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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, (215 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 ฿7,189
฿8,627 total
includes taxes & fees
28 Sept - 29 Sept
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, (4 reviews)
"Fantastic accommodation and setting. We loved our stay in the copper castle. The hosts have thought of everything to make your stay as enjoyable as possible and the goats outside the accommodation are very friendly!"
United Kingdom
HAYLEY
The price is ฿7,004
฿8,405 total
includes taxes & fees
28 Sept - 29 Sept
Copper Castle & Petting Farm near Legoland
A neatly made bed with a grey quilt, a tray with croissants and orange juice, and a window with a view of houses.

3. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (46 reviews)
"The host provided very clear instructions regarding check-in/out. The property was exactly as expected and ideal for the purpose of our trip"
United Kingdom
Craig
Hampden Apartments - the Diana
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.

4. 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
Hampden Apartments - The George
A bedroom with a large bed, two bedside tables, a tray with breakfast, and a view of the sea through the window.

5. Hampden Apartments - The Henry

Hampden Apartments - The Henry
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (23 reviews)
"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. "
United States
Jeremy
The price is ฿9,456
฿9,456 total
includes taxes & fees
1 Oct - 2 Oct
Hampden Apartments - The Henry
A hot tub with a bottle of champagne and two glasses, a patio with outdoor furniture, and a house in the background.

6. Coventina

Coventina
3.0 star property
Wraysbury
The price is ฿87,592
฿105,110 total
includes taxes & fees
7 Oct - 8 Oct
Coventina
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

7. Fabulous Central Windsor Town House

Fabulous Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"House is exactly as in the pictures. Lovely, spacious and clean. Kids loved the bunk bed. "
United Kingdom
Abdullah
The price is ฿9,788
฿16,789 total
includes taxes & fees
13 Oct - 14 Oct
Fabulous Central Windsor Town House
A modern house with a patio, a garden with various plants, and a wooden deck.

8. 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 ฿8,441
฿11,457 total
includes taxes & fees
12 Oct - 13 Oct
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
A bedroom with a bed, a desk, a chair, a window, and a balcony.

9. Hampden Apartments - The Edward

Hampden Apartments - The Edward
3.5 star property
Windsor City Centre
7.8 out of 10, Good, (7 reviews)
"Enjoyed the stay "
United Kingdom
david
Hampden Apartments - The Edward
A cozy attic bedroom with a sloped ceiling, a bed, a sofa, and a small TV.

10. Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is ฿15,413
฿18,496 total
includes taxes & fees
7 Oct - 8 Oct
Thames Retreat
A multi-story building with a classic architectural style, featuring a symmetrical facade, large windows, and a central entrance with steps.

11. Cleveland Residences Kensington

Cleveland Residences Kensington
4.0 star property
London City Centre
8.8 out of 10, Excellent, (340 reviews)
"Great location with all the amenities needed for a comfortable stay. Great air conditioning and hot water pressure. Can easily recommend to anyone. Close to underground, shops, pubs etc."
Australia
Kyle
The price is ฿3,333
฿4,000 total
includes taxes & fees
4 Oct - 5 Oct
Cleveland Residences Kensington
A kitchen with a modern design, featuring a stainless steel sink, a wooden cutting board, and a potted plant.

12. Native Fulham Broadway

Native Fulham Broadway
3.0 star property
Hammersmith and Fulham
10.0 out of 10, Exceptional, (2 reviews)
"I had a fantastic stay at Native Fulham. The accommodation was excellent — spacious, comfortable, modern, and exceptionally clean. It really felt like having my own little flat in London rather than staying in a typical hotel. The location is one of the biggest advantages. Fulham Broadway station is just a short walk away, which makes getting around London incredibly convenient, and there are plenty of shops, restaurants, pubs, and supermarkets nearby. I also really appreciated having access...
United States
Peter
The price is ฿4,424
฿5,309 total
includes taxes & fees
18 Oct - 19 Oct
Native Fulham Broadway
A cozy living room with a grey sofa, a wooden side table, a flat-screen TV, and a large window with curtains.

13. Mason & Fifth, Primrose Hill

Mason & Fifth, Primrose Hill
4.0 star property
Camden
9.6 out of 10, Exceptional, (238 reviews)
"Great place, good location, everything you need"
Australia
sarah
The price is ฿7,049
฿8,459 total
includes taxes & fees
4 Oct - 5 Oct
Mason & Fifth, Primrose Hill
A green sofa with a mirror and a framed picture on the wall.

14. Cheval Knightsbridge

Cheval Knightsbridge
5.0 star property
London City Centre
9.6 out of 10, Exceptional, (105 reviews)
"What a great place! So convenient for a family - we traveled with our 3 kids are were so happy."
United States
Vanessa
The price is ฿17,203
฿20,644 total
includes taxes & fees
27 Sept - 28 Sept
Cheval Knightsbridge
A courtyard with a glass door entrance, surrounded by lush greenery and a small wooden structure.

15. Vancouver Studios

Vancouver Studios
3.5 star property
London City Centre
9.0 out of 10, Wonderful, (1,140 reviews)
"Such a lovely little hotel. Well kept and friendly staff. I stayed in the Garden Room and it was very relaxing. Thank you!"
United Kingdom
Elspeth
The price is ฿4,424
฿5,309 total
includes taxes & fees
27 Sept - 28 Sept
Vancouver Studios
A modern bedroom with a large bed, bedside tables, and a built-in wardrobe.

16. South Kensington Studios by DMONTRIO

South Kensington Studios by DMONTRIO
4.0 star property
London City Centre
8.8 out of 10, Excellent, (16 reviews)
"Great apartments and location was great."
United Kingdom
James
The price is ฿6,901
฿8,281 total
includes taxes & fees
4 Oct - 5 Oct
South Kensington Studios by DMONTRIO
A building entrance with a set of steps leading to a door, flanked by two columns and a black iron fence.

17. Kula London Kensington

Kula London Kensington
4.0 star property
London City Centre
8.4 out of 10, Very good, (27 reviews)
"very clean and well equipped room"
United Kingdom
Marek
The price is ฿5,641
฿6,769 total
includes taxes & fees
27 Sept - 28 Sept
Kula London Kensington
A hotel room with a balcony, a round table with two chairs, a vase with flowers, and a book.

18. Bob W London Holland Park

Bob W London Holland Park
2.0 star property
Kensington
7.6 out of 10, Good, (173 reviews)
"Clean and well-maintained property. The room was quite spacious and comfortable. I would definitely stay here again!"
Italy
Gianluca
The price is ฿2,267
฿2,721 total
includes taxes & fees
18 Oct - 19 Oct
Bob W London Holland Park
A modern living room with a blue sofa, a wooden coffee table, and a dining area with a table and chairs.

19. Farringdon Serviced Apartments

Farringdon Serviced Apartments
4.0 star property
London City Centre
9.0 out of 10, Wonderful, (4 reviews)
"Great service great place"
United Kingdom
Samuel
Farringdon Serviced Apartments
A modern bedroom with a large bed, a desk with chairs, and a TV mounted on the wall.

20. Cleveland Residences Russell Square

Cleveland Residences Russell Square
3.5 star property
London City Centre
9.2 out of 10, Wonderful, (217 reviews)
"Fantastic all around. Convenient location. Air conditioning was great too!"
United States
Lynn
The price is ฿3,985
฿4,783 total
includes taxes & fees
27 Sept - 28 Sept
Cleveland Residences Russell Square
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

Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

10/10 Excellent
"This was the second year in a row that we stayed at the Christopher Wren. it was even better this year than last. The rooms we great, the staff are very caring and responsive to your needs.. We actually ate most of our meal in the restaurant as the food is excellent and no more expensive than the other restaurants in the town. This is an outstanding property for what you pay."
Ronald 6-night trip
Posted 4 hours ago
Sir Christopher Wren Hotel

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Vacation Apartments in Windsor and Maidenhead

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