Windsor Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Windsor

Exterior detail
Willow Court Farm

Willow Court Farm

4.0 star property
Windsor
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is HK$1,181
HK$1,418 total
includes taxes & fees
8 Dec - 9 Dec
Willow Court Farm
Interior
Hampden Apartments - The Louis

Hampden Apartments - The Louis

3.0 star property
Eton
9.8 out of 10, Exceptional, (12)
"Love the location and loved the flat. All was perfect for us. "
United States
Shannon
Hampden Apartments - The Louis
View from room
Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle

4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (24)
"Brilliant location and very helpful owner "
United Kingdom
Senan
The price is HK$2,782
HK$2,782 total
includes taxes & fees
28 Dec - 29 Dec
Central Apartment Facing Windsor Castle
Fridge, microwave, oven, stovetop
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
9.4 out of 10, Exceptional, (3)
"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$1,167
HK$1,333 total
includes taxes & fees
13 Dec - 14 Dec
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Full-sized fridge, microwave, oven, stovetop
Kensington House by Solitaire Suites

Kensington House by Solitaire Suites

3.0 star property
Slough
7.2 out of 10, Good, (20)
"Came down for a few days with wife and kids. Felt really safe within property and very welcoming. Had no issue's at all will be back hopefully."
United Kingdom
Charles
The price is HK$971
HK$1,539 total
includes taxes & fees
1 Jan - 2 Jan 2026
Kensington House by Solitaire Suites
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Wellesley Slough Station | Double Room

SnoozeDen Wellesley Slough Station | Double Room

Slough
The price is HK$447
HK$447 total
includes taxes & fees
13 Dec - 14 Dec
SnoozeDen Wellesley Slough Station | Double Room
Fridge, microwave, oven, stovetop
Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests

Dorney
10.0 out of 10, Exceptional, (2)
"Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!"
United Kingdom
Laura S.
The price is HK$3,154
HK$5,437 total
includes taxes & fees
8 Dec - 9 Dec
Nr Windsor- Unique Cottage Stay for upto 14 guests
Living area
Stunning Central Windsor Town House

Stunning Central Windsor Town House

3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (3)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
Stunning Central Windsor Town House
1 bedroom, iron/ironing board, free WiFi, bed sheets
Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Slough - Sleeps 3 - Petfriendly - Riverside - Bay

3.5 star property
Colnbrook
The price is HK$1,039
HK$1,247 total
includes taxes & fees
9 Dec - 10 Dec
Slough - Sleeps 3 - Petfriendly - Riverside - Bay
Exterior
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)
"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$1,849
HK$2,202 total
includes taxes & fees
8 Dec - 9 Dec
Character Victorian apartment close to Windsor town with secure parking
Private kitchen
Hampden Apartments - The William

Hampden Apartments - The William

3.0 star property
Eton
9.4 out of 10, Exceptional, (10)
"We would definitely stay here again. Perfect location. Had parking and we were able to ealk everywhere. Thank you! "
United States
Sophie
The price is HK$1,220
HK$1,464 total
includes taxes & fees
12 Dec - 13 Dec
Hampden Apartments - The William
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Chalvey | Double Room

SnoozeDen Chalvey | Double Room

Slough
The price is HK$453
HK$453 total
includes taxes & fees
25 Dec - 26 Dec
SnoozeDen Chalvey | Double Room
Private kitchen
Hampden Apartments - The Catherine

Hampden Apartments - The Catherine

4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (5)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is HK$2,612
HK$2,612 total
includes taxes & fees
23 Dec - 24 Dec
Hampden Apartments - The Catherine
Private kitchen
526A Farnham Rd

526A Farnham Rd

2.0 star property
Slough
The price is HK$778
HK$1,453 total
includes taxes & fees
8 Dec - 9 Dec
526A Farnham Rd
1 bedroom, desk, iron/ironing board, free WiFi
SnoozeDen Westmead| Double Room

SnoozeDen Westmead| Double Room

Clewer East
The price is HK$629
HK$629 total
includes taxes & fees
14 Dec - 15 Dec
SnoozeDen Westmead| Double Room
Interior
Inviting 2-Bed Cottage in Windsor

Inviting 2-Bed Cottage in Windsor

Windsor City Centre
7.0 out of 10, Good, (7)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
The price is HK$1,421
HK$1,888 total
includes taxes & fees
10 Dec - 11 Dec
Inviting 2-Bed Cottage in Windsor
Fridge, oven, stovetop, dishwasher
2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤

2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤

Windsor City Centre
10.0 out of 10, Exceptional, (6)
"Great little apartment walkable to everything in Windsor - great space!"
Canada
Leslie C.
The price is HK$2,096
HK$3,248 total
includes taxes & fees
28 Dec - 29 Dec
2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤
TV
Stay In Style With Castle Views/Prime Spot Windsor

Stay In Style With Castle Views/Prime Spot Windsor

Windsor City Centre
10.0 out of 10, Exceptional, (2)
"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$955
HK$1,643 total
includes taxes & fees
10 Dec - 11 Dec
Stay In Style With Castle Views/Prime Spot Windsor
TV
Doorstep Of Windsor Castle Chic: 1BR|Parking

Doorstep Of Windsor Castle Chic: 1BR|Parking

Windsor City Centre
9.0 out of 10, Wonderful, (4)
"Great place to stay for visiting the castle and surrounding areas with the bonus of a parking space.Place was very clean and warm with plenty of bars and restaurants minutes away. Would definitely go back."
United Kingdom
Richard J.
The price is HK$872
HK$1,694 total
includes taxes & fees
8 Dec - 9 Dec
Doorstep Of Windsor Castle Chic: 1BR|Parking
Fridge, microwave, oven, stovetop
Hidden Gem With Windsor Castle Views & Parking

Hidden Gem With Windsor Castle Views & Parking

Windsor City Centre
8.0 out of 10, Very good, (1)
"Fabulous location. Walkable to both Windsor and Eton, as well as the railway station. We were very comfortable -- once we got the internet connection sorted. We enjoyed sitting at the table, watching the daily school parade. Hosts extremely responsive. We would book here again, when staying in UK. Thank you."
United States
Norma H.
The price is HK$2,034
HK$3,185 total
includes taxes & fees
15 Dec - 16 Dec
Hidden Gem With Windsor Castle Views & Parking
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 Hotel Reviews

The Crown And Cushion

The Crown And Cushion

10/10 Excellent
"Loved staying here - I liked the quirky room and the staff were lovely - would stay again"
Simon 1-night trip
Posted 3 days ago
The Crown And Cushion

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals in Windsor close to LEGOLAND® Windsor, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the array of shops and scenic riverfront in Windsor. While you're here, grab a bite or have a drink at the lively bars and top-notch restaurants.

What are some of the best holiday rentals that Windsor has to offer?

47 Park Street - Grand Residences by Marriott: This holiday home rental outside of Windsor is in the city centre, and equipped with air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Windsor?

Choose from 19 Expedia holiday rentals in Windsor for a memorable holiday.

What’s there to see and do in Windsor?

LEGOLAND® Windsor and Queen Mary's Dolls' House are a couple of the family-friendly sights, whereas cultural attractions include Theatre Royal and Frogmore House. You’ll find favourite places to visit such as Wembley Stadium and Warner Bros. Studio Tour London in the wider area.

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.