Title: Wellesley, MA Guest Houses from $133 | Expedia.com [Wellesley Travel Guide](https://expedia.com/Wellesley.dx7665)[Hotels in Wellesley](https://expedia.com/Wellesley-Hotels.d7665.Travel-Guide-Hotels)[Vacation Rentals in Wellesley](https://expedia.com/Wellesley-Vacation-Rentals.d7665.Travel-Guide-VacationRentals)[Flights to Wellesley](https://expedia.com/Cheap-Flights-To-Wellesley.d7665.Travel-Guide-Flights)[Car Rentals in Wellesley](https://expedia.com/Car-Rentals-In-Wellesley.d7665.Car-Rental-Guide)[Wellesley Vacation Packages](https://expedia.com/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_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 Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-04-10&endDate=2026-04-12&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 1 - May 3](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-05-01&endDate=2026-05-03&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 29 - May 31](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-05-29&endDate=2026-05-31&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wellesley guest houses ![Property entrance](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/ff84eaf5.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) ![Economy Single Room, 1 Twin Bed | Iron/ironing board, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/f3a293b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 Queen Bed with Sofa bed, Kitchen | Iron/ironing board, free WiFi, bed sheets, alarm clocks](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/378e85d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley House [](https://www.expedia.com/Boston-Hotels-Copley-House.h1482493.Hotel-Information) Back Bay 9.2/10 Wonderful (2,008 reviews) "Fabulous place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea $144 nightly $166 total Apr 6 - Apr 7 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Copley-House.h1482493.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) ![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.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) Bay Village 6.6/10 (261 reviews) "For what you pay is a good deal!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $163 nightly $187 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/31868feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Economy Double Room, Ensuite | Hypo-allergenic bedding, pillowtop beds, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/fdbe5d3c.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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/5fb2766c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oasis Guest House [](https://www.expedia.com/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information) Fenway–Kenmore 9.4/10 Exceptional (1,413 reviews) "Very friendly staff, great rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel $130 nightly $150 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information) ![King Room @ 1087 Beacon St. | Desk, iron/ironing board, free WiFi, alarm clocks](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/ac883cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room with One Double Bed and Private Detached Bath @ 1087 Beacon St. | Bathroom | Shower, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/880d6c4e.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/890000/889800/889743/c00ee678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacon Inn 1087 [](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1087.h889743.Hotel-Information) Longwood 8.0/10 Very Good (803 reviews) "Nice cozy and quaint little place highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher $119 nightly $133 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1087.h889743.Hotel-Information) ![Property entrance](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/16d44f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/1ed4afcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/c5614d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/48469faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coolidge Corner Guest House [](https://www.expedia.com/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information) Coolidge Corner 8.2/10 Very Good (630 reviews) "Everything about this place was perfect. The house is decorated with a refreshing and consistent theme, the room we stayed in had a comfy bed and good insulation, the bagels and coffee in the morning are delightful, and the hosts who were there until 8pm were very helpful and made everything easy. My girlfriend was visiting from out of town and thanks to these factors we were able to have a fantastic valentines weekend. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tobias $160 nightly $179 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/c04ca267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Room @1750 Beacon St | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/011a3ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room with One Double Bed @ 1750 Beacon St | Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/4b98a457.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 [](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1750.h892946.Hotel-Information) Brookline 7.4/10 Good (760 reviews) "The room was clean and the staffs were nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Xiaoyong $119 nightly $133 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1750.h892946.Hotel-Information) ![Superior Room, 2 Bedrooms, Non Smoking, Connecting Rooms | Desk, laptop workspace, blackout drapes, soundproofing](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/4d5bc25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/2a04752e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/3cdc69ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 2 Bedrooms, Non Smoking, Connecting Rooms | Living area](https://images.trvl-media.com/lodging/22000000/21420000/21410900/21410883/f2977ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil House in Cambridge [](https://www.expedia.com/Boston-Hotels-Kitty-House-Near-Harvard-Square.h21410883.Hotel-Information) Strawberry Hill 8.8/10 Excellent (165 reviews) "Great host and accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Indu $118 nightly $135 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Kitty-House-Near-Harvard-Square.h21410883.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/66e5a396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/2000000/1180000/1170200/1170159/00b94875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/28039a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on the Horse Farm [](https://www.expedia.com/Boston-Hotels-The-Inn-On-The-Horse-Farm.h1170159.Hotel-Information) Sudbury 8.0/10 Very Good (270 reviews) "This was a beautiful place! Great for relaxation, convenient to amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melanie $101 nightly $113 total Apr 3 - Apr 4 Total with taxes and fees [](https://www.expedia.com/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 | Free WiFi](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/7afaca5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Single Room | Free WiFi](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/d2e2944d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, soap, toilet paper](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/4980475e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 184 Heath St [](https://www.expedia.com/Boston-Hotels-184-Heath-St.h114173750.Hotel-Information) Jamaica Plain 3.6/10 (46 reviews) "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 $197 nightly $226 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-184-Heath-St.h114173750.Hotel-Information) ![Classic Room | Free WiFi](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/acd5adfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Free WiFi](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/b86cf453.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) ### ESJACPE GUEST HOUSE [](https://www.expedia.com/Boston-Hotels-ESJACPE-GUEST-HOUSE.h108435179.Hotel-Information) Jamaica Plain 2.8/10 (28 reviews) "Thanks I liked my stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina $259 nightly $298 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-04-16&endDate=2026-04-17®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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWellesley-Guest-Houses.d7665-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWellesley-Guest-Houses.d7665-aaGuestHouses.Travel-Guide-Accommodation) ## Top Wellesley Hotel Reviews ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Didn't even realize there was a breakfast bar." [](https://expedia.com/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg) ### Omni Parker House 4/10 Poor "Good: Clean room, comfortable bed, good location. Staff are very friendly and addressed concerns promptly. Bad: VERY thin walls, can literally hear conversation's and alarm clocks next to you. Plumbing might be an issue as second day we were there, strong odor from bathroom smelt like sewer plant. " [](https://expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![The Midtown Hotel MOD Collection by Sonesta](https://images.trvl-media.com/lodging/1000000/10000/2900/2898/e1e25d35_y.jpg) ### The Midtown Hotel MOD Collection by Sonesta 10/10 Excellent "Place is great super close to everything breakfast is weakkkk though, it’s only like bagged muffins and oj but hey it’s free 10/10 would stay again " [](https://expedia.com/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Harborside Inn Of Boston](https://images.trvl-media.com/lodging/1000000/210000/202900/202814/f403d96c_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "The staff greeting was welcoming and informative - room comfortable and clean with out the over use of notable chemicals - loved the bed and extra pillows - the restaurant food lovely but music a bit loud - bartender skilled - location perfect to see and do much " [](https://expedia.com/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Hyatt Regency Boston](https://images.trvl-media.com/lodging/1000000/20000/17900/17845/866dc285_y.jpg) ### Hyatt Regency Boston 6/10 Okay "Our room was a junior suite next to some kind of machine room so we would hear loud humming and clanking noises through the night. The shower was not good, it was like sprinkling with zero to no pressure. The staff was very good though. " [](https://expedia.com/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Exceptionally kind staff" [](https://expedia.com/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/57348ff5_y.jpg) ### citizenM Boston Back Bay 8/10 Good "Room was great, ipad plug in didnt work so ipad always dying, 4th floor hall carpets were dirty, gym was closed due to construction. Ironing station was down the hall, little water in it, a learning curve to use. Not one glass in the roon.Reilly was very nice at front desk. The rest of staff aloof. Did not eat " [](https://expedia.com/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.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 10/10 Excellent "The room was very clean and comfortable. Staff were very gracious, helpful and accommodating. The location seemed further away from the airport than was advertised on Expedia." [](https://expedia.com/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.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 "Clean rooms. Wonderful staff. Easy to get to airport " [](https://expedia.com/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ## Find out more about Wellesley ## Wellesley Guest Houses information | Number of reviews | 6,068 | | ----------------- | --------------- | | Accommodation | 16 Guest Houses | | Lowest Price | $133 | | Highest Price | $298 | ## Frequently asked questions ### What is the nightly rate for a guest house in Wellesley? ### What's the difference between a Wellesley guest house and a B&B? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Boston Hotels ](https://www.expedia.com/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Hotels near Wellesley Square Station ](https://www.expedia.com/Wellesley-Square-Station-Hotels.d6210868.Travel-Guide-Hotels) - [Hotels near Wellesley College ](https://www.expedia.com/Wellesley-College-Hotels.0-l6091825-0.Travel-Guide-Filter-Hotels) - [Hotels near Babson Park ](https://www.expedia.com/Babson-Park-Boston-Hotels.0-n183318-0.Travel-Guide-Filter-Hotels) - 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