Windsor and Maidenhead Vacation Rentals

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Featured Windsor and Maidenhead Vacation Rentals

Our top choices for Windsor and Maidenhead vacation rentals

SnoozeDen Westmead – Windsor Castle & Legoland

3.0 star property
4.6 out of 10, (9)
"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "
The price is P3,814
P4,577 total
includes taxes & fees
Sep 30 - Oct 1
SnoozeDen Westmead – Windsor Castle & Legoland

Willow Court Farm

4.0 star property
10.0 out of 10, Exceptional, (196)
"This place is outstanding, the farm make your stay very welcome."
The price is P10,177
P12,213 total
includes taxes & fees
Sep 28 - Sep 29
Willow Court Farm

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. "
King Edward Apartments

Stay,work, Relax Ideal for Crews and Long Stays

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

Hampden Apartments - The Anne

3.5 star property
9.2 out of 10, Wonderful, (5)
"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

Hampden Apartments - the Diana

4.0 star property
9.2 out of 10, Wonderful, (39)
"Wonderful property! "
Hampden Apartments - the Diana

Hampden Apartments - The Henry

4.0 star property
9.4 out of 10, Exceptional, (18)
"Loved our stay great location. Apartment was clean and prepared for our visit. The property could use a few repairs but altogether it was a great place to stay. "
Hampden Apartments - The Henry

Hampden Apartments - The Louis

3.0 star property
9.6 out of 10, Exceptional, (10)
"Love the location and loved the flat. All was perfect for us. "
Hampden Apartments - The Louis

STABLE HOUSE - Near Windsor Castle

3.0 star property
9.4 out of 10, Exceptional, (12)
"I was traveling for three weeks for business and the Stable House was such a perfect home base - you really can't beat the location if you're looking for something in the area. It was clean, well maintained, and on a quiet side street but still minutes (literally just a few hundred feet) to good food and drink. And of course, only a few minutes walk to the Castle and the Windsor side of the river (only about a five minute walk to the castle)."
STABLE HOUSE - Near Windsor Castle

Hampden apartments - The Richard

4.0 star property
8.8 out of 10, Excellent, (10)
"We had a fabulous overnight stay, the location was perfect and I would highly recommend staying here - Thank you!"
Hampden apartments - The Richard

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! "
Hampden Apartments - The William

Host Stay Eton House

2.0 star property
Host Stay Eton House

Cavendish House

5.0 star property
10.0 out of 10, Exceptional, (62)
"Fantastic stay with the family, perfect location, property and hosting"
Cavendish House

Crazy Fox Garden Cabin - From 120 Per Night

2.0 star property
The price is P11,253
P18,012 total
includes taxes & fees
Oct 6 - Oct 7
Crazy Fox Garden Cabin - From 120 Per Night

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

Thames Retreat

3.0 star property
The price is P25,314
P30,377 total
includes taxes & fees
Oct 4 - Oct 5
Thames Retreat

The Set - Room With En-suite

2.0 star property
The price is P9,903
P12,885 total
includes taxes & fees
Oct 6 - Oct 7
The Set - Room With En-suite

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

Central Apartment Facing Windsor Castle

4.0 star property
8.8 out of 10, Excellent, (23)
"Brilliant location and very helpful owner "
The price is P13,616
P13,616 total
includes taxes & fees
Sep 28 - Sep 29
Central Apartment Facing Windsor Castle

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
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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Holiday Apartments in Windsor and Maidenhead

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