Title: Winthrop, MA Condos for Rent | Expedia.com [Winthrop Travel Guide](https://expedia.com/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.com/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[Vacation Rentals in Winthrop](https://expedia.com/Winthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Flights to Winthrop](https://expedia.com/Cheap-Flights-To-Winthrop.d175875.Travel-Guide-Flights)[Things to do in Winthrop](https://expedia.com/Things-To-Do-In-Winthrop.d175875.Travel-Guide-Activities)[Car Rentals in Winthrop](https://expedia.com/Car-Rentals-In-Winthrop.d175875.Car-Rental-Guide)[Winthrop Vacation Packages](https://expedia.com/Winthrop.d175875.Destination-Travel-Guides) ![Historic Water Tower at the coast in Winthrop Head in town of Winthrop, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/175875/0fab3468-aede-4870-9973-b6fa1f9d84fc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 26 - Jun 28](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 24 - Jul 26](https://www.expedia.com/Hotel-Search?regionId=175875&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winthrop condo rentals ![Exterior](https://images.trvl-media.com/lodging/108000000/107990000/107987000/107986920/1620a08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107990000/107987000/107986920/470d7dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/108000000/107990000/107987000/107986920/590d6596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107990000/107987000/107986920/51c583a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coastal Charm: Lobster Châto [](https://www.expedia.com/Boston-Hotels-Coastal-Charm-Lobster-Chato.h107986920.Hotel-Information) Swampscott 8.4/10 Very Good (6 reviews) "Beautiful house & views," ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Suzanne P. $545 nightly $583 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Coastal-Charm-Lobster-Chato.h107986920.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/68ef654d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/15d25d69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/60cad7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106890000/106882600/106882526/6cc5c42e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish home next to train to Boston, near Salem [](https://www.expedia.com/Stylish-Home-Next-To-Train-To-Boston.h106882526.Hotel-Information) Wakefield 9.4/10 Exceptional (6 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex c. $330 nightly $368 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Stylish-Home-Next-To-Train-To-Boston.h106882526.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763861/127156b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763861/c73fcc45.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/79000000/78770000/78763900/78763861/151e1632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763861/a9ded59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥ [](https://www.expedia.com/Boston-Hotels-Historic-Studio-Minutes-To-SalemBeaches-Old-Town-Marblehead-Private-Parking.h78763861.Hotel-Information) Marblehead Historic District 10/10 Exceptional (72 reviews) "Super convenient location; quaint old building; spacious apartment with comfortable bed, seating, and well appointed kitchen and bath. Easy checkin, checkout, and access. Thanks for a great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara D. $213 nightly $238 total Apr 13 - Apr 14 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Historic-Studio-Minutes-To-SalemBeaches-Old-Town-Marblehead-Private-Parking.h78763861.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w903h683x60y0-08da216e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w505h683x260y0-fe4c31f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w904h683x60y0-cc071546.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/96000000/95480000/95470700/95470643/w906h683x60y0-b8c24bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking [](https://www.expedia.com/Boston-Hotels-Boston-2bd-King-Bed-Near-Harvard.h95470643.Hotel-Information) Ward Two 9.8/10 Exceptional (20 reviews) "Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric D. $325 nightly $363 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Boston-2bd-King-Bed-Near-Harvard.h95470643.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/34f7d1af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/b759d1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/23ae2928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21310000/21301300/21301292/157d62e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lg suite for up to 8 ppl/3 floor [](https://www.expedia.com/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl3-Floor.h21301292.Hotel-Information) Dorchester 9.6/10 Exceptional (16 reviews) "We enjoyed our time at the Guesthouse. The place was clean, comfortable and spacious. Muny was always very responsive. We would definitely stay here again if we return to Boston. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie E. $306 nightly $351 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl3-Floor.h21301292.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78070000/78069400/78069315/ff0c0d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78070000/78069400/78069315/9d309006.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/79000000/78070000/78069400/78069315/3ee4a137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78070000/78069400/78069315/d0bd9452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Three Bedroom Condo - Near Boston [](https://www.expedia.com/Boston-Hotels-Modern-Three-Bedroom-Condo-Near-Boston.h78069315.Hotel-Information) stoneham 9.0/10 Wonderful (10 reviews) "Stayed at this property for a little over a week. Property is in good shape, location is convenient. Host is very responsive to questions. Highly recommend this property" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brendan D. $493 nightly $522 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Modern-Three-Bedroom-Condo-Near-Boston.h78069315.Hotel-Information) ![TV, video games](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/24c04e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/57a58639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/68d68b59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109550000/109549400/109549335/373c48fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Back-Bay Upscale Central Condo Bos Common Downtown [](https://www.expedia.com/Boston-Hotels-Back-Bay-Upscale-Central-Condo-Bos-Common-Downtown.h109549335.Hotel-Information) Bay Village 10/10 Exceptional (10 reviews) "Everything went smoothly with booking, checking in and checking out. Unit was as nice as the description and photos." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Helen C. $714 nightly $819 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Back-Bay-Upscale-Central-Condo-Bos-Common-Downtown.h109549335.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96740000/96735900/96735817/w903h683x60y0-60fc025a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/97000000/96740000/96735900/96735817/w509h683x257y0-dfaaed96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96740000/96735900/96735817/w903h683x60y0-1aa8d117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96740000/96735900/96735817/w904h683x60y0-10173540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Salem Chic - 3 Bedroom w/ Parking [](https://www.expedia.com/Boston-Hotels-Downtown-Salem-Chic.h96735817.Hotel-Information) Salem 10/10 Exceptional (5 reviews) "Check in went very smooth and kitchen was well stocked with everything needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justin R. $349 nightly $390 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Downtown-Salem-Chic.h96735817.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/122000000/121280000/121274600/121274557/bae9ad93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121280000/121274600/121274557/82393db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121280000/121274600/121274557/29adffae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121280000/121274600/121274557/ea1de69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom condo in marvelous Marblehead with hidden patio [](https://www.expedia.com/Boston-Hotels-Charming-1-Bedroom-Condo-In-Marvelous-Marblehead-With-Hidden-Patio.h121274557.Hotel-Information) Marblehead Historic District 10/10 Exceptional (3 reviews) "Darling apartment - perfectly located close to shops and restaurants in downtown Marblehead. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren P. $249 nightly $278 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Charming-1-Bedroom-Condo-In-Marvelous-Marblehead-With-Hidden-Patio.h121274557.Hotel-Information) ![Smart TV, computer monitors, printers](https://images.trvl-media.com/lodging/116000000/115820000/115817400/115817302/ed95f9ef.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/116000000/115820000/115817400/115817302/a6fed9c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115820000/115817400/115817302/w405h182x0y359-6e3226e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115820000/115817400/115817302/ae086a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom condo in delightful Chelsea with WiFi, AC [](https://www.expedia.com/Boston-Hotels-Charming-2-Bedroom-Condo-In-Delightful-Chelsea-With-WiFi.h115817302.Hotel-Information) Chelsea 10/10 Exceptional (2 reviews) "Very happy with our stay here! The place was clean, warm, and comfortable. I really appreciated the easy check in/out procedures. I loved that we weren’t expected to complete a long list of cleaning tasks before checking out. Crib, pack n play, and high chair were available which is awesome for traveling with a baby. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amna S. $419 nightly $468 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Charming-2-Bedroom-Condo-In-Delightful-Chelsea-With-WiFi.h115817302.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72620000/72612400/72612302/5ffeb434.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/73000000/72620000/72612400/72612302/7125f8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/73000000/72620000/72612400/72612302/275d54b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72620000/72612400/72612302/b790839c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Salem - Park & Play Modern 3 Bedroom [](https://www.expedia.com/Salem-Hotels-Downtown-Salem-Park-Play-Modern-3-Bedroom.h72612302.Hotel-Information) Salem 10/10 Exceptional (63 reviews) "This was a truly wonderful property - clean, generously stocked, perfect location and attentive owner" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie G. $382 nightly $427 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Salem-Hotels-Downtown-Salem-Park-Play-Modern-3-Bedroom.h72612302.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/6d195cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/6d0631d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/ce13f62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122120000/122110400/122110307/7b35e7cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eastie Gem: Taste of local life by the waterfront, airport and train [](https://www.expedia.com/Boston-Hotels-Eastie-Gem-Taste-Of-Local-Life-By-The-Waterfront.h122110307.Hotel-Information) East Boston $466 nightly $536 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Eastie-Gem-Taste-Of-Local-Life-By-The-Waterfront.h122110307.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/105000000/104950000/104940600/104940575/da352403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104950000/104940600/104940575/a725697d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104950000/104940600/104940575/87c3cc99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/105000000/104950000/104940600/104940575/6ed7be25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern, Spacious Condo, minutes to downtown Salem, Private Parking on Site! [](https://www.expedia.com/Boston-Hotels-Modern.h104940575.Hotel-Information) Salem 10/10 Exceptional (12 reviews) "Such a wonderful spot, super clean and spacious within walking distance of downtown Salem! The beds were so comfortable and the bathroom was fully stocked. We loved our stay and appreciated the ease of check-in. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mallory M. $521 nightly $582 total May 1 - May 2 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Modern.h104940575.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124540000/124535900/124535820/7ca7ebea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124540000/124535900/124535820/e1c28682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124540000/124535900/124535820/423da6bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124540000/124535900/124535820/ab2da61d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable 1-bedroom apartment in welcoming Cambridge [](https://www.expedia.com/Boston-Hotels-Adorable-1-Bedroom-Apartment-In-Welcoming-Cambridge.h124535820.Hotel-Information) North Cambridge $288 nightly $329 total Apr 16 - Apr 17 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Adorable-1-Bedroom-Apartment-In-Welcoming-Cambridge.h124535820.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/125000000/124470000/124467100/124467075/dc18e02c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/125000000/124470000/124467100/124467075/d5cd0ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/125000000/124470000/124467100/124467075/9bbedffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/125000000/124470000/124467100/124467075/53e937f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prestigious Milton Designer Home [](https://www.expedia.com/Boston-Hotels-Prestigious-Milton-Designer-Home.h124467075.Hotel-Information) Milton $570 nightly $603 total Apr 8 - Apr 9 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Prestigious-Milton-Designer-Home.h124467075.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/1fc7939d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/de6d5a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/0742f486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104530000/104521000/104520937/f74ad51d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large victorian home 15 mins from downtown lots of local restaurants and bars [](https://www.expedia.com/Boston-Hotels-Large-Victorian-Home-15-Mins-From-Downtown-Lots-Of-Local-Restaurants-And-Bars.h104520937.Hotel-Information) Mattapan 8.4/10 Very Good (7 reviews) "The house was as advertised as far as what was seen in the pictures. Some of the light bulbs/fixtures were not operational, but the house as a whole was very clean and accommodating. Communication with the host was quick and straightforward. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Myles H. $1,136 nightly $1,305 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Large-Victorian-Home-15-Mins-From-Downtown-Lots-Of-Local-Restaurants-And-Bars.h104520937.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/e53a97d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/7347d3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/fde4bc74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21320000/21318100/21318003/007ceb16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lg suite for up to 8 ppl/2 floor [](https://www.expedia.com/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl2-Floor.h21318003.Hotel-Information) Dorchester 10/10 Exceptional (12 reviews) "It was a perfect location for our daily plans. The owner was very responsive to our needs " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary P. $312 nightly $358 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl2-Floor.h21318003.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/52c2c3ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/7faf20a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/8b817fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78480000/78474400/78474311/5218f838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovely Two Bedroom Condo in South Boston [](https://www.expedia.com/Boston-Hotels-Lovely-Two-Bedroom-Condo-In-South-Boston.h78474311.Hotel-Information) South Boston 8.0/10 Very Good (7 reviews) "Very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul A. $529 nightly $578 total Apr 4 - Apr 5 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Lovely-Two-Bedroom-Condo-In-South-Boston.h78474311.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/119000000/118290000/118280900/118280814/a8ef66d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/119000000/118290000/118280900/118280814/08a8fbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118290000/118280900/118280814/1a7a53b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/119000000/118290000/118280900/118280814/bf3ff12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier 3BR&2BA • 1700sqft • Heart of Downtown Boston [](https://www.expedia.com/Boston-Hotels-Charming-3br2ba-In-The-Best-Location-Of-Boston-Downtown.h118280814.Hotel-Information) Downtown Boston 10/10 Exceptional (4 reviews) "Excellent in every aspect! Thoroughly enjoyed our stay there! Great rental!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James T. $936 nightly $1,076 total Apr 30 - May 1 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Charming-3br2ba-In-The-Best-Location-Of-Boston-Downtown.h118280814.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21320000/21318000/21317934/78b4a0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21320000/21318000/21317934/4ae52d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/22000000/21320000/21318000/21317934/37d4a60a.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/22000000/21320000/21318000/21317934/2637a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lg Suite for up to 8 ppl/1 floor [](https://www.expedia.com/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl1-Floor.h21317934.Hotel-Information) Dorchester 9.0/10 Wonderful (14 reviews) "Great place! Plenty of room, clean, and well kept. Very close to a ton of stuff to see and do. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marley B. $343 nightly $394 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Lg-Suite-For-Up-To-8-Ppl1-Floor.h21317934.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.com/Hotel-Search?startDate=2026-04-17&endDate=2026-04-18®ionId=175875&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CONDO) Villas [](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=VILLA) Cottages [](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=COTTAGE) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Winthrop%2C+Massachusetts%2C+United+States+of+America®ionId=175875&latLong=42.377819%2C-70.981132&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=HOUSE_BOAT) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Condos.d175875-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Condos.d175875-aaCondos.Travel-Guide-Accommodation) ## Top Winthrop Hotel Reviews ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2_y.jpg) ### The Revolution Hotel 2/10 Terrible "ight" [](https://expedia.com/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/dc8963ad_y.jpg) ### Arcadian Hotel 10/10 Excellent "Great hotel, friendly & accommodating staff. I would definitely stay here again! " [](https://expedia.com/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![Hampton Inn Boston Logan Airport Chelsea](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/2c8d72d1_y.jpg) ### Hampton Inn Boston Logan Airport Chelsea 8/10 Good "Clean room, staff were friendly and helpful, breakfast was buffet style and always available. I just didn't like the noise from outside the facility but I still slept okay" [](https://expedia.com/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/c254df3c_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "We had a great stay, the valets were the absolute best, such nice guys!" [](https://expedia.com/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "We had an enjoyable experience. Room was nice, bed was comfortable, shower worked great. They have a vcr and dvd player in the room with a bookshelf full of movies to choose from (located downstairs). My only complaint was they do not have bags/liners for the ice bucket. Easy walk to Quincy Market, the ferry, tours, etc. overall, it was pleasant and we would definitely stay here again. " [](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351_y.jpg) ### citizenM Boston North Station 10/10 Excellent "This was the most beautiful, aesthetically pleasing hotel I have ever stayed in, no lie! The rooms are very modern and upscale with a nice view. The whole layout of the hotel, from the cafe, to the book shelves (which was the best part) and the bar was very nice. Using the ipad to remote control everything in the room, including the curtains and shower was fantastic. My doctors are in Boston, so I will routinely need to travel to Boston to make my appts. I have already decided to make this hotel my getaway spot. Thank you for a really nice stay!!" [](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/d1e2c1a3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "This hotel is clean, the staff are friendly - just a great experience every time I stay here." [](https://expedia.com/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Great concept- loved the tech controlled room." [](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Close to the airport. Shuttle ran when needed. Professional staff. " [](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ## Find out more about Winthrop ## Winthrop Condo Rentals information | Number of reviews | 241 | | ----------------- | ----------------- | | Accommodation | 172 Condo Rentals | | Lowest Price | $238 | | Highest Price | $1,305 | ## Frequently asked questions ### How much do condos in Winthrop cost? ### How many condos are there in Winthrop? ### Why book your condo in Winthrop with Expedia? ### How can I find cheap condos in Winthrop? ### What is there to do in Winthrop near my condo? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Logan Intl. ](https://www.expedia.com/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels) - [Hotels near Downtown Boston ](https://www.expedia.com/Downtown-Boston-Boston-Hotels.0-n6340396-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Boston ](https://www.expedia.com/Boston-Hotels-Cheap-Hotels.0-0-d178239-tCheapHotels.Travel-Guide-Filter-Hotels) - 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