Title: Pine Plains Cottages from CA $267 | Expedia.ca [Hotels in Pine Plains](https://expedia.ca/Pine-Plains-Hotels.d3000449418.Travel-Guide-Hotels)[Vacation Rentals in Pine Plains](https://expedia.ca/Pine-Plains-Vacation-Rentals.d3000449418.Travel-Guide-VacationRentals)[Pine Plains Car Rentals](https://expedia.ca/Car-Rentals-In-Pine-Plains.d3000449418.Car-Rental-Guide)[Pine Plains Vacation Packages](https://expedia.ca/Pine-Plains.d3000449418.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=3000449418&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=3000449418&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) ## Our top choices for Pine Plains 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) ![Interior](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/fc504833.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) ### Cottage in Germantown [](https://www.expedia.ca/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.Hotel-Information) 10/10 Exceptional (9 reviews) "Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter S. CA $151 CA $297 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.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) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74260000/74252800/74252708/1fa17194.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) ![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) ### Cottage in Catskill [](https://www.expedia.ca/Catskill-Hotels-Charming-Cottage-In-The-Heart-Of-Catskill-Pet-Friendly.h74252708.Hotel-Information) 10/10 Exceptional (21 reviews) "Perfect place for a visit to the Hudson Valley. Very comfortable and well taken care of. Friendly neighbors. 3 blocks from Downtown Catskill" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirk N. CA $135 CA $334 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Catskill-Hotels-Charming-Cottage-In-The-Heart-Of-Catskill-Pet-Friendly.h74252708.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/0607b999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/9cd00997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/6f48c857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/855d7f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Saugerties [](https://www.expedia.ca/Saugerties-Hotels-The-Country-Cottage.h99543833.Hotel-Information) 10/10 Exceptional (13 reviews) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan CA $155 CA $267 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Saugerties-Hotels-The-Country-Cottage.h99543833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/32b78a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/73dcc006.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/0c3834d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/723beb80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Catskill [](https://www.expedia.ca/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.Hotel-Information) 9.8/10 Exceptional (10 reviews) "The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia C. CA $179 CA $433 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.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) ![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/a5893376.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) ### Cottage in Stottville [](https://www.expedia.ca/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information) CA $250 CA $451 total includes taxes & fees Feb 17 - Feb 18 [](https://www.expedia.ca/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/a308218e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/bd7ad5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/1251a390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/70000000/69550000/69545600/69545543/9ac4e7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Saugerties [](https://www.expedia.ca/Saugerties-Hotels-Hits-Adjacent-Pet-Friendly-Caraway-Cottage.h69545543.Hotel-Information) 9.8/10 Exceptional (16 reviews) "Great location, comfortable beds, clean and updated space." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn S. CA $347 CA $678 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Saugerties-Hotels-Hits-Adjacent-Pet-Friendly-Caraway-Cottage.h69545543.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=2026-02-03&endDate=2026-02-04®ionId=3000449418&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.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Pine+Plains%2C+New+York%2C+United+States+of+America®ionId=3000449418&latLong=41.979813%2C-73.65596&adults=2&startDate=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPine-Plains-Cottages.d3000449418-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPine-Plains-Cottages.d3000449418-aaCottages.Travel-Guide-Accommodation) ## Top Pine Plains Hotel Reviews ![Best Western Plus Kingston Hotel And Conference Center](https://images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "It was pretty clean and comfy I really like to game area even though some of the machines didnt work after inserting couple of coins/tokens I will book again if l need to go to that area " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ![Quality Inn Hyde Park Poughkeepsie North](https://images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "Room was very clean, safe and quiet hotel. Friendly and helpful staff" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "Very nice" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ### Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy 10/10 Excellent "The cabin was clean and the host was super nice and accommodating!" [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.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 "everything" [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Residence Inn by Marriott Kingston](https://images.trvl-media.com/lodging/16000000/15720000/15715300/15715238/3f674783_y.jpg) ### Residence Inn by Marriott Kingston 10/10 Excellent "Clean room. Spacious. Lovely friendly respectful staff unlike my experience at Hampton Inn across the road :(" [](https://expedia.ca/Kingston-Hotels-Residence-Inn-By-Marriott-Kingston.h15715238.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Great place to stay if you enjoy paying less money and still sleeping well. Inexpensive, clean, quiet, and ridiculously convenient—just a short two-block stroll to the downtown strip for shopping and restaurants (close enough to walk, far enough to avoid the noise). Only 2.5 miles down a local road to Butternut ski mountain, so you’ll be on the slopes before your coffee fully kicks in. CVS shares the same parking lot, which is perfect in case you forget toothpaste, sunscreen, or your dignity. Most importantly—and let’s be honest, this matters—a beer, wine, liquor, and cheese shop is only one mile down the road. Priorities are clearly respected here. Rooms are clean, beds are super comfortable, and the décor politely reminds you that time exists. Free breakfast is solid but not life-changing: eggs, toast, sausage, waffles, yogurt, coffee, fruit—everything you need to function, nothing you’ll write poetry about. Bathroom fans are loud, but they drown out the 1 time per day freight train in the back yard, so net positive. Overall, a great stay, and for the cheap nightly price, it’s basically unbeatable unless you’re expecting chandeliers and a personal butler. Enjoy! " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ![Hampton Inn Kingston](https://images.trvl-media.com/lodging/2000000/1670000/1662000/1661941/21cb7965_y.jpg) ### Hampton Inn Kingston 10/10 Excellent "One of our best hotel experiences ever Great staff Great breakfast We were given complimentary water a number of times including at check out Comfortable bed Great bathroom " [](https://expedia.ca/Kingston-Hotels-Hampton-Inn-Kingston.h1661941.Hotel-Information) ![Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG](https://images.trvl-media.com/lodging/35000000/34870000/34864800/34864714/9b72516c_y.jpg) ### Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG 10/10 Excellent "Room very clean " [](https://expedia.ca/Kingston-Hotels-Holiday-Inn-Express-Suites-Saugerties-Hudson-Valley.h34864714.Hotel-Information) ## Find out more about Pine Plains ## Pine Plains Cottages information | Number of reviews | 66 | | ----------------- | ------------ | | Accommodation | 115 Cottages | | Lowest Price | CA $267 | | Highest Price | CA $678 | ## Frequently asked questions ### Why book your cottage in Pine Plains with Expedia? ### How can I find cheap cottages in Pine Plains? ## Explore a world of travel with Expedia - 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