Title: Chatham, NY Cottage Rentals from $212 | Expedia.com [Chatham Travel Guide](https://expedia.com/Chatham.dx6046736)[Hotels in Chatham](https://expedia.com/Chatham-Hotels.d6046736.Travel-Guide-Hotels)[Vacation Rentals in Chatham](https://expedia.com/Chatham-Vacation-Rentals.d6046736.Travel-Guide-VacationRentals)[Flights to Chatham](https://expedia.com/Cheap-Flights-To-Chatham.d6046736.Travel-Guide-Flights)[Car Rentals in Chatham](https://expedia.com/Car-Rentals-In-Chatham.d6046736.Car-Rental-Guide)[Chatham Vacation Packages](https://expedia.com/Chatham.d6046736.Destination-Travel-Guides) ![Tracy Memorial Village Hall, Chatham, New York](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6046736/7198abd1-0904-483a-a024-c143d8de9574.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 10 - Jul 12](https://www.expedia.com/Hotel-Search?regionId=6046736&startDate=2026-07-10&endDate=2026-07-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chatham cottages ![Interior](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/3898d01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/e8d20701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/9a68bfc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/fc504833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming loft cottage in tranquil Germantown with WiFi, AC [](https://www.expedia.com/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.Hotel-Information) Germantown 10/10 Exceptional (10 reviews) "Very clean, comfortable, good location, great communication with host. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa B. $189 nightly $212 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/8b8ec1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/4cd10809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/4d94624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/123000000/122170000/122165500/122165421/0800588d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck [](https://www.expedia.com/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122165421.Hotel-Information) Stephentown $499 nightly $554 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122165421.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/58cff9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/fcf06685.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/d461468a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/w1071h1420x0y0-18248cd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cottage in the Heart of Catskill & Pet Friendly [](https://www.expedia.com/Catskill-Hotels-Charming-Cottage-In-The-Heart-Of-Catskill-Pet-Friendly.h74252708.Hotel-Information) Catskill 10/10 Exceptional (22 reviews) "Really comfortable and cozy" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Lynne H. $315 nightly $353 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/Catskill-Hotels-Charming-Cottage-In-The-Heart-Of-Catskill-Pet-Friendly.h74252708.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/2aadb8b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/2f269d95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/55508efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/43404c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Hudson Escape w/ Hot Tub [](https://www.expedia.com/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information) Stottville $307 nightly $310 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/856cedc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![15 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/ca2ed981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/2cd54c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/caa0ad88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires farm, 30+ guests, 50 acres [](https://www.expedia.com/New-Lebanon-Hotels-Berkshires-Farm.h99407400.Hotel-Information) New Lebanon 10/10 Exceptional (1 review) $1,730 nightly $1,754 total Mar 23 - Mar 24 Total with taxes and fees [](https://www.expedia.com/New-Lebanon-Hotels-Berkshires-Farm.h99407400.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.com/Hotel-Search?startDate=2026-04-05&endDate=2026-04-06®ionId=6046736&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=COTTAGE) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APART_HOTEL) Apartments [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CONDO) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=HOUSE_BOAT) Chalets [](https://www.expedia.com/Hotel-Search?destination=Chatham%2C+New+York%2C+United+States+of+America®ionId=6046736&latLong=42.36425%2C-73.594841&adults=2&startDate=2026-06-20&d1=2026-06-20&endDate=2026-06-23&d2=2026-06-23&lodging=CHALET) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Cottages.d6046736-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChatham-Cottages.d6046736-aaCottages.Travel-Guide-Accommodation) ## Top Chatham Hotel Reviews ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "This is our 3rd year staying here for my son’s birthday in March. Affordable and having the 2 rooms with a kitchen is so nice. My son’s favorite part is the pool which is always warm and clean, never smells too strong like some places. Hot tub feels amazing too. Will be back next year, or sooner :)" [](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Staff was great! Clean room, parking was always available. Breakfast was great. Had a great time!" [](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Comfort Inn & Suites East Greenbush - Albany](https://images.trvl-media.com/lodging/2000000/1060000/1052400/1052319/f6e88d04_y.jpg) ### Comfort Inn & Suites East Greenbush - Albany 10/10 Excellent "Excelente " [](https://expedia.com/Albany-Hotels-Comfort-Inn-Suites-East-Greenbush-Albany.h1052319.Hotel-Information) ![Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy](https://images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/d4631129_y.jpg) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "It looks just like the pics , clean , very warm in the winter inside ; even with the door open, kitchen when stock but we had our own stuff so we didnt really use much but the pots , there is a walmart near by ! Showers was nice and hot but be sure to make it a bit quick ! No mirror , good wifi ! Its not super secluded but the other cabins are a good distance away … everything is really nice enjoyed my time " [](https://expedia.com/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg) ### Berkshires Untold 10/10 Excellent "This was a great stay! The room and hotel itself were up to date and was overall a great location to check out the Berkshires. We ate one night at the hotel too and the dinner was really good! I recommend the mushroom ravioli, would stay again." [](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Comfort Inn Glenmont - Albany South](https://images.trvl-media.com/lodging/1000000/20000/11900/11858/8d1e9400_y.jpg) ### Comfort Inn Glenmont - Albany South 8/10 Good "Nice place " [](https://expedia.com/Albany-Hotels-Comfort-Inn-Glenmont-Albany-South.h11858.Hotel-Information) ![voco James Newbury Hudson Valley by IHG](https://images.trvl-media.com/lodging/95000000/94300000/94292700/94292624/c531473a_y.jpg) ### voco James Newbury Hudson Valley by IHG 2/10 Terrible "Not great, parking lot view. Over charged me for deposit. I’m still waiting for my deposit back. " [](https://expedia.com/Coxsackie-Hotels-James-Newbury-Hotel.h94292624.Hotel-Information) ![Country Inn & Suites by Radisson, Downtown Albany New York](https://images.trvl-media.com/lodging/112000000/111490000/111484500/111484416/9956a2ad_y.jpg) ### Country Inn & Suites by Radisson, Downtown Albany New York 10/10 Excellent "Room was clean, staff was helpful and efficient. " [](https://expedia.com/Albany-Hotels-Country-Inn-Suites-By-Radisson.h111484416.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/20500/20447/bca96d17_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 6/10 Okay "rooms have a weird smell, if the hotel is empty" [](https://expedia.com/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.Hotel-Information) ## Find out more about Chatham ## Chatham Cottages information | Number of reviews | 32 | | ----------------- | ------------ | | Accommodation | 120 Cottages | | Lowest Price | $212 | | Highest Price | $1,754 | ## Frequently asked questions ### Why book your cottage in Chatham with Expedia? ### How can I find cheap cottages in Chatham? ### What is there to do in Chatham near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near The Mac-Haydn Theatre ](https://www.expedia.com/The-Mac-Haydn-Theatre-Hotels.0-l553248621532665231-0.Travel-Guide-Filter-Hotels) - 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