Windsor and Maidenhead Holiday Rentals: Short-Term Accommodations for Rent

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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

Windsor

Anne

HK$2,014 total

includes taxes & fees

6 Sept - 7 Sept

A modern kitchen with a central island, pendant lighting, and a view of the city through large windows.

2. Hampden Apartments - The Louis

Eton

Lucy

HK$1,764 total

includes taxes & fees

6 Sept - 7 Sept

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

Windsor City Centre

Craig

A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

4. Copper Castle & Petting Farm near Legoland

Windsor

HAYLEY

HK$2,430 total

includes taxes & fees

6 Sept - 7 Sept

A wooden interior with a kitchen, a chandelier, a TV, and a trash bin.

5. A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Old Windsor

John W.

HK$1,364 total

includes taxes & fees

3 Sept - 4 Sept

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.

6. Central Apartment Facing Windsor Castle

Windsor City Centre

Antonia

A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

7. Hampden Apartments - The William

Eton

Ian

HK$1,543 total

includes taxes & fees

17 Sept - 18 Sept

A modern living room with a grey sofa, a dining table with chairs, and a large window with shelves.

8. Your Windsor Retreat | 1Bed/1Bath + Free Parking

Windsor City Centre

Toni

A bedroom with a large bed, two bedside tables, a tray with breakfast, and a view of the sea through the window.

9. Hampden Apartments - The Henry

Windsor City Centre

Jeremy

HK$2,068 total

includes taxes & fees

31 Aug - 1 Sept

A bedroom with a bed, a desk, a chair, a window, and a balcony.

10. Hampden Apartments - The Edward

Windsor City Centre

david

A modern loft apartment with a dining area, kitchen, and living space.

11. Hampden apartments - The Richard

Windsor City Centre

Pamela

HK$2,076 total

includes taxes & fees

31 Aug - 1 Sept

A modern house with a patio, a garden with various plants, and a wooden deck.

12. Relaxing guest house with Jacuzzi & boat hire

Wraysbury

Chaim

HK$2,692 total

includes taxes & fees

1 Sept - 2 Sept

A dining table set with pink bowls and wine glasses, surrounded by blue chairs.

13. Victorian Cottage, Close 2 All Sights, Parking 🏰

Clewer South

David H.

HK$2,471 total

includes taxes & fees

13 Sept - 14 Sept

A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

14. Fabulous Central Windsor Town House

Windsor City Centre

Abdullah

HK$3,741 total

includes taxes & fees

6 Sept - 7 Sept

A cozy bedroom with a large bed, a grey sofa, a patterned rug, a window with curtains, and a fireplace.

15. Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

Windsor City Centre

"The house was very clean and a great location! We appreciated the provided fans throughout the house. Bathroom was well kept with shower toiletries available. We had to reach out to the host on the day of check in for access codes. We had to search for the Wifi information when there was no response for days from the host. Parking is not included, but there is a paid lot nearby. Since we stayed during the hot summer, the smells from trash were hard to tolerate. Overall, we would stay here...

Susan

HK$2,908 total

includes taxes & fees

2 Sept - 3 Sept

A bedroom with a bed, bedside table, lamp, and a towel rack.

16. Spacious Apartment with Private Garden By Tempstay

Windsor City Centre

Sherry N.

HK$2,243 total

includes taxes & fees

31 Aug - 1 Sept

A neatly made bed with two pillows, a bedside table with a lamp, and a bedside table with a decorative item.

17. The Fox at Hurley - Delightful Property!

Maidenhead

HK$1,592 total

includes taxes & fees

21 Sept - 22 Sept

18. Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

Wraysbury

HK$2,749 total

includes taxes & fees

1 Sept - 2 Sept

A living room with a fireplace, sofa, and dining area.

19. Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle

Windsor City Centre

HK$4,018 total

includes taxes & fees

30 Aug - 31 Aug

A modern kitchen with a central island, built-in ovens, and a dining area with a view.

20. Immaculate Central Windsor Town House

Windsor City Centre

JOEL

HK$5,012 total

includes taxes & fees

4 Sept - 5 Sept

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Top Windsor and Maidenhead Hotel Reviews

The Royal Adelaide Hotel

8/10 Good

"Our stay at Royal Adelaide was very comfortable and the Welsh lady and the two young blokes in the dining room were lovely and very attentive. Our only suggestion would be to improve the lighting over the bathroom sink as it was a bit dark when using the mirror."