Title: Windsor, VA Cottage Rentals from $293 | Expedia.com [Windsor Travel Guide](https://expedia.com/Windsor.dx3000460770)[Hotels in Windsor](https://expedia.com/Windsor-Hotels.d3000460770.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.com/Windsor-Vacation-Rentals.d3000460770.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.com/Cheap-Flights-To-Windsor.d3000460770.Travel-Guide-Flights)[Car Rentals in Windsor](https://expedia.com/Car-Rentals-In-Windsor.d3000460770.Car-Rental-Guide)[Windsor Vacation Packages](https://expedia.com/Windsor.d3000460770.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=3000460770&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=3000460770&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=3000460770&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=3000460770&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor cottages ![Property grounds](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/w1018h683x3y0-133e42a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/ee6a7245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/f95e63dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/85000000/84050000/84048300/84048231/825456ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfortable & Private 2 Bedrm Cottage w/ King bed. [](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information) Portsmouth 9.8/10 Exceptional (17 reviews) "It was a great stay. Was there for work. Close for work and close to the beach. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clayton M. $252 nightly $293 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Portsmouth-Hotels-Comfortable-Private-2-Bedrm-Cottage-W-King-Bed.h84048231.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/93497329.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/adf90b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/3324a4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123412000/123411909/4ca87ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Centrally Located Hampton Roads Home w/ Game Room! [](https://www.expedia.com/Portsmouth-Hotels-Centrally-Located-Hampton-Roads-Home-W-Game-Room.h123411909.Hotel-Information) Portsmouth $535 nightly $618 total Feb 28 - Mar 1 Total with taxes and fees [](https://www.expedia.com/Portsmouth-Hotels-Centrally-Located-Hampton-Roads-Home-W-Game-Room.h123411909.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.com/Hotel-Search?startDate=2026-03-04&endDate=2026-03-05®ionId=3000460770&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_3000460770) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APART_HOTEL) Villas [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VILLA) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=VACATION_HOME) Apartments [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=APARTMENT) Condos [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CONDO) Cabins [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=CABIN) Cottages [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=COTTAGE) Houseboats [](https://www.expedia.com/Hotel-Search?destination=Windsor%2C+Virginia%2C+United+States+of+America®ionId=3000460770&latLong=36.812424%2C-76.750946&adults=2&startDate=2026-05-19&d1=2026-05-19&endDate=2026-05-22&d2=2026-05-22&lodging=HOUSE_BOAT) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d3000460770-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Cottages.d3000460770-aaCottages.Travel-Guide-Accommodation) ## Top Windsor Hotel Reviews ![Embassy Suites by Hilton Hampton Convention Center](https://images.trvl-media.com/lodging/2000000/1180000/1172300/1172219/5d92420f_y.jpg) ### Embassy Suites by Hilton Hampton Convention Center 10/10 Excellent "Great stay at the Embassy Suites by Hilton Hampton Convention Center. The staff was consistently friendly and very helpful, the room was clean and comfortable, and the breakfast was excellent with plenty of options. Overall a smooth and enjoyable experience — I would definitely stay here again." [](https://expedia.com/Newport-News-Hotels-Embassy-Suites-By-Hilton-Hampton-Convention-Center.h1172219.Hotel-Information) ![Sheraton Norfolk Waterside Hotel](https://images.trvl-media.com/lodging/1000000/20000/11700/11622/809a11a8_y.jpg) ### Sheraton Norfolk Waterside Hotel 10/10 Excellent "Great stay! Clean, good amenities, and walking distance to restaurants and bars. " [](https://expedia.com/Norfolk-Hotels-Sheraton-Norfolk-Waterside-Hotel.h11622.Hotel-Information) ![Comfort Inn Newport News - Hampton I-64](https://images.trvl-media.com/lodging/1000000/20000/10200/10111/01f0ccae_y.jpg) ### Comfort Inn Newport News - Hampton I-64 10/10 Excellent "This is the 3rd time we have stayed here since October. The staff is amazingly friendly- and attentive, one of the ladies that works nights remembered us from our last stay! The rooms are clean and the beds are really comfortable for a hotel bed. Breakfast has been really good. One of our favorite things is the coffee maker in the lobby!! It is also right at the mall. And not very far from Riverside hospital. This will be our go to every time from now on!" [](https://expedia.com/Newport-News-Hotels-Comfort-Inn-Newport-News-Hampton-I-64.h10111.Hotel-Information) ![Sonesta Simply Suites Hampton](https://images.trvl-media.com/lodging/1000000/70000/67800/67734/975448f7_y.jpg) ### Sonesta Simply Suites Hampton 10/10 Excellent "The room was very clean" [](https://expedia.com/Newport-News-Hotels-Sonesta-Simply-Suites-Hampton.h67734.Hotel-Information) ![Glass Light Hotel & Gallery, Autograph Collection](https://images.trvl-media.com/lodging/34000000/33910000/33901900/33901814/1078c6f1_y.jpg) ### Glass Light Hotel & Gallery, Autograph Collection 10/10 Excellent "." [](https://expedia.com/Norfolk-Virginia-Beach-Hotels-Glass-Light-Hotel-Gallery.h33901814.Hotel-Information) ![Hilton Norfolk The Main](https://images.trvl-media.com/lodging/17000000/16420000/16417400/16417334/ec9c304d_y.jpg) ### Hilton Norfolk The Main 10/10 Excellent "The staff was incredibly friendly and helpful. Beautiful hotel with 3 great restaurants to choose from." [](https://expedia.com/Norfolk-Hotels-Hilton-Norfolk-The-Main.h16417334.Hotel-Information) ![Comfort Suites Airport](https://images.trvl-media.com/lodging/2000000/1480000/1475200/1475139/b0999b75_y.jpg) ### Comfort Suites Airport 10/10 Excellent "We Enjoyed Our Visit Beds Were Comfortable " [](https://expedia.com/Newport-News-Hotels-Comfort-Suites-Airport.h1475139.Hotel-Information) ![Renaissance Portsmouth-Norfolk Waterfront Hotel](https://images.trvl-media.com/lodging/1000000/480000/473200/473186/d7e991c6_y.jpg) ### Renaissance Portsmouth-Norfolk Waterfront Hotel 10/10 Excellent "The friendliness of the staff, clean rooms, breakfast " [](https://expedia.com/Portsmouth-Hotels-Renaissance-Portsmouth-Norfolk-Waterfront-Hotel.h473186.Hotel-Information) ![Hyatt Place Hampton Convention Center](https://images.trvl-media.com/lodging/1000000/10000/7300/7213/89b7821f_y.jpg) ### Hyatt Place Hampton Convention Center 10/10 Excellent "Dana checked me in and he was very polite and informative. All of the workers were very courteous and acknowledged me as I walked through the halls and every morning at breakfast. Great stay! " [](https://expedia.com/Newport-News-Hotels-Hyatt-Place-Hampton-Convention-Center.h7213.Hotel-Information) ## Find out more about Windsor ## Windsor Cottages information | Number of reviews | 16 | | ----------------- | ----------- | | Accommodation | 57 Cottages | | Lowest Price | $293 | | Highest Price | $293 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [B&B in Isle of Wight ](https://www.expedia.com/Isle-Of-Wight-Bed-And-Breakfast.d3000460059-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Isle of Wight ](https://www.expedia.com/Isle-Of-Wight-Cottages.d3000460059-aaCottages.Travel-Guide-Accommodation) - [Isle of Wight Hotels ](https://www.expedia.com/Isle-Of-Wight-Hotels.d3000460059.Travel-Guide-Hotels) - [5 Star Hotels in Isle of Wight ](https://www.expedia.com/5Star-Isle-Of-Wight-Hotels.s50-0-d3000460059.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Isle of Wight ](https://www.expedia.com/4Star-Isle-Of-Wight-Hotels.s40-0-d3000460059.Travel-Guide-Filter-Hotels) - 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