Holiday Rentals in Windsor and Maidenhead

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Featured Holiday Rentals in Windsor and Maidenhead

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. "
The price is €74
includes taxes & fees
5 Aug - 6 Aug
SnoozeDen Westmead – Windsor Castle & Legoland

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

Stunning 1-bed Studio in Windsor

3.0 star property
2.0 out of 10, (1)
"Where do I start The property was described as a studio. It stated that everyone in my party would be undestrurbed in the accomodation. This is untrue and breaches the trades description legislation The property has a shared kitchen with no privacy in it. The only TV is in the kitchen and so relaxing at the end of the day before bed by watching TV was not really possible My food had to be stored insecurely The access to the room I booked was up very steep steps with a low ceiling This...
Stunning 1-bed Studio in Windsor

Willow Court Farm

4.0 star property
10.0 out of 10, Exceptional, (188)
"love the farm , lovely pub walking distance from the place. "
The price is €278
includes taxes & fees
25 Aug - 26 Aug
Willow Court Farm

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

8.4 out of 10, Very good, (142)
"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

Ground Floor Apartment in Central Windsor

8.0 out of 10, Very good, (2)
"I traveled to Windsor with my husband and 17 year old daughter. This apartment has a good layout with two separate bedrooms and is within walking distance of train station, shops, restaurants and the castle. We had a great stay."
The price is €272
includes taxes & fees
3 Aug - 4 Aug
Ground Floor Apartment in Central Windsor

Magnolia Lodge - 4 Beds Fabulous Garden Parking

3.0 star property
Magnolia Lodge - 4 Beds Fabulous Garden Parking

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

Cavendish House

5.0 star property
10.0 out of 10, Exceptional, (62)
"This is a property in a phenomenal location that is ideal for families. It’s a very easy and quick train ride into Paddington Station and the Windsor location allows you to explore Windsor and Eaton by foot. The owner is very helpful and responsive. We were very happy with our stay. "
Cavendish House

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."
The price is €265
includes taxes & fees
6 Aug - 7 Aug
Spacious, light apartment sleeps up to four

Fabulous Central Windsor Town House

3.0 star property
Fabulous Central Windsor Town House

Hampden Apartments - The Edward

3.5 star property
5.4 out of 10, (3)
"There were no locks on both door to the balcony that did not lock. No towel holders or hooks anywhere in the house for bath towels or any other clothes item. No toilet paper holder in bathroom. We said we were four people and they only gave us three bath towels. The pullout bed in the living room was like a rock to sleep on. The map shows the house where the car park is, when in fact the house is not where the map says it is. The landlord said the map shows where the residence was and it wasn’t....
Hampden Apartments - The Edward

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

Historic Gem with River Views in Windsor

10.0 out of 10, Exceptional, (3)
"I booked this house for an extended family vacation - 4 couples, 1 single, and 2 babies. It was perfect! Huge, lovely, comfortable, perfectly situated. We had a fantastic time. Highly recommend."
Historic Gem with River Views in Windsor

Tranquil riverside retreat on the Thames near Windsor

10.0 out of 10, Exceptional, (1)
"Staying at James’s place was an absolute pleasure! From the moment we arrived, everything was exactly as described – clean, cozy, and well-equipped with everything we needed. James was a fantastic host: super responsive, friendly, and gave great local recommendations that really made our trip special.The location was perfect – close to everything, but still peaceful and quiet at night. Highly recommend staying here if you’re visiting the area. Thanks again, James – we’ll definitely be back!"
Tranquil riverside retreat on the Thames near Windsor

Stylish Lodge At Windsor Racecourse Marina

10.0 out of 10, Exceptional, (4)
"great place to stay"
Stylish Lodge At Windsor Racecourse Marina

Hampden Apartments - The Catherine

4.0 star property
10.0 out of 10, Exceptional, (4)
"Lovely property. Looking a little tired and would do with upgrading. Great spot though and safe parking "
Hampden Apartments - The Catherine

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

Maidenhead 4Bed, 2BA w/Parking

4.0 out of 10, (1)
"Great Location for staff at Henley, however few teething problems including lack of hot water in shower upstairs and boiling hot downstairs. Landlord couldn’t fix problem so offered a refund but didn’t help our staff who needed to shower after a busy day at work."
Maidenhead 4Bed, 2BA w/Parking

Windsor Castle Apartments

3.5 star property
10.0 out of 10, Exceptional, (2)
"We wanted to beat the heat and enjoy the charming town of Windsor, comfortable apartment, great location, and a birthday weekend to boot. We would definitely stay again, quick communication and attentive booking."
Windsor Castle 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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Top Windsor and Maidenhead Hotel Reviews