Windsor and Maidenhead Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Our top choices for Windsor and Maidenhead holiday rentals

Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,811
HK$2,173 total
includes taxes & fees
23 Apr - 24 Apr
Copper Castle & Petting Farm near Legoland

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (204 reviews)
"Studio lovely ammenities very good. "
United Kingdom
Suzy
The price is HK$1,794
HK$2,152 total
includes taxes & fees
27 Apr - 28 Apr
Willow Court Farm

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

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Old Windsor
9.8 out of 10, Exceptional, (7 reviews)
"Had a great stay prior to our flight home. They had everything we needed including things for the kids (1 and 3)."
United States
Peyton T.
The price is HK$1,186
HK$1,355 total
includes taxes & fees
13 Apr - 14 Apr
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Hampden Apartments - The Louis

Hampden Apartments - The Louis
3.0 star property
Eton
9.8 out of 10, Exceptional, (13 reviews)
"Great location especially having free parking. The apartment was very clean and modern."
United Kingdom
Lucy
Hampden Apartments - The Louis

Character Victorian apartment close to Windsor town with secure parking

Character Victorian apartment close to Windsor town with secure parking
Clewer East
10.0 out of 10, Exceptional, (1 review)
"A gorgeous opulent place to stay while in Windsor. We appreciated the extra touches like the fresh milk for tea!"
Canada
Isabel
The price is HK$1,879
HK$2,227 total
includes taxes & fees
13 Apr - 14 Apr
Character Victorian apartment close to Windsor town with secure parking

Spacious, light apartment sleeps up to four

Spacious, light apartment sleeps up to four
Cookham
9.8 out of 10, Exceptional, (18 reviews)
"Beautifully refurbished property with very helpful hosts."
United Kingdom
Alexandra C.
The price is HK$1,044
HK$2,203 total
includes taxes & fees
13 Apr - 14 Apr
Spacious, light apartment sleeps up to four

Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (35 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 HK$2,253
HK$2,253 total
includes taxes & fees
16 Apr - 17 Apr
Hampden Apartments - The George

Windsor Home with Free Parking

Windsor Home with Free Parking
Clewer South
10.0 out of 10, Exceptional, (1 review)
"A perfect location for visiting Legoland and Windsor Castle. Easy to find, parking is literally right outside of the front door and the apartment is fitted with everything you could need.We will definitely recommend and will use again if we visit Legoland again in the future."
United Kingdom
Ian G.
The price is HK$1,318
HK$1,813 total
includes taxes & fees
15 Apr - 16 Apr
Windsor Home with Free Parking

Garden Retreat, Driveway, Bike Storage, Private

Garden Retreat, Driveway, Bike Storage, Private
Old Windsor
The price is HK$2,372
HK$2,709 total
includes taxes & fees
18 Apr - 19 Apr
Garden Retreat, Driveway, Bike Storage, Private

Hampden apartments - The Richard

Hampden apartments - The Richard
4.0 star property
Windsor City Centre
8.8 out of 10, Excellent, (10 reviews)
"We had a fabulous overnight stay, the location was perfect and I would highly recommend staying here - Thank you!"
United States
Pamela
The price is HK$1,816
HK$1,816 total
includes taxes & fees
16 Apr - 17 Apr
Hampden apartments - The Richard

Relaxing guest house with Jacuzzi & boat hire

Relaxing guest house with Jacuzzi & boat hire
Wraysbury
10.0 out of 10, Exceptional, (17 reviews)
"Cabin very clean and tidy lovely location very pleasant owner would definitely recommend to others and i would definitely stay again"
United Kingdom
Wayne M.
The price is HK$2,410
HK$2,674 total
includes taxes & fees
15 Apr - 16 Apr
Relaxing guest house with Jacuzzi & boat hire

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 HK$2,012
HK$2,730 total
includes taxes & fees
15 Apr - 16 Apr
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

2 Bed Apt| Parking| Central Windsor By Tempstay

2 Bed Apt| Parking| Central Windsor By Tempstay
Windsor City Centre
10.0 out of 10, Exceptional, (6 reviews)
"Great little apartment walkable to everything in Windsor - great space!"
Canada
Leslie C.
The price is HK$1,265
HK$2,496 total
includes taxes & fees
27 Apr - 28 Apr
2 Bed Apt| Parking| Central Windsor By Tempstay

Stay In Style With Castle Views By Tempstay

Stay In Style With Castle Views By Tempstay
Windsor City Centre
10.0 out of 10, Exceptional, (2 reviews)
"This place was perfect for us. It’s exactly as listed on the site, super cute and very comfortable plus there really is a view of the castle! We had a couple small things we needed help with and the host management company was very helpful and responsive. There’s a cut through to the long walk just up the street and you can be in the center of town in 10 min or less. Would stay again!"
United States
Amy R.
The price is HK$886
HK$1,774 total
includes taxes & fees
13 Apr - 14 Apr
Stay In Style With Castle Views By Tempstay

Spacious Apartment with Private Garden By Tempstay

Spacious Apartment with Private Garden By Tempstay
Windsor City Centre
8.0 out of 10, Very good, (3 reviews)
"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."
United States
Sherry N.
The price is HK$886
HK$2,048 total
includes taxes & fees
13 Apr - 14 Apr
Spacious Apartment with Private Garden By Tempstay

Modern Windsor 4 Bed Home W/ Parking - By Tempstay

Modern Windsor 4 Bed Home W/ Parking - By Tempstay
Clewer North
8.0 out of 10, Very good, (2 reviews)
"Good overall one bedroom a lot of dust on floor loft hatch came down in the night my sister hit her head also beds for 7 but only six dining chairs and lack of mirrors in rooms "
United Kingdom
Karen C.
The price is HK$1,771
HK$3,716 total
includes taxes & fees
19 Apr - 20 Apr
Modern Windsor 4 Bed Home W/ Parking - By Tempstay

Hampden Apartments - The Catherine

Hampden Apartments - The Catherine
4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (5 reviews)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is HK$1,953
HK$1,953 total
includes taxes & fees
14 Apr - 15 Apr
Hampden Apartments - The Catherine

The Annex

The Annex
2.0 star property
Slough
The price is HK$4,615
HK$5,538 total
includes taxes & fees
17 Apr - 18 Apr
The Annex

Lovely cottage in the heart of the picturesque village of Cookham

Lovely cottage in the heart of the picturesque village of Cookham
Cookham
The price is HK$1,376
HK$2,272 total
includes taxes & fees
13 Apr - 14 Apr
Lovely cottage in the heart of the picturesque village of Cookham

Stylish Stay- Windsor Castle- Parking- By Tempstay

Stylish Stay- Windsor Castle- Parking- By Tempstay
Windsor City Centre
8.6 out of 10, Excellent, (8 reviews)
"Great place to stay right in the middle of the town! "
United States
Shanel S.
The price is HK$1,571
HK$2,744 total
includes taxes & fees
27 Apr - 28 Apr
Stylish Stay- Windsor Castle- Parking- By Tempstay
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor and Maidenhead Hotel Reviews