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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Maidenhead vacation homes

A cozy interior with striped sofas, a kitchen area, and a bed with a view.

1. Shepherds Hut with Hot Tub Retreat - By Tempstay

Shepherds Hut with Hot Tub Retreat - By Tempstay
White Waltham
The price is AED 897
AED 1,313 total
includes taxes & fees
15 Oct - 16 Oct
Shepherds Hut with Hot Tub Retreat - By Tempstay
A rural landscape with a brick wall, a wooden fence, and a grassy field.

2. Calm Comfy Oasis Sleeps 2 With Parking

Calm Comfy Oasis Sleeps 2 With Parking
3.0 star property
Bourne End
Calm Comfy Oasis Sleeps 2 With Parking
A modern living room with a sofa, armchair, and dining area.

3. Stunning Place near Windsor & Heathrow, 3BR House

Stunning Place near Windsor & Heathrow, 3BR House
Burnham
10.0 out of 10, Exceptional, (2 reviews)
"Sleeps 6 comfortably. Nice for a family!"
United States
Grady R.
The price is AED 786
AED 1,222 total
includes taxes & fees
22 Oct - 23 Oct
Stunning Place near Windsor & Heathrow, 3BR House
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

4. A Warm Welcoming Cosy Bungalow, 10 mins to Windsor

A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
Farnham Royal
9.6 out of 10, Exceptional, (10 reviews)
"Thanks Joti for a pleasant stay. Property was clean and Host was very accommodating showing us round. Use of the BBQ was a great plus!"
United Kingdom
M. I.
The price is AED 1,164
AED 1,693 total
includes taxes & fees
19 Oct - 20 Oct
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
A modern kitchen with a blue accent wall, wooden staircase, and a dining area with a table set for four.

5. Heartwarming Windsor Cottage with Free Parking

Heartwarming Windsor Cottage with Free Parking
Clewer East
10.0 out of 10, Exceptional, (1 review)
"Beautiful place to stay."
United States
Anonymous traveler
The price is AED 777
AED 1,189 total
includes taxes & fees
15 Oct - 16 Oct
Heartwarming Windsor Cottage with Free Parking
A cozy bedroom with a large bed, a grey sofa, a patterned rug, a window with curtains, and a fireplace.

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

Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
Windsor City Centre
8.0 out of 10, Very good, (4 reviews)
"Great house. Perfect location. A wonderful stay."
United States
David T.
The price is AED 699
AED 1,130 total
includes taxes & fees
15 Oct - 16 Oct
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
A compact kitchen with a built-in oven, a toaster, and a shelf unit with glassware and dishes.

7. Shal Inn at Heathrow Free Parking and Ride on Request

Shal Inn at Heathrow Free Parking and Ride on Request
2.0 star property
Colnbrook
The price is AED 359
AED 431 total
includes taxes & fees
23 Oct - 24 Oct
Shal Inn at Heathrow Free Parking and Ride on Request
A modern living room with a sofa and armchair, a coffee table, and a kitchen area with cabinets and appliances.

8. Windsor Gem: 1 Bed|1 Bath| Free Parking

Windsor Gem: 1 Bed|1 Bath| Free Parking
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"Great looking apartment. "
United States
Michelle P.
The price is AED 779
AED 1,022 total
includes taxes & fees
26 Oct - 27 Oct
Windsor Gem: 1 Bed|1 Bath| Free Parking
A room with two beds, a large screen displaying a streaming service interface, and a window with a view of the outside.

9. Windsor Luxe Living – 3BR Near Windsor Castle

Windsor Luxe Living – 3BR Near Windsor Castle
Clewer East
The price is AED 885
AED 885 total
includes taxes & fees
27 Oct - 28 Oct
Windsor Luxe Living – 3BR Near Windsor Castle
A modern living room with a white leather armchair, a fireplace with a vintage stove, and a wooden floor.

10. Mills Cottage - Sleeps 4

Mills Cottage - Sleeps 4
Henley-On-Thames
8.0 out of 10, Very good, (1 review)
The price is AED 692
AED 1,153 total
includes taxes & fees
15 Oct - 16 Oct
Mills Cottage - Sleeps 4
A room with a large mirror reflecting a living area, a kitchen with white cabinets, and a window with a view of greenery.

11. Badgemore Cottage - Pet friendly, sleeps 8

Badgemore Cottage - Pet friendly, sleeps 8
Henley-On-Thames
10.0 out of 10, Exceptional, (1 review)
"Fantastic rental property on the edge of Henley-on-Thames. The bungalow is secluded and comfortable, with a nice living area, spacious kitchen, and private garden. We spent almost a week here for a family getaway and were delighted with the property. The location is great for nearby attractions like Windsor and Legoland. The property manager was very helpful when we had questions."
United States
Andrew F.
The price is AED 1,174
AED 1,999 total
includes taxes & fees
18 Oct - 19 Oct
Badgemore Cottage - Pet friendly, sleeps 8
A modern living room with a brown leather sofa, a wooden coffee table, and a large potted plant.

12. 5BR Home Near Windsor Castle Legoland

5BR Home Near Windsor Castle Legoland
2.0 star property
Clewer North
5BR Home Near Windsor Castle Legoland
A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

13. Salt House with parking

Salt House with parking
Henley-On-Thames
10.0 out of 10, Exceptional, (2 reviews)
"Nice property, a short walk from the town centre. Would start again when next in Henley"
United Kingdom
Lee
The price is AED 740
AED 1,201 total
includes taxes & fees
15 Oct - 16 Oct
Salt House with parking
A modern bedroom with a large bed, two bedside tables, and wall art.

14. Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Slough
10.0 out of 10, Exceptional, (1 review)
"Could not fault this place we have stayed in some expensive hotels and this beat those hands down. Amazing value. "
United Kingdom
david b.
The price is AED 1,164
AED 1,601 total
includes taxes & fees
16 Oct - 17 Oct
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

15. 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
Fabulous Central Windsor Town House
A modern kitchen with a skylight, a dining area with wooden chairs, and a view of a backyard.

16. Apple Blossom - Central Henley with free road parking

Apple Blossom - Central Henley with free road parking
Henley-On-Thames
10.0 out of 10, Exceptional, (1 review)
"Very well presented house with everything you need for a great stay. Close to the town yet quiet. "
United Kingdom
Colin
The price is AED 704
AED 1,165 total
includes taxes & fees
15 Oct - 16 Oct
Apple Blossom - Central Henley with free road parking
A modern house with a patio, a garden with various plants, and a wooden deck.

17. 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 AED 926
AED 1,256 total
includes taxes & fees
15 Oct - 16 Oct
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
A bedroom with a bed, white shutters, a radiator, a hanging lamp, and a window with a view of buildings.

18. Park End House - Parking, Pet Friendly

Park End House - Parking, Pet Friendly
Henley-On-Thames
10.0 out of 10, Exceptional, (1 review)
"We had a lovely stay at the property. The location was fantastic, with the Thames just a 5 minute walk away, which made it really easy to enjoy the area. Having a private drive was incredibly helpful and a secure garden for the dog, giving us peace of mind. Overall, a great property in a brilliant location and we would happily stay again."
United States
Andrea S.
The price is AED 880
AED 1,463 total
includes taxes & fees
15 Oct - 16 Oct
Park End House - Parking, Pet Friendly
A patio with a brick wall, a white door, and a window with a view of the garden.

19. 3-Bed Contractor Home in Langley | Windsor, Heathrow & Elizabeth Line

3-Bed Contractor Home in Langley | Windsor, Heathrow & Elizabeth Line
Langley Slough
The price is AED 893
AED 1,523 total
includes taxes & fees
21 Oct - 22 Oct
3-Bed Contractor Home in Langley | Windsor, Heathrow & Elizabeth Line
A dining area with a glass ceiling, wooden chairs, and a table set for four.

20. Luxury 6-Bed Mansion | Cinema, Gardens & Gated Estate | Sleeps upto 18

Luxury 6-Bed Mansion | Cinema, Gardens & Gated Estate | Sleeps upto 18
Gerrards Cross
The price is AED 5,675
AED 6,607 total
includes taxes & fees
21 Oct - 22 Oct
Luxury 6-Bed Mansion | Cinema, Gardens & Gated Estate | Sleeps upto 18
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 Maidenhead Hotel Reviews

London Heathrow Marriott Hotel

London Heathrow Marriott Hotel

10/10 Excellent
"The staff were friendly and the hotel was very clean. We enjoyed our stay."
Carlos 1-night trip
Posted less than an hour ago
London Heathrow Marriott Hotel