Title: Gloucester Vacation Home Rentals from CA $361: Search Top Private Vacation Homes for Rent | Expedia.ca [Gloucester Travel Guide](https://expedia.ca/Gloucester.dx8008)[Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d8008.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d8008.Travel-Guide-VacationRentals)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d8008.Travel-Guide-Flights)[Things to do in Gloucester](https://expedia.ca/Things-To-Do-In-Gloucester.d8008.Travel-Guide-Activities)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d8008.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d8008.Destination-Travel-Guides) ![Good Harbor Beach featuring a sunset, a sandy beach and general coastal views](https://images.trvl-media.com/place/553248621532667409/fda0f2a2-9a66-4e87-a0d4-6552f49b1eaf.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Gloucester Vacation Rentals - ![](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 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Gloucester%2C+Massachusetts%2C+United+States+of+America®ionId=8008&latLong=42.611931%2C-70.663589&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Gloucester%2C+Massachusetts%2C+United+States+of+America®ionId=8008&latLong=42.611931%2C-70.663589&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Gloucester%2C+Massachusetts%2C+United+States+of+America®ionId=8008&latLong=42.611931%2C-70.663589&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Gloucester%2C+Massachusetts%2C+United+States+of+America®ionId=8008&latLong=42.611931%2C-70.663589&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Gloucester%2C+Massachusetts%2C+United+States+of+America®ionId=8008&latLong=42.611931%2C-70.663589&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE) ![](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%2FGloucester-Private-Vacation-Homes.d8008-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGloucester-Private-Vacation-Homes.d8008-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Gloucester Hotel Reviews ![Ocean House Hotel at Bass Rocks](https://images.trvl-media.com/lodging/1000000/30000/20500/20461/0ef8d0d4_y.jpg) ### Ocean House Hotel at Bass Rocks 10/10 Excellent "Wonderful view and rooms. " [](https://expedia.ca/Gloucester-Hotels-Ocean-House-Hotel-At-Bass-Rocks.h20461.Hotel-Information) ![DoubleTree by Hilton Boston North Shore](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8_y.jpg) ### DoubleTree by Hilton Boston North Shore 10/10 Excellent "The place is beautiful, pillows are amazing " [](https://expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![Holiday Inn Express Boston - Saugus by IHG](https://images.trvl-media.com/lodging/1000000/30000/24300/24257/10852fb7_y.jpg) ### Holiday Inn Express Boston - Saugus by IHG 10/10 Excellent "The staff was very responsive to an issue we had with the room. The heat controller battery was dead. I walked down to the desk to let them know we have an issue. They immediately called maintenance. He was actually working in the room before I got back to the room" [](https://expedia.ca/Boston-Hotels-Holiday-Inn-Express-Saugus.h24257.Hotel-Information) ![The Wylie Inn and Conference Center at Endicott College](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/e13dffe5_y.jpg) ### The Wylie Inn and Conference Center at Endicott College 10/10 Excellent "The outlet in the bathroom didn’t work" [](https://expedia.ca/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.Hotel-Information) ![avid hotel Boston Logan Airport - Revere by IHG](https://images.trvl-media.com/lodging/48000000/47070000/47060800/47060759/9e2fa929_y.jpg) ### avid hotel Boston Logan Airport - Revere by IHG 10/10 Excellent "Great place" [](https://expedia.ca/Boston-Hotels-Avid-Hotel-Boston-Logan-Airport-Revere.h47060759.Hotel-Information) ![Motel 6 Danvers, MA - Boston North](https://images.trvl-media.com/lodging/1000000/50000/40500/40456/e8ac8fd5_y.jpg) ### Motel 6 Danvers, MA - Boston North 10/10 Excellent "Good" [](https://expedia.ca/Boston-Hotels-Motel-6-Danvers.h40456.Hotel-Information) ![Beauport Hotel Gloucester](https://images.trvl-media.com/lodging/16000000/15380000/15379900/15379825/b4aa533e_y.jpg) ### Beauport Hotel Gloucester 10/10 Excellent "The hotel was absolutely beautiful all decked out for the holidays! All the staff were professional and friendly. The rooms were spotless, and the location perfect. The Beauport is our early December destination for a little self care before Christmas!!!" [](https://expedia.ca/Gloucester-Hotels-Beauport-Hotel-Gloucester.h15379825.Hotel-Information) ![Hawthorne Hotel](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/86a0dacd_y.jpg) ### Hawthorne Hotel 10/10 Excellent "The Hotel was amazing, the staff were great. Perfect location to everything. " [](https://expedia.ca/Boston-Hotels-Hawthorne-Hotel.h28281.Hotel-Information) ![Red Roof Inn PLUS+ Boston - Logan](https://images.trvl-media.com/lodging/1000000/890000/881000/880956/3ad2988c_y.jpg) ### Red Roof Inn PLUS+ Boston - Logan 10/10 Excellent "The room was clean, I don’t know why they have lower rating! Few things missing no gym, no big spacious waiting area." [](https://expedia.ca/Boston-Hotels-Red-Roof-Inn-PLUS-Boston-Logan.h880956.Hotel-Information) ## Find out more about Gloucester ## Gloucester Vacation Homes information | Number of reviews | 286 | | ----------------- | ------------------ | | Accommodation | 539 Vacation Homes | | Lowest Price | CA $361 | | Highest Price | CA $836 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Magnolia ](https://www.expedia.ca/5Star-Magnolia-Gloucester-Hotels.s50-n6340902-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Cheap-Hotels.0-n553248635975257320-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Historic-Hotel.0-n553248635975257320-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Annisquam ](https://www.expedia.ca/Annisquam-Gloucester-Hotels-Honeymoon-Hotels.0-n553248635975257320-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - 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