Title: Westport Guest Houses | Expedia.ca [Hotels in Westport](https://expedia.ca/Westport-Hotels.d56054.Travel-Guide-Hotels)[Vacation Rentals in Westport](https://expedia.ca/Westport-Vacation-Rentals.d56054.Travel-Guide-VacationRentals)[Flights to Westport](https://expedia.ca/Cheap-Flights-To-Westport.d56054.Travel-Guide-Flights)[Things to do in Westport](https://expedia.ca/Things-To-Do-In-Westport.d56054.Travel-Guide-Activities)[Westport Car Rentals](https://expedia.ca/Car-Rentals-In-Westport.d56054.Car-Rental-Guide)[Westport Vacation Packages](https://expedia.ca/Westport.d56054.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/51723f7548dc27bcabcd12ed256c48cf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Marina Timo # Search Guest Houses in Westport ![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 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=56054&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Westport Guest Houses ![Property grounds](https://images.trvl-media.com/lodging/33000000/32630000/32625900/32625837/35d7a0a5.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) ![Interior](https://images.trvl-media.com/lodging/33000000/32630000/32625900/32625837/94a54f84.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) ### 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) ![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) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32650000/32649600/32649594/246e0c44.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) ![Exterior](https://images.trvl-media.com/lodging/74000000/73570000/73567800/73567766/15c097c3.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) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73570000/73567800/73567766/0d295a69.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) ![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) ![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) ### 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) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106207500/106207431/2a329ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/107000000/106210000/106207500/106207431/fc6546e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106207500/106207431/b8fc5857.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | Private kitchen](https://images.trvl-media.com/lodging/107000000/106210000/106207500/106207431/a831394f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Whole House Fairfield [](https://www.expedia.ca/Fairfield-Hotels-Fairfield-Whole-House.h106207431.Hotel-Information) ![Blender](https://images.trvl-media.com/lodging/107000000/106210000/106202800/106202753/9d5c54b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/107000000/106210000/106202800/106202753/1d8dde86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blender](https://images.trvl-media.com/lodging/107000000/106210000/106202800/106202753/def3ae98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/107000000/106210000/106202800/106202753/e1aea2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wells Whole House Brooklawn - St. Vincent [](https://www.expedia.ca/Bridgeport-Hotels-Wells-Whole-House.h106202753.Hotel-Information) ![5 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/107000000/106210000/106200100/106200024/e67cce3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/107000000/106210000/106200100/106200024/55193669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106210000/106200100/106200024/4963d20a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, oven, stovetop, blender](https://images.trvl-media.com/lodging/107000000/106210000/106200100/106200024/a76ed700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Linwood Whole House West End - West Side [](https://www.expedia.ca/Bridgeport-Hotels-Linwood-Whole-House.h106200024.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=2025-10-17&endDate=2025-10-18®ionId=56054&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%2FWestport-Guest-Houses.d56054-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWestport-Guest-Houses.d56054-aaGuestHouses.Travel-Guide-Accommodation) ## Top Westport Hotel Reviews ![The Watershed](//images.trvl-media.com/lodging/7000000/6030000/6020100/6020007/c1a1bbc5_y.jpg) ### The Watershed 10/10 Excellent "A Beautiful Place to stay " [](https://expedia.ca/Stamford-Hotels-Hotel-Zero-Degrees-Norwalk.h6020007.Hotel-Information) ![Hyatt Regency Greenwich](//images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg) ### Hyatt Regency Greenwich 10/10 Excellent "No" [](https://expedia.ca/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information) ![Motel 6 Milford, CT](//images.trvl-media.com/lodging/1000000/10000/300/291/03aae393_y.jpg) ### Motel 6 Milford, CT 10/10 Excellent "Both great " [](https://expedia.ca/New-Haven-Hotels-Motel-6-Milford.h291.Hotel-Information) ![Hyatt Place Milford / New Haven](//images.trvl-media.com/lodging/2000000/1570000/1562800/1562702/0336d577_y.jpg) ### Hyatt Place Milford / New Haven 10/10 Excellent "Clean room" [](https://expedia.ca/New-Haven-Hotels-Hyatt-Place-Milford-New-Haven.h1562702.Hotel-Information) ![The Circle Hotel Fairfield](//images.trvl-media.com/lodging/10000000/9820000/9816500/9816438/b1e811bb_y.jpg) ### The Circle Hotel Fairfield 10/10 Excellent "Clean, cute, great value. Easy check in/out" [](https://expedia.ca/New-Haven-Hotels-The-Circle-Hotel-Fairfield.h9816438.Hotel-Information) ![Norwalk Inn & Conference Center](//images.trvl-media.com/lodging/1000000/20000/15200/15114/13ab5174_y.jpg) ### Norwalk Inn & Conference Center 10/10 Excellent "Desk clerk was very friendly, knowledgeable and thorough. " [](https://expedia.ca/Stamford-Hotels-Norwalk-Inn.h15114.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 "Convenient location, clean, reasonable price " [](https://expedia.ca/Danbury-Hotels-Microtel-Inn-Suites-By-Wyndham-BethelDanbury.h579216.Hotel-Information) ![Trumbull Marriott Shelton](//images.trvl-media.com/lodging/1000000/10000/1200/1166/b3c487eb_y.jpg) ### Trumbull Marriott Shelton 10/10 Excellent "awesome" [](https://expedia.ca/New-Haven-Hotels-Trumbull-Marriott-Shelton.h1166.Hotel-Information) ![The Armon Stamford Hotel & Conference](//images.trvl-media.com/lodging/90000000/89820000/89818900/89818854/99ae042b_y.jpg) ### The Armon Stamford Hotel & Conference 10/10 Excellent "Facility wax clean and quiet. We were visiting our daughter in college. Very Disappointing the facility offered not food, especially coffee on location. " [](https://expedia.ca/Stamford-Hotels-The-Armon-Hotel-Conference.h89818854.Hotel-Information) ## Find out more about Westport ## Westport Guest Houses information | Number of reviews | 112 | | --- | --- | | Accommodation | 7 Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Compo Beach](https://www.expedia.ca/Compo-Beach-Hotels.0-l553248621532664563-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Cranbury](https://www.expedia.ca/Cranbury-Norwalk-Hotels-All-Inclusive-Hotel.0-n6347841-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Cranbury](https://www.expedia.ca/Cranbury-Norwalk-Hotels-Historic-Hotel.0-n6347841-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Cranbury Hotels](https://www.expedia.ca/Cranbury-Norwalk-Hotels.0-n6347841-0.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in East Norwalk](https://www.expedia.ca/East-Norwalk-Norwalk-Hotels-Hotels-With-Indoor-Pool.0-n553248635976481532-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - 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