Title: Gloucester Vacation Home Rentals from CA $257: 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 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [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 months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Gloucester Vacation Homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89050000/89049500/89049479/83771005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89050000/89049500/89049479/c30e8458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89050000/89049500/89049479/a4fa831e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89050000/89049500/89049479/5b9516eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanside Village Home~Private Fenced Yard~Reserved Parking Gloucester 9.6/10 Exceptional (9) "House was nice, with a great back yard. Just a short walk to beautiful rocks overlooking the ocean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeri S. CA $104 CA $451 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Gloucester-Hotels-NEW-Oceanside-Village-HomePrivate-Fenced-Yard.h89049479.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/117000000/116370000/116361800/116361775/2ed4b044.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116370000/116361800/116361775/70ecd134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116370000/116361800/116361775/746ef2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116370000/116361800/116361775/c2c44c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8 Gloucester 10/10 Exceptional (6) "We stayed at this house for a week. Great location, quiet neighborhood, beds were confortable and communication with the host was great. We would definitely stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Am B. CA $290 CA $725 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Gloucester-Hotels-3BR-OceanviewTownhouse-I-Walk-To-Downtown-L-Sleeps-8.h116361775.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89440000/89436500/89436417/a80a0230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89440000/89436500/89436417/387f866c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/90000000/89440000/89436500/89436417/2940f86f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/90000000/89440000/89436500/89436417/36b75607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit Gloucester 9.6/10 Exceptional (10) "We loved cooking on the antique stove and hanging out in the sun room. It was a cozy spot close to all the activities in Rockport." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allyson Y. CA $184 CA $552 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Gloucester-Hotels-NEW-Antique-CottagePRIVATE-SAUNABeachTrails.h89436417.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/45768c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/c235c7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/8c1fc383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/c225b5b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Historic Marblehead Home+Minutes to Beach Marblehead 10/10 Exceptional (18) "Enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary D. CA $118 CA $469 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Boston-Hotels-NEW-2BR-Historic-Marblehead-HomeMinutes-To-Beach.h106919387.Hotel-Information) ![House (Plovers Nest) | Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/304759e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Plovers Nest) | Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/595c4d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Plovers Nest) | Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/f53c6b49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Plovers Nest) | Private kitchen](https://images.trvl-media.com/lodging/71000000/70870000/70860500/70860484/d6b80f1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Plovers Nest Newburyport 10/10 Exceptional (2) "Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anat [](https://www.expedia.ca/Newburyport-Hotels-Plovers-Nest.h70860484.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/7eb3584c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/79c810f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/ec67d43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/2bbdd877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck! Rockport 10/10 Exceptional (35) "This is a great place to stay! It was super clean and comfy. I would go back! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda C. CA $144 CA $501 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Rockport-Hotels-Newly-Renovated-2BR-Rockport-Home-W-Parking-Steps-To-Back-BeachBearskin-Neck.h105767223.Hotel-Information) ![Lake](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/w1271h954x0y3-68bc30b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/a0dfe952.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/a18046fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/w1435h960x0y0-f9a59855.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6 Ipswich 9.4/10 Exceptional (70) "Comfortable stay in a great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda A. CA $182 CA $368 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Ipswich-Hotels-Modern.h33557808.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96430000/96425300/96425215/87e54ab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96430000/96425300/96425215/6056e6bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/97000000/96430000/96425300/96425215/da15b3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/97000000/96430000/96425300/96425215/26e864e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed Rockport 10/10 Exceptional (13) "The house was clean, inviting, and cozy. The location was great. We very much enjoyed our stay there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Launa F. CA $131 CA $471 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Rockport-Hotels-NEW-2BR-Home-Minutes-To-Downtown-Rockport-Walk-To-Beach-KING-Bed.h96425215.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82800000/82794000/82793922/f0dfbc6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82800000/82794000/82793922/3f322c13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/83000000/82800000/82794000/82793922/05ac01be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82800000/82794000/82793922/12706508.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Across From Beach | High-End Home | "The Nest" Newbury 10/10 Exceptional (13) "Wolf appliances, top notch fixtures, comfortable bed, large deck. Such a comfortable place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie R. CA $273 CA $650 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Newbury-Hotels-The-Nest-High-End-Single-Level-Home.h82793922.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108960000/108950100/108950059/d09a90dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108960000/108950100/108950059/d5fe6304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/109000000/108960000/108950100/108950059/ca82a561.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108960000/108950100/108950059/b244079f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill Rockport 9.8/10 Exceptional (7) "We had a great stay! Perfect location and a great setup for our family. Beautiful outdoor area and we were lucky with the weather! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt T. CA $169 CA $527 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Rockport-Hotels-Charming-2-Bedroom-Ladybug-House-Retreat.h108950059.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104910000/104902800/104902706/26690357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104910000/104902800/104902706/180aee93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104910000/104902800/104902706/c34f85ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/105000000/104910000/104902800/104902706/4af712f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nothing Fancy Older Pet Friendly Home – near I-95 Georgetown 9.0/10 Wonderful (2) "Such a great place! Lots of room, beautiful backyard, and quiet. Perfect for relaxing after a day of exploring. We would love to stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Megan H. CA $140 CA $411 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Georgetown-Hotels-Spacious-Pet-Friendly-Home-Sleeps-8-Near-I-95.h104902706.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106620000/106615800/106615774/9a4681b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/107000000/106620000/106615800/106615774/3a7dc615.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106620000/106615800/106615774/e8beb023.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106620000/106615800/106615774/bb6478f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home w/firepit l Walk to Bearskin Neck+Beach Rockport 10/10 Exceptional (2) "Beautiful house, lots of places and nooks to sit and enjoy. Great ammenities, very cozy, well stocked. A short walk to the beach to enjoy sunrises..A short walk to city center, friendly people, great art scene. We loved our stay and would love to come again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) gila CA $250 CA $721 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Rockport-Hotels-Newly-Renovated-HomeGardens-Walk-To-Bearskin-Neck.h106615774.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/01b2b6ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/w1080h867x0y99-ad6e3e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/7193f2c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90010000/90002700/90002621/67db328e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Hill top 2BR Near Boston & Salem Lynn CA $115 CA $257 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Boston-Hotels-Beautiful-Hill-Top-2BR-Near-Boston-Salem.h90002621.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/72c7e3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/acd92a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/7d69a7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92720000/92713200/92713152/7b34ac57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*NEW Spooky Halloween 2BR|Downtown|Parking Salem 9.2/10 Wonderful (46) "Very clean, quiet and convenient location! The owners checked in with me through the app to make sure we had everything we needed. I would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca T. CA $175 CA $409 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Boston-Hotels-New-Spooky-2Br-LayerDowntownSalemFREEParking.h92713152.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108240000/108235900/108235895/34281b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108240000/108235900/108235895/5052fc34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/109000000/108240000/108235900/108235895/5f9b3e70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108240000/108235900/108235895/54ba4cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic 1686 Home Near Downtown l 5BR Retreat Beverly 9.4/10 Exceptional (13) "The house was perfect " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick J. CA $250 CA $814 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Boston-Hotels-Historic-1686-Home-Near-Downtown-L-5BR-Retreat.h108235895.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/680f9013.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/314861fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/5c46b0ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108240000/108237500/108237439/0e189791.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire 4BR 2 Bath Home l Minutes to Downtown Salem Salem 10/10 Exceptional (18) "Stayed here with the family for a wedding and then stuck around a couple days to see the sights. Wonderful location since we were able to walk almost everywhere we wanted to go. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy B. CA $184 CA $592 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Boston-Hotels-Entire-4BR-2-Bath-Home-L-Minutes-To-Downtown-Salem.h108237439.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/110000000/109120000/109118900/109118878/b37b282d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109120000/109118900/109118878/2221a1f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109120000/109118900/109118878/7a2fbb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109120000/109118900/109118878/a4f1cc17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home Marblehead 9.6/10 Exceptional (15) "Beautiful house with gorgeous views and a wonderful park in the back yard. Every night we watched the sun set from the back porches, the kids had a great time exploring the park, and everything was clean and comfortable. Just a lovely place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina J. CA $266 CA $761 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Boston-Hotels-The-Sunset-Lighthouse-Marblehead-Exclusive-Waterfront-3brm25bath-Home.h109118878.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112610000/112604100/112604092/77057070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112610000/112604100/112604092/b3a2421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112610000/112604100/112604092/e796bd82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/113000000/112610000/112604100/112604092/ccdf9494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Private home 3BDS 1 and half BTHS/ Pet Friendly with fee Lynn 9.4/10 Exceptional (3) "Fantastic! The easiest check in and check out I’ve ever had super clean. So close to everything. Would highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda W. CA $273 CA $604 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Boston-Hotels-Entire-Private-Home-3BDS-1-And-Half-BTHS.h112604092.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/97000000/96690000/96688100/96688026/fb39c432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96690000/96688100/96688026/4bc9489b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/97000000/96690000/96688100/96688026/988039eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96690000/96688100/96688026/45718935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Retreat | MTR | Laundry | Renovated Newbury 8.4/10 Very good (6) "We loved everything about this place. Walk to the Beach, the sunset Bar and close to Newburyport. The house was perfectly decorated and has a nice little yard and outdoor shower." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy N. CA $273 CA $641 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Newbury-Hotels-Riverside-Cottage-Retreat-Pet-Friendly.h96688026.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103860000/103850400/103850328/d414d2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103860000/103850400/103850328/37ea06d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103860000/103850400/103850328/525748ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103860000/103850400/103850328/9ba0c6e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Moody Salem Home Away From Home Salem 9.8/10 Exceptional (21) "The house was clean and perfect for my husband and i. The hosts was very accommodating and answerd right away when asked any questions. It really was a home away from home. Walking distance to everything in Salem. Would stay there again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandy CA $113 CA $368 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Boston-Hotels-Moody-Salem-Home-Away-From-Home.h103850328.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=2025-12-13&endDate=2025-12-14®ionId=8008&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_8008) ![](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 ![Sonesta Select Boston Danvers](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/daad2b04_y.jpg) ### Sonesta Select Boston Danvers 10/10 Excellent "." [](https://expedia.ca/Boston-Hotels-Sonesta-Select-Boston-Danvers.h8176.Hotel-Information) ![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 "Rooms were well appointed and clean, staff was friendly and accommodating, location was excellent - directly across from the ocean. Continental breakfast was ok. Not a lot of options but enough to get the day started! " [](https://expedia.ca/Gloucester-Hotels-Ocean-House-Hotel-At-Bass-Rocks.h20461.Hotel-Information) ![Hawthorne Hotel](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/86a0dacd_y.jpg) ### Hawthorne Hotel 10/10 Excellent "Clean room, staff really nice, delicious food ! Just amazing in every aspect " [](https://expedia.ca/Boston-Hotels-Hawthorne-Hotel.h28281.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 "Very clean, nice rooms, comfortable bed, friendly staff, quiet." [](https://expedia.ca/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.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 "Clean and comfortable " [](https://expedia.ca/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![Comfort Inn & Suites Logan International Airport](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg) ### Comfort Inn & Suites Logan International Airport 10/10 Excellent "Clean room, great customer service and honestly the cleanest breakfast area I've seen! Would definitely return!" [](https://expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![Staybridge Suites Boston Logan Airport - Revere by IHG](https://images.trvl-media.com/lodging/46000000/45850000/45846800/45846793/14014b57_y.jpg) ### Staybridge Suites Boston Logan Airport - Revere by IHG 10/10 Excellent "Very clean, beds were comfy! And the staff was extremely friendly. Offering to schedule a cab to get us to the airport because shuttles don't start until 5 am." [](https://expedia.ca/Boston-Hotels-Staybridge-Suites-Boston-Logan-Airport-Revere.h45846793.Hotel-Information) ![Holiday Inn Express Boston Logan Airport - Revere by IHG](https://images.trvl-media.com/lodging/47000000/46070000/46069700/46069605/a273ba28_y.jpg) ### Holiday Inn Express Boston Logan Airport - Revere by IHG 10/10 Excellent "Everything was great. Friendly check in staff. And clean room. " [](https://expedia.ca/Boston-Hotels-Holiday-Inn-Express-Boston-Logan-Airport-Revere.h46069605.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 "Hotel is great the location not so much it's pretty busy street hard to get around" [](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 | 292 | | --- | --- | | Accommodation | 558 Vacation Homes | | Lowest Price | CA $257 | | Highest Price | CA $814 | ## 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) - 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[Wingaersheek Beach](https://www.expedia.ca/Wingaersheek-Beach-Gloucester.d553248621532667334.Vacation-Attraction) - [Car rentals near North Shore](https://www.expedia.ca/Car-Rentals-In-North-Shore.d6047672.Car-Rental-Guide) - [Car rental Rockport](https://www.expedia.ca/Car-Rentals-In-Rockport.d6350.Car-Rental-Guide) - [Top Rent a Car Rental Cars in North Shore](https://www.expedia.ca/Top-Rent-A-Car-Car-Rentals-In-North-Shore.d6047672-c1028.Car-Rental-Guide-Suppliers) - [North Shore Vacation Rentals](https://www.expedia.ca/North-Shore-Vacation-Rentals.d6047672.Travel-Guide-VacationRentals) - [Rockport Vacation Rentals](https://www.expedia.ca/Rockport-Vacation-Rentals.d6350.Travel-Guide-VacationRentals) - [Things to do in North Shore](https://www.expedia.ca/Things-To-Do-In-North-Shore.d6047672.Travel-Guide-Activities) - [Things to do in Rockport](https://www.expedia.ca/Things-To-Do-In-Rockport.d6350.Travel-Guide-Activities) - [Book Vacation Homes in Gloucester on Expedia.com](https://www.expedia.com/Gloucester-Private-Vacation-Homes.d8008-aaPrivateVacationHomes.Travel-Guide-Accommodation)