Title: The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC Cottage in Winchester ## Photo gallery for The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC ![Exterior - The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC (Winchester)](https://images.trvl-media.com/lodging/114000000/113300000/113299500/113299466/w1099h752x6y0-a9b6b83f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC (Winchester)](https://images.trvl-media.com/lodging/114000000/113300000/113299500/113299466/7e95c488.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC (Winchester)](https://images.trvl-media.com/lodging/114000000/113300000/113299500/113299466/9e46fc68.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior detail - The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC (Winchester)](https://images.trvl-media.com/lodging/114000000/113300000/113299500/113299466/62be416b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Living area - The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC (Winchester)](https://images.trvl-media.com/lodging/114000000/113300000/113299500/113299466/c7896a7e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC provides laundry facilities and more. Stay connected with in-room WiFi. ## Reviews 10 Exceptional ### Entire home 2 bedrooms1 bathroom ## Popular amenities - Washer - Dryer - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC Your Winchester retreat awaits at this charming 2-bedroom cottage. Nestled in a tranquil setting, guests can unwind in the soothing ambiance of this terrific property. With a queen bed and a twin bed, this cozy space offers a comfortable stay for small groups. Complete with essential amenities like WiFi and a washing machine, this cottage provides everything you need for a relaxing getaway. Enjoy all that Winchester has to offer when you stay at our place. Guests love how close the little house is to Boston and yet it feels like a lakefront vacation cottage. You'll love bird watching from the screen porch and from the bedrooms! ## Property amenities ### Internet - Available in the cottage: WiFi ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 1 bathroom - Bathtub or shower - Hair dryer - Soap - Toilet paper - Towels provided ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) ## Similar properties ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106630000/106628800/106628750/e19ec1c0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Funky and cozy home ! A little bit of everything for everyone. Arlington - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 19 reviews CA $340 CA $710 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-18&endDate=2026-02-19&selected=106628750&PinnedHotelID=106628750&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV](https://images.trvl-media.com/lodging/109000000/108820000/108813000/108812923/2106f297.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Spacious & Convenient 1BR unit-20min to Boston Melrose - Kitchen - Washer - Dryer - Pet friendly 9.8 Exceptional 15 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=108812923&PinnedHotelID=108812923&HadPinnedHotel=true®ionId=-1&adults=2) ![Living area](https://images.trvl-media.com/lodging/101000000/100310000/100306400/100306336/w512h683x255y0-c40c4dbc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 2Bd 2Bth, King Beds, Fast Wi-Fi, Pool, Gym Belmont - Washer - Dryer - Air conditioning - Gym [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=100306336&PinnedHotelID=100306336&HadPinnedHotel=true®ionId=-1&adults=2) ![TV](https://images.trvl-media.com/lodging/101000000/100310000/100306600/100306540/w512h683x255y0-7466a88c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxe 2Bd 2Bth, King Beds, Fast Wi-Fi, Pool, Gym Belmont - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=100306540&PinnedHotelID=100306540&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/101000000/100310000/100306800/100306799/w896h683x65y0-3499d082.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxe Alewife 1 Bd, King Bed, Fast Wi-Fi, Gym, Pool Belmont - Kitchen - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=100306799&PinnedHotelID=100306799&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=113299466&PinnedHotelID=113299466&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=113299466,106628750,108812923,100306336,100306540) ## Policies ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome Note from host: This house is not toddler proof - open staircase. ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ## About the area Winchester is home to this cottage. Encore Boston Harbor and Boston Harbor are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Boston Common and Revere Beach. Looking to enjoy an event or a game? See what's going on at TD Garden or Fenway Park. [Visit our Winchester travel guide](https://www.expedia.ca/Winchester.dx175481) [View more Cottages in Boston](https://www.expedia.ca/Boston-Cottages.d178239-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.459312,-71.148476&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:yudbG%7EdgqL%3FU%3FU%40U%3FS%40U%40S%3FSBU%40U%40U%40QBUBUBSBSBSBUBSDSDSBSDSDSDQDSFSDQFSFQDQHQFQFQFSHOFOHQFQHOHOJOHOHOHOJOHMJMJOJMJKJMJKJMJKLKJMLKLIJKLILKLGLKLGLILGLGNGLILELGNENELELENENCLCNENCNALCNANANCNAL%3FN%3FNAN%3FN%3FL%40N%3FN%3FN%40NBN%40L%40NBNBN%40LDNBNBLDNDLDNDLDNFLDLHLFNFLFLHLFLJLHJHLHLJLHJJLLJJJJLLJJJLJJJNJLHNJJHNJNHNHNHNHNHNHPFPHNHNFRFPFPFPFPFPDRFPDRFRDPDRBRDRDRBRDTBRBRBRBRBT%40T%40PBT%40T%40T%40R%40R%3FT%40R%3FT%3FT%3FT%3FR%3FT%3FTAR%3FTARATARATCTAPATCTCRCRCRCRETCRERERCREREPGRERGPERGPGPGPGPGPGRININGPIPINININININKNINKJINKLKNKJKLKJMLKJKJMLKJMHMJMHKHMHMJMFMHMFOFMFMHMDOFMDODMDODMDOBOBMDO%40OBOBMBO%3FOBO%40O%3FO%3FM%40O%3FO%3FOAO%3FM%3FOAOCO%3FOCMCOAOCOEMCOCOEMEMEOEOEMGMEMIOGMGMGMIMGMKMGMKMIKKMIMKKMMKKKKMKKKMKKKMKOKMIMKOIOIOIOKOIOIOGQIQGOIOGSGQGQIQEQGQGSEQGSESEQESESCSESESCSCUCSCSCSCUCUAQAUAUCS%3FUASAU%3FSAU%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=mLiOs5yD1GxbtzY0z7V5Uy_1L48=) Winchester, MA ### What's nearby - ![Snowy River](https://images.trvl-media.com/place/553248621561930456/8ec681e8-a7c9-4a05-bd5b-d2b360151377.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Winter Pond 2 min walk \- 0.2 km - ![Picture of the Horn Pond in Woburn, Massachusetts in the early autumn](https://images.trvl-media.com/place/553248621561930457/b5611a53-8c43-4b27-90a8-50c0b5fde1f5.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Horn Pond 11 min walk \- 1.0 km - ![Skyline Trail @ Middlesex Fells Reservation #hiking](https://images.trvl-media.com/place/8787/4e4074e2-f9b3-454e-a071-845cb22797c0.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Middlesex Fells Reservation 3 min drive \- 2.5 km - ![Harvard University showing heritage architecture](https://images.trvl-media.com/place/6034936/852c4a9a-7292-422f-9321-535ddeb63390.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Harvard University 13 min drive \- 10.5 km - ![Aerial image of Fenway Park](https://images.trvl-media.com/place/6023384/0798b94f-9895-472a-9988-51d41579f135.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Fenway Park 16 min drive \- 16.5 km ### Getting around - Winchester Station 2 min drive - Medford / Tufts Station 8 min drive - Bedford, MA (BED-Laurence G. Hanscom Field) 25 min drive ### Restaurants - Sogno 2 min drive - Dunkin' 2 min drive - Dunkin' 20 min walk - Dunkin' 17 min walk - Black Horse Tavern 3 min drive ## Frequently asked questions ### Is The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC pet-friendly? ### Where is The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC Reviews ## Reviews 10 ### Exceptional ## Expedia's Latest Trends ### Hotels > [Aloft Framingham](https://www.expedia.ca/Framingham-Hotels-Magnuson-Hotel-Framingham.h17031.Hotel-Information) > > [Motel 6 Framingham, MA - Boston West](https://www.expedia.ca/Framingham-Hotels-Motel-6-Framingham.h51104.Hotel-Information) > > [Broadway & Main Hotel](https://www.expedia.ca/Boston-Hotels-Broadway-Main-Hotel.h106958049.Hotel-Information) > > [Motel 6 Irving, TX - DFW Airport North](https://www.expedia.ca/Dallas-Hotels-Motel-6-Irving.h50958.Hotel-Information) > > [Residence Inn by Marriott Boston Braintree](https://www.expedia.ca/Boston-Hotels-Residence-Inn-By-Marriott-Boston-Braintree.h18961798.Hotel-Information) > > [Spacious 4BR with Modern Amenities – Family-Friendly ](https://www.expedia.ca/Randolph-Hotels-The-Charles-South-Shore-BOS-Marathon-Promo.h92333308.Hotel-Information) > > [Crowne Plaza Boston - Woburn by IHG](https://www.expedia.ca/Boston-Hotels-Crowne-Plaza-Boston-Woburn.h19526.Hotel-Information) > > [Daniels House Inn](https://www.expedia.ca/Boston-Hotels-Daniels-House.h45019626.Hotel-Information) > > [Hilton Garden Inn Boston-Burlington](https://www.expedia.ca/Boston-Hotels-Hilton-Garden-Inn-Boston-Burlington.h1273384.Hotel-Information) > > [CoCo Key Hotel and Water Resort ](https://www.expedia.ca/Orlando-Hotels-CoCo-Key-Hotel-And-Water-Resort-Orlando.h228.Hotel-Information) > > [Four Seasons Hotel Istanbul at Sultanahmet - Special Class](https://www.expedia.ca/Istanbul-Hotels-Four-Seasons-Hotel-Istanbul-At-Sultanahmet.h443490.Hotel-Information) > > [Homewood Suites by Hilton Boston Woburn](https://www.expedia.ca/Boston-Hotels-Homewood-Suites-Boston-Woburn.h38858569.Hotel-Information) > > [The Bell Inn](https://www.expedia.ca/Boston-Hotels-The-Bell-Inn.h96507199.Hotel-Information) > > [Courtyard by Marriott Woburn/Boston North](https://www.expedia.ca/Boston-Hotels-Courtyard-By-Marriott-WoburnBoston-North.h891461.Hotel-Information) > > [Residence Inn Boston Dedham](https://www.expedia.ca/Boston-Hotels-Residence-Inn-Dedham.h105086.Hotel-Information) > > [Staybridge Suites Boston - Burlington by IHG](https://www.expedia.ca/Boston-Hotels-Burlington-Boston.h544729.Hotel-Information) ### Flights > [Flights from Township of Woolwich (YKF) to Meaford (YOS)](https://www.expedia.ca/lp/flights/ykf/yos/kitchener-to-owen-sound) > > [Flights from Richmond (YVR) to Las Vegas (LAS)](https://www.expedia.ca/lp/flights/yvr/las/vancouver-to-las-vegas) > > [Flights from Ajnala (ATQ) to Mississauga (YYZ)](https://www.expedia.ca/lp/flights/atq/yyz/sri-guru-ram-das-ji-intl-airport-to-toronto) > > [Flights from La Macaza (YTM) to Dorval (YUL)](https://www.expedia.ca/lp/flights/ytm/yul/mont-tremblant-to-montreal) > > [Flights from Bang Phli (BKK) to Goffs (YHZ)](https://www.expedia.ca/lp/flights/bkk/yhz/bangkok-to-halifax) > > [Flights from Saskatoon (YXE) to Great Falls (GTF)](https://www.expedia.ca/lp/flights/yxe/gtf/saskatoon-to-great-falls) ### Cruise ### Activities ### Packages ### General > [Visit Chicoutimi](https://www.expedia.ca/Saguenay-Chicoutimi.dx6058139)