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Our top choices for Windsor and Maidenhead holiday rentals

A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

1. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (217 reviews)
"Very nice, comfortable room, nice to have the kitchen. Lots of space outside to eat and relax! The kids loved the animals and that it’s clise to Legoland! The restaurant near by was really nice too and also easy to get around without a car."
Canada
Anne
The price is 4.566.183 ₫
5.479.419 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Willow Court Farm
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

2. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (5 reviews)
"The copper castle was an amazing place to stay, clean, comfortable, staff were amazing, children loved the animals and collecting egg's from the chickens in the morning. Owner's were very helpful and accommodating, will definitely be coming back for another stay."
United Kingdom
Susan
The price is 4.708.994 ₫
5.650.793 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Copper Castle & Petting Farm near Legoland
A white door with a sign reading "Cavendish House" and a fire access sign above it.

3. Cavendish House

Cavendish House
5.0 star property
Windsor City Centre
9.8 out of 10, Exceptional, (80 reviews)
The price is 6.318.613 ₫
7.582.335 ₫ total
includes taxes & fees
16 Oct - 17 Oct
Cavendish House
A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

4. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.2 out of 10, Wonderful, (21 reviews)
"Always a lovely place to stay "
United Kingdom
Tony
Hampden Apartments - The William
A modern living room with a flat-screen TV, a sofa, and a coffee table. There is a kitchen area with a dining table and bar stools.

5. Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (37 reviews)
"Amazing location, walking distance to shops, restaurants, the theatre and of course the castle. The apartment was clean on arrival and had everything we needed for our stay. "
United Kingdom
Alison
The price is 6.935.064 ₫
6.935.064 ₫ total
includes taxes & fees
21 Oct - 22 Oct
Hampden Apartments - The George
A kitchen with black cabinets, a microwave, and a small potted plant on the countertop.

6. 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 review)
The price is 6.533.627 ₫
8.867.563 ₫ total
includes taxes & fees
14 Oct - 15 Oct
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
A modern living room with a grey sofa, a glass coffee table with orange juice, and a large window with a view of stone buildings.

7. Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle
4.0 star property
Windsor City Centre
8.6 out of 10, Excellent, (31 reviews)
"Amazing location, lots of shops !! "
United States
Samantha
Central Apartment Facing Windsor Castle
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

Monkey Island Estate - Small Luxury Hotels of the World

Monkey Island Estate - Small Luxury Hotels of the World

10/10 Excellent
"Beautiful little hotel in the cute little town of Bray. It was a delight, though dining at hotel was limited. I don't know why someone would choose to stay at an airport hotel when there is a wonderful place like this just a short drive away. Very convenient to Heathrow. Very romantic hotel. On an actual island, it was very nice in fall but I imagine it would be spectacular in summer. Only downside is no pool. Total delight!"
Alice 1-night trip
Posted 21 hours ago
Monkey Island Estate - Small Luxury Hotels of the World