Title: Annandale-on-Hudson Cottages from CA $250 | Expedia.ca [Annandale-on-Hudson Travel Guide](https://expedia.ca/Annandale-On-Hudson.dx3000422040)[Hotels in Annandale-on-Hudson](https://expedia.ca/Annandale-On-Hudson-Hotels.d3000422040.Travel-Guide-Hotels)[Vacation Rentals in Annandale-on-Hudson](https://expedia.ca/Annandale-On-Hudson-Vacation-Rentals.d3000422040.Travel-Guide-VacationRentals)[Flights to Annandale-on-Hudson](https://expedia.ca/Cheap-Flights-To-Annandale-On-Hudson.d3000422040.Travel-Guide-Flights)[Annandale-on-Hudson Car Rentals](https://expedia.ca/Car-Rentals-In-Annandale-On-Hudson.d3000422040.Car-Rental-Guide)[Annandale-on-Hudson Vacation Packages](https://expedia.ca/Annandale-On-Hudson.d3000422040.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Annandale-on-Hudson Cottage Rentals from CA $250 ![](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 Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000422040&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Annandale-on-Hudson Cottages ![Exterior detail](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/6d8828e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/ea8d2754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/f47ba498.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113400000/113393600/113393517/fad53257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming loft cottage in tranquil Germantown with WiFi, AC Germantown 10/10 Exceptional (4) "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 $153 CA $300 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Germantown-Hotels-Charming-Loft-Cottage-In-Tranquil-Germantown-With-WiFi.h113393517.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) ![Interior](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/f395be91.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) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99550000/99543900/99543833/737a2fb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Cottage with beautiful views and easy access to Catskills activities. Saugerties 10/10 Exceptional (12) "Great spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dylan CA $139 CA $250 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Saugerties-Hotels-The-Country-Cottage.h99543833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/d43e2385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/79573e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/b2de5a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/103000000/102810000/102808300/102808286/e22c1aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience Peace in this Beautiful country cottage nestled beneath the mountains Catskill 9.8/10 Exceptional (8) "Nice house, well stocked and nice outdoor area/deck." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet B. CA $209 CA $468 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Catskill-Hotels-Charming-2-Bedroom-House-With-WiFi.h102808286.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/70000000/69550000/69545600/69545543/13ca5566.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) ![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) ### Hits Adjacent | Pet Friendly | Caraway Cottage Saugerties 10/10 Exceptional (13) "We enjoyed our stay, nice location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beverly L. CA $337 CA $668 total includes taxes & fees Nov 22 - Nov 23 [](https://www.expedia.ca/Saugerties-Hotels-Hits-Adjacent-Pet-Friendly-Caraway-Cottage.h69545543.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/237e0f2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/1e4f34fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/4fd67066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94345800/94345761/b900d609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High Falls Restorative Cabin in the Woods! High Falls CA $250 CA $625 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/High-Falls-Hotels-High-Falls-Restorative-Cabin-In-The-Woods.h94345761.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/45714c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/5d0b5fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/cd08754d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33910000/33906300/33906244/6fe4c639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream woodstock 9.2/10 Wonderful (44) "This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul H. CA $252 CA $435 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Kingston-Hotels-Charming-Woodstock-Teahouse-Cottage-By-The-Sawkill-Creek-Trout-Stream.h33906244.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/0d731a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/7b00ac57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/b6b75a8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120300000/120299500/120299433/ecfe01a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little red house just outside of Woodstock Bearsville CA $365 CA $727 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lake-Hill-Hotels-Little-Red-House-Just-Outside-Of-Woodstock.h120299433.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=2025-11-05&endDate=2025-11-06®ionId=3000422040&adults=2&lodging=COTTAGE&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%2FAnnandale-On-Hudson-Cottages.d3000422040-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnnandale-On-Hudson-Cottages.d3000422040-aaCottages.Travel-Guide-Accommodation) ## Top Annandale-on-Hudson Hotel Reviews ![Quality Inn Hyde Park Poughkeepsie North](//images.trvl-media.com/lodging/1000000/910000/906700/906700/ea4bff95_y.jpg) ### Quality Inn Hyde Park Poughkeepsie North 10/10 Excellent "NA" [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Hyde-Park-Poughkeepsie-North.h906700.Hotel-Information) ![Postcard Cabins Eastern Catskills](//images.trvl-media.com/lodging/110000000/109130000/109129600/109129528/fe54355c_y.jpg) ### Postcard Cabins Eastern Catskills 10/10 Excellent "Good " [](https://expedia.ca/Catskill-Hotels-Postcard-Cabins-Eastern-Catskills.h109129528.Hotel-Information) ![Kaatskill Mountain Club at Hunter Mountain](//images.trvl-media.com/lodging/58000000/57230000/57228600/57228597/4b24c363_y.jpg) ### Kaatskill Mountain Club at Hunter Mountain 10/10 Excellent "Great stay" [](https://expedia.ca/Kingston-Hotels-Hunter-Mountain-Resort.h57228597.Hotel-Information) ![St. Charles Hotel](//images.trvl-media.com/lodging/2000000/1640000/1639400/1639318/d1c362b4_y.jpg) ### St. Charles Hotel 10/10 Excellent "Rooms clean minimal and comfortable bed" [](https://expedia.ca/Hudson-Hotels-St-Charles-Hotel.h1639318.Hotel-Information) ![Hotel Kinsley](//images.trvl-media.com/lodging/34000000/33550000/33543100/33543005/367b2752_y.jpg) ### Hotel Kinsley 10/10 Excellent "Excellent location, room, & staff." [](https://expedia.ca/Kingston-Hotels-HOTEL-KINSLEY.h33543005.Hotel-Information) ![Hunter Lodge, a Bluebird by Lark](//images.trvl-media.com/lodging/65000000/64240000/64238700/64238678/c80f19a7_y.jpg) ### Hunter Lodge, a Bluebird by Lark 10/10 Excellent "Lovely overnight stop for us traveling through the Catskills. Love the dark rich lodge colors and decor. Room was big with nice toiletries." [](https://expedia.ca/Kingston-Hotels-The-Hunter-Inn.h64238678.Hotel-Information) ![Courtyard by Marriott Kingston](//images.trvl-media.com/lodging/2000000/1370000/1364000/1363973/a5bfb382_y.jpg) ### Courtyard by Marriott Kingston 10/10 Excellent "I ate breakfast at a diner near by but thr hotel is close to restaurants n stores noce place close to everything" [](https://expedia.ca/Kingston-Hotels-Courtyard-By-Marriott-Kingston.h1363973.Hotel-Information) ![ Diamond Mills Resort](//images.trvl-media.com/lodging/5000000/4680000/4672800/4672738/64adc8c9_y.jpg) ### Diamond Mills Resort 10/10 Excellent "The views are incredible!" [](https://expedia.ca/Kingston-Hotels-Diamond-Mills-Hotel-Tavern.h4672738.Hotel-Information) ![Best Western Plus Kingston Hotel And Conference Center](//images.trvl-media.com/lodging/1000000/10000/6100/6056/d4db98bc_y.jpg) ### Best Western Plus Kingston Hotel And Conference Center 10/10 Excellent "Convenient and close to everything " [](https://expedia.ca/Kingston-Hotels-Best-Western-Plus-Kingston-Hotel-And-Conference-Center.h6056.Hotel-Information) ## Find out more about Annandale-on-Hudson ## Annandale-on-Hudson Cottages information | Number of reviews | 70 | | --- | --- | | Accommodation | 145 Cottages | | Lowest Price | CA $250 | | Highest Price | CA $727 | ## Frequently asked questions ### Why book your cottage in Annandale-on-Hudson with Expedia? > Expedia has some great cottages in Annandale-on-Hudson, so get set for an unforgettable vacay on nature's doorstep. If you're sticking to a budget, choose how much you want to spend and your preferred property star rating. Or, use our handy filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your plans or bank balance. ### How can I find cheap cottages in Annandale-on-Hudson? > A good way to locate cheap cottages in Annandale-on-Hudson is with Expedia's useful filter tool. Narrow your search results by star rating, budget and amenities to grab awesome bargains with only a few clicks. ### What is there to do in Annandale-on-Hudson near my cottage? > The ultimate travel accessory is a well-thought-out travel plan. [Hessel Museum of Art](https://www.expedia.ca/Hessel-Museum-Of-Art-Annandale-on-Hudson.d553248621532664662.Vacation-Attraction) is a great place to start your adventures in Annandale-on-Hudson. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Saugerties](https://www.expedia.ca/5Star-Saugerties-Hotels.s50-0-d6691.Travel-Guide-Filter-Hotels) - [Hotels near Bard College](https://www.expedia.ca/Bard-College-Hotels.0-l6093753-0.Travel-Guide-Filter-Hotels) - [Independent Hotels in Barrytown](https://www.expedia.ca/Barrytown-Hotels-Independent.0-0-d3000350670--bIndependent.Travel-Guide-Filter-Hotels) - [Barrytown Hotels](https://www.expedia.ca/Barrytown-Hotels.d3000350670.Travel-Guide-Hotels) - [Villas in Barrytown](https://www.expedia.ca/Barrytown-Villas.d3000350670-aaVillas.Travel-Guide-Accommodation) - [Business Hotels in Downtown Saugerties](https://www.expedia.ca/Downtown-Saugerties-Saugerties-Hotels-Business-Hotel.0-n553248631353612249-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - 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[Flights to Elizaville](https://www.expedia.ca/Cheap-Flights-To-Elizaville.d3000448565.Travel-Guide-Flights) - [Flights to Rhinebeck](https://www.expedia.ca/Cheap-Flights-To-Rhinebeck.d55927.Travel-Guide-Flights) - [Flights from Malden](https://www.expedia.ca/lp/flights/553248634999074163/flights-from-malden) - [Flights from Tivoli](https://www.expedia.ca/lp/flights/6278796/flights-from-tivoli) - [Flights from Toronto (YYZ) to New York (NYC)](https://www.expedia.ca/lp/flights/yyz/nyc/toronto-to-new-york) - [Esopus Falls](https://www.expedia.ca/Esopus-Falls-Saugerties.d553248631353621868.Vacation-Attraction) - [Visit Glasco](https://www.expedia.ca/Glasco.dx553248634998989763) - [Museum of Rhinebeck History](https://www.expedia.ca/Museum-Of-Rhinebeck-History-Rhinebeck.d6258678.Vacation-Attraction) - [Poet's Walk Park](https://www.expedia.ca/Poets-Walk-Park-Red-Hook.d6269114.Vacation-Attraction) - [Rhinebeck Vacations](https://www.expedia.ca/Rhinebeck.d55927.Destination-Travel-Guides) - [Visit Rhinebeck](https://www.expedia.ca/Rhinebeck.dx55927) - 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[Book Cottages in Annandale-on-Hudson on Expedia.com](https://www.expedia.com/Annandale-On-Hudson-Cottages.d3000422040-aaCottages.Travel-Guide-Accommodation)