Title: Rockland Guest Houses from CA $161 | Expedia.ca [Hotels in Rockland](https://expedia.ca/Rockland-Hotels.d6339.Travel-Guide-Hotels)[Vacation Rentals in Rockland](https://expedia.ca/Rockland-Vacation-Rentals.d6339.Travel-Guide-VacationRentals)[Rockland Car Rentals](https://expedia.ca/Car-Rentals-In-Rockland.d6339.Car-Rental-Guide)[Rockland Vacation Packages](https://expedia.ca/Rockland.d6339.Destination-Travel-Guides) ![Dingys floating by the dock. At Rockport Massachusetts ](https://images.trvl-media.com/place/6339/7fcf114d-01ce-46f4-a0d4-cbb6ed66a43d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Janine Edmondson # Search Guest Houses in Rockland from CA $161 - ![](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 [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6339&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Rockland 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) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1490000/1482500/1482493/ac01edf4.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) ![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) ### Copley House Back Bay 9.0/10 Wonderful (1919) "Fantastic place to stay and visit Boston." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Poorvajan [](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) ![Lobby](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145259/074e6f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oasis Guest House Fenway–Kenmore 9.4/10 Exceptional (1388) "Lovely stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Hilary [](https://www.expedia.ca/Boston-Hotels-Oasis-Guest-House.h1145259.Hotel-Information) ![Premium bedding, down comforters, minibar, individually decorated](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/17519ab4.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) ![Property amenity](https://images.trvl-media.com/lodging/2000000/1150000/1145300/1145270/7eef0e7d.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) ### Clarendon Square South End 9.2/10 Wonderful (249) "In a word: charming" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.ca/Boston-Hotels-Clarendon-Square-Bed-Breakfast.h1145270.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) ![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) ![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) ![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 (779) "Staff was the best, led me directly to where to park and upgraded me to another room available. The room was extremely spacious with a nice tv and fireplace. The property appears to be a former home divided and has a very homely feel. Stayed one night to attend an event nearby, and was able to leave my car to take public transit to and from the event. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyle CA $144 CA $161 total includes taxes & fees Dec 15 - Dec 16 [](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) ![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/6000000/5230000/5227600/5227514/876e12fc.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 (625) "Very pleasant, comfortable stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valerie CA $174 CA $194 total includes taxes & fees Jan 9 - Jan 10, 2026 [](https://www.expedia.ca/Boston-Hotels-Coolidge-Corner-Guest-House.h5227514.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) ![Reception](https://images.trvl-media.com/lodging/1000000/900000/893000/892946/51517f14.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) ### Beacon Inn 1750 Brookline 7.4/10 Good (758) "A little older but great location and very nice staff. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marc CA $144 CA $161 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Boston-Hotels-Beacon-Inn-1750.h892946.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 (40) "👍" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Musa CA $69 CA $164 total includes taxes & fees Dec 23 - Dec 24 [](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 | Private kitchen](https://images.trvl-media.com/lodging/109000000/108440000/108435200/108435179/f937a2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ESJACPE GUEST HOUSE Jamaica Plain 2.8/10 (27) "Thanks I liked my stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristina CA $87 CA $226 total includes taxes & fees Dec 23 - Dec 24 [](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=2025-12-24&endDate=2025-12-25®ionId=6339&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%2FRockland-Guest-Houses.d6339-aaGuestHouses.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FRockland-Guest-Houses.d6339-aaGuestHouses.Travel-Guide-Accommodation) ## Top Rockland Hotel Reviews ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Absolutely. Yes to all. Above and beyond " [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![citizenM Boston North Station](https://images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "The room was clean. Purs had a few slight repairs that needed to be fixex." [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Staff is amazing! If it wasnt for the warm and lovely personalities we would stay at our usual at the Godfrey.... love the vibes and cleanliness of the place.... will be our go to for our family ❤️ 😍 " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Wyndham Boston Beacon Hill](https://images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "Staff is very friendly and accommodating. Room was clean and the bed was comfortable. Breakfast was very good." [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.Hotel-Information) ![The Charles Hotel](https://images.trvl-media.com/lodging/1000000/20000/15900/15861/66098bc6_y.jpg) ### The Charles Hotel 10/10 Excellent "Every aspect was wonderful! The rooms was spotless and cozy, food in restaraunt was exceptional and staff could not have been more accommodating!! " [](https://expedia.ca/Boston-Hotels-The-Charles-Hotel.h15861.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Comfortable bed, close to everything, very friendly and accommodating staff!" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "Lovely hotel, clean room, incredibly comfortable bed, great breakfast, kind staff. That's all I ask for. " [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![Omni Boston Hotel at the Seaport](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "Rooms were ready early" [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg) ### Boston Harbor Hotel 10/10 Excellent "Clean room, great staff, excellent food, great location " [](https://expedia.ca/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information) ## Find out more about Rockland ## Rockland Guest Houses information | Number of reviews | 5,415 | | ----------------- | --------------- | | Accommodation | 13 Guest Houses | | Lowest Price | CA $161 | | Highest Price | CA $226 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - 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