Title: Holiday Rentals Windsor from £68: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Windsor Travel Guide](https://expedia.co.uk/Windsor.dx9542)[Hotels in Windsor](https://expedia.co.uk/Windsor-Hotels.d9542.Travel-Guide-Hotels)[Flights to Windsor](https://expedia.co.uk/Cheap-Flights-To-Windsor.d9542.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.co.uk/Things-To-Do-In-Windsor.d9542.Travel-Guide-Activities)[Windsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor.d9542.Car-Hire-Guide)[Windsor Holidays](https://expedia.co.uk/Windsor.d9542.Holidays-City-Breaks) ![Riverfront Regional Park - Located along the Russian River, Riverfront Regional Park is just minutes from downtown Windsor and Healdsburg and surrounded by classic Wine Country scenery. Spring. ](https://images.trvl-media.com/place/9542/f8866fce-74f5-4295-93d6-5874a08ad244.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/9542/f8866fce-74f5-4295-93d6-5874a08ad244.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 [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=9542&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 two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=9542&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=9542&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=9542&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Windsor holiday rentals ![Property grounds](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/dfb225e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books, offices](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/fbc99a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/636db4d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/123000000/122220000/122214500/122214477/ff38d639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor Home with Sauna & Outdoor Fire Pit [](https://www.expedia.co.uk/Windsor-Hotels-Windsor-Home-With-Sauna-Outdoor-Fire-Pit.h122214477.Hotel-Information) Windsor £654 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Windsor-Hotels-Windsor-Home-With-Sauna-Outdoor-Fire-Pit.h122214477.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/a5784ec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/c66b734c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/06c2c2bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/127000000/126950000/126947200/126947183/f3d97860.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TOP HOST - Vacation Memories Just Waiting to be Made - 2 Bedroom - Sleeps 6 [](https://www.expedia.co.uk/Windsor-Hotels-TOP-HOST-Vacation-Memories-Just-Waiting-To-Be-Made-2-Bedroom-Sleeps-6.h126947183.Hotel-Information) Windsor £327 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Windsor-Hotels-TOP-HOST-Vacation-Memories-Just-Waiting-To-Be-Made-2-Bedroom-Sleeps-6.h126947183.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/3d0a16e5.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/110000000/109800000/109790500/109790438/9262173b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/f9a63ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109800000/109790500/109790438/7820a75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant Vineyard Living at a Private Wine Country Estate [](https://www.expedia.co.uk/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information) Windsor 8.4/10 Very good (6 reviews) "What an amazing place! The hosts made it very easy to be prepared for our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric B. £784 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Windsor-Hotels-Luxury-Estate-Awaits-Your-Ultimate-Vineyard-Escape.h109790438.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/74641875.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/aa039a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/2ec93b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126960000/126958000/126957947/255d40b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Top Wine Country Condo - Full Resort Amenity Access - 2 Bedroom/2 Bath - Sleep 6 [](https://www.expedia.co.uk/Windsor-Hotels-Top-Wine-Country-Condo-Full-Resort-Amenity-Access-2-Bedroom2-Bath-Sleep-6.h126957947.Hotel-Information) Windsor £327 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Windsor-Hotels-Top-Wine-Country-Condo-Full-Resort-Amenity-Access-2-Bedroom2-Bath-Sleep-6.h126957947.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/929b1efb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/de687497.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/f60b9ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/127000000/126950000/126947500/126947414/6d2cee48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### One Click Away from Vacay - Full Resort Access - 2 Bedroom / 2 Bath - Sleep 6 [](https://www.expedia.co.uk/Windsor-Hotels-One-Click-Away-From-Vacay-Full-Resort-Access-2-Bedroom-2-Bath-Sleep-6.h126947414.Hotel-Information) Windsor £327 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Windsor-Hotels-One-Click-Away-From-Vacay-Full-Resort-Access-2-Bedroom-2-Bath-Sleep-6.h126947414.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/abbea1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/521f9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/810082dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34280000/34274800/34274712/61de8372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sip, Taste, Hot Tub, Repeat - Full Resort Access - Sleeps 6 [](https://www.expedia.co.uk/Windsor-Hotels-Sip.h34274712.Hotel-Information) Windsor 9.2/10 Wonderful (44 reviews) "Check-in was a little difficult, but the condo itself was convenient and a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SB L. £276 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Windsor-Hotels-Sip.h34274712.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/dd7350db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/c8638503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/d6b7e9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103010000/103009600/103009589/d381a987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Under the Redwoods [](https://www.expedia.co.uk/Guerneville-Hotels-Creekside-Under-The-Redwoods.h103009589.Hotel-Information) Guerneville 9.8/10 Exceptional (18 reviews) "Very cute and comfortable place! We enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy M. £239 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Guerneville-Hotels-Creekside-Under-The-Redwoods.h103009589.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/c6cfa119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/c51213b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/4afa7211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100390000/100382900/100382839/f829d2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Redwood Retreat [](https://www.expedia.co.uk/Guerneville-Hotels-Tranquil-Redwood-Retreat.h100382839.Hotel-Information) Guerneville 8.8/10 Excellent (10 reviews) "Perfect hun for enjoying downtown guernville " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alex A. £239 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Guerneville-Hotels-Tranquil-Redwood-Retreat.h100382839.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/b9e8bed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/e11ce903.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/5bfdf524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/900000/894000/893929/2b2366dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Backyard Garden Oasis [](https://www.expedia.co.uk/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information) Middletown 9.6/10 Exceptional (51 reviews) "Cute garden area, quiet, nice all inclusive spot" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodi £174 includes taxes & fees 28 Mar - 29 Mar [](https://www.expedia.co.uk/Middletown-Hotels-Backyard-Garden-Oasis.h893929.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/6edcae4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/aca85678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/cb1f51e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123420000/123411900/123411845/3edd9ded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Russian River Retreat! Woodsy Guerneville Bungalow [](https://www.expedia.co.uk/Guerneville-Hotels-Russian-River-Retreat-Woodsy-Guerneville-Bungalow.h123411845.Hotel-Information) Guerneville £323 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Guerneville-Hotels-Russian-River-Retreat-Woodsy-Guerneville-Bungalow.h123411845.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/dca8ee30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Glenbrook Lodge - Private Creekside Estate | Interior](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/d3793a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/6ce55127.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite | Living area](https://images.trvl-media.com/lodging/33000000/32920000/32911400/32911370/30402d16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mandala Springs Wellness Retreat Center [](https://www.expedia.co.uk/Clear-Lake-Hotels-Mandala-Springs-Wellness-Retreat-Center.h32911370.Hotel-Information) Cobb 8.8/10 Excellent (30 reviews) "Very clean room, friendly staff, great to walk around " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria £90 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Clear-Lake-Hotels-Mandala-Springs-Wellness-Retreat-Center.h32911370.Hotel-Information) ![Room, 1 Bedroom | Living area | Smart TV](https://images.trvl-media.com/lodging/121000000/120800000/120797300/120797284/0127342d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/121000000/120800000/120797300/120797284/88f5a30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/121000000/120800000/120797300/120797284/faa678dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Bedroom | Property grounds](https://images.trvl-media.com/lodging/121000000/120800000/120797300/120797284/3a8d8b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rouge Cobb Mountain Hotel - Cabin 1 [](https://www.expedia.co.uk/Cobb-Hotels-Cozy-Cabin-Near-Wineries.h120797284.Hotel-Information) Cobb £190 includes taxes & fees 21 Apr - 22 Apr [](https://www.expedia.co.uk/Cobb-Hotels-Cozy-Cabin-Near-Wineries.h120797284.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/w2171h1457x9y0-b534ae44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/adae7968.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/f8aa3cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, ping pong, books](https://images.trvl-media.com/lodging/75000000/74810000/74803200/74803149/aaed2979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sundog Cottage - Clean & Cozy - EV - Walk to Food & Beach - Fenced Yard for Dog [](https://www.expedia.co.uk/Dillon-Beach-Hotels-Sundog-Cottage-Clean-Cozy-EV-Walk-To-Food-Beach-Fenced-Yard-For-Dog.h74803149.Hotel-Information) Dillon Beach 10/10 Exceptional (70 reviews) "We had a great stay at Sundog cottage! Very clean and comfortable. Easy walk to the beach!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna H. £438 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Dillon-Beach-Hotels-Sundog-Cottage-Clean-Cozy-EV-Walk-To-Food-Beach-Fenced-Yard-For-Dog.h74803149.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/008556b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/86c3b1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/518efbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/64000000/63170000/63163000/63162961/f89bfe4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winemaker's Delight: 3BD/3BA Russian River Valley [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Winemakers-Delight-3BD3BA-Russian-River-Valley.h63162961.Hotel-Information) Northwest Santa Rosa 9.8/10 Exceptional (72 reviews) "Loved our stay!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kristen s. £373 includes taxes & fees 12 Apr - 13 Apr [](https://www.expedia.co.uk/Santa-Rosa-Hotels-Winemakers-Delight-3BD3BA-Russian-River-Valley.h63162961.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/0067f8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/3b80f8ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/ac8776af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594434/a1283366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Wine Country in your independant Cottage in Downtown Calistoga [](https://www.expedia.co.uk/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594434.Hotel-Information) Calistoga 10/10 Exceptional (2 reviews) "Loved everything Ellen was very accommodating ,pleasant and polite As well as professional The furnishings were very up scale and same style as my home One suggestion The tv should be more accessible so it does not block AC when pulled out from the wall I’m not being critical because I love this place. I will stay there every time I would ever be close to Calistoga. AND I adore Ellen personally and professionally!!👍❤️" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ronny £283 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594434.Hotel-Information) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1264h852x0y1-adad65f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1280h852x0y1-c6c53aea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/135d53a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45590000/45581600/45581505/w1279h852x1y1-e0768002.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Ellen Retreats Sunset Cottage [](https://www.expedia.co.uk/Glen-Ellen-Hotels-Glen-Ellen-Retreat-3-King-Beds.h45581505.Hotel-Information) Glen Ellen 10/10 Exceptional (75 reviews) "Perfect for a weekend getaway with family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tara C. £384 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Glen-Ellen-Hotels-Glen-Ellen-Retreat-3-King-Beds.h45581505.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105360000/105356500/105356471/e51816d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105360000/105356500/105356471/6551c4de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105360000/105356500/105356471/365def4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105360000/105356500/105356471/362f706e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful, charming, cottage in wine country. Beautiful yard! [](https://www.expedia.co.uk/Sebastopol-Hotels-Peaceful.h105356471.Hotel-Information) Sebastopol 10/10 Exceptional (11 reviews) "Great stay and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandi K. £254 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Sebastopol-Hotels-Peaceful.h105356471.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/482a2f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/2345ad72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/f336ee8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594425/d77c5b75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to wine country in your independent cottage in downtown Calistoga [](https://www.expedia.co.uk/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independent-Cottage-In-Downtown-Calistoga.h74594425.Hotel-Information) Calistoga 10/10 Exceptional (3 reviews) "We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £283 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Calistoga-Hotels-Escape-To-Wine-Country-In-Your-Independent-Cottage-In-Downtown-Calistoga.h74594425.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/709eea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee/tea maker](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/ec1ff136.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/16fb4ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74600000/74594500/74594416/0322be8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to Wine County in your independant Cottage in Downtown Calistoga [](https://www.expedia.co.uk/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information) Calistoga 9.6/10 Exceptional (34 reviews) "Great getaway for a couple" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David G. £283 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Calistoga-Hotels-Escape-To-Wine-County-In-Your-Independant-Cottage-In-Downtown-Calistoga.h74594416.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/4100e81a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/w1279h852x1y1-668d9726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/fe82c7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/94000000/93010000/93000100/93000043/w1280h852x0y1-6d7f823c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Glen Ellen Retreats Hot Tub Cottage [](https://www.expedia.co.uk/Glen-Ellen-Hotels-Glen-Ellen-Retreat-1-King-Beds.h93000043.Hotel-Information) Glen Ellen 10/10 Exceptional (84 reviews) "Great house in a perfect location. Short distance to Jack London State Park, various wineries, and walking distance to lovely restaurants near by. We enjoyed our long weekend and will definitely stay here again when we're up in the area!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sandra h. £384 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Glen-Ellen-Hotels-Glen-Ellen-Retreat-1-King-Beds.h93000043.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=2026-04-10&endDate=2026-04-11®ionId=9542&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Aparthotels [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America®ionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APART_HOTEL) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America®ionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America®ionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO) Villas [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America®ionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VILLA) Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America®ionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America®ionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Windsor%2C+California%2C+United+States+of+America®ionId=9542&latLong=38.547134%2C-122.816383&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CABIN) ![](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-Holiday-Rentals.d9542.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Holiday-Rentals.d9542.Travel-Guide-HolidayRentals) ## Top Windsor Hotel Reviews ![Hotel La Rose](https://images.trvl-media.com/lodging/8000000/7300000/7292500/7292445/ba51d0a8_y.jpg) ### Hotel La Rose 10/10 Excellent "Reserved a historic queen room for my mom for 4 nights. She absolutely loved the hotel and room, especially the fact that it was haunted. Thank you very much to anyone and everyone who plays a part in keeping the hotel as beautiful as it is. " [](https://expedia.co.uk/Santa-Rosa-Hotels-Hotel-La-Rose.h7292445.Hotel-Information) ![Holiday Inn Windsor Wine Country by IHG](https://images.trvl-media.com/lodging/14000000/13240000/13235900/13235845/38785765_y.jpg) ### Holiday Inn Windsor Wine Country by IHG 10/10 Excellent "Clean room and friendly staff. Accommodated when I asked them to place a cake i ordered in the room. " [](https://expedia.co.uk/Windsor-Hotels-Holiday-Inn-Windsor-Wine-Country.h13235845.Hotel-Information) ![Harvest Inn](https://images.trvl-media.com/lodging/1000000/530000/527100/527073/54496a9a_y.jpg) ### Harvest Inn 10/10 Excellent "Romantic 2 night stay. We were enjoying ourselves so much we booked 1 more night. Beautiful property, redwood trees, mountain views from our spa room, greenery, flowers. Check in was good. Got to room. Room was not the right room i booked. It was no issue. They changed us to correct room. Very friendly & efficient staff. Resturants was being remodeled. They had dining outside. Gorgeous backdrop. We booked a spa room. Worth the money. We enjoyed the hot tub nightly and in the morning.... Bocce ball, corn hole, fire pit it redwood tree coverage. Took morning walks around the vineyard....amazing... We used Uber and the drivers arrived in a timely manner. Walking distance to few wineries. Property is pricey but worth the money. Only issue for me was being able to get snacks/food on property. Restaurant serves breakfast and dinner. Time limit. Food not available all day. Limited menu...higher end foods. Check their menu. Pack you own snacks & drinks. Refrigerator in room no microwave. " [](https://expedia.co.uk/St-Helena-Hotels-Harvest-Inn.h527073.Hotel-Information) ![Quality Inn Petaluma - Sonoma](https://images.trvl-media.com/lodging/1000000/10000/5800/5776/29a68b8e_y.jpg) ### Quality Inn Petaluma - Sonoma 10/10 Excellent "Staff was great and breakfast was amazing!" [](https://expedia.co.uk/Petaluma-Hotels-Quality-Inn-Petaluma-Sonoma.h5776.Hotel-Information) ![La Quinta Inn & Suites Santa Rosa Sonoma](https://images.trvl-media.com/lodging/52000000/51320000/51310500/51310420/f3caac53_y.jpg) ### La Quinta Inn & Suites Santa Rosa Sonoma 10/10 Excellent "Had a couple of sleepers outside the front door i didn't feel safe with my vehicle parked in the lot." [](https://expedia.co.uk/Santa-Rosa-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Santa-Rosa.h51310420.Hotel-Information) ![Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton](https://images.trvl-media.com/lodging/1000000/20000/10400/10357/c405b97c_y.jpg) ### Flamingo Resort & Spa Santa Rosa Sonoma, Tapestry by Hilton 10/10 Excellent "So beautiful." [](https://expedia.co.uk/Santa-Rosa-Hotels-Flamingo-Resort-Spa-Santa-Rosa-Sonoma.h10357.Hotel-Information) ![The Inn at the Tides](https://images.trvl-media.com/lodging/1000000/20000/11800/11786/cb3cd68d_y.jpg) ### The Inn at the Tides 10/10 Excellent "Super welcoming staff! Cool mountain lodge feel to the place. Nice pool and hot -tub" [](https://expedia.co.uk/Bodega-Bay-Hotels-The-Inn-At-The-Tides.h11786.Hotel-Information) ![The Lodge at Bodega Bay](https://images.trvl-media.com/lodging/1000000/20000/10600/10546/ab77ffc7_y.jpg) ### The Lodge at Bodega Bay 10/10 Excellent "We had a very nice stay at Lodge at Bodega Bay. The room we booked was not available on our date due to construction but guest services contacted me ahead of time and made accommodations that we were happy with and included an extra welcome gift. The premises is beautiful and we enjoyed the bocce ball court and the Drake's Restaurant. A very nice place for a special celebration getaway!" [](https://expedia.co.uk/Bodega-Bay-Hotels-Bodega-Bay-Lodge.h10546.Hotel-Information) ![The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/920000/919800/919721/6551e7d3_y.jpg) ### The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel 6/10 Okay "Froze. Heat is obviously set to only go so high. Even with their supposed remodeling it’s pretty tired. . Likely will not stay here again " [](https://expedia.co.uk/Santa-Rosa-Hotels-The-Sandman.h919721.Hotel-Information) ## Find out more about Windsor **Everything you need to know about** **Windsor** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Windsor holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windsor holiday rentals we have selected for you start as low as £68 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Windsor rentals** At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find holiday rentals in Windsor? ### What are some of the best holiday rentals that Windsor has to offer? ### How many holiday rentals are there in Windsor? ### What can I see and do in Windsor? ### What are holiday rentals like in Windsor? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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