Title: Gloucester Cottages from CA $95 | Expedia.ca [Hotels in Gloucester](https://expedia.ca/Gloucester-Hotels.d55727.Travel-Guide-Hotels)[Vacation Rentals in Gloucester](https://expedia.ca/Gloucester-Vacation-Rentals.d55727.Travel-Guide-VacationRentals)[Flights to Gloucester](https://expedia.ca/Cheap-Flights-To-Gloucester.d55727.Travel-Guide-Flights)[Gloucester Car Rentals](https://expedia.ca/Car-Rentals-In-Gloucester.d55727.Car-Rental-Guide)[Gloucester Vacation Packages](https://expedia.ca/Gloucester.d55727.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Gloucester Cottage Rentals from CA $95 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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=55727&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=55727&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=55727&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=55727&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Gloucester Cottages ![Exterior](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/0ddadcf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/021f292e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/20a137c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106250000/106241500/106241447/ec518ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Dream Believer Cottage on Beautiful East River Waterfront Mathews 10/10 Exceptional (22) "Wonderful location, host communicated well" CA $328 CA $632 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Mathews-Hotels-Bay-Dream-Believer-Cottage-On-Beautiful-East-River-Waterfront.h106241447.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111370000/111368600/111368519/7b24af7f.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/112000000/111370000/111368600/111368519/e3bb1081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111370000/111368600/111368519/ece88f76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111370000/111368600/111368519/8a979b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom villa with WiFi, and Jaccuzzi , just Minutes from Yorktown Hayes 8.0/10 Very good (4) "Host was super responsive and available. Location is excellent - close to boat and kayak launch. Grill, smoker, patio were all great. " CA $342 CA $1,755 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hayes-Hotels-Charming-3-Bedroom-Villa-With-WiFi.h111368519.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24080000/24076600/24076515/0f25d0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/25000000/24080000/24076600/24076515/60241c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/25000000/24080000/24076600/24076515/c58d88b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/25000000/24080000/24076600/24076515/7e16c64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private 2,000 Sq Ft Cottage in Historic Yorktown- w/ trolley access Yorktown 9.8/10 Exceptional (218) "The cottage was cleanly, cozy and a great location to walk historic Yorktown. Highly recommend! " CA $391 CA $679 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Yorktown-Hotels-Private-2.h24076515.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/45000000/44480000/44474200/44474182/2c3f335a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/45000000/44480000/44474200/44474182/2f82dacf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom](https://images.trvl-media.com/lodging/45000000/44480000/44474200/44474182/2537bf9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven](https://images.trvl-media.com/lodging/45000000/44480000/44474200/44474182/w1536h1536x0y0-0cee02dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage - Williamsburg Pet-Friendly Getaway – Heated Pool, Free Game Room, Near Parks Williamsburg 9.8/10 Exceptional (14) "It was a great stay! We really enjoyed the cabin! The area was nice and everyone was very friendly. We would definitely stay again!" CA $293 CA $375 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Williamsburg-Hotels-Williamsburg-Pet-Friendly-Getaway-Heated-Pool.h44474182.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=2025-10-20&endDate=2025-10-21®ionId=55727&adults=2&lodging=COTTAGE&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%2FGloucester-Cottages.d55727-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGloucester-Cottages.d55727-aaCottages.Travel-Guide-Accommodation) ## Top Gloucester Hotel Reviews ![Sonesta Simply Suites Hampton](//images.trvl-media.com/lodging/1000000/70000/67800/67734/975448f7_y.jpg) ### Sonesta Simply Suites Hampton 10/10 Excellent "Staff was very friendly at check in and check out. Easy stay. Had more amenities than I needed for 2 nights, but would be a great hotel for a long term stay. " [](https://expedia.ca/Newport-News-Hotels-Sonesta-Simply-Suites-Hampton.h67734.Hotel-Information) ![Comfort Inn Williamsburg Gateway](//images.trvl-media.com/lodging/1000000/20000/13700/13601/eb9d2f7d_y.jpg) ### Comfort Inn Williamsburg Gateway 10/10 Excellent "Will do again" [](https://expedia.ca/Williamsburg-Hotels-Comfort-Inn-Williamsburg-Gateway.h13601.Hotel-Information) ![Comfort Suites Williamsburg Historic Area](//images.trvl-media.com/lodging/4000000/3350000/3348100/3348062/447fb90c_y.jpg) ### Comfort Suites Williamsburg Historic Area 10/10 Excellent "This place is so nice and clean " [](https://expedia.ca/Williamsburg-Hotels-Comfort-Suites-Williamsburg-Historic-Area.h3348062.Hotel-Information) ![Club Wyndham Kingsgate](//images.trvl-media.com/lodging/1000000/430000/425200/425163/c1ddc325_y.jpg) ### Club Wyndham Kingsgate 10/10 Excellent "The few days we spent there were great. You are extremely close to almost everything Williamsburg had to offer. We felt safe and secure while on property. The staff during our check in were so very helpful, pleasant and professional that it made the process a breeze. The 2 bedrooms suite we stayed in was unbelievably spacious and was equipped with everything you would need to make your vacation feel like home." [](https://expedia.ca/Williamsburg-Hotels-Club-Wyndham-Kingsgate.h425163.Hotel-Information) ![Hilton Vacation Club The Historic Powhatan Williamsburg](//images.trvl-media.com/lodging/1000000/870000/864100/864071/683f098a_y.jpg) ### Hilton Vacation Club The Historic Powhatan Williamsburg 10/10 Excellent "My second time and I love it " [](https://expedia.ca/Williamsburg-Hotels-The-Historic-Powhatan-Resort-By-Diamond-Resorts.h864071.Hotel-Information) ![Patriots Inn](//images.trvl-media.com/lodging/22000000/21100000/21095900/21095830/1a70f003_y.jpg) ### Patriots Inn 10/10 Excellent "Everything about this place was amazing. The room was fully stocked with everything that we needed very comfortable. Staff was friendly. whenever we stay in Williamsburg this will be our place." [](https://expedia.ca/Williamsburg-Hotels-Patriots-Inn.h21095830.Hotel-Information) ![Westgate Historic Williamsburg Resort](//images.trvl-media.com/lodging/2000000/1050000/1044200/1044190/9f866bbd_y.jpg) ### Westgate Historic Williamsburg Resort 10/10 Excellent "Amazing Staff! Super comfy beds and pillows! This was our 2nd trip and we will continue to come again and again! We absolutely love this place!" [](https://expedia.ca/Williamsburg-Hotels-Westgate-Historic-Williamsburg-Resort.h1044190.Hotel-Information) ![Hilton Vacation Club Greensprings Williamsburg](//images.trvl-media.com/lodging/1000000/870000/863100/863025/3f11083f_y.jpg) ### Hilton Vacation Club Greensprings Williamsburg 10/10 Excellent "Everything was great. " [](https://expedia.ca/Williamsburg-Hotels-Greensprings-Vacation-Resort.h863025.Hotel-Information) ![Comfort Suites Airport](//images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/b0999b75_y.jpg) ### Comfort Suites Airport 10/10 Excellent "I really enjoy staying at the Comfort Suites (this was my second time there) for concerts at Hampton Coliseum. The location is great with easy access to all kinds of restaurants and shopping, and it’s an easy 20-25 minute drive to the Coliseum. The hotel is clean and comfortable, and the hotel staff is very nice. It’s also very convenient to fly in and out of Newport News airport. " [](https://expedia.ca/Newport-News-Hotels-Comfort-Suites-Airport.h1475139.Hotel-Information) ## Find out more about Gloucester ## Gloucester Cottages information | Number of reviews | 16,608 | | --- | --- | | Accommodation | 123 Cottages | | Lowest Price | CA $95 | | Highest Price | CA $437 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [Apartments in Ark](https://www.expedia.ca/Ark-Apartments.d553248635975849815-aaApartments.Travel-Guide-Accommodation) - [Ark Hotels](https://www.expedia.ca/Ark-Hotels.d553248635975849815.Travel-Guide-Hotels) - [Motels in Ark](https://www.expedia.ca/Ark-Motels.d553248635975849815-aaMotels.Travel-Guide-Accommodation) - [Bena Hotels](https://www.expedia.ca/Bena-Hotels.d553248635975849971.Travel-Guide-Hotels) - [Farmstay in Blakes](https://www.expedia.ca/Blakes-Agritourism.d3000355023-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Blakes](https://www.expedia.ca/Blakes-Apartments.d3000355023-aaApartments.Travel-Guide-Accommodation) - 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