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Vacation Rentals in Windsor and Maidenhead

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Our top choices for Windsor and Maidenhead vacation rentals

Hampden Apartments - The Louis

Hampden Apartments - The Louis
3.0 star property
Eton
9.8 out of 10, Exceptional, (13)
"What an absolutely stunning apartment in a perfect location to explore Windsor. Spotlessly clean with everything you could possibly need for a few nights away. Even a Christmas tree which was a lovely surprise. Once we had a direct contact number for the property the communication was fantastic with check in details and instructions provided. Would 100% stay again in the future Thankyou "
United Kingdom
Corinne
Hampden Apartments - The Louis

Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (25)
"Brilliant location and very helpful owner "
United Kingdom
Senan
$289 nightly
The price is $289
Jan 2 - Jan 3, 2026
Total with taxes and fees
Central Apartment Facing Windsor Castle

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
$127 nightly
The price is $153
Jan 30 - Jan 31, 2026
Total with taxes and fees
Willow Court Farm

Riverwalk Apartment One

Riverwalk Apartment One
3.5 star property
Slough
10.0 out of 10, Exceptional, (3)
"Really great stay and convenient for both Windsor and London. "
United Kingdom
David
$454 nightly
The price is $527
Jan 15 - Jan 16, 2026
Total with taxes and fees
Riverwalk Apartment One

Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
3.0 star property
Wraysbury
10.0 out of 10, Exceptional, (1)
$291 nightly
The price is $349
Jan 17 - Jan 18, 2026
Total with taxes and fees
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
$472 nightly
The price is $566
Jan 3 - Jan 4, 2026
Total with taxes and fees
Thames Retreat

Fabulous Central Windsor Town House

Fabulous Central Windsor Town House
3.0 star property
Windsor City Centre
Fabulous Central Windsor Town House

Inviting 2-bed Cottage in Windsor

Inviting 2-bed Cottage in Windsor
3.0 star property
Windsor City Centre
2.0 out of 10, (1)
"We had absolutely no heating. I tried several times to contact the owner by email, messenger and by phoning her. No reply. I had been in contact with her regarding check in via email and messenger, I even sent a photo of the temperature in the house. 10 degrees. I had to source 2 radiators myself, which a kind neighbour lent us. I would like a refund for our inconvenience "
United Kingdom
Anonymous traveler
$250 nightly
The price is $250
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inviting 2-bed Cottage in Windsor

Coventina

Coventina
3.0 star property
Wraysbury
$2,598 nightly
The price is $3,118
Jan 3 - Jan 4, 2026
Total with taxes and fees
Coventina

The Boathouse London

The Boathouse London
4.0 star property
London City Centre
9.0 out of 10, Wonderful, (18)
"Really unique experience to stay on a canal boat that is extremely well furnished and close to some great dining options (and Heathrow Express from Paddington station)."
United States
Adam
$262 nightly
The price is $315
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Boathouse London

Cheval Harrington Court at South Kensington

Cheval Harrington Court at South Kensington
4.0 star property
London City Centre
8.8 out of 10, Excellent, (244)
"Great property with welcoming staff "
United Kingdom
Sharai
$245 nightly
The price is $295
Jan 25 - Jan 26, 2026
Total with taxes and fees
Cheval Harrington Court at South Kensington

The Apartments by The Sloane Club

The Apartments by The Sloane Club
4.0 star property
London City Centre
9.4 out of 10, Exceptional, (78)
"My family and I always enjoy our visits to the Sloane Club at Sloane Gardens."
United States
Donovan
$347 nightly
The price is $416
Jan 2 - Jan 3, 2026
Total with taxes and fees
The Apartments by The Sloane Club

Beaufort House - Knightsbridge

Beaufort House - Knightsbridge
4.5 star property
London City Centre
10.0 out of 10, Exceptional, (2)
"The apartment was perfect for our needs - warm, spacious and clean and in a brilliant location. We really appreciated being able to leave our bags in the lobby. Highly recommended."
United Kingdom
Emma
$254 nightly
The price is $305
Jan 29 - Jan 30, 2026
Total with taxes and fees
Beaufort House - Knightsbridge

3 Sloane Gardens by UnderTheDoormat

3 Sloane Gardens by UnderTheDoormat
4.0 star property
London City Centre
9.4 out of 10, Exceptional, (40)
"Very nice apartment in an excellent location. "
United States
Anonymous traveler
$356 nightly
The price is $400
Jan 4 - Jan 5, 2026
Total with taxes and fees
3 Sloane Gardens by UnderTheDoormat

130 Queen's Gate Apartments

130 Queen's Gate Apartments
5.0 star property
London City Centre
9.0 out of 10, Wonderful, (243)
"Very helpful staff, great location. Looking forward to a return visit."
United States
Terry
$455 nightly
The price is $546
Jan 1 - Jan 2, 2026
Total with taxes and fees
130 Queen's Gate Apartments

47 Park Street - Grand Residences by Marriott

47 Park Street - Grand Residences by Marriott
4.0 star property
London City Centre
9.8 out of 10, Exceptional, (119)
"Loved our stay and will stay again in the future!"
United States
William
$593 nightly
The price is $712
Jan 30 - Jan 31, 2026
Total with taxes and fees
47 Park Street - Grand Residences by Marriott

Notting Hill Your Apartment

Notting Hill Your Apartment
4.5 star property
London City Centre
10.0 out of 10, Exceptional, (2)
"Great location. Apartment style accommodation."
Canada
Kathlleen
$517 nightly
The price is $621
Jan 1 - Jan 2, 2026
Total with taxes and fees
Notting Hill Your Apartment

master St. Paul's

master St. Paul's
4.0 star property
London City Centre
9.4 out of 10, Exceptional, (167)
"Excellent - location, cleanliness, ease of check in and out, comfort - all excellent. Would definitely stay again "
United Kingdom
Leah
$173 nightly
The price is $207
Jan 25 - Jan 26, 2026
Total with taxes and fees
master St. Paul's

Luxury 4 Bedroom House in Central London

Luxury 4 Bedroom House in Central London
5.0 star property
Camden
10.0 out of 10, Exceptional, (2)
"Our stay was very nice. Place is very clean. Area is quiet and safe. Love that we don’t need to clean up after our stay! Hosts were also very responsive and nice. Only thing is even though downtown London looks near, it takes around 50 min uber to get there due to traffic. Subway is another option but also takes 30+ min."
United States
Cathy
$605 nightly
The price is $725
Jan 4 - Jan 5, 2026
Total with taxes and fees
Luxury 4 Bedroom House in Central London

Templeton Place by Supercity Aparthotels

Templeton Place by Supercity Aparthotels
4.0 star property
London City Centre
9.2 out of 10, Wonderful, (172)
"We LOVED Templeton Place! Great location, quiet, very clean, friendly staff and overall vvery comfortable apartment! We will be back!"
United States
Caroline
$132 nightly
The price is $158
Jan 5 - Jan 6, 2026
Total with taxes and fees
Templeton Place by Supercity Aparthotels
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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Top Windsor and Maidenhead Hotel Reviews

Find out more about Windsor and Maidenhead

Discover your perfect Windsor and Maidenhead vacation rental with Expedia

How many vacation rentals are available in Windsor and Maidenhead?


Expedia has plenty of vacation rentals to choose from in and around  Windsor and Maidenhead, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Windsor and Maidenhead?


The selection of Windsor and Maidenhead vacation rentals we have selected for you start as low as $153 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Windsor and Maidenhead?


Vacation rentals in Windsor and Maidenhead come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Windsor and Maidenhead vacation rentals to suit everyone. 


Why should I choose a vacation rental in Windsor and Maidenhead?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in Windsor and Maidenhead?


Find vacation rentals in Windsor and Maidenhead by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Windsor and Maidenhead.  


What amenities are available in a vacation rental in Windsor and Maidenhead?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Windsor and Maidenhead vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Windsor and Maidenhead?   


Everytime is a great time to head to Windsor and Maidenhead! Staying in a Windsor and Maidenhead vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Windsor and Maidenhead. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Windsor and Maidenhead vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Windsor and Maidenhead, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Windsor and Maidenhead vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.