Title: Top Guest Houses in Town of Southeast in 2025 | Expedia.ca [Town of Southeast Hotels](https://expedia.ca/Destinations-In-Town-Of-Southeast.d553248635976002417.Hotel-Destinations)[Vacation Rentals in Town of Southeast](https://expedia.ca/Destinations-In-Town-Of-Southeast.d553248635976002417.Vacation-Rental-Destinations)[Town of Southeast Car Rentals](https://expedia.ca/Destinations-In-Town-Of-Southeast.d553248635976002417.Car-Rental-Destinations)[Town of Southeast Vacations](https://expedia.ca/Town-Of-Southeast.d553248635976002417.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) # Guest Houses in Town of Southeast ## Compare and save ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976002417&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976002417&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976002417&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635976002417&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Guest Houses in Town of Southeast ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/b2f9fdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/faf4467b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/5e918972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/21000000/20160000/20155900/20155827/5229278b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station Inn Pawling Pawling 9.2/10 Wonderful (177) "Very clean. " CA $300 CA $339 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Poughkeepsie-Hotels-Station-Inn-Pawling.h20155827.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32630000/32625900/32625837/35d7a0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/33000000/32630000/32625900/32625837/7c6246b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/33000000/32630000/32625900/32625837/w2000h1488x0y0-52e30b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32630000/32625900/32625837/1303c01e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mid Century Modern ZEN House with Pool. 50 min from New York City North Stamford 10/10 Exceptional (19) "Incredible property, great location, and amazing host. We will definitely be coming back!!!" [](https://www.expedia.ca/Stamford-Hotels-Mid-Century-Modern-ZEN-House-With-Pool-50-Min-From-New-York-City.h32625837.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/ffbf4c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w508h683x258y0-89799b36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w507h683x259y0-b083950f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100700000/100698200/100698173/w1018h683x3y0-f82b1196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. Brewster 10/10 Exceptional (12) "My girlfriend and I had a lovely stay at this cottage, very cozy in the wintertime with great natural light and lakeside views. Breakfast was excellent, Orestes was very hospitable and kept a very clean place. Loved the fireplace and proximity to nearby Beacon. Would absolutely stay again! Perfect getaway from the city." [](https://www.expedia.ca/Brewster-Hotels-The-Cottage-By-The-Lake-Hudson-Valley-Indulgence.h100698173.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32650000/32649600/32649594/ee5e8ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32650000/32649600/32649594/414636c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/33000000/32650000/32649600/32649594/3eae7821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32650000/32649600/32649594/370ccde5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Enjoy our 3-story, family-friendly Carriage House Fireplace and outdoor fire pit West Redding 10/10 Exceptional (87) "Absolutely wonderfully decorated, organized and clean. Beautiful place. " [](https://www.expedia.ca/Redding-Hotels-Enjoy-Our-3-Story.h32649594.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/74000000/73570000/73567800/73567766/2153b8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73567800/73567766/cbf72a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73570000/73567800/73567766/12e07bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73567800/73567766/15c097c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful Light-Filled Guesthouse 1 Hour From NYC Pound Ridge 10/10 Exceptional (8) "We had an absolutely delightful stay at the charming sanctuary that is Sweetbriar guesthouse. The hosts have thought of everything to ensure guests are comfortable. The guesthouse is clean and organized and the views from the picture windows are gorgeous!" [](https://www.expedia.ca/Pound-Ridge-Hotels-Peaceful-Light-Filled-Guesthouse-1-Hour-From-NYC.h73567766.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73770000/73766100/73766052/3aa7f59b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73770000/73766100/73766052/55b38c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73770000/73766100/73766052/0c3edeb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73770000/73766100/73766052/38f58ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC North Stamford 9.6/10 Exceptional (15) "Beautiful location. Clean, comfortable, private, excellent ammenities. The lite extras made it extra specisl." [](https://www.expedia.ca/Stamford-Hotels-Beautiful-Stamford-Loft-Near-DowntownParking45min-To-NYC.h73766052.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=2025-10-11&endDate=2025-10-12®ionId=553248635976002417&adults=2&lodging=GUEST_HOUSE&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%2FTown-Of-Southeast-Guest-Houses.d553248635976002417-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTown-Of-Southeast-Guest-Houses.d553248635976002417-aaGuestHouses.Travel-Guide-Accommodation) ## Top Town of Southeast Hotel Reviews ![The Watershed](//images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "Decor, views are stunning. I want to model my new bath after the yours. " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Quality Inn & Suites Fishkill South near I-84](//images.trvl-media.com/lodging/2000000/1770000/1766700/1766609/12805cb0_y.jpg) ### Quality Inn & Suites Fishkill South near I-84 10/10 Excellent "Convenient, great parking, quiet, comfortable room with a friendly staff." [](https://expedia.ca/Poughkeepsie-Hotels-Quality-Inn-Suites-Fishkill-South-Near-I-84.h1766609.Hotel-Information) ![Overlook Lodge at Bear Mountain](//images.trvl-media.com/lodging/4000000/3430000/3425800/3425772/670b74a6_y.jpg) ### Overlook Lodge at Bear Mountain 10/10 Excellent "Wonderful staff!" [](https://expedia.ca/Newburgh-Hotels-Overlook-Lodge-At-Bear-Mountain.h3425772.Hotel-Information) ![EVEN Hotel Norwalk by IHG](//images.trvl-media.com/lodging/1000000/10000/2600/2584/4cb7d7eb_y.jpg) ### EVEN Hotel Norwalk by IHG 10/10 Excellent "Excellent service" [](https://expedia.ca/Stamford-Hotels-EVEN-Hotel-Norwalk.h2584.Hotel-Information) ![Microtel Inn & Suites by Wyndham Bethel/Danbury](//images.trvl-media.com/lodging/1000000/580000/579300/579216/ef7dd368_y.jpg) ### Microtel Inn & Suites by Wyndham Bethel/Danbury 10/10 Excellent "Excellent service" [](https://expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information) ![The Thayer Hotel at West Point](//images.trvl-media.com/lodging/6000000/5800000/5792300/5792279/c0c1b35f_y.jpg) ### The Thayer Hotel at West Point 10/10 Excellent "The perfect place to stay" [](https://expedia.ca/Newburgh-Hotels-Thayer-Hotel.h5792279.Hotel-Information) ![Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG](//images.trvl-media.com/lodging/7000000/6550000/6541500/6541495/58071d11_y.jpg) ### Holiday Inn Express Hotel & Suites Peekskill -Lower Hudson Valley by IHG 10/10 Excellent "Clean and spacious. Room is bigger than expected. " [](https://expedia.ca/White-Plains-Hotels-Holiday-Inn-Express-Hotel-Suites-Peekskill-Hudson-Valley.h6541495.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Danbury](//images.trvl-media.com/lodging/1000000/20000/15100/15069/f35501d5_y.jpg) ### La Quinta Inn & Suites by Wyndham Danbury 10/10 Excellent "Overall nice experience. The Van’s pizza next door is very convenient for a drink at the bar and a bite to eat. Staff is always friendly. No complaints at all. " [](https://expedia.ca/Danbury-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Danbury.h15069.Hotel-Information) ![Inn on the Hudson](//images.trvl-media.com/lodging/2000000/1150000/1148900/1148858/b1419d47_y.jpg) ### Inn on the Hudson 8/10 Good "The hotel was very nice. I would stay there again. Quiet at night. The view of the river is breath taking. I enjoyed morning coffee outside. The grab and go breakfast is convenient, but carb heavy for those who need to watch their sugar intake. The event space would make a great place for a party, but the patio could use some sprucing up. I enjoyed the flannel blanket between two top sheets; warm and cosey for cold nights. Wood floors are a rustic touch. Shower was great; plenty of hot water. " [](https://expedia.ca/White-Plains-Hotels-Inn-On-The-Hudson.h1148858.Hotel-Information) ## Find out more about Town of Southeast ## Town of Southeast Guest Houses information | Number of reviews | 300 | | --- | --- | | Accommodation | 6 Guest Houses | | Lowest Price | CA $339 | | Highest Price | CA $339 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Mahopac](https://www.expedia.ca/4Star-Mahopac-Hotels.s40-0-d6138727.Travel-Guide-Filter-Hotels) - [Baldwin Place Hotels](https://www.expedia.ca/Baldwin-Place-Hotels.d553248635975867241.Travel-Guide-Hotels) - [Farmstay in Brewster](https://www.expedia.ca/Brewster-Agritourism.d183644-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Brewster](https://www.expedia.ca/Brewster-Apart-Hotels.d183644-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Brewster](https://www.expedia.ca/Brewster-Apartments.d183644-aaApartments.Travel-Guide-Accommodation) - 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