Title: Gloucester Vacation Home Rentals from CA $369: 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) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/531000/531387-gloucester.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 [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8008&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [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) ## Browse Select Gloucester Vacation Homes ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/dc3573e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/w799h599x1y1-3c843ca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/w800h599x0y1-757fcf74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34390000/34385600/34385554/5b5e463c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester Gloucester, 9.8/10 Exceptional (79) "Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! " CA $208 CA $462 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Gloucester-Hotels-Rocky-Neck-Hideaway-On-Wonson-Cove.h34385554.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/b2533ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/c6b3d4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/ffeca99f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34010000/34003300/34003201/3989ceaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beach Life Bliss - steps to the beach Gloucester 9.8/10 Exceptional (40) "This special place is just a short walk to Plum Cove!" CA $263 CA $604 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Gloucester-Hotels-Beach-Life-Bliss-Steps-To-The-Beach.h34003201.Hotel-Information) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103030000/103022500/103022435/3cd6411a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103022500/103022435/1cb3d6cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103030000/103022500/103022435/acf2131d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103030000/103022500/103022435/7e65956e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard Gloucester 10/10 Exceptional (6) "We truly enjoyed our time at the Mariner. Its a beautiful home with all the necessary amenities. Rachel is an excellent host. She was extremely responsive throughout our stay. We will definitely be back!!" CA $293 CA $795 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Gloucester-Hotels-NEW-The-Mariner-3BR25-Bth-Walk-To-BeachRocky-Neck-Fenced-Backyard.h103022435.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89050000/89049500/89049479/5b9516eb.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) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89050000/89049500/89049479/9acec804.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." CA $204 CA $580 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Gloucester-Hotels-NEW-Oceanside-Village-HomePrivate-Fenced-Yard.h89049479.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/6b159726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/ef630646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/137afb56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101200000/101198600/101198528/1f4c4ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy two bedroom house in the heart of Gloucester Gloucester 9.6/10 Exceptional (12) "Great location!" CA $224 CA $448 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Gloucester-Hotels-Cozy-Two-Bedroom-House-In-The-Heart-Of-Gloucester.h101198528.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 (5) "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" CA $337 CA $805 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Gloucester-Hotels-3BR-OceanviewTownhouse-I-Walk-To-Downtown-L-Sleeps-8.h116361775.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77940000/77933000/77932978/c2fb68ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77940000/77933000/77932978/58b346bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/78000000/77940000/77933000/77932978/b4b67ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/78000000/77940000/77933000/77932978/60417348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay at Niles Beach S Gloucester 10/10 Exceptional (36) "We adored how the house laid out and the small beautiful touches through. Everything about the house was restful and built up the soul. Allie was fantastic to work with." CA $587 CA $1,287 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Gloucester-Hotels-Catch-Some-Zzz-At-Niles-Beach.h77932978.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) ![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33557900/33557808/w1435h960x0y0-f9a59855.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) ![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) ### Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6 Ipswich 9.4/10 Exceptional (69) "Great space with amenities needed for an overnight for our family. Clean with linens etc and even a library of books. Great communication by owner. Will visit again if in the area in the future. " CA $182 CA $369 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Ipswich-Hotels-Modern.h33557808.Hotel-Information) ![Fishing](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/ada37513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/c726431e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/3ce817ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Brackett Cottage) | Exterior](https://images.trvl-media.com/lodging/61000000/60240000/60237500/60237490/4fb450b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brackett Cottage Marblehead 10/10 Exceptional (1) "Beautiful Home very clean and staff was very attentive to any needs or any comfort we needed,communication was A+ I highly recommend this beautiful home " CA $198 CA $755 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Boston-Hotels-Brackett-Cottage.h60237490.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) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105770000/105767300/105767223/740155a3.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) ### Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck! Rockport 10/10 Exceptional (29) "House was exactly as shown in the listing and was very clean and comfortable. Great location. " CA $249 CA $637 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Rockport-Hotels-Newly-Renovated-2BR-Rockport-Home-W-Parking-Steps-To-Back-BeachBearskin-Neck.h105767223.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) ![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) ![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) ![Exterior](https://images.trvl-media.com/lodging/107000000/106920000/106919400/106919387/w1023h766x1y0-cf3908d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW 2BR Historic Marblehead Home+Minutes to Beach Marblehead 10/10 Exceptional (16) "We really enjoyed our stay! Rachel is a very attentive host and the house was adorable and clean. Cute bar with good food walking distance from the house. We would absolutely book again! " CA $263 CA $654 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Boston-Hotels-NEW-2BR-Historic-Marblehead-HomeMinutes-To-Beach.h106919387.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) ![TV](https://images.trvl-media.com/lodging/105000000/104910000/104902800/104902706/4af712f9.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) ### Nothing Fancy Older Pet Friendly Home – near I-95 Georgetown 10/10 Exceptional (1) "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! " CA $175 CA $457 total includes taxes & fees Oct 20 - Oct 21 [](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/97000000/96430000/96425300/96425215/87e54ab1.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) ![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) ### 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. " CA $249 CA $637 total includes taxes & fees Oct 28 - Oct 29 [](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) ![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) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/83000000/82800000/82794000/82793922/9c6823ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Across From Beach | High-End Home | "The Nest" Newbury 10/10 Exceptional (12) "Wolf appliances, top notch fixtures, comfortable bed, large deck. Such a comfortable place to stay" CA $338 CA $731 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Newbury-Hotels-The-Nest-High-End-Single-Level-Home.h82793922.Hotel-Information) ![On the beach, kayaking, fishing](https://images.trvl-media.com/lodging/118000000/117990000/117983300/117983206/0a0d4b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, stereo](https://images.trvl-media.com/lodging/118000000/117990000/117983300/117983206/79348291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117990000/117983300/117983206/67a993e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/118000000/117990000/117983300/117983206/9ac78fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunrise Paradise: 360degree sunset & sunrise views, roof deck, garden dining, grill, AC Newburyport 8.0/10 Very good (2) "We had such a great time at Sunset Paradise. It has a great location with wonderful views, a bit of privacy, and a cozy, fun house. The kitchen was stocked with all the extras you could need. Everything was maintained well, clean, and in good order. Plum Island was wonderful as well, we will be back someday. Highly recommend this gem of a place." CA $252 CA $717 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Newburyport-Hotels-Sunrise-Paradise-360degree-Sunset-Sunrise-Views.h117983206.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) ![Exterior](https://images.trvl-media.com/lodging/109000000/108960000/108950100/108950059/3786fa6c.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) ### 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! " CA $237 CA $612 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Rockport-Hotels-Charming-2-Bedroom-Ladybug-House-Retreat.h108950059.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/108000000/107300000/107295900/107295831/22a6a39b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/108000000/107300000/107295900/107295831/c92b41a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107300000/107295900/107295831/6e09ce49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/108000000/107300000/107295900/107295831/75c74b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Shoreline Retreat | Ocean Views | Walk to Beach Newburyport 8.8/10 Excellent (3) "Location is excellent! The house was very clean. I’d suggest having beach towels available for guests to use. Thanks for the wonderful stay! " CA $273 CA $732 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Newburyport-Hotels-Shoreline-Retreat-Ocean-Views-Porch-Deck.h107295831.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/70000000/69910000/69904700/69904640/3489661d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69910000/69904700/69904640/ebf48716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/69910000/69904700/69904640/06123315.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi](https://images.trvl-media.com/lodging/70000000/69910000/69904700/69904640/651d68b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable spacious house, easy access to all Newburyport 8.8/10 Excellent (13) "A big, comfortable house. The owner was quick to answer the questions that I had and resolved everything nicely." CA $326 CA $569 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Newburyport-Hotels-Comfortable-Spacious-House.h69904640.Hotel-Information) ![TV, offices](https://images.trvl-media.com/lodging/90000000/89170000/89168300/89168234/2a358cac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/90000000/89170000/89168300/89168234/7bbf2f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89170000/89168300/89168234/d84622f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89170000/89168300/89168234/c11f7465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Circa 1789 | Historic South End Downtown Home Newburyport 9.8/10 Exceptional (7) "This is a very nice property and host, in a perfect location to the water and downtown restaurants and shops. Highly recommend staying here!!" CA $282 CA $733 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Newburyport-Hotels-Circa-1789-Historic-South-End-Downtown-Home.h89168234.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/w1024h670x0y7-9c6937d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/2ea674d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/9ec2fbef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99780000/99774400/99774365/w507h683x259y0-645e7788.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire Lower Level of the House, Across From The Beach Swampscott 9.8/10 Exceptional (20) "Loved getting to visit the beach and the short drive to Salem!" CA $279 CA $499 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Boston-Hotels-Entire-Lower-Level-Of-The-House.h99774365.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=8008&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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%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 ![Lakeside Inn](//images.trvl-media.com/lodging/1000000/30000/20400/20351/8c770017_y.jpg) ### Lakeside Inn 10/10 Excellent "Nice staff" [](https://expedia.ca/Boston-Hotels-Lakeside-Inn.h20351.Hotel-Information) ![Castle Manor Inn](//images.trvl-media.com/lodging/12000000/11680000/11678300/11678212/08fc8a74_y.jpg) ### Castle Manor Inn 10/10 Excellent "Beautiful property!" [](https://expedia.ca/Gloucester-Hotels-Castle-Manor-Inn.h11678212.Hotel-Information) ![The Vista](//images.trvl-media.com/lodging/10000000/9480000/9480000/9479946/1d8ac3d9_y.jpg) ### The Vista 10/10 Excellent "Peaceful location. Ocean view. Clean rooms. Friendly, accommodating staff" [](https://expedia.ca/Gloucester-Hotels-The-Vista.h9479946.Hotel-Information) ![Long Beach Suites](//images.trvl-media.com/lodging/92000000/91560000/91553600/91553529/e3c9fce6_y.jpg) ### Long Beach Suites 10/10 Excellent "Best location and it's a very nice place. " [](https://expedia.ca/Gloucester-Hotels-Long-Beach-Suites.h91553529.Hotel-Information) ![Ocean House Hotel at Bass Rocks](//images.trvl-media.com/lodging/1000000/30000/20500/20461/0ef8d0d4_y.jpg) ### Ocean House Hotel at Bass Rocks 10/10 Excellent "My absolute favorite was siting on our enormous porch overlooking the ocean! " [](https://expedia.ca/Gloucester-Hotels-Ocean-House-Hotel-At-Bass-Rocks.h20461.Hotel-Information) ![The Hotel at Cape Ann Marina](//images.trvl-media.com/lodging/14000000/13280000/13279300/13279212/ce1a512d_y.jpg) ### The Hotel at Cape Ann Marina 10/10 Excellent "Very nice, comfy, clean beds, and linens" [](https://expedia.ca/Gloucester-Hotels-Cape-Anns-Marina-Resort.h13279212.Hotel-Information) ![Rockport Inn And Suites](//images.trvl-media.com/lodging/3000000/2810000/2803800/2803719/1c83e728_y.jpg) ### Rockport Inn And Suites 10/10 Excellent "We stayed 1night, nice place" [](https://expedia.ca/Rockport-Hotels-Rockport-Inn-And-Suites.h2803719.Hotel-Information) ![Ashworth by the Sea](//images.trvl-media.com/lodging/1000000/40000/37600/37503/82c149c5_y.jpg) ### Ashworth by the Sea 10/10 Excellent "We enjoyed our stay at Ashworth by the Sea! Mr. Ron was so welcoming & helpful. " [](https://expedia.ca/Portsmouth-Hotels-Ashworth-By-The-Sea.h37503.Hotel-Information) ![Comfort Inn & Suites Logan International Airport](//images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg) ### Comfort Inn & Suites Logan International Airport 10/10 Excellent "It’s very good " [](https://expedia.ca/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ## Find out more about Gloucester ## Gloucester Vacation Homes information | Number of reviews | 344 | | --- | --- | | Accommodation | 585 Vacation Homes | | Lowest Price | CA $369 | | Highest Price | CA $1,287 | ## 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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