Title: Eastern Massachusetts Guest Houses | Expedia.ca [Eastern Massachusetts Travel Guide](https://expedia.ca/Eastern-Massachusetts.dx6234158)[Hotels in Eastern Massachusetts](https://expedia.ca/Eastern-Massachusetts-Hotels.d6234158.Travel-Guide-Hotels)[Vacation Rentals in Eastern Massachusetts](https://expedia.ca/Eastern-Massachusetts-Vacation-Rentals.d6234158.Travel-Guide-VacationRentals)[Flights to Eastern Massachusetts](https://expedia.ca/Cheap-Flights-To-Eastern-Massachusetts.d6234158.Travel-Guide-Flights)[Things to do in Eastern Massachusetts](https://expedia.ca/Things-To-Do-In-Eastern-Massachusetts.d6234158.Travel-Guide-Activities)[Eastern Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Massachusetts.d6234158.Car-Rental-Guide)[Eastern Massachusetts Vacation Packages](https://expedia.ca/Eastern-Massachusetts.d6234158.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475473-Boston.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Eastern Massachusetts ![](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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6234158&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Eastern Massachusetts Guest Houses ![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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/ac01edf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Copley House Back Bay 9.0/10 Wonderful (1858) "Great overnight stay especially if visiting Fenway Park" CA $272 CA $313 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/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) ![Economy Double Room, Ensuite](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/f81a74b9.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 (1320) "Excellent staff, shops nearby. " CA $265 CA $304 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/cb9a8399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/0959237c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/29e47360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6170000/6165700/6165614/f546da25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winstead Inn Harwich 9.4/10 Exceptional (125) "Windstead Inn is a beautiful property!! Management was great, let us check in early and our room was upgraded. Would definitely stay again." CA $235 CA $285 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Harwich-Hotels-Winstead-Inn.h6165614.Hotel-Information) ![Traditional Room, 2 Single Beds, Non Smoking, Shared Bathroom](https://images.trvl-media.com/lodging/79000000/78610000/78608000/78608000/e7259192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, 1 King Bed, Non Smoking, Private Bathroom | In-room dining](https://images.trvl-media.com/lodging/79000000/78610000/78608000/78608000/98d5bf2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/79000000/78610000/78608000/78608000/a0ec7c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/79000000/78610000/78608000/78608000/7cd533c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nantucket Guest House Nantucket 9.8/10 Exceptional (41) "Nice clean place to stay on a wonderful island! " CA $167 CA $296 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Nantucket-Hotels-Whalers-Inn.h78608000.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) ![Interior](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/5234a55e.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) ![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 (246) "There was so many options from food to coffee shops. And everthing was in walking distances; only thing i didn't like i ran out of time to explore everything i wanted to" CA $837 CA $1,010 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Boston-Hotels-Clarendon-Square-Bed-Breakfast.h1145270.Hotel-Information) ![Deluxe Room](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/917d85d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/4c83dc34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/dd2fcb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1510000/1501600/1501547/4d21cd15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mercury Hotel Provincetown Provincetown 9.0/10 Wonderful (453) "Beautiful hotel and room, friendly owner, prime location" CA $137 CA $171 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Provincetown-Hotels-The-BeaconLight-Guest-House.h1501547.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d11aa513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d6b2594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed with Sofa bed | Private kitchen](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/d22dc480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 Queen Bed with Sofa bed | Living area](https://images.trvl-media.com/lodging/12000000/11180000/11172600/11172592/27eb2c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lightkeepers Inn Edgartown 9.4/10 Exceptional (201) "Location and neighborhood were quiet residential area outside of main tourist street. " CA $261 CA $291 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Edgartown-Hotels-The-Lightkeepers-Inn.h11172592.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/94673ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/1a7ebe08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/66e942eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/19000000/18640000/18632900/18632862/20c1b933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brass Key Guesthouse - Adults Only Provincetown 9.6/10 Exceptional (427) "Very well maintained property. We had a nice stay." CA $307 CA $351 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Provincetown-Hotels-Brass-Key-Guesthouse-Adults-Only.h18632862.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/2f17f909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/dce02e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/39dc1695.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Queen Waterfront | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9390000/9388100/9388100/bbc95905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Anchor Inn Beach House Provincetown 9.2/10 Wonderful (431) "Can't say enough about the owner Michael and and his staff excellent Great place to stay " CA $301 CA $345 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Provincetown-Hotels-Anchor-Inn-Beach-House.h9388100.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/275b1aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/34b6941a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/29a1e484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34310000/34303200/34303108/9e4ea54e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bradford Provincetown 9.4/10 Exceptional (207) "Amazing staff!!! Very clean and on-site parking. Quick walk to everything. Outside fire pit was a plus! Would stay here again!" CA $243 CA $279 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Provincetown-Hotels-The-Bradford.h34303108.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1180000/1170200/1170159/9d20e578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn on the Horse Farm Sudbury 8.0/10 Very good (258) "Great area, historic. Near restaurants. Able to wander the property. Nice to relax before our journey home." CA $246 CA $275 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Boston-Hotels-The-Inn-On-The-Horse-Farm.h1170159.Hotel-Information) ![Outdoor wedding area](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5982af75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 1 Queen Bed with Sofa bed, Private Bathroom, Partial Ocean View (1 Bdrm. Suite) | View from room](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/5576d037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private Yellowtail House at By the Sea Bed & Breakfast | Private kitchen](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/0ae72b38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Quadruple Room, Private Bathroom, Ocean View (Room 202) | Beach/ocean view](https://images.trvl-media.com/lodging/10000000/9810000/9801600/9801551/7e4e0a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### By the Sea Guests Bed & Breakfast & Suites Dennis Port 9.2/10 Wonderful (184) "Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!" CA $259 CA $337 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Dennis-Port-Hotels-By-The-Sea-Guests-Bed-Breakfast-Suites.h9801551.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/719ceca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/f458ac0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Cottage, Multiple Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/f3e77f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Room | Bathroom](https://images.trvl-media.com/lodging/2000000/1560000/1556000/1555968/79297ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Breeze Inn Hyannis 7.8/10 Good (191) "Property was very conveniently located. Management was very easy to contact and very responsive. We needed a place to stay for a wedding and this was the right price, A/C worked great and quiet." CA $175 CA $200 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Hyannis-Hotels-Sea-Breeze-Inn.h1555968.Hotel-Information) ![Superior Room, 1 Queen Bed | Terrace/patio](https://images.trvl-media.com/lodging/14000000/13340000/13334100/13334022/1a98f42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, 1 Queen Bed](https://images.trvl-media.com/lodging/14000000/13340000/13334100/13334022/b0b750ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13340000/13334100/13334022/5149331d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/14000000/13340000/13334100/13334022/828b3f05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brasswood Inn Provincetown 9.6/10 Exceptional (126) "Loved everything about our stay." CA $298 CA $341 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Provincetown-Hotels-Brasswood-Inn.h13334022.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/1000000/900000/893000/892946/80cba54f.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 (744) "Excellent for the price and location." CA $196 CA $219 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Boston-Hotels-Beacon-Inn-1750.h892946.Hotel-Information) ![Men's 1 double bed, Shared Bathroom](https://images.trvl-media.com/lodging/8000000/7010000/7002700/7002680/3f772c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7010000/7002700/7002680/0185616e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7010000/7002700/7002680/1702ab7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7010000/7002700/7002680/24033722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crew's Quarters Boarding House Caters to Men Provincetown 9.4/10 Exceptional (69) "We are planing to go back again." CA $262 CA $300 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Provincetown-Hotels-Crews-Quarters-Boarding-House-Caters-To-Men.h7002680.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) ![Double Room with One Double Bed and Private Detached Bath @ 1087 Beacon St. | Bathroom](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) ### Beacon Inn 1087 Longwood 8.0/10 Very good (764) "The place was nice and cozy, I did think it was overpriced but very convenient location. " CA $222 CA $248 total includes taxes & fees Oct 12 - Oct 13 [](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) ![Interior](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/876e12fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/6000000/5230000/5227600/5227514/c8acdf30.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) ### Coolidge Corner Guest House Coolidge Corner South Side 8.2/10 Very good (622) "Very pleasant, comfortable stay. " CA $288 CA $322 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/w2388h1514x0y77-1097f3b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/a1cc2110.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Video games, books, video library](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/w2323h1742x204y153-3585a9ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54940000/54935300/54935241/0fb3af2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Estate with salt water pool & pond with kayaks Oak Bluffs CA $3,502 CA $5,452 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Oak-Bluffs-Hotels-Beautiful-Estate-With-Salt-Water-Pool-Pond-With-Kayaks.h54935241.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) ![Exterior](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/4d62b58c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114180000/114173800/114173750/35aa1738.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 3.4/10 (29) "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." CA $119 CA $222 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Boston-Hotels-184-Heath-St.h114173750.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=2025-10-25&endDate=2025-10-26®ionId=6234158&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%2FEastern-Massachusetts-Guest-Houses.d6234158-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FEastern-Massachusetts-Guest-Houses.d6234158-aaGuestHouses.Travel-Guide-Accommodation) ## Top Eastern Massachusetts Hotel Reviews ![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 "This exceeded our expectations, the staff was friendly and helpful and the room was clean and nice! " [](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 "The hotel and rooms were immaculate. Parking was extremely easy. It's right at the harbor, endless entertainment options within walking distance. The restaurant located inside the hotel is more than you'll need for dinner, drinks and great service. " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![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 "Friendly hotel staff outside and in the lobby. All check in desks available for a quick check in. Nice and cozy lobby. " [](https://expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) ![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Clean and quiet room. " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.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 "Great, helpful staff. Clean and quiet room. Location was perfect. " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.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 "Great location when flying out of Boston. If ever back in Boston, I’d definitely stay again " [](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 "GREAT FRONT DESK STAFF" [](https://expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.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 "safe" [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Clean room and staff were awesome." [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ## Find out more about Eastern Massachusetts ## Eastern Massachusetts Guest Houses information | Number of reviews | | | --- | --- | | Accommodation | Guest Houses | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in New England](https://www.expedia.ca/5Star-New-England-Hotels.s50-0-d553248635975748760.Travel-Guide-Filter-Hotels) - [Hotels near Deerfield River](https://www.expedia.ca/Deerfield-River-Hotels.0-l682156682122641408-0.Travel-Guide-Filter-Hotels) - [B&B in Merrimack Valley](https://www.expedia.ca/Merrimack-Valley-Bed-And-Breakfast.d6047671-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Merrimack Valley](https://www.expedia.ca/Merrimack-Valley-Cabins.d6047671-aaCabins.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Merrimack Valley](https://www.expedia.ca/Merrimack-Valley-Hotels-Beach-Hotel.0-0-d6047671-tBeachHotel.Travel-Guide-Filter-Hotels) - 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