Title: Wellesley, MA Guest Houses from $110 | 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 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 two weeks [Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-04-24&endDate=2026-04-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-05-08&endDate=2026-05-10&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=7665&startDate=2026-06-05&endDate=2026-06-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wellesley guest houses ![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) ![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) ![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) ### Bay Village Suites [](https://www.expedia.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) Bay Village 6.6/10 (263 reviews) "For what you pay is a good deal!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel $148 nightly $170 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Rooms-At-Premier-Suites-Bay-Village.h92422919.Hotel-Information) ![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) ![Hallway](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/99ff7575.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 (2,023 reviews) "Fabulous place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea $137 nightly $157 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Copley-House.h1482493.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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/4aea60d6.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) ![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) ### Oasis Guest House [](https://www.expedia.com/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information) Fenway–Kenmore 9.4/10 Exceptional (1,418 reviews) "Very friendly staff, great rooms " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Samuel $147 nightly $169 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Oasis-Guest-House.h1145259.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) ![Exterior detail](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/48469faa.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) ### Coolidge Corner Guest House [](https://www.expedia.com/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information) Coolidge Corner 8.2/10 Very Good (631 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 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.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) ![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) ![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) ### Beacon Inn 1087 [](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1087.h889743.Hotel-Information) Longwood 8.0/10 Very Good (806 reviews) "Nice cozy and quaint little place highly recommend" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher $140 nightly $156 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1087.h889743.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) ![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) ![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) ![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 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Boston-Hotels-Beacon-Inn-1750.h892946.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/2000000/1180000/1170200/1170159/28039a8d.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/d574c037.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 $99 nightly $110 total May 5 - May 6 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) ![Combined shower/tub, soap, toilet paper](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/b0c1d447.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) ### 184 Heath St [](https://www.expedia.com/Boston-Hotels-184-Heath-St.h114173750.Hotel-Information) Jamaica Plain 3.6/10 (48 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 $213 nightly $245 total Apr 10 - Apr 11 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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/e08c4325.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) ### 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 $279 nightly $321 total Apr 10 - Apr 11 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=2026-04-23&endDate=2026-04-24®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 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 8/10 Good "I am not sure what was served for breakfast. We didn’t see anything but apple. " [](https://expedia.com/Boston-Hotels-Midtown-Hotel.h2898.Hotel-Information) ![Omni Parker House ](https://images.trvl-media.com/lodging/1000000/30000/23500/23415/de788f3d_y.jpg) ### Omni Parker House 8/10 Good "The Parker House is a historical property in a great location near Boston Common and the start of the Freedom Trail. However, the property feels old and dated. Hallways aren’t well kept, saw an anima running along the floor one night. Issues with the electricity in the room, could feel static. Main light would not stay on. Overall, a disappointing Omni experience. Would not stay again. " [](https://expedia.com/Boston-Hotels-Boston-Omni-Parker-House-Hotel.h23415.Hotel-Information) ![Hyatt Regency Boston/Cambridge](https://images.trvl-media.com/lodging/1000000/20000/16100/16079/944dfde2_y.jpg) ### Hyatt Regency Boston/Cambridge 10/10 Excellent "Of the places I stayed on my trip this was the nicest. Very clean and comfortable. The amenities were great. A full bistro with excellent service that had coffee, matcha, and breakfast food in the lower level. Upstairs was a full bar with sports on the TV, and a separate full restaurant. The workout room was impressive. Free weights, a full set of machines, cardio equipment, pullup bars, and lots of space. The view of the water outside was also beautiful. The staff was very friendly and helpful. I would stay again for certain and recommend." [](https://expedia.com/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information) ![Arcadian Hotel](https://images.trvl-media.com/lodging/32000000/31100000/31097800/31097754/dc8963ad_y.jpg) ### Arcadian Hotel 8/10 Good "Staff and clean room were the best part! The bathroom toilet randomly ran for 5 seconds because of the Boston water sewage/drainage. It woke me up every hour lol. I went to shower and the shower handle fell off lol! Overall still a good location and a good place to rest the head. " [](https://expedia.com/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) ![Hampton Inn Boston Logan Airport Chelsea](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/2c8d72d1_y.jpg) ### Hampton Inn Boston Logan Airport Chelsea 8/10 Good "Shuttle is very convenient, breakfast good, loved the fresh basket supermarket across the street" [](https://expedia.com/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/f2f31351_y.jpg) ### citizenM Boston North Station 10/10 Excellent "The property is clean and a great location. The staff is very thoughtful and polite. The business facilities are adequate, and the lobby is very comfortable." [](https://expedia.com/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2_y.jpg) ### The Revolution Hotel 10/10 Excellent "We were initially worried about the bathroom situation but it was actually great and cleaned often throughout the day!" [](https://expedia.com/Boston-Hotels-The-Revolution-Hotel.h30080227.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 "Room is simple and clean for a short stay. Younhabe everything you need within walking distance of the hotel. Additionally, they have discounted overnight parking with a local facility. " [](https://expedia.com/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 "N/a" [](https://expedia.com/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ## Find out more about Wellesley ## Wellesley Guest Houses information | Number of reviews | 6,247 | | ----------------- | --------------- | | Accommodation | 16 Guest Houses | | Lowest Price | $110 | | Highest Price | $321 | ## 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) - 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