Vacation Rentals in Windsor and Maidenhead

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Top Vacation Rentals in Windsor and Maidenhead

King Edward Apartments

4.5 star property
9.6 out of 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. "
$332 nightly
The price is $399
Sep 25 - Sep 26
Total with taxes and fees
King Edward Apartments

Willow Court Farm

4.0 star property
10.0 out of 10, Exceptional, (193)
"Loved our overnight stay at this property. It "
$193 nightly
The price is $232
Sep 1 - Sep 2
Total with taxes and fees
Willow Court Farm

SnoozeDen Westmead – Windsor Castle & Legoland

3.0 star property
5.6 out of 10, (5)
"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "
$72 nightly
The price is $86
Sep 4 - Sep 5
Total with taxes and fees
SnoozeDen Westmead – Windsor Castle & Legoland

Hampden Apartments - The Anne

3.5 star property
9.0 out of 10, Wonderful, (4)
"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! "
Hampden Apartments - The Anne

Stay,work, Relax Ideal for Crews and Long Stays

2.0 star property
Stay,work, Relax Ideal for Crews and Long Stays

Central Apartment Facing Windsor Castle

4.0 star property
8.8 out of 10, Excellent, (23)
"Brilliant location and very helpful owner "
$237 nightly
The price is $237
Aug 31 - Sep 1
Total with taxes and fees
Central Apartment Facing Windsor Castle

Host Stay Eton House

2.0 star property
Host Stay Eton House

Royal Windsor Estate | 5 Acres of Lush Green Gardens, Luxury Stay & Helipad

$1,851 nightly
The price is $1,851
Sep 1 - Sep 2
Total with taxes and fees
Royal Windsor Estate | 5 Acres of Lush Green Gardens, Luxury Stay & Helipad

Indoor Hydro Pool & Wellness Spa

$2,610 nightly
The price is $2,610
Aug 31 - Sep 1
Total with taxes and fees
Indoor Hydro Pool & Wellness Spa

Hampden Apartments - The William

3.0 star property
9.4 out of 10, Exceptional, (9)
"We would definitely stay here again. Perfect location. Had parking and we were able to ealk everywhere. Thank you! "
$159 nightly
The price is $191
Sep 7 - Sep 8
Total with taxes and fees
Hampden Apartments - The William

Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

8.4 out of 10, Very Good, (144)
"We rented this property for Christmas, and it was absolutely fantastic. The hosts were so friendly and there were lots of clear instructions on how to use the hot tub etc. The location was perfect, and we LOVED the decor of the place - so quirky and right up our street as we are a rock n roll loving family. We will be back 100%. Thank you to Andy & Sharon! xx"
Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

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

10.0 out of 10, Exceptional, (104)
"We had a wonderful time staying in this cozy cottage! The hosts were very receptive and communicative. The outside is just gorgeous :) Highly recommend"
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

Lux 8Br Thamesfront Villa w/ Yacht & Sauna

Lux 8Br Thamesfront Villa w/ Yacht & Sauna

Windsor Mews by Stay Focused SA

3.5 star property
9.4 out of 10, Exceptional, (6)
"Good location with a very nice property"
Windsor Mews by Stay Focused SA

Spacious, light apartment sleeps up to four

9.8 out of 10, Exceptional, (18)
"Overnight Stay convenient for Cookham and Bourne End. Breakfast is a nice touch."
$284 nightly
The price is $284
Aug 31 - Sep 1
Total with taxes and fees
Spacious, light apartment sleeps up to four

Imperial Court by Viridian Apartments

4.0 star property
7.2 out of 10, Good, (7)
"Great location near Maidenhead town centre"
Imperial Court by Viridian Apartments

The Lodge on River Thames - Beautiful Marina Views

10.0 out of 10, Exceptional, (1)
"Beautiful new home with good location. Easy to get in and out of. Very quiet and relaxing. Will definitely book again."
The Lodge on River Thames - Beautiful Marina Views

Stunning Central Windsor Town House

3.0 star property
10.0 out of 10, Exceptional, (2)
"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."
Stunning Central Windsor Town House

Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!

9.6 out of 10, Exceptional, (4)
"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."
$1,089 nightly
The price is $1,089
Sep 28 - Sep 29
Total with taxes and fees
Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!

Magnolia Lodge - 4 Beds Fabulous Garden Parking

3.0 star property
Magnolia Lodge - 4 Beds Fabulous Garden Parking
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

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 $86 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.