Title: Winthrop Vacation Home Rentals from CA $221: Search Top Private Vacation Homes for Rent | Expedia.ca [Winthrop Travel Guide](https://expedia.ca/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.ca/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[Vacation Rentals in Winthrop](https://expedia.ca/Winthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Flights to Winthrop](https://expedia.ca/Cheap-Flights-To-Winthrop.d175875.Travel-Guide-Flights)[Winthrop Car Rentals](https://expedia.ca/Car-Rentals-In-Winthrop.d175875.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.ca/Winthrop.d175875.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/00c104233e6cc3bc913173c8db96161d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Winthrop Vacation Rentals ![](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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winthrop Vacation Homes ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/92000000/91890000/91883700/91883617/fdae0986.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91890000/91883700/91883617/77e10a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91890000/91883700/91883617/26c85723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91890000/91883700/91883617/18f16ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchors Away Inn 2 Br Apt 1 min walk to the Beach King & Queen Bayside 9.8/10 Exceptional (14) "Great property, clean, close to a baseball field which we loved. Super close to a beautiful beach that our kids enjoyed skim boarding and swimming in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Candice C. CA $237 CA $560 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Hull-Hotels-Newly-Renovated-2-Br-Apt-1-Min-Walk-To-The-Beach-King-Queen.h91883617.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/45768c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/w1023h766x1y0-cf3908d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/8c1fc383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/c235c7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW 2BR Historic Marblehead Home+Minutes to Beach Marblehead 10/10 Exceptional (16) "We really enjoyed our stay! Rachel is a very attentive host and the house was adorable and clean. Cute bar with good food walking distance from the house. We would absolutely book again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanti M. CA $204 CA $578 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-NEW-2BR-Historic-Marblehead-HomeMinutes-To-Beach.h106919387.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72590000/72583900/72583807/b65b5f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/73000000/72590000/72583900/72583807/db6adb3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, travel crib](https://images.trvl-media.com/lodging/73000000/72590000/72583900/72583807/3c584a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72590000/72583900/72583807/a74bf231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 383 - 3BR - Quincy Chic House near Adams Park Quincy 9.6/10 Exceptional (43) "This property is outstanding! My family and I love staying there! Very clean, cozy, peaceful, and beautiful home. The host kept us updated from start to finish, also recommend great place to eat and visit. We will definitely stay there again when we visit Boston!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Keith CA $189 CA $484 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-383-Spacious-NEW-Townhouse-5-Beds-3-Baths-20To-Boston.h72583807.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115980000/115977800/115977790/391131e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115980000/115977800/115977790/a9b43217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115980000/115977800/115977790/8e4710e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/116000000/115980000/115977800/115977790/73ef80e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom building in delightful Hull with ocean view Nantasket Beach 9.6/10 Exceptional (5) "Great place to stay we had a great time the host was awesome and easy to communicate with thank you for a wonderful weekend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bruce V. CA $167 CA $350 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boston-Hotels-Charming-2-Bedroom-Building-In-Delightful-Hull-With-Ocean-View.h115977790.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/c6ab1483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/3634414f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/479bdcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66850000/66847100/66847031/8e9f1637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous Beacon Hills Studio next to State house Beacon Hill 9.8/10 Exceptional (29) "great room and better location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jonathan C. CA $278 CA $532 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Boston-Hotels-Gorgeous-Beacon-Hills-Studio-Next-To-State-House.h66847031.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/367fea3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/w4320h3285x0y3-6304351e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, toilet paper](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/6eb23938.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91040000/91037000/91036903/a5a995c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hidden Gem right in the city of Boston! Hyde Park 9.6/10 Exceptional (24) "We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) TIARA V. CA $181 CA $549 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boston-Hotels-Lovely-Apartment-In-The-City-Of-Boston.h91036903.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348125/c278c655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348125/ec6bccff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348125/aed89af6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89350000/89348200/89348125/df75ce66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy House close to TUFTS, Harvard, MIT 3BR South Medford 9.6/10 Exceptional (15) "Great stay and as advertised. Beds were very comfortable, unit was very clean, and ideal location for visiting Medford area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael C. CA $229 CA $664 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boston-Hotels-Cozy-House-Close-To-TUFTS.h89348125.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163946/fae63c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163946/495ac5ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163946/25b3110a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114170000/114164000/114163946/w1318h979x1y19-315608be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming garden level 1 bedroom 1 bath apartment in Brockton Brockton 7.6/10 Good (7) "Easy to find, very comfortable, clean and convenient" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David W. CA $114 CA $221 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Brockton-Hotels-Charming-Garden-Level-1-Bedroom-1-Bath-Apartment-In-Brockton.h114163946.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95480000/95470400/95470379/w905h683x60y0-7801e8ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95480000/95470400/95470379/1855b0ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95480000/95470400/95470379/w508h683x258y0-a8fa3b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95480000/95470400/95470379/w505h683x260y0-7adb1468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking Ward Two 9.8/10 Exceptional (9) "Nice visit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nate P. CA $199 CA $486 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Boston-Hotels-Boston-2Bd-Kg-Qn-Bds-Entire-Unshared-Space-Near-Harvard.h95470379.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119591900/119591835/39520f1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119600000/119591900/119591835/cf94f7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119600000/119591900/119591835/e9db7005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/120000000/119600000/119591900/119591835/cc587a3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR3Bth Entire House/Steps to Downtown & TD Garden North End 10/10 Exceptional (2) "Clean and bright throughout, host was great with timely responses to all inquiries. Maybe not the best for young children bc of the all the stairs (which are beautiful btw)." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Margaret S. CA $453 CA $926 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Boston-Hotels-3BR3Bth-Entire-HouseSteps-To-Downtown-TD-Garden.h119591835.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119350000/119344500/119344472/7f6ccdbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119350000/119344500/119344472/f6324cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119350000/119344500/119344472/30d75e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119350000/119344500/119344472/a10a9df4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 17 - 4BR Randolph - Cozy Single House Randolph 10/10 Exceptional (2) "It was a cozy and clean home with everything needed to accommodate your stay. My family and young nephews had a great time here and I’d recommend it to anyone looking to visit Boston" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas P. CA $201 CA $606 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-17-4BR-Randolph-Cozy-House.h119344472.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/w1080h811x0y117-bd3eed84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/7193f2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/01b2b6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/w1080h810x0y90-f3b39e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Hill top 2BR Near Boston & Salem Lynn CA $139 CA $289 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Boston-Hotels-Beautiful-Hill-Top-2BR-Near-Boston-Salem.h90002621.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356322/4e78abd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356322/5baa1037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356322/d31760c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121360000/121356400/121356322/de0c9fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy apartment in Watertown Watertown CA $190 CA $244 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Cozy-Apartment-In-Watertown.h121356322.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/ff7cf345.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/f35ca463.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/89000000/88190000/88181300/88181254/c22239a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88190000/88181300/88181254/8d910532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy three-bedroom home close to Boston Braintree 10/10 Exceptional (41) "The house was just what we needed and the stay was super simple. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris B. CA $296 CA $655 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Cozy-Three-Bedroom-Home-Close-To-Boston.h88181254.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119610000/119606700/119606604/1746deb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119610000/119606700/119606604/ff072308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119610000/119606700/119606604/9c3c2eb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119610000/119606700/119606604/245bd76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking South Medford 10/10 Exceptional (2) "Clean rooms and comfortable beds " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) camilo r. [](https://www.expedia.ca/Boston-Hotels-Cozy-4BR-Home-By-Tufts-W-Subway-Access-To-Downtown.h119606604.Hotel-Information) ![Fishing](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/ada37513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/7448f059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/c726431e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Brackett Cottage) | Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/4fb450b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brackett Cottage Marblehead 10/10 Exceptional (2) "Beautiful Home very clean and staff was very attentive to any needs or any comfort we needed,communication was A+ I highly recommend this beautiful home " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristal CA $240 CA $753 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Brackett-Cottage.h60237490.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/680f9013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/3f610880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/5c46b0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/0e189791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire 4BR 2 Bath Home l Minutes to Downtown Salem Salem 10/10 Exceptional (15) "Stayed here with the family for a wedding and then stuck around a couple days to see the sights. Wonderful location since we were able to walk almost everywhere we wanted to go. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy B. CA $247 CA $672 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Boston-Hotels-Entire-4BR-2-Bath-Home-L-Minutes-To-Downtown-Salem.h108237439.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88780000/88776200/88776185/6289bb45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/89000000/88780000/88776200/88776185/6c00db87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88780000/88776200/88776185/ba630c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/89000000/88780000/88776200/88776185/1e057046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright & Stylish Coastal Retreat in Marblehead Historic Center w Parking! Marblehead 10/10 Exceptional (27) "Charming property just 10 minutes away from Salem! Perfect size for 4 people. Great communication with the host, easy check in, and exactly what we needed for a weekend getaway. I would definitely stay here again and look forward to visiting Salem and Marblehead again in the future!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Katerina CA $339 CA $611 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-Coastal-Guesthouse-In-Historic-Marblehead.h88776185.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/b36f4003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/533a6460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/b6751ce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/78d87ee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*Spooky 2BR Halloween|HocusPocus|Parking+Downtown Salem 9.2/10 Wonderful (46) "Very clean, comfortable, with cute decor. 3 minute walk from an excellent bakery and coffee shop that serves breakfast sandwiches, we walked there every morning. Also close to the beach. Neighborhood was quiet. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kristen M. CA $278 CA $544 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Boston-Hotels-New-Spooky-2Br-LayerDowntownSalemFREEParking.h92713152.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/116000000/115710000/115700500/115700458/25dce854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115710000/115700500/115700458/866efe79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115710000/115700500/115700458/bbaf5b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115710000/115700500/115700458/d6a26cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spectacular Ocean Sunsets I Pet Friendly Weymouth 10/10 Exceptional (2) "We had a wonderful stay in this beautiful spot!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura A. CA $301 CA $649 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Boston-Hotels-Spectacular-Ocean-Sunsets-I-Pet-Friendly.h115700458.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=2025-11-12&endDate=2025-11-13®ionId=175875&adults=2&lodging=VACATION_HOME&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%2FWinthrop-Private-Vacation-Homes.d175875-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Private-Vacation-Homes.d175875-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winthrop Hotel Reviews ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "I enjoying the hotel. Lots of dining options within walking distance. " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The staff was super friendly, clean rooms, very neat hotel, walkable to several things in the city, subway stop right outside. Neighborhood was safe and quiet. Will definitely stay again. " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![The Arcadian Hotel](//images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 10/10 Excellent "All good, thanks!" [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "We always choose the CitizenM hotel when staying in Boston. The staff are always the best! The rooms are modern, sleek, and the tech integrations in the room are so fun. Control your lights, curtains, tv, schedule cleaning, all from your built in ipad. Delicious food and beverages. Convenient location. 10/10!" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "Good" [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great service id totally come again! I wish I got a little bit of a bigger room but everything else was 10/10 th valet guys are really great also! " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg) ### YOTEL Boston 10/10 Excellent "Very aestheticly pleasing. " [](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Didn't have breakfast " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ## Find out more about Winthrop ## Winthrop Vacation Homes information | Number of reviews | 283 | | --- | --- | | Accommodation | 603 Vacation Homes | | Lowest Price | CA $221 | | Highest Price | CA $926 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Guest Houses in Airport Station](https://www.expedia.ca/Airport-Station-Guest-Houses.d6210594-aaGuestHouses.Travel-Guide-Accommodation) - [Resorts in Airport Station](https://www.expedia.ca/Airport-Station-Resort-Hotels.d6210594-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Beachmont Station](https://www.expedia.ca/Beachmont-Station-Hotels.d6210604.Travel-Guide-Hotels) - 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[Flights from Victoria (YYJ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyj/bos/victoria-to-boston) - [Flights from St. John's (YYT) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyt/bos/st-johns-to-boston) - [Flights from Toronto (YYZ) to Boston (BOS)](https://www.expedia.ca/lp/flights/yyz/bos/toronto-to-boston) - [Visit Orient Heights](https://www.expedia.ca/Boston-Orient-Heights.dx142091) - [Revere Beach](https://www.expedia.ca/Revere-Beach-Boston.d6171946.Vacation-Attraction) - [Rental cars Logan Intl. airport](https://www.expedia.ca/Car-Rentals-In-Logan-Intl.d5459778.Car-Rental-Guide) - [Car rentals near Orient Heights](https://www.expedia.ca/Car-Rentals-In-Orient-Heights.d142091.Car-Rental-Guide) - [Things to do in Boston](https://www.expedia.ca/Things-To-Do-In-Boston.d178239.Travel-Guide-Activities) - [Book Vacation Homes in Winthrop on Expedia.com](https://www.expedia.com/Winthrop-Private-Vacation-Homes.d175875-aaPrivateVacationHomes.Travel-Guide-Accommodation)