Title: Windsor and Maidenhead Vacation Rentals from CA $109: Short-Term Rentals for 2026 | Expedia.ca

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![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

# Windsor and Maidenhead Vacation Rentals

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## Our top choices for Windsor and Maidenhead vacation rentals

![Exterior detail](https://images.trvl-media.com/lodging/19000000/18690000/18689500/18689487/c91d3a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 Bedroom, Garden View, Ground Floor (Garden Lodge)](https://images.trvl-media.com/lodging/19000000/18690000/18689500/18689487/aaaca882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 Bedroom, Garden View, Ground Floor (Garden Lodge)](https://images.trvl-media.com/lodging/19000000/18690000/18689500/18689487/471882e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Studio, 1 Bedroom, Garden View, Ground Floor (Garden Lodge)](https://images.trvl-media.com/lodging/19000000/18690000/18689500/18689487/ee859f41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Willow Court Farm

Windsor

10/10

Exceptional

(199)

"Wonderful place ideal for families "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Zoe

CA $208

CA $250 total

includes taxes & fees

Dec 10 - Dec 11

[](https://www.expedia.ca/Windsor-Hotels-Willow-Court-Farm.h18689487.Hotel-Information)

![Apartment | Private kitchen](https://images.trvl-media.com/lodging/35000000/34760000/34753600/34753558/0fd471c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/35000000/34760000/34753600/34753558/162446d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 2 Bedrooms](https://images.trvl-media.com/lodging/35000000/34760000/34753600/34753558/72b36e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/35000000/34760000/34753600/34753558/e45dda65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### King Edward Apartments

Windsor City Centre

9.6/10

Exceptional

(67)

"Pretty clean, nice walk to town centre and transit. Parking a bit tight by North American standards. Lift available. Beds comfy and the owners/property managers as well as the cleaner were all wonderful. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Elizabeth

[](https://www.expedia.ca/Windsor-Hotels-Modern-Apartment.h34753558.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/86000000/85310000/85304400/85304315/8969e197.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/86000000/85310000/85304400/85304315/104922a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/86000000/85310000/85304400/85304315/a73dfba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/86000000/85310000/85304400/85304315/19a01bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampden Apartments - The Louis

Eton

9.8/10

Exceptional

(12)

"Love the location and loved the flat. All was perfect for us. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Shannon

[](https://www.expedia.ca/Windsor-Hotels-Hampden-Apartments-The-Louis.h85304315.Hotel-Information)

![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/110000000/109200000/109197300/109197231/61f9cc51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Terrace/patio](https://images.trvl-media.com/lodging/110000000/109200000/109197300/109197231/3a8af142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109200000/109197300/109197231/640b4394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/110000000/109200000/109197300/109197231/w1985h1333x0y0-6233e9aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampden Apartments - The Anne

Windsor City Centre

9.0/10

Wonderful

(6)

"Really nice apartment close to the centre of Windsor. Handy parking space close by that will save you some money as the local Q park is about £45 for 48 hours! "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Anonymous traveller

[](https://www.expedia.ca/Windsor-Hotels-Hampden-Apartments-The-Anne.h109197231.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/111000000/110740000/110735500/110735425/527bd981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, electric kettle, toaster](https://images.trvl-media.com/lodging/111000000/110740000/110735500/110735425/aa4fdb48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110740000/110735500/110735425/5b123333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Three Bedroom Apartment](https://images.trvl-media.com/lodging/111000000/110740000/110735500/110735425/f57292b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SnoozeDen Westmead – Windsor Castle & Legoland

Clewer East

4.2/10

(10)

"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Simon

CA $91

CA $109 total

includes taxes & fees

Dec 15 - Dec 16

[](https://www.expedia.ca/Windsor-Hotels-Self-Contained-Studio-Near-Windsor-Attractions.h110735425.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)

![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)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101010000/101008700/101008635/w904h683x60y0-1fb68f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101010000/101008700/101008635/9ce3543a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### haven Valley near the theme park 

Old Windsor

10/10

Exceptional

(1)

"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.ca/Windsor-Hotels-Haven-Valley-Near-The-Theme-Park.h101008635.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/30000000/29560000/29552500/29552459/f68efb5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/30000000/29560000/29552500/29552459/7973e459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/30000000/29560000/29552500/29552459/928fc421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/30000000/29560000/29552500/29552459/a5194d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE

Ascot

9.8/10

Exceptional

(50)

"Loved everything about the property so perfect for what we wanted. The hosts went over and above to welcome us. Little extras like milk, breakfast cereals and snacks were a lovely extra too. Would defo recommend to anyone wanting a lovely break in ascot."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Sharon

[](https://www.expedia.ca/Ascot-Hotels-THE-OLD-School-House.h29552459.Hotel-Information)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/42000000/41840000/41837300/41837293/1db31899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/42000000/41840000/41837300/41837293/f538b578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/42000000/41840000/41837300/41837293/a33ce886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom](https://images.trvl-media.com/lodging/42000000/41840000/41837300/41837293/1b53d578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampden Apartments - the Diana

Windsor City Centre

9.2/10

Wonderful

(42)

"Wonderful property! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Meghan

[](https://www.expedia.ca/Windsor-Hotels-Hampden-Apartments-The-Diana.h41837293.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122090000/122088100/122088070/0943e0fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122090000/122088100/122088070/269a84ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122090000/122088100/122088070/a0f926d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122090000/122088100/122088070/4faf1db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spotless & Stylish Stay in Windsor – Free Parking & Ultra Fast Internet

Park

[](https://www.expedia.ca/Windsor-Hotels-Clean-And-Spacious-King-Room-In-Windsor-Kitchen-Private-Bathroom.h122088070.Hotel-Information)

![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)](https://images.trvl-media.com/lodging/76000000/75270000/75268700/75268664/fa49ab8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Private Bathroom (Windsor Town Centre) | Lounge](https://images.trvl-media.com/lodging/76000000/75270000/75268700/75268664/538e8402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, Private Bathroom (Windsor Town Centre) | Shared kitchen](https://images.trvl-media.com/lodging/76000000/75270000/75268700/75268664/b1dec543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Windsor Mews by Stay Focused SA

Windsor City Centre

9.4/10

Exceptional

(6)

"Good location with a very nice property"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

James

[](https://www.expedia.ca/Windsor-Hotels-Windsor-Mews-By-Stay-Focused-SA.h75268664.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/35000000/34550000/34540700/34540601/476dfd12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Duplex, 2 Bedrooms, Non Smoking, River View | View from room](https://images.trvl-media.com/lodging/35000000/34550000/34540700/34540601/8f2cf8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34550000/34540700/34540601/c4ed4a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Duplex, 2 Bedrooms, Non Smoking, River View | Private kitchen](https://images.trvl-media.com/lodging/35000000/34550000/34540700/34540601/b2ebc7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cavendish House

Windsor City Centre

10/10

Exceptional

(62)

"Fantastic stay with the family, perfect location, property and hosting"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Philip

[](https://www.expedia.ca/Windsor-Hotels-Cavendish-House.h34540601.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/33000000/32710000/32704600/32704595/4694dc03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic House, 2 Bedrooms, Kitchen, River View | Living area](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](https://images.trvl-media.com/lodging/33000000/32710000/32704600/32704595/a0a7756e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Basic House, 2 Bedrooms, Kitchen, River View | Private kitchen](https://images.trvl-media.com/lodging/33000000/32710000/32704600/32704595/ead7a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### STABLE HOUSE - Near Windsor Castle

Eton

9.4/10

Exceptional

(13)

"Excellent stay at Stable House in Windsor. The hosts provided great communication and the property was in a wonderful location, easy walking accessibility to town and tourist spots alike. We thoroughly enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Laura

[](https://www.expedia.ca/Windsor-Hotels-STABLE-HOUSE-Near-Windsor-Castle.h32704595.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/47000000/46070000/46066900/46066853/2b28553b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/47000000/46070000/46066900/46066853/a4a5fc83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/47000000/46070000/46066900/46066853/2eb22f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/47000000/46070000/46066900/46066853/ad1f4e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious, light apartment sleeps up to four

Cookham

9.8/10

Exceptional

(18)

"Beautifully refurbished property with very helpful hosts."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Alexandra C.

CA $182

CA $387 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Maidenhead-Hotels-Vrbo-Property.h46066853.Hotel-Information)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/28000000/27840000/27836000/27835914/9d9f99b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living room](https://images.trvl-media.com/lodging/28000000/27840000/27836000/27835914/c1cbe720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/28000000/27840000/27836000/27835914/d565f8b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/28000000/27840000/27836000/27835914/b4b88f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Imperial Court by Viridian Apartments

Maidenhead

7.2/10

Good

(7)

"Great location near Maidenhead town centre"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Roaa

CA $194

CA $233 total

includes taxes & fees

Jan 1 - Jan 2, 2026

[](https://www.expedia.ca/Maidenhead-Hotels-Imperial-Court-By-Flying-Butler.h27835914.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21630000/21626000/21625982/06ad97d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21630000/21626000/21625982/8512f1ed.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

Wraysbury

8.4/10

Very good

(149)

"Great location, near train station, very private garden with excellent outdoor area overlooking the Thames. "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Dan M.

[](https://www.expedia.ca/Windsor-Hotels-Riverside-Bungalow-Near-Legoland.h21625982.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112880000/112873300/112873262/3dff802d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112880000/112873300/112873262/f29c4171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112880000/112873300/112873262/dd2bc9fb_edited_ef9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112880000/112873300/112873262/97427f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Old Windsor

9.4/10

Exceptional

(3)

"Had a great stay prior to our flight home. They had everything we needed including things for the kids (1 and 3)."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peyton T.

CA $208

CA $237 total

includes taxes & fees

Dec 13 - Dec 14

[](https://www.expedia.ca/Windsor-Hotels-A-Cosy-Cabin-Retreat-5-Mins-Away-From-Windsor-And-10-Mins-From-Legoland.h112873262.Hotel-Information)

![Comfort Apartment, 2 Bedrooms, Non Smoking | View from room](https://images.trvl-media.com/lodging/31000000/30240000/30236300/30236248/9209f5c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 2 Bedrooms, Non Smoking | View from room](https://images.trvl-media.com/lodging/31000000/30240000/30236300/30236248/b2b20563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 2 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/31000000/30240000/30236300/30236248/13846ac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 2 Bedrooms, Non Smoking | Private kitchen](https://images.trvl-media.com/lodging/31000000/30240000/30236300/30236248/5922beef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Central Apartment Facing Windsor Castle

Windsor City Centre

9.0/10

Wonderful

(25)

"Brilliant location and very helpful owner "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Senan

CA $500

CA $500 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Windsor-Hotels-Central-Apartment-Facing-Windsor-Castle.h30236248.Hotel-Information)

![House](https://images.trvl-media.com/lodging/109000000/108410000/108402200/108402194/aa87c789_edited_656b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/109000000/108410000/108402200/108402194/ae844436_edited_f518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/109000000/108410000/108402200/108402194/eb07f3e8_edited_d398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/109000000/108410000/108402200/108402194/9fa47c7a_edited_2c7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Magnolia Lodge - 4 Beds Fabulous Garden Parking

Ascot

[](https://www.expedia.ca/Ascot-Hotels-Magnolia-Lodge-4-Beds-Fabulous-Garden-Parking.h108402194.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33590000/33583000/33582903/4f6d2d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33590000/33583000/33582903/681cf43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33590000/33583000/33582903/96921a94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33590000/33583000/33582903/3677a802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

Old Windsor

10/10

Exceptional

(106)

"Hamish and Susie were great hosts. Hamish met us on arrival and gave us a tour of the house. We enjoyed the goodies in the welcome basket. The shortbread’s were delicious ( I believe they were homemade). We enjoyed our 3 night stay, the cottage was what we had hoped it would be. The gardens and grounds were so lovely and peaceful. Hamish gave us excellent advice getting to London by train. Our son and grandson enjoyed exploring Windsor Great Park, they saw a lot of wildlife. An awesome...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Loretta F.

[](https://www.expedia.ca/Windsor-Hotels-Gorgeous-Country-Cottage.h33582903.Hotel-Information)

![Deluxe Apartment | Private kitchen](https://images.trvl-media.com/lodging/110000000/109210000/109202000/109201992/16f49430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/110000000/109210000/109202000/109201992/0de128c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Living area](https://images.trvl-media.com/lodging/110000000/109210000/109202000/109201992/8b1b1754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment](https://images.trvl-media.com/lodging/110000000/109210000/109202000/109201992/8c505bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampden Apartments - The William

Eton

9.6/10

Exceptional

(11)

"Always a lovely place to stay "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Tony

CA $204

CA $245 total

includes taxes & fees

Dec 12 - Dec 13

[](https://www.expedia.ca/Windsor-Hotels-Hampden-Apartments-The-William.h109201992.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.

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Aparthotels

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Villas

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Cottages

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Residences

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Houseboats

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## Top Windsor and Maidenhead Hotel Reviews

![Castle Hotel Windsor](https://images.trvl-media.com/lodging/1000000/20000/16500/16500/a61d75bf_y.jpg)

### Castle Hotel Windsor

10/10 Excellent

"Our room was beautiful and a good size. The staff was helpful and accommodating. The location is in the center of town, steps from Windsor Castle."

[](https://expedia.ca/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

"Didn't have breakfast, asked for a bottle opener was like I was asking for a free room, disappointed with the customer service "

[](https://expedia.ca/Windsor-Hotels-De-Vere-Beaumont-Estate.h1775624.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

"My go to place when I need to stay overnight in the area. Much better than staying at a hotel chain. This is an authentic English pub at its best. Had a great chat with the locals over a pint who are friendly. The breakfast was amazing. I would recommend thoroughly."

[](https://expedia.ca/Maidenhead-Hotels-The-Olde-Bell.h47528.Hotel-Information)

![Fredrick's Hotel Restaurant & Spa](https://images.trvl-media.com/lodging/2000000/1560000/1559100/1559069/3dbcf66f_y.jpg)

### Fredrick's Hotel Restaurant & Spa

10/10 Excellent

"Staff were fantastic especially Al in the spa and the waitress serving breakfast both mornings. Room was very clean. Loved the heated outdoor pool. Breakfast was delicious especially the cooked breakfast. "

[](https://expedia.ca/Maidenhead-Hotels-Fredricks-Hotel-Restaurant-Spa.h1559069.Hotel-Information)

![Macdonald Windsor Hotel](https://images.trvl-media.com/lodging/4000000/3700000/3697700/3697668/10c20418_y.jpg)

### Macdonald Windsor Hotel

10/10 Excellent

"Yes."

[](https://expedia.ca/Windsor-Hotels-Macdonald-Windsor-Hotel.h3697668.Hotel-Information)

![LEGOLAND Windsor Resort](https://images.trvl-media.com/lodging/75000000/74980000/74973200/74973149/7df91af1_y.jpg)

### LEGOLAND Windsor Resort

10/10 Excellent

"Perfect location for Lapland uk. My daughter really enjoyed finding the code to unlock the safe. All staff was very helpful and made the visit extra special. "

[](https://expedia.ca/Windsor-Hotels-LEGOLAND-Windsor-Resort.h74973149.Hotel-Information)

![Goswell House](https://images.trvl-media.com/lodging/58000000/57760000/57751800/57751774/17dfc26d_y.jpg)

### Goswell House

10/10 Excellent

"Great location and lovely room. Keeps me fit walking up the stairs too! "

[](https://expedia.ca/Windsor-Hotels-Goswell-House.h57751774.Hotel-Information)

![Sir Christopher Wren Hotel](https://images.trvl-media.com/lodging/1000000/50000/47800/47781/148298d0_y.jpg)

### Sir Christopher Wren Hotel

10/10 Excellent

"Fabulous hotel in Windsor "

[](https://expedia.ca/Windsor-Hotels-Sir-Christopher-Wren-Hotel.h47781.Hotel-Information)

![Coworth Park - Dorchester Collection](https://images.trvl-media.com/lodging/4000000/3250000/3243100/3243047/69aa8bbf_y.jpg)

### Coworth Park - Dorchester Collection

10/10 Excellent

"First and foremost the staff are absolutely superb. Everyone we met went above and beyond to make our stay exceptional. The hospitality we experienced here we will not forget. The hotel itself is beautiful and our room was fantastic. Breakfast, afternoon tea and dinner at the barn were all fantastic. Restaurant Woven is an exceptional dining experience and one we can’t wait to enjoy again. Superb. "

[](https://expedia.ca/Ascot-Hotels-Coworth-Park-Dorchester-Collection.h3243047.Hotel-Information)

## Find out more about Windsor and Maidenhead

**Everything you need to know about** **Windsor and Maidenhead** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor and Maidenhead vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), 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 and Maidenhead vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Windsor and Maidenhead vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windsor and Maidenhead. 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 and Maidenhead vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windsor and Maidenhead vacation rentals we have selected for you start as low as CA $109 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Windsor and Maidenhead rentals**

At Expedia, we put the best Windsor and Maidenhead vacation 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 and Maidenhead 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 and Maidenhead vacation.

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 Maidenhead. 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

- Popular Windsor and Maidenhead Cities

- [Horton Vacation Rentals ](https://expedia.ca/Horton-Vacation-Rentals.d553248623058529209.Travel-Guide-VacationRentals)