Title: Winthrop Vacation Rentals from CA $232: Short-Term Rentals for 2025 | Expedia.ca [Winthrop Travel Guide](https://expedia.ca/Winthrop.dx175875)[Hotels in Winthrop](https://expedia.ca/Winthrop-Hotels.d175875.Travel-Guide-Hotels)[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 In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=175875&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Winthrop ![Exterior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/w1290h862x0y967-2fc8b3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/93be9494_edited_8248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/07eb4687.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109520000/109516700/109516646/w1290h1720x0y538-0115c67f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1bedroom Apt with WiFi, AC in fabulous Winthrop Boston Airport Beaches Winthrop 9.0/10 Wonderful (2) "Great location and wonderful hosts! Would definitely recommend to anyone staying in the Boston area. " CA $125 CA $295 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Boston-Hotels-Charming-1bedroom-Apt-With-WiFi.h109516646.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/9850f50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Onsite parking](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/38630422.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/70000000/69770000/69769900/69769871/9232456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69769900/69769871/w4032h3022x0y0-a3d8c82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa de Los Clarey Boston Airport Beaches Off Street Parking Available Winthrop 10/10 Exceptional (50) "Felt like home! Perfect location. Convenient to the city and to the beaches. " CA $263 CA $513 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Boston-Hotels-Casa-De-Los-Clarey-Boston-Airport-Beaches-Off-Street-Parking-Available.h69769871.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/1ef9c385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/4028f869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/35000000/34010000/34008400/34008386/0fb2b8d6.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/35000000/34010000/34008400/34008386/856970cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fun houseboat. Walk to Boston attractions WIFI Boston 9.8/10 Exceptional (84) "Great communication and location " CA $197 CA $691 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-Fun-Houseboat-Walk-To-Boston-Attractions-Wifi.h34008386.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/f1020738.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/7f48f825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/b6e4f3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/23000000/22440000/22434600/22434545/c3555a6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep Charlestown 9.8/10 Exceptional (197) "We were there for our daughter's graduation and the location was perfect - short uber from Logan and quick trips to Cambridge. would defintely do it again." CA $190 CA $736 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-Houseboat-In-Boston-Harbor-Wifi-AC-Heat-Be-Rocked-To-Sleep.h22434545.Hotel-Information) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/55a7f850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/7e78cb5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/a6a4dfac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/aa08e294.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Village Suites Bay Village 6.4/10 (233) "Great location nice neighborhood " CA $150 CA $246 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) ![Deluxe Studio](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5a1c0f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/f74aa0fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/5c22409f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment, 1 Double Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/342a0357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Temple Place Suites Downtown Boston 7.0/10 Good (286) "Very convenient place to stay, near transportation and waking distance to historic points and shopping. " CA $150 CA $262 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/2e7614de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker, paper towels](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/a0babb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/3f6f337b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/7f1f7cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 245 Newbury St Back Bay 8.2/10 Very good (149) "Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library" CA $198 CA $357 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-245-Newbury-St.h89756238.Hotel-Information) ![Apartment, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/07b376b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/8315a4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/b61106da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/cbb3b9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 402 Columbus Ave South End 8.0/10 Very good (63) "Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. " CA $129 CA $277 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-402-Columbus-Ave.h78422939.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/0dd63623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Studio (Unit 9) | Private kitchen](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/41ff46e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio (Unit 7) | Terrace/patio](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/44b2972c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Studio (Unit 12) | Private kitchen](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/1068f50a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 40 Temple St Beacon Hill 7.4/10 Good (97) "Great location " CA $189 CA $346 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-40-Temple-St.h89660519.Hotel-Information) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w837h480x0y0-3c5d7594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w843h480x0y0-ebedf864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, Shared Bathroom](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/b3807f6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room | Living area](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/1df69efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Suites - Bay Village Bay Village 6.4/10 (231) "Clean room, good location, check in check out easily!" CA $150 CA $246 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Premier-Suites-Bay-Village.h76165648.Hotel-Information) ![City Studio](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/4cdc32d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment | Living area](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/2d8ce635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/w1437h1080x242y0-1fcb4236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Apartment](https://images.trvl-media.com/lodging/106000000/105960000/105956000/105955992/677325f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chester Hotel South End 8.6/10 Excellent (24) "The property was spacious and clean. We enjoyed our stay!" CA $250 CA $538 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-The-Chester.h105955992.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77820000/77813500/77813434/d47fdedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77820000/77813500/77813434/196f1b47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/78000000/77820000/77813500/77813434/eba1763d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77820000/77813500/77813434/697aa8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Central 1brm in North End Boston North End 9.4/10 Exceptional (23) "Great location near the Old North Church and the Freedom Trail. Only a couple of blocks from the harbor. The host is very responsive and accommodating. " CA $267 CA $581 total includes taxes & fees Nov 15 - Nov 16 [](https://www.expedia.ca/Boston-Hotels-Prime-Central-1brm-In-North-End-Boston.h77813434.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116540000/116537400/116537383/37f2eb5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/117000000/116540000/116537400/116537383/738160a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116540000/116537400/116537383/6ebb8036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Billiards](https://images.trvl-media.com/lodging/117000000/116540000/116537400/116537383/c9747f65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alyx at EchelonSeaport-715 Seaport District [](https://www.expedia.ca/Boston-Hotels-The-Alyx-At-EchelonSeaport-715.h116537383.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/38511c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/f782cc4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/975d5cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/90000000/89810000/89806200/89806138/217e8a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Location Studio In Downtown Boston Downtown Boston 10/10 Exceptional (1) "In town to celebrate a special event." CA $219 CA $388 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Boston-Hotels-Best-Location-Studio-In-Downtown-Boston.h89806138.Hotel-Information) ![Deluxe Studio Suite (2nd Floor - Unit 202)](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/aa77b438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/b68b988b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/5e51303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/w6052h4023x0y0-a9f7e4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 28 Fenway Fenway–Kenmore 8.8/10 Excellent (300) "Great location" CA $161 CA $322 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-28-Fenway.h95348090.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) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763861/9dd306c8.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78770000/78763900/78763861/ba0817f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥ Marblehead 10/10 Exceptional (68) "I was beyond impressed with my stay here in Marblehead! As a solo traveler, I felt safe in this Vrbo property. Everything was beyond clean, access was easy, and having a dedicated parking spot was amazing. It was the perfect place to stay!" CA $116 CA $340 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Boston-Hotels-Historic-StudioMinutes-To-SalemBeachesOld-Town-MarbleheadPrivate-Parking.h78763861.Hotel-Information) ![1 bedroom, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/6c93d22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/46009615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/w1437h1080x242y0-c02bd6a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106220000/106214600/106214507/4892f77f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chester: Penthouse One Bedroom South End 10/10 Exceptional (2) "Absolutely loved my stay. Great location, beautiful place. Clean and bright. We will be back!" CA $298 CA $594 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boston-Hotels-The-Chester-Penthouse-One-Bedroom.h106214507.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/385a9f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/240d30d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually furnished, desk, iron/ironing board, free cribs/infant beds](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/144e4d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23400000/23391100/23391094/bf66e8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway Fenway–Kenmore 8.8/10 Excellent (271) "Easy check in and clean property with in unit laundry" CA $264 CA $312 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-Sonder-Pierce-Boston.h23391094.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/41817f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/dbc356e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/56552ba9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/398cbf5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 89 Marion Coolidge Corner South Side 8.4/10 Very good (260) "Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. " CA $150 CA $293 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Boston-Hotels-89-Marion.h89420220.Hotel-Information) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/56692a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/492d50de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, toaster](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/4140283f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92510000/92502800/92502721/9660e3ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern North End Studio North End 9.2/10 Wonderful (7) "Really cute, clean, and awesome location!" CA $281 CA $581 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boston-Hotels-Modern-North-End-Studio.h92502721.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=2025-10-30&endDate=2025-10-31®ionId=175875&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Vacation-Rentals.d175875.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinthrop-Vacation-Rentals.d175875.Travel-Guide-VacationRentals) ## Top Winthrop Hotel Reviews ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Fantastic " [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.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 "Location is very convenient to theatre district for a venue I was attending. Hotel is very clean and the staff is polite and welcoming. The restaurant, Ruka, is wonderful. " [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Every was fine" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Arcadian Hotel](//images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/f8ad7683_y.jpg) ### The Arcadian Hotel 10/10 Excellent "I had an amazing time at the arcadian, it was nice and clean and the interior decor/lobby was beautiful. Easy to walk to a center where theres plenty of food and shopping!" [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "Very modern, nice interior and very helpful staff location is excellent too " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.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 "Will definitely stay here again!" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Wonderful area and great hotel. " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Fast check in very convenient exactly what you need it for. Well decorated" [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.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 "Great hotel. Perfect. " [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ## Find out more about Winthrop **Everything you need to know about** **Winthrop** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winthrop vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winthrop vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Winthrop vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Winthrop. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winthrop vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winthrop vacation rentals we have selected for you start as low as CA $232 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Winthrop rentals** At Expedia, we put the best Winthrop vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Winthrop rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winthrop vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winthrop. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Winthrop ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Apartments in Winthrop](https://expedia.ca/Winthrop-Apartments.d175875-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in Winthrop](https://expedia.ca/Winthrop-Private-Vacation-Homes.d175875-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Winthrop](https://expedia.ca/Winthrop-Condos.d175875-aaCondos.Travel-Guide-Accommodation) - [Cottages in Winthrop](https://expedia.ca/Winthrop-Cottages.d175875-aaCottages.Travel-Guide-Accommodation) - [B&B in Winthrop](https://expedia.ca/Winthrop-Bed-And-Breakfast.d175875-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Aparthotels in Winthrop](https://expedia.ca/Winthrop-Apart-Hotels.d175875-aaApartHotels.Travel-Guide-Accommodation) - [Guest Houses in Winthrop](https://expedia.ca/Winthrop-Guest-Houses.d175875-aaGuestHouses.Travel-Guide-Accommodation) - [Houseboats in Winthrop](https://expedia.ca/Winthrop-Houseboats.d175875-aaHouseboats.Travel-Guide-Accommodation) - [Hostels in Winthrop](https://expedia.ca/Winthrop-Hostels.d175875-aaHostels.Travel-Guide-Accommodation) - [Motels in Winthrop](https://expedia.ca/Winthrop-Motels.d175875-aaMotels.Travel-Guide-Accommodation) - [Inns in Winthrop](https://expedia.ca/Winthrop-Inns.d175875-aaInns.Travel-Guide-Accommodation) - [Villas in Winthrop](https://expedia.ca/Winthrop-Villas.d175875-aaVillas.Travel-Guide-Accommodation) - [Farmstay in Winthrop](https://expedia.ca/Winthrop-Agritourism.d175875-aaAgritourism.Travel-Guide-Accommodation) - [Lodges in Winthrop](https://expedia.ca/Winthrop-Lodges.d175875-aaLodges.Travel-Guide-Accommodation) - [Residences in Winthrop](https://expedia.ca/Winthrop-Residences.d175875-aaResidences.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find a vacation rental in Winthrop? > Yes, we offer vacation rentals where you'll be only 3.7 mi (6 km) from New England Aquarium, giving you a more secluded option to escape the hustle and bustle. Visitors to Winthrop speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the cafes and waterfront during your trip. ### What are some of the best vacation home rentals in Winthrop? > [Casa Castor • Private Room 1](https://www.expedia.ca/Boston-Hotels-Casa-Castor-Private-Room-1.h117976393.Hotel-Information): This vacation home rental near Winthrop has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. ### How many vacation rentals are there in Winthrop? > With 4 Expedia vacation rentals, you're sure to find just the right place for your Winthrop stay. ### What can I see and do in Winthrop? > Boston Harbor Islands State Park and Winthrop Beach are a couple of lovely local spots to get outside and enjoy nature. Other popular places to visit in the area include New England Aquarium and TD Garden. ### What are vacation rentals like in Winthrop? > Vacation rentals are privately owned properties you can stay in for a couple days or more in Winthrop. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)