Title: Windsor and Maidenhead Holiday Homes : Search Holiday Homes in Windsor and Maidenhead | Expedia.co.uk [Windsor and Maidenhead Hotels](https://expedia.co.uk/Destinations-In-Windsor-And-Maidenhead.d553248635976996336.Hotel-Destinations)[Holiday Rentals in Windsor and Maidenhead](https://expedia.co.uk/Destinations-In-Windsor-And-Maidenhead.d553248635976996336.Holiday-Rental-Destinations)[Windsor and Maidenhead Car Hire](https://expedia.co.uk/Destinations-In-Windsor-And-Maidenhead.d553248635976996336.Car-Hire-Destinations)[Windsor and Maidenhead Holidays](https://expedia.co.uk/Windsor-And-Maidenhead.d553248635976996336.Holidays-City-Breaks) ![Where will you be on 19 May 2018? In Windsor Castle, attending the wedding of Prince Harry and Meghan Markle? Or maybe in Wembley watching the FA Cup final?](https://images.trvl-media.com/place/5479/82313c0b-4a04-4809-bef7-46b3b43c3451.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Olivier Aurand ![](https://images.trvl-media.com/place/5479/82313c0b-4a04-4809-bef7-46b3b43c3451.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 In two weeks [27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976996336&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976996336&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976996336&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635976996336&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor and Maidenhead holiday homes ![Property grounds](https://images.trvl-media.com/lodging/22000000/21630000/21626000/21625982/88e9ecc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/22000000/21630000/21626000/21625982/5f3a2937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21630000/21626000/21625982/2cb6339a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, video library](https://images.trvl-media.com/lodging/22000000/21630000/21626000/21625982/506a2cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com [](https://www.expedia.co.uk/Windsor-Hotels-Riverside-Bungalow-Near-Legoland.h21625982.Hotel-Information) Wraysbury 8.4/10 Very good (151 reviews) "We absolutely loved our stay. A real home from home. The owner was extremely helpful. A comfy and cosy space and we loved the music memorabilia. We had the best time and I would use this again if we were in the area. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Joanne M. [](https://www.expedia.co.uk/Windsor-Hotels-Riverside-Bungalow-Near-Legoland.h21625982.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110560000/110551800/110551772/c65081b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110560000/110551800/110551772/7b5e5479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/111000000/110560000/110551800/110551772/3e7a2e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110560000/110551800/110551772/2b1b81cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Home, beautiful view of Windsor Castle, 5 minute walk to shops and River [](https://www.expedia.co.uk/Windsor-Hotels-Family-Home.h110551772.Hotel-Information) Eton [](https://www.expedia.co.uk/Windsor-Hotels-Family-Home.h110551772.Hotel-Information) ![House, Private Bathroom (Windsor Town Centre) | 2 bedrooms](https://images.trvl-media.com/lodging/76000000/75270000/75268700/75268664/29ae0b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom (Windsor Town Centre) | Exterior](https://images.trvl-media.com/lodging/76000000/75270000/75268700/75268664/d96d2bc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom (Windsor Town Centre) | Lounge](https://images.trvl-media.com/lodging/76000000/75270000/75268700/75268664/574b25c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Private Bathroom (Windsor Town Centre) | Dining](https://images.trvl-media.com/lodging/76000000/75270000/75268700/75268664/31d6d3fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Mews by Stay Focused SA [](https://www.expedia.co.uk/Windsor-Hotels-Windsor-Mews-By-Stay-Focused-SA.h75268664.Hotel-Information) Windsor City Centre 9.6/10 Exceptional (9 reviews) "Nicely appointed property, clean, good location and good facilities. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Claire [](https://www.expedia.co.uk/Windsor-Hotels-Windsor-Mews-By-Stay-Focused-SA.h75268664.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/100000000/99750000/99742300/99742216/f9064d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/100000000/99750000/99742300/99742216/d5ff33b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99750000/99742300/99742216/bfd345b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/100000000/99750000/99742300/99742216/96d0b9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cosy Cottage: Your Central Windsor Retreat [](https://www.expedia.co.uk/Windsor-Hotels-Cosy-Cottage-Your-Central-Windsor-Retreat.h99742216.Hotel-Information) Windsor City Centre 8.8/10 Excellent (3 reviews) "Nice place in central location " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Dafydd H. [](https://www.expedia.co.uk/Windsor-Hotels-Cosy-Cottage-Your-Central-Windsor-Retreat.h99742216.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/92000000/91560000/91556300/91556247/adef3806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/92000000/91560000/91556300/91556247/8143e3e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/92000000/91560000/91556300/91556247/efa79878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/92000000/91560000/91556300/91556247/a7a3997c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Lodge At Windsor Racecourse Marina [](https://www.expedia.co.uk/Windsor-Hotels-Stylish-Lodge-At-Windsor-Racecourse-Marina.h91556247.Hotel-Information) Clewer North 10/10 Exceptional (4 reviews) "great place to stay" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Kevin B. [](https://www.expedia.co.uk/Windsor-Hotels-Stylish-Lodge-At-Windsor-Racecourse-Marina.h91556247.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89540000/89536900/89536856/w1987h1333x13y0-09dd08db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89540000/89536900/89536856/45da0ba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89540000/89536900/89536856/27fe5eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89540000/89536900/89536856/4a41a301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Central Windsor Town House [](https://www.expedia.co.uk/Windsor-Hotels-Stunning-Central-Windsor-Town-House.h89536856.Hotel-Information) Windsor City Centre 10/10 Exceptional (3 reviews) "Accommodation was excellent for us. Ideal location to walk into town. The train station for London was only a 10 minute walk away. All instructions were first class. We will definitely stay there again on our next visit next year. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Dave C. [](https://www.expedia.co.uk/Windsor-Hotels-Stunning-Central-Windsor-Town-House.h89536856.Hotel-Information) ![5 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/103000000/102370000/102363300/102363225/9a4ec650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/103000000/102370000/102363300/102363225/3886980d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102370000/102363300/102363225/626100d4_edited_2b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/103000000/102370000/102363300/102363225/024b5cd8_edited_4eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Living by Lawsons [](https://www.expedia.co.uk/Windsor-Hotels-Villa-Living-By-Lawsons.h102363225.Hotel-Information) Windsor City Centre [](https://www.expedia.co.uk/Windsor-Hotels-Villa-Living-By-Lawsons.h102363225.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66420000/66413600/66413535/4dc7d6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66420000/66413600/66413535/9b64d9d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/67000000/66420000/66413600/66413535/1af1ee2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66420000/66413600/66413535/41f4ee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A stunning five-bedroom home located in the heart of Windsor driveway parking! [](https://www.expedia.co.uk/Windsor-Hotels-Clarence-House-A-Stunning-Five-Bedroom-Home-Located-In-The-Heart-Of-Windsor.h66413535.Hotel-Information) Windsor City Centre 9.4/10 Exceptional (3 reviews) "IT WAS WONDERFUL FOR OUR FAMILY OF 10\. THE BACK PORCH WAS WONDERFUL TO HAND OUT AT." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shana m. [](https://www.expedia.co.uk/Windsor-Hotels-Clarence-House-A-Stunning-Five-Bedroom-Home-Located-In-The-Heart-Of-Windsor.h66413535.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/95000000/94640000/94638500/94638417/1e212fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, books](https://images.trvl-media.com/lodging/95000000/94640000/94638500/94638417/793f971d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Games room](https://images.trvl-media.com/lodging/95000000/94640000/94638500/94638417/03d822f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/95000000/94640000/94638500/94638417/02b38301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rainfall Shower | Pool/Snooker | x 4 Cars [](https://www.expedia.co.uk/Maidenhead-Hotels-Rainfall-Shower-PoolSnooker-X-4-Cars.h94638417.Hotel-Information) Altwood 8.0/10 Very good (4 reviews) "A decent place. Had everything we needed and would happily recommend." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Darren A. [](https://www.expedia.co.uk/Maidenhead-Hotels-Rainfall-Shower-PoolSnooker-X-4-Cars.h94638417.Hotel-Information) ![Basic House, 2 Bedrooms, Kitchen, River View | Living area | 32-inch flat-screen TV with cable channels, LED TV, DVD player](https://images.trvl-media.com/lodging/33000000/32710000/32704600/32704595/31a77bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic House, 2 Bedrooms, Kitchen, River View | 2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/33000000/32710000/32704600/32704595/c6c60b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic House, 2 Bedrooms, Kitchen, River View | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32710000/32704600/32704595/ead7a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32710000/32704600/32704595/a93c3813.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### STABLE HOUSE - Near Windsor Castle [](https://www.expedia.co.uk/Windsor-Hotels-STABLE-HOUSE-Near-Windsor-Castle.h32704595.Hotel-Information) Eton 9.4/10 Exceptional (13 reviews) "Great location. Quite street next to the river" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrick [](https://www.expedia.co.uk/Windsor-Hotels-STABLE-HOUSE-Near-Windsor-Castle.h32704595.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101010000/101008700/101008635/w905h683x60y0-c6ac0e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101010000/101008700/101008635/w910h680x54y0-08a6d9e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/102000000/101010000/101008700/101008635/w903h683x60y0-c337acfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101010000/101008700/101008635/w809h683x99y0-c6800a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### haven Valley near the theme park [](https://www.expedia.co.uk/Windsor-Hotels-Haven-Valley-Near-The-Theme-Park.h101008635.Hotel-Information) Old Windsor 10/10 Exceptional (1 review) "Me and my family stayed here as we had a wedding nearby. The place accommodated all of us. Very spacious and clean. Host is amazing! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Akarshana S. [](https://www.expedia.co.uk/Windsor-Hotels-Haven-Valley-Near-The-Theme-Park.h101008635.Hotel-Information) ![Deluxe House | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109210000/109201800/109201759/w1987h1333x13y0-90a1c61f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | 4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109210000/109201800/109201759/27940f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/110000000/109210000/109201800/109201759/df99bd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/110000000/109210000/109201800/109201759/b0b32aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Central Windsor Town House [](https://www.expedia.co.uk/Windsor-Hotels-Stunning-Central-Windsor-Town-House.h109201759.Hotel-Information) Windsor City Centre 10/10 Exceptional (3 reviews) "The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Lisa [](https://www.expedia.co.uk/Windsor-Hotels-Stunning-Central-Windsor-Town-House.h109201759.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/102000000/101540000/101532500/101532406/d373eb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101532500/101532406/553b8144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101532500/101532406/5aee7902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101532500/101532406/1c01a5dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage style Lodge In Windsor! Sleeps 15! Hot Tub! [](https://www.expedia.co.uk/Windsor-Hotels-Vintage-Style-Lodge-In-Windsor-Sleeps-15-Hot-Tub.h101532406.Hotel-Information) Water Oakley 9.6/10 Exceptional (4 reviews) "Good location for a group of friends to get to by road and rail for a reunion.A comfortable and relaxing venue for an overnight stay." ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Michele B. [](https://www.expedia.co.uk/Windsor-Hotels-Vintage-Style-Lodge-In-Windsor-Sleeps-15-Hot-Tub.h101532406.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103930000/103924200/103924157/dbe336c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103930000/103924200/103924157/a943820c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103930000/103924200/103924157/4844dcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/104000000/103930000/103924200/103924157/b169528a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lux 8Br Thamesfront Villa w/ Yacht & Sauna [](https://www.expedia.co.uk/Staines-Hotels-Lux-8Br-Thamesfront-Villa-W-Yacht-Sauna.h103924157.Hotel-Information) Wraysbury [](https://www.expedia.co.uk/Staines-Hotels-Lux-8Br-Thamesfront-Villa-W-Yacht-Sauna.h103924157.Hotel-Information) ![House | 1 bedroom](https://images.trvl-media.com/lodging/115000000/114390000/114384000/114383935/b17dc50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 1 bedroom](https://images.trvl-media.com/lodging/115000000/114390000/114384000/114383935/w3000h1872x0y0-efda21f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 1 bedroom](https://images.trvl-media.com/lodging/115000000/114390000/114384000/114383935/0387fb92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House | 1 bedroom](https://images.trvl-media.com/lodging/115000000/114390000/114384000/114383935/w3000h1896x0y0-c1ff170e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Set - Room With En-suite [](https://www.expedia.co.uk/Maidenhead-Hotels-The-Set-Room-With-En-Suite.h114383935.Hotel-Information) Maidenhead [](https://www.expedia.co.uk/Maidenhead-Hotels-The-Set-Room-With-En-Suite.h114383935.Hotel-Information) ![Deluxe House | Private kitchen | High chair](https://images.trvl-media.com/lodging/69000000/68070000/68062400/68062319/80a84e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | 4 bedrooms, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/69000000/68070000/68062400/68062319/082db1b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![High chair](https://images.trvl-media.com/lodging/69000000/68070000/68062400/68062319/a3eddca7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Heated floors](https://images.trvl-media.com/lodging/69000000/68070000/68062400/68062319/ff2c4a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Immaculate Central Windsor Town House [](https://www.expedia.co.uk/Windsor-Hotels-Immaculate-Central-Windsor-Town-House.h68062319.Hotel-Information) Windsor City Centre 10/10 Exceptional (3 reviews) "The property was in a nice quiet residential space but just minutes walking to shops, restaurants, etc. It was really perfect for what we were looking for." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JOEL [](https://www.expedia.co.uk/Windsor-Hotels-Immaculate-Central-Windsor-Town-House.h68062319.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88640000/88631300/88631284/e21cbf4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88640000/88631300/88631284/7ec14931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88640000/88631300/88631284/w1199h800x1y0-5a1d74a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88640000/88631300/88631284/dba8e5f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CHESTNUT COTTAGE ❤ WINDSOR COUNTRYSIDE ESCAPE [](https://www.expedia.co.uk/Maidenhead-Hotels-CHESTNUT-COTTAGE-WINDSOR-COUNTRYSIDE-ESCAPE.h88631284.Hotel-Information) Maidenhead 10/10 Exceptional (7 reviews) "Excellent stay here in this lovely cottage. Pleasant area and close to Henley. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Chris A. [](https://www.expedia.co.uk/Maidenhead-Hotels-CHESTNUT-COTTAGE-WINDSOR-COUNTRYSIDE-ESCAPE.h88631284.Hotel-Information) ![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109200000/109200000/109199947/0083f960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109200000/109200000/109199947/w2000h1332x0y0-c53f3715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/110000000/109200000/109200000/109199947/713c98c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109200000/109200000/109199947/0f69d659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious Central Windsor Town House [](https://www.expedia.co.uk/Windsor-Hotels-Luxurious-Central-Windsor-Town-House.h109199947.Hotel-Information) Windsor City Centre 10/10 Exceptional (2 reviews) "Everything was as I'd hoped for. Great location, lots of space, lovely bedrooms. The only fault I have was it advertised an iron and board. There wasn't an iron but there were three boards! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Yvonne [](https://www.expedia.co.uk/Windsor-Hotels-Luxurious-Central-Windsor-Town-House.h109199947.Hotel-Information) ![Deluxe House | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109210000/109201400/109201334/9d659d58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | Dining room](https://images.trvl-media.com/lodging/110000000/109210000/109201400/109201334/c50a06ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | 4 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/110000000/109210000/109201400/109201334/eccc91a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe House | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109210000/109201400/109201334/2610b05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Central Windsor Town House [](https://www.expedia.co.uk/Windsor-Hotels-Fabulous-Central-Windsor-Town-House.h109201334.Hotel-Information) Windsor City Centre 10/10 Exceptional (1 review) "House is exactly as in the pictures. Lovely, spacious and clean. Kids loved the bunk bed. " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Abdullah [](https://www.expedia.co.uk/Windsor-Hotels-Fabulous-Central-Windsor-Town-House.h109201334.Hotel-Information) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/96000000/95670000/95661100/95661019/4f4e1299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/96000000/95670000/95661100/95661019/c8074dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95670000/95661100/95661019/dbc2327d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/96000000/95670000/95661100/95661019/7e481832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Victorian Cottage, Close 2 All Sights, Parking 🏰 [](https://www.expedia.co.uk/Windsor-Hotels-Victorian-Cottage.h95661019.Hotel-Information) Clewer South 9.4/10 Exceptional (8 reviews) "Cozy and comfortable house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David H. [](https://www.expedia.co.uk/Windsor-Hotels-Victorian-Cottage.h95661019.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.co.uk/Hotel-Search?startDate=2026-02-26&endDate=2026-02-27®ionId=553248635976996336&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-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_553248635976996336) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APART_HOTEL) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=APARTMENT) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CONDO) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VACATION_HOME) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=VILLA) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=COTTAGE) Residences [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=RESIDENCE) Houseboats [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=HOUSE_BOAT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CABIN) Chalets [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor+and+Maidenhead%2C+England%2C+United+Kingdom®ionId=553248635976996336&latLong=51.522771%2C-0.719797&adults=2&startDate=2026-05-12&d1=2026-05-12&endDate=2026-05-15&d2=2026-05-15&lodging=CHALET) ![](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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-And-Maidenhead-Private-Holiday-Homes.d553248635976996336-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-And-Maidenhead-Private-Holiday-Homes.d553248635976996336-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Windsor and Maidenhead Hotel Reviews ![Sir Christopher Wren Hotel](https://images.trvl-media.com/lodging/1000000/50000/47800/47781/148298d0_y.jpg) ### Sir Christopher Wren Hotel 10/10 Excellent "Charming hotel. Beautiful view of the Thames across to Eton. Staff super helpful. Highly recommend " [](https://expedia.co.uk/Windsor-Hotels-Sir-Christopher-Wren-Hotel.h47781.Hotel-Information) ![Castle Hotel Windsor](https://images.trvl-media.com/lodging/1000000/20000/16500/16500/a61d75bf_y.jpg) ### Castle Hotel Windsor 10/10 Excellent "Great location. The rooms were spotless and the staff were excellent. " [](https://expedia.co.uk/Windsor-Hotels-Castle-Hotel-Windsor-MGallery.h16500.Hotel-Information) ![De Vere Beaumont Estate](https://images.trvl-media.com/lodging/2000000/1780000/1775700/1775624/e2fc3664_y.jpg) ### De Vere Beaumont Estate 10/10 Excellent "Amazing hotel and location. Staff were incredibly friendly and helpful. The pool and gym are excellent! Only downside to the bar is the don’t have Guinness on draft" [](https://expedia.co.uk/Windsor-Hotels-De-Vere-Beaumont-Estate.h1775624.Hotel-Information) ![CIM Business Centre](https://images.trvl-media.com/lodging/12000000/11900000/11899300/11899294/3300fbdf_y.jpg) ### CIM Business Centre 10/10 Excellent "The rooms are small but with breakfast it’s great value !" [](https://expedia.co.uk/Maidenhead-Hotels-CIM-Moor-Hall.h11899294.Hotel-Information) ![Goswell House](https://images.trvl-media.com/lodging/58000000/57760000/57751800/57751774/17dfc26d_y.jpg) ### Goswell House 10/10 Excellent "Just a sokod experience, start to finish. Super easy, helpful. Great location and room." [](https://expedia.co.uk/Windsor-Hotels-Goswell-House.h57751774.Hotel-Information) ![Macdonald Berystede Hotel](https://images.trvl-media.com/lodging/1000000/20000/15600/15558/ea77019f_y.jpg) ### Macdonald Berystede Hotel 10/10 Excellent "Yes" [](https://expedia.co.uk/Ascot-Hotels-Macdonald-Berystede-Hotel.h15558.Hotel-Information) ![The Olde Bell, BW Signature Collection](https://images.trvl-media.com/lodging/1000000/50000/47600/47528/de366a17_y.jpg) ### The Olde Bell, BW Signature Collection 10/10 Excellent "We stayed at The Olde Bell for one night and we were very kindly given an upgrade to a gorgeous luxury room overlooking the lovely garden. The room was very spacious and nicely decorated with a free standing bath in the room as well as a large walk in shower in the bathroom. The staff were all very friendly, dinner was good and breakfast was fantastic. This is also such a good value historical hotel in a gorgeous village. We will definitely be back - this is our second stay. " [](https://expedia.co.uk/Maidenhead-Hotels-The-Olde-Bell.h47528.Hotel-Information) ![Monkey Island Estate - Small Luxury Hotels of the World](https://images.trvl-media.com/lodging/23000000/22580000/22580000/22579964/8d147782_y.jpg) ### Monkey Island Estate - Small Luxury Hotels of the World 10/10 Excellent "Staff incredibly friendly, fantastic breakfasts too. Plenty of parking, wonderful location. " [](https://expedia.co.uk/Maidenhead-Hotels-Monkey-Island-Estate.h22579964.Hotel-Information) ![Macdonald Compleat Angler](https://images.trvl-media.com/lodging/1000000/20000/16100/16055/a0245bf1_y.jpg) ### Macdonald Compleat Angler 10/10 Excellent "Absolutely love Marlow will be going back again next year, same time" [](https://expedia.co.uk/Marlow-Hotels-Macdonald-Compleat-Angler.h16055.Hotel-Information) ## Find out more about Windsor and Maidenhead ## Windsor and Maidenhead Holiday Homes: Find the Perfect Place #### What is the best time to enjoy a holiday home in Windsor and Maidenhead? It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in . #### How many holiday homes are available for rent in Windsor and Maidenhead? Choose from 165 beautiful holiday homes in Windsor and Maidenhead for your getaway. #### How much is a holiday home in Windsor and Maidenhead? You can find perfect holiday homes in Windsor and Maidenhead for as low as per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers. #### How can I get the best deal on a holiday home in Windsor and Maidenhead? Find the best deals on Windsor and Maidenhead holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget. #### Why should I book a holiday home in Windsor and Maidenhead? There’s no better way to spend your well-earned holiday than in a private, cosy Windsor and Maidenhead holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Windsor and Maidenhead. #### What amenities are available in a private holiday home? Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your [Windsor and Maidenhead holiday](https://www.expedia.co.uk/Windsor and Maidenhead.d553248635976996336.Holidays-City-Breaks) won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers. #### Why should I book a holiday home with Expedia? With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Windsor and Maidenhead—and book all your travel in one place. Save even more when you bundle your bookings together. Add a [Windsor and Maidenhead car hire](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor and Maidenhead.d553248635976996336.Car-Hire-Guide) to your holiday property into a holiday package. #### What are the cancellation and flexibility options? We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our [customer service portal](https://www.expedia.co.uk/service/) for further assistance. ## Windsor and Maidenhead Holiday Homes information | Number of reviews | 194 | | ----------------- | ----------------- | | Accommodation | 165 Holiday Homes | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [4 Star Hotels in Maidenhead ](https://www.expedia.co.uk/4Star-Maidenhead-Hotels.s40-0-d5633.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Maidenhead ](https://www.expedia.co.uk/5Star-Maidenhead-Hotels.s50-0-d5633.Travel-Guide-Filter-Hotels) - [Serviced Apartments in Heathrow Terminal 5 Station ](https://www.expedia.co.uk/Heathrow-Terminal-5-Station-Apart-Hotels.d6146384-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Heathrow Terminal 5 Station ](https://www.expedia.co.uk/Heathrow-Terminal-5-Station-Apartments.d6146384-aaApartments.Travel-Guide-Accommodation) - 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