Title: Wellesley Vacation Rentals from CA $241: Short-Term Rentals for 2026 | Expedia.ca [Wellesley Travel Guide](https://expedia.ca/Wellesley.dx7665)[Hotels in Wellesley](https://expedia.ca/Wellesley-Hotels.d7665.Travel-Guide-Hotels)[Flights to Wellesley](https://expedia.ca/Cheap-Flights-To-Wellesley.d7665.Travel-Guide-Flights)[Wellesley Car Rentals](https://expedia.ca/Car-Rentals-In-Wellesley.d7665.Car-Rental-Guide)[Wellesley Vacation Packages](https://expedia.ca/Wellesley.d7665.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wellesley vacation rentals ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/130000/122600/122540/14b08573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/130000/122600/122540/55956bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/130000/122600/122540/75e4e60b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/130000/122600/122540/f51256b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marriott Vacation Club® at Custom House, Boston [](https://www.expedia.ca/Boston-Hotels-Marriott-Vacation-Club-Pulse-At-Custom-House.h122540.Hotel-Information) Downtown Boston 9.4/10 Exceptional (623 reviews) "Hotel is in the perfect area to go to Faneuil hall as well as to the north end everything’s in walking distance multiple restaurants you can eat high-end or very inexpensive fun time for all" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cathy CA $453 CA $520 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Boston-Hotels-Marriott-Vacation-Club-Pulse-At-Custom-House.h122540.Hotel-Information) ![Lobby lounge](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/a3189863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/6a31a5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/f4b1b0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22790000/22788600/22788576/8bc05b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Global Luxury Suites Downtown Boston [](https://www.expedia.ca/Boston-Hotels-Global-Luxury-Suites-Downtown-Boston.h22788576.Hotel-Information) Chinatown 8.0/10 Very good (672 reviews) "Everything was great about this place! I will definitely be staying here again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda CA $205 CA $297 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Boston-Hotels-Global-Luxury-Suites-Downtown-Boston.h22788576.Hotel-Information) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124120000/124111600/124111553/197fe0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124120000/124111600/124111553/5f4e159e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124120000/124111600/124111553/595ecb90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/125000000/124120000/124111600/124111553/34ef7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apt in Historic Lynn Neighborhood: 2 Mi to Beach! [](https://www.expedia.ca/Boston-Hotels-Apt-In-Historic-Lynn-Neighborhood-2-Mi-To-Beach.h124111553.Hotel-Information) Lynn CA $92 CA $419 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Boston-Hotels-Apt-In-Historic-Lynn-Neighborhood-2-Mi-To-Beach.h124111553.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) ![Exterior](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/aa08e294.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) ![Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92430000/92423000/92422919/41f2434e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Village Suites [](https://www.expedia.ca/Boston-Hotels-Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) Bay Village 6.6/10 (257 reviews) "This is a convenient property, close to the T and the Common. You will need to be able to walk up some narrow stairs, and adjust to sharing a common bathroom. I met the owner while he was shoveling snow after the nor'easter, and he could not have been nicer! Great value for the money, fairly quiet and I would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Louise CA $148 CA $241 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Boston-Hotels-Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) ![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/c5a347c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/fe7b7432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/493440cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/125000000/124400000/124390600/124390547/dd8f16a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Furnished Apartment near BMC [](https://www.expedia.ca/Boston-Hotels-Furnished-Apartment-Near-BMC.h124390547.Hotel-Information) South End 6.0/10 (1 review) CA $274 CA $505 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Boston-Hotels-Furnished-Apartment-Near-BMC.h124390547.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) ![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) ![Interior entrance](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/90989604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89760000/89756300/89756238/978ddac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 245 Newbury St [](https://www.expedia.ca/Boston-Hotels-245-Newbury-St.h89756238.Hotel-Information) Back Bay 8.2/10 Very good (160 reviews) "Great location, clean and great 😌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine [](https://www.expedia.ca/Boston-Hotels-245-Newbury-St.h89756238.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) ![Staircase](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/05b3d150.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/b842dcd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio (Unit 7)](https://images.trvl-media.com/lodging/90000000/89670000/89660600/89660519/2fc6bbd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 40 Temple St [](https://www.expedia.ca/Boston-Hotels-40-Temple-St.h89660519.Hotel-Information) Beacon Hill 7.6/10 Good (104 reviews) "Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jordan Elizabeth Marie CA $191 CA $346 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Boston-Hotels-40-Temple-St.h89660519.Hotel-Information) ![1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up)](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/c0328429.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 Double Room](https://images.trvl-media.com/lodging/46000000/45800000/45791600/45791512/f8b6e982.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) ### Temple Place Suites [](https://www.expedia.ca/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information) Downtown Boston 7.2/10 Good (341 reviews) "Great location for this property. Definitely a low frills sort of place but such a convenient location-within walking distance from the Amtrak station. Convenient to pretty much anywhere you want to get to in Boston. Easy walk to Boston Common, Newbury Street, Beacon Hill, North End. Management was very responsive when we checked in and noted there was an issue with the heat and we needed a few more towels and sheets for the sofa bed. Some great options for food really close by. It was nice... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Anne CA $149 CA $258 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Boston-Hotels-Temple-Place-Suites.h45791512.Hotel-Information) ![Deluxe Double Room, Shared Bathroom](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/w851h480x0y0-8b426c44.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/w837h480x0y0-3c5d7594.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) ![Deluxe Double Room](https://images.trvl-media.com/lodging/77000000/76170000/76165700/76165648/a3efc44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Premier Suites - Bay Village [](https://www.expedia.ca/Boston-Hotels-Premier-Suites-Bay-Village.h76165648.Hotel-Information) Bay Village 6.2/10 (261 reviews) "Clean room, good location, check in check out easily!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HIEN T CA $148 CA $241 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Boston-Hotels-Premier-Suites-Bay-Village.h76165648.Hotel-Information) ![Luxury Suite 2 | Living area](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/040aa257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, Egyptian cotton sheets, premium bedding, minibar](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/7363ccac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/57a8e10a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite | Living area](https://images.trvl-media.com/lodging/104000000/103780000/103772900/103772852/0e47251d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Monty Boston [](https://www.expedia.ca/Boston-Hotels-The-Monty-Boston.h103772852.Hotel-Information) Downtown Boston 9.6/10 Exceptional (35 reviews) "The best stay ever " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $810 CA $1,167 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Boston-Hotels-The-Monty-Boston.h103772852.Hotel-Information) ![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) ![Staircase](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/w6052h4023x0y0-a9f7e4a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/96000000/95350000/95348100/95348090/2ec5ebb4.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) ### Maverick Suites at 28 Fenway [](https://www.expedia.ca/Boston-Hotels-28-Fenway.h95348090.Hotel-Information) Fenway–Kenmore 8.6/10 Excellent (340 reviews) "Good place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elijah CA $137 CA $293 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Boston-Hotels-28-Fenway.h95348090.Hotel-Information) ![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/f70f107d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/5963d5b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch TV with satellite channels](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/bbc07a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/89000000/88180000/88179900/88179829/6bdc1239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 400 Columbus Ave [](https://www.expedia.ca/Boston-Hotels-400-Columbus-Avenue.h88179829.Hotel-Information) South End 7.4/10 Good (136 reviews) "I couldn’t quite get the plug in stove to work. But overall it was an alright stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Myah CA $141 CA $289 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Boston-Hotels-400-Columbus-Avenue.h88179829.Hotel-Information) ![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/w1438h1080x242y0-a59fde2a.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/e3ac04a5.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 [](https://www.expedia.ca/Boston-Hotels-The-Chester.h105955992.Hotel-Information) South End 8.8/10 Excellent (29 reviews) "This was a perfect stay. Exactly how described. Highly recommend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Yanmarie CA $177 CA $449 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Boston-Hotels-The-Chester.h105955992.Hotel-Information) ![Premium Studio Suite](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/ffbbd281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Elite Studio | Living area](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/12d64f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Studio Suite](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/1327e38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Studio](https://images.trvl-media.com/lodging/23000000/22220000/22214100/22214064/c76735bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charlesgate Suites [](https://www.expedia.ca/Boston-Hotels-The-Gryphon-House.h22214064.Hotel-Information) Fenway–Kenmore 9.4/10 Exceptional (202 reviews) "New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brian CA $237 CA $509 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Boston-Hotels-The-Gryphon-House.h22214064.Hotel-Information) ![Family Apartment | Living area](https://images.trvl-media.com/lodging/117000000/116430000/116429200/116429159/54c6a801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Apartment | Private kitchen](https://images.trvl-media.com/lodging/117000000/116430000/116429200/116429159/513ed366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/117000000/116430000/116429200/116429159/937d9d0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/117000000/116430000/116429200/116429159/d512d14c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 bd 2 ba Unit [](https://www.expedia.ca/Boston-Hotels-3-Bd-2-Ba-Unit.h116429159.Hotel-Information) East Somerville CA $490 CA $753 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Boston-Hotels-3-Bd-2-Ba-Unit.h116429159.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/37cdd40c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/08d8edd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/90000000/89430000/89420300/89420220/ba4c8c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 89 Marion [](https://www.expedia.ca/Boston-Hotels-89-Marion.h89420220.Hotel-Information) Coolidge Corner 8.4/10 Very good (274 reviews) "The room was very clean and perfectly sized for a solo traveler for several nights." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valeri CA $151 CA $292 total includes taxes & fees Apr 21 - Apr 22 [](https://www.expedia.ca/Boston-Hotels-89-Marion.h89420220.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/cbb3b9b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Individually decorated, individually furnished, laptop workspace](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/f964d018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/79000000/78430000/78423000/78422939/c849e9a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maverick Suites at 402 Columbus Ave [](https://www.expedia.ca/Boston-Hotels-402-Columbus-Ave.h78422939.Hotel-Information) South End 8.0/10 Very good (69 reviews) "Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan [](https://www.expedia.ca/Boston-Hotels-402-Columbus-Ave.h78422939.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/115000000/114400000/114397800/114397715/fa86d68e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/115000000/114400000/114397800/114397715/f88c4e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/115000000/114400000/114397800/114397715/7e22c4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/115000000/114400000/114397800/114397715/5e32bb52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Furnished Apartments near Encore Boston [](https://www.expedia.ca/Boston-Hotels-Furnished-Apartments-Near-Encore-Boston.h114397715.Hotel-Information) Everett 8.8/10 Excellent (13 reviews) "The apartment was nice and very spacious. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $208 CA $387 total includes taxes & fees Mar 26 - Mar 27 [](https://www.expedia.ca/Boston-Hotels-Furnished-Apartments-Near-Encore-Boston.h114397715.Hotel-Information) ![Indoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/c68f569b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/742d229a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/606054a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/60000000/59300000/59296500/59296491/a5dc30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Global Luxury Suites East Boston [](https://www.expedia.ca/Boston-Hotels-Global-Luxury-Suites-East-Boston.h59296491.Hotel-Information) East Boston 7.0/10 Good (185 reviews) "Perfect location, professional staff, great parking arrangement " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joli [](https://www.expedia.ca/Boston-Hotels-Global-Luxury-Suites-East-Boston.h59296491.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=2026-04-08&endDate=2026-04-09®ionId=7665&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.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Wellesley%2C+Massachusetts%2C+United+States+of+America®ionId=7665&latLong=42.296799%2C-71.292389&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CABIN) ![](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%2FWellesley-Vacation-Rentals.d7665.Travel-Guide-VacationRentals)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWellesley-Vacation-Rentals.d7665.Travel-Guide-VacationRentals) ## Top Wellesley Hotel Reviews ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "This was a great affordable stay!! It is very small but you get what you’re paying for. The staff was very nice and considerate. There was a random sock in the drawer under the bed so i know housekeeping doesn’t look super through. Also our ipad didn’t work in the room so we couldn’t use some features but I wasn’t in the room enough for that to matter. The decorations in the hotel were so pretty!! Overall a great experience I would stay again." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351_y.jpg) ### citizenM Boston North Station 6/10 Okay "The room was extremely small. The king sized bed was the entire width of the room, and it was situated with one side up against the window and the top and bottom were against the walls. This left only one side of the bed available for use. If 2 people are in the bed and someone needs to use the bathroom in the night they will have to crawl across the other person. The bed was kind of uncomfortable as well, though I admit I am pretty picky and prefer a soft bed. There were a lot of common areas in the lobby which were absolutely essential because of the tiny size of the room. The breakfast was very good, though a little on the expensive side. The location was very convenient because it is right at North Station so taking the train into town and seeing an event at TD Gardens was great. The staff was helpful and friendly. The place was clean. I am only giving it 3 stars because of the tiny sized room and the uncomfortable bed. For the record we are a middle aged couple and have come to expect certain comforts. The other 2 couples traveling with us are both younger (millennials) and they really liked the “vibes” of the place. Overall it’s a good option if you’re doing something at the garden, but personally if I had it to do again, I would take the half mile walk to stay at the Hilton because they have the best beds." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "My stay at this hotel was good. Good location good staff good size rooms. I did not get to eat in the kitchen but staff was able to warm my left over food in the kitchen with no issues. Overall a great experience i will definitely book again." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](https://images.trvl-media.com/lodging/1000000/70000/67000/66938/0c21f6a5_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "Quiet and comfortable room in a great location. Room was smaller but cleanliness, service, and value were excellent." [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Sheraton Boston, a Marriott Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22046/19346b33_y.jpg) ### Sheraton Boston, a Marriott Hotel 10/10 Excellent "Perfect for work space and big lobby" [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.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 "PERFECT" [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Hilton Boston Logan Airport](https://images.trvl-media.com/lodging/1000000/290000/281600/281536/7fd62fb9_y.jpg) ### Hilton Boston Logan Airport 8/10 Good "Very convenient - would highly recommend if you are flying in/out of Logan. " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg) ### Omni Parker House 10/10 Excellent "Good location!" [](https://expedia.ca/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 4/10 Poor "Room was clean. Bathroom sink was not draining well. Took 40 minutes to get our car, which made us late for an appointment. On arrival was told we had a $30 credit from Expedia to use for breakfast or dinner at the restaurant. We decided to have breakfast but was charged $75.00\. After several phone calls was told the person was wrong who told us about the credit and there was nothing they could do. Eventually offered a $15 credit. Extremely pissed. Not good service at all. " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ## Find out more about Wellesley You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded. As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wellesley. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do. ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Wellesley ### 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 Wellesley ](https://expedia.ca/Wellesley-Apartments.d7665-aaApartments.Travel-Guide-Accommodation) - [Vacation Homes in Wellesley ](https://expedia.ca/Wellesley-Private-Vacation-Homes.d7665-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Condo Rentals in Wellesley ](https://expedia.ca/Wellesley-Condos.d7665-aaCondos.Travel-Guide-Accommodation) - [Aparthotels in Wellesley ](https://expedia.ca/Wellesley-Apart-Hotels.d7665-aaApartHotels.Travel-Guide-Accommodation) - [Cottages in Wellesley ](https://expedia.ca/Wellesley-Cottages.d7665-aaCottages.Travel-Guide-Accommodation) - [B&B in Wellesley ](https://expedia.ca/Wellesley-Bed-And-Breakfast.d7665-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Wellesley ](https://expedia.ca/Wellesley-Guest-Houses.d7665-aaGuestHouses.Travel-Guide-Accommodation) - [Houseboats in Wellesley ](https://expedia.ca/Wellesley-Houseboats.d7665-aaHouseboats.Travel-Guide-Accommodation) - [Motels in Wellesley ](https://expedia.ca/Wellesley-Motels.d7665-aaMotels.Travel-Guide-Accommodation) - [Hostels in Wellesley ](https://expedia.ca/Wellesley-Hostels.d7665-aaHostels.Travel-Guide-Accommodation) - [Villas in Wellesley ](https://expedia.ca/Wellesley-Villas.d7665-aaVillas.Travel-Guide-Accommodation) - [Residences in Wellesley ](https://expedia.ca/Wellesley-Residences.d7665-aaResidences.Travel-Guide-Accommodation) - [Inns in Wellesley ](https://expedia.ca/Wellesley-Inns.d7665-aaInns.Travel-Guide-Accommodation) - [Farmstay in Wellesley ](https://expedia.ca/Wellesley-Agritourism.d7665-aaAgritourism.Travel-Guide-Accommodation) ## Frequently asked questions ### Can I find vacation rentals in Wellesley? ### What are some of the best vacation rentals that Wellesley has to offer? ### How many vacation rentals are there in Wellesley? ### What can I see and do in Wellesley? ### What are vacation rentals like in Wellesley? ![](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. 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