark by Hilton West Coxsackie
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chatham Hotel Reviews

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"This was a very cool new hotel. Easy walk into the cute town of Hudson. They are still working out some kinks, we didn’t have hot water but staff was very understanding and offered us "
Lisa 1-night trip
Posted 21 hours ago
Pocketbook Hotel and Bath

Find out more about Chatham

Chatham Houseboats information

Number of reviews
9,911
Accommodation
3 Houseboats
Lowest Price
$74
Highest Price
$413

Explore a world of travel with Expedia