Title: Wellesley Guest Houses from CA $203 | Expedia.ca [Wellesley Travel Guide](https://expedia.ca/Wellesley.dx7665)[Hotels in Wellesley](https://expedia.ca/Wellesley-Hotels.d7665.Travel-Guide-Hotels)[Vacation Rentals in Wellesley](https://expedia.ca/Wellesley-Vacation-Rentals.d7665.Travel-Guide-VacationRentals)[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) ![](https://mediaim.expedia.com/destination/2/a34447f2f6d32261a17bf6777ddc3e35.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Fun Travelog # Search Guest Houses in Wellesley from CA $203 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=7665&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Wellesley Guest Houses ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/31868feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/074e6f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/4aea60d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/e425e9d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oasis Guest House Fenway–Kenmore 9.6/10 Exceptional (1343) "Would stay again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $176 CA $203 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/0af3b824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Studio, 1 King Bed with Sofa bed, Kitchen](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/67115820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/5ebb4acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 Queen Bed with Sofa bed, Kitchen](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/e742e199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley House Back Bay 9.0/10 Wonderful (1877) "It was a great place to stay,,,we have stayed there 4 times in the past 2 months..." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathleen CA $244 CA $281 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Copley-House.h1482493.Hotel-Information) ![1 bedroom, premium bedding, down comforters, minibar](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/17519ab4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/7eef0e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, Private Bathroom](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/44118475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/baa5f11b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarendon Square South End 9.2/10 Wonderful (247) "In a word: charming" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $435 CA $525 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Boston-Hotels-Clarendon-Square-Bed-Breakfast.h1145270.Hotel-Information) ![Room](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/4b98a457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/c04ca267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/011a3ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/51517f14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacon Inn 1750 Cleveland Circle 7.4/10 Good (748) "Excellent for the price and location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $182 CA $203 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Beacon-Inn-1750.h892946.Hotel-Information) ![King Room @ 1087 Beacon St. ](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/ac883cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/c00ee678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/c580a535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room with Two Double Beds @ 1087 Beacon St. ](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/585503aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacon Inn 1087 Longwood 7.8/10 Good (769) "Great location. Not worth the price though." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $195 CA $218 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Boston-Hotels-Beacon-Inn-1087.h889743.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/48469faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/2e412f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/876e12fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/16d44f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coolidge Corner Guest House Coolidge Corner South Side 8.2/10 Very good (624) "Very pleasant, comfortable stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $224 CA $250 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information) ![Standard Double Room, 1 Double Bed, Shared Bathroom | Private kitchen](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/be00b22a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/d46e29c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/f80ad6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/00fcaaee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil House in Cambridge Strawberry Hill 8.8/10 Excellent (157) "Is very quiet and very clean " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) ALEJANDRO CA $179 CA $205 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Kitty-House-Near-Harvard-Square.h21410883.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/d574c037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/60b0244b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jetted tub](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/940ad6d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, Tempur-Pedic beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/ce84b5b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on the Horse Farm Sudbury 8.0/10 Very good (261) "Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $224 CA $251 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boston-Hotels-The-Inn-On-The-Horse-Farm.h1170159.Hotel-Information) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/a60c0158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Single Room](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/d2e2944d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/4d62b58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, soap, toilet paper](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/4c7c5b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 184 Heath St Jamaica Plain 3.2/10 (33) "It was nice. The room has wi-fi and a kitchen near the living room. There's a pool table. The owner is very nice and respectable. The other guests are quiet and it felt pretty safe. The price was really good. Thank you." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shakari CA $119 CA $222 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Boston-Hotels-184-Heath-St.h114173750.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/d763a41f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/59ef104a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/e08c4325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Room | Bathroom](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/073f41c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ESJACPE GUEST HOUSE Jamaica Plain 2.8/10 (26) "No Toilet paper or towels or soap. Just an old house in Boston that rents rooms. THATS IT. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tim CA $189 CA $345 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Boston-Hotels-ESJACPE-GUEST-HOUSE.h108435179.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-09&endDate=2025-11-10®ionId=7665&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWellesley-Guest-Houses.d7665-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWellesley-Guest-Houses.d7665-aaGuestHouses.Travel-Guide-Accommodation) ## Top Wellesley Hotel Reviews ![Sheraton Boston, a Marriott Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22046/dfa592c9_y.jpg) ### Sheraton Boston, a Marriott Hotel 10/10 Excellent "Everything was great " [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Excellent accommodations centrally located and walking distance to Boston commons and North End. The coffee shop downstairs was amazing— we chose to have breakfast there every day. I will be staying here again next time I return to Boston and would rate this hotel in the top ten I’ve stayed at in the US." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![YOTEL Boston](//images.trvl-media.com/lodging/19000000/18100000/18090400/18090311/245fc311_y.jpg) ### YOTEL Boston 10/10 Excellent "." [](https://expedia.ca/Boston-Hotels-YOTEL-Boston.h18090311.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](//images.trvl-media.com/lodging/1000000/20000/16100/16067/dbccf1fb_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Fantastic, walkable location! Easy access to Newberry Street, Beacon Hill, the riverfront, Back Bay, and Commonwealth Avenue. We even arrived on a redeye and the room was available early so we could go take a nap, which was a lifesaver!" [](https://expedia.ca/Boston-Hotels-Copley-Square-Hotel.h16067.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 "Great location" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Shared bathrooms worked really well. Downstairs area was lovely " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Hilton Boston Park Plaza](//images.trvl-media.com/lodging/1000000/10000/4300/4215/82ab675e_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "They had the only decent black out blinds of the hotels I’ve stayed in. And everyone was so helpful." [](https://expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Club Quarters Hotel Faneuil Hall, Boston](//images.trvl-media.com/lodging/1000000/70000/67000/66938/1b7afb42_y.jpg) ### Club Quarters Hotel Faneuil Hall, Boston 10/10 Excellent "Love the location and staff. " [](https://expedia.ca/Boston-Hotels-Club-Quarters-Hotel-In-Boston.h66938.Hotel-Information) ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Clean and comfortable. Couldn’t watch Netflix or prime video" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ## Find out more about Wellesley ## Wellesley Guest Houses information | Number of reviews | 5,648 | | --- | --- | | Accommodation | 16 Guest Houses | | Lowest Price | CA $203 | | Highest Price | CA $525 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Newton Upper Falls](https://www.expedia.ca/4Star-Newton-Upper-Falls-Boston-Hotels.s40-n138330-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Auburndale](https://www.expedia.ca/Auburndale-Boston-Hotels-Cheap-Hotels.0-n75534-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Auburndale](https://www.expedia.ca/Auburndale-Boston-Hotels-Hotels-With-Hot-Tubs.0-n75534-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Spa Hotels in Auburndale](https://www.expedia.ca/Auburndale-Boston-Hotels-Spa-Hotel.0-n75534-0-tSpaHotel.Travel-Guide-Filter-Hotels) - 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