Title: Old Chatham Vacation Home Rentals from CA $136: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Old Chatham](https://expedia.ca/Old-Chatham-Hotels.d6190671.Travel-Guide-Hotels)[Vacation Rentals in Old Chatham](https://expedia.ca/Old-Chatham-Vacation-Rentals.d6190671.Travel-Guide-VacationRentals)[Flights to Old Chatham](https://expedia.ca/Cheap-Flights-To-Old-Chatham.d6190671.Travel-Guide-Flights)[Old Chatham Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Chatham.d6190671.Car-Rental-Guide)[Old Chatham Vacation Packages](https://expedia.ca/Old-Chatham.d6190671.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Old Chatham Vacation Rentals ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6190671&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6190671&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6190671&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6190671&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Old Chatham Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/afbb4318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/614a1cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/9becd207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/26000000/25810000/25808300/25808208/4e933c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshire Village Carriage House - Super Private!! Lanesborough 9.8/10 Exceptional (259) "We enjoyed our stay. Excellent location to explore Western Mass!" CA $209 CA $319 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lanesborough-Hotels-Berkshire-Village-Carriage-House.h25808208.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/d658807f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/043e914f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/ac06dc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116700000/116699500/116699492/20e2bc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW RENO Historic Creamery in Berkshires w/hot tub New Lebanon 10/10 Exceptional (4) "Beautifully decorated farmhouse in a great location to enjoy the Berkshires. " CA $285 CA $659 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/New-Lebanon-Hotels-NEW-RENO-Historic-Creamery-In-Berkshires-Whot-Tub.h116699492.Hotel-Information) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/23b3990f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/976df379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/52586681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/116000000/115250000/115241200/115241164/e8b9576b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Timeless Elegance in The Edith Wharton Room! Lenox CA $289 CA $417 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Lenox-Hotels-Experience-Timeless-Elegance-In-The-Edith-Wharton-Room.h115241164.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/537c5cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/76931b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/5c7aed99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121090000/121082600/121082559/5dbea083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artists’ Hideaway in Old Chatham Old Chatham CA $313 CA $665 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Old-Chatham-Hotels-Artists-Hideaway-In-Old-Chatham.h121082559.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/4b325a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/f501a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels, soap](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/15670ab6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-b25e9082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All the comforts of home Hudson 9.2/10 Wonderful (25) "Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! " CA $148 CA $197 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/0312db51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/2f42a027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/60bbd0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119910000/119905200/119905138/6da6ca4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Home w/ Hot Tub and Sunset View! Selkirk CA $84 CA $136 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Rural-Tiny-Home-Hot-Tub.h119905138.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/b25675ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/b10644c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/7a00417e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/9bb4254b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Hudson Escape w/ Hot Tub Stottville CA $188 CA $413 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/c50e9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/e0f691bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home in Great Barrington Great Barrington 9.8/10 Exceptional (23) "Enjoyed our stay!!!" CA $218 CA $368 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/a38bbe4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/811d3663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/3fc8dc3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106660000/106650400/106650307/adca2c72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions! Pittsfield 8.0/10 Very good (5) "Very clean and spacious! We enjoyed our stay with our small pup!" CA $375 CA $677 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-Home-W-Lake-And-Mountain-Views-Near-Skiing.h106650307.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/a4dc2b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/d3c8327e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/32714507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/08e4f2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Filled Lenox Retreat - Minutes to Tanglewood! Lee 9.4/10 Exceptional (3) "The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay." CA $311 CA $700 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Sun-Filled-Lenox-Retreat-Minutes-To-Tanglewood.h109590815.Hotel-Information) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119220000/119213400/119213307/1d4683d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119220000/119213400/119213307/3ba79462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/120000000/119220000/119213400/119213307/e4df1293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119220000/119213400/119213307/46ce7d4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright & Airy 1 BDRM Private Apartment Arbor Hill [](https://www.expedia.ca/Albany-Hotels-Bright-Airy-1-BDRM-Private-Apartment.h119213307.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/43b40eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/10c07c21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/06261f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/8de4c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Tanglewood: Historic Summer Retreat New Lebanon 9.6/10 Exceptional (22) "Very cozy and comfortable with everything we needed to make our stay enjoyable. The kitchen was well stocked, the bedrooms a good size with comfortable mattresses. The deck and the yard were lovely. This location is gem!" CA $239 CA $573 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/18066543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/f076ba69_edited_5004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/e43d10e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109440000/109435000/109434975/6658a41d_edited_267e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable Berkshires retreat on mtn resort, SISO Hancock 8.8/10 Excellent (6) "Kind and responsive host." CA $225 CA $662 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hancock-Hotels-Comfortable-Berkshires-Retreat-On-Mtn-Resort.h109434975.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/c0195267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/62efe3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/4c35929b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/c605aa42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Hot Tub & Pet Escape Stottville CA $188 CA $414 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hudson-Hotels-Hudson-Hot-Tub-Pet-Escape.h120658957.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/329257ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/e73088a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/a0287de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821595/04c3bec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bungalow in the Berkshires Lee 10/10 Exceptional (2) "Great location, very clean and well appointed with everyth" CA $419 CA $578 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Lee-Hotels-Bungalow-In-The-Berkshires.h111821595.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/b2718775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/w907h683x59y0-ef358a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/aaeed4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/104000000/103280000/103270900/103270843/8848cb67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lakeshore House Niverville 10/10 Exceptional (1) "Excellent stay!" CA $677 CA $1,119 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Niverville-Hotels-The-Lodge-On-The-Lake.h103270843.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/118000000/117520000/117514400/117514353/c6bec227_edited_e917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117520000/117514400/117514353/62d018e4_edited_be20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117520000/117514400/117514353/aff765e0_edited_ea9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117514400/117514353/73e9e134_edited_89d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with pool table Pine Hills 9.0/10 Wonderful (2) "We had a great stay as we played one night at the Empire. The house is very quaint and there is ample shared parking in the back. If ever we come back to Albany, I'll be sure to consider this house. " CA $199 CA $555 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Albany-Hotels-Charming-3-Bedroom-House-With-Pool-Table.h117514353.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/406cc767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/c57b8d60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/59edf6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water" Great Barrington 10/10 Exceptional (1) "The host was exceptional and so kind. The location was in close proximity to 3 quaint New England small towns whose downtowns had many restaurants and local shops to enjoy-Great Barrington (GB Eats for breakfast), Stockbridge (best shopping) and Lenox (exceptional dinner at Frankie’s Italian). The house looked updated on the outside but inside looked like early 1900s with a hint of Victorian influence. My only caution is for anyone with mobility issues as all 3 bedrooms and the only (very small)... CA $310 CA $438 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/5d0aa061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c8837e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/ed3ffaa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89810000/89806300/89806253/c189cee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hancock Village Inn at Jiminy Peak Hancock 10/10 Exceptional (14) "Amazing Inn. Cozy and everything we needed. " CA $836 CA $1,550 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Pittsfield-Hotels-Hancock-Village-Inn-At-Jiminy-Peak.h89806253.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111740000/111730700/111730697/351e4bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111740000/111730700/111730697/d14e8be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111740000/111730700/111730697/1bc0d953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111740000/111730700/111730697/5988f119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### “The Allen House” Charming 3-Bed / 2-Bath Sleeps 8. Fantastic location in Albany Pine Hills CA $278 CA $645 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Albany-Hotels-The-Allen-Home-Charming-3-Bedroom-2-Bath-Sleeps-8-Great-Location-In-Albany.h111730697.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-20&endDate=2025-10-21®ionId=6190671&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOld-Chatham-Private-Vacation-Homes.d6190671-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOld-Chatham-Private-Vacation-Homes.d6190671-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Old Chatham Hotel Reviews ![Albany Plaza Hotel ](//images.trvl-media.com/lodging/119000000/118290000/118281800/118281735/891c69fe_y.jpg) ### Albany Plaza Hotel 10/10 Excellent "Friendly staff.Excellent value for stay." [](https://expedia.ca/Albany-Hotels-Albany-Plaza-Hotel.h118281735.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](//images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/ea181a79_y.jpg) ### Comfort Inn & Suites East Greenbush - Albany 10/10 Excellent "Check in was quick and welcoming. The room was just right for us; plenty of space, bed made for sleeping, temperature easily controlled. Breakfast offered a nice selection for those in a hurry to those who settled in for a chance to dill up for the day. " [](https://expedia.ca/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![Hyatt Place Albany/Downtown](//images.trvl-media.com/lodging/93000000/92790000/92787800/92787704/b91f3040_y.jpg) ### Hyatt Place Albany/Downtown 10/10 Excellent "The hotel was wonderful, the staff, room, even the breakfast was above par. The only issue we had was the pre paid parking. It was difficult getting into the garage, as well as getting out. We needed assistance from the attendant both times. Please look into this as the 6 digit code was ineffective.if we visit again I would prefer doing my own parking and using my own card for a less annoying experience. In fact, we paid extra as Sunday they do not charge until 12am Monday and we left early" [](https://expedia.ca/Albany-Hotels-Hyatt-Place-Albany.h92787704.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Great place! Food excellent ss well!" [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "I honestly just spent the night as part of a longer road-trip, but I found it quiet and comfortable, and the room was very clean when I arrived. Slept well, but unfortunately had to leave before breakfast." [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Great!" [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "The staff was helpful, friendly. Nice location. The room was very clean and quiet, but so much of the place is brown. Brown carpet, brown paneled walls, brown chair, brown furniture, brown lamps. A minor detraction, but I look at hotel decor with a discerning eye and I like things to be less bland/mundane." [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ![Fairfield Inn & Suites by Marriott Albany Downtown](//images.trvl-media.com/lodging/10000000/9440000/9437200/9437139/04cd4a09_y.jpg) ### Fairfield Inn & Suites by Marriott Albany Downtown 10/10 Excellent "Easy check in process. Friendly front desk receptionist. " [](https://expedia.ca/Albany-Hotels-Fairfield-Inn-Suites-By-Marriott-Albany-Downtown.h9437139.Hotel-Information) ![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Absolutely loved this place. It was quant, hip, affordable and just all around stunning! Worth it all! Would stay there again in a heartbeat. " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ## Find out more about Old Chatham ## Old Chatham Vacation Homes information | Number of reviews | 358 | | --- | --- | | Accommodation | 490 Vacation Homes | | Lowest Price | CA $136 | | Highest Price | CA $1,550 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Austerlitz](https://www.expedia.ca/Austerlitz-Hotels-Cheap-Hotels.0-0-d500771-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Austerlitz](https://www.expedia.ca/Austerlitz-Hotels-Luxury-Hotel.0-0-d500771-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Austerlitz Hotels](https://www.expedia.ca/Austerlitz-Hotels.d500771.Travel-Guide-Hotels) - [Boutique Hotels in Canaan](https://www.expedia.ca/Canaan-Hotels-Boutique-Hotel.0-0-d55619-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Canaan](https://www.expedia.ca/Canaan-Hotels-Cheap-Hotels.0-0-d55619-tCheapHotels.Travel-Guide-Filter-Hotels) - 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