A historic stone castle with multiple towers and arched windows.

Windsor Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Windsor 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 HK$1,299
HK$1,559 total
includes taxes & fees
28 Sept - 29 Sept
Willow Court Farm
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.

2. 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
The price is HK$2,104
HK$2,104 total
includes taxes & fees
21 Oct - 22 Oct
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.

3. 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 HK$2,221
HK$2,221 total
includes taxes & fees
1 Oct - 2 Oct
Hampden Apartments - The Henry
A modern living room with a flat-screen TV mounted on a wooden wall, a window with curtains, a wooden bench, and a framed picture on the wall.

4. Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
Eton
10.0 out of 10, Exceptional, (3 reviews)
"Gorgeous flat in a perfect location. There were so great places to walk to, including Windsor Castle. Highly recommend this place!"
United States
jennifer j.
The price is HK$1,517
HK$1,683 total
includes taxes & fees
14 Oct - 15 Oct
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

5. 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 HK$2,299
HK$3,943 total
includes taxes & fees
13 Oct - 14 Oct
Fabulous Central Windsor Town House
A living room with a fireplace, sofa, and dining area.

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

Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
Windsor City Centre
8.0 out of 10, Very good, (1 review)
"Great location, clean, the only fault in the listing is the steps in the apartment. There was great communication with the host."
United States
Sue G.
The price is HK$2,806
HK$3,678 total
includes taxes & fees
28 Sept - 29 Sept
Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
A cozy bedroom with a large bed, a grey sofa, a patterned rug, a window with curtains, and a fireplace.

7. 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 HK$1,496
HK$2,286 total
includes taxes & fees
1 Oct - 2 Oct
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

8. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
The price is HK$1,730
HK$2,676 total
includes taxes & fees
28 Sept - 29 Sept
3Bed Cosy home in the heart of Windsor/Contractors
A modern living room with a sofa, coffee table, and dining area.

9. Modern apartment in the vicinity of Heathrow/Windsor/Slough

Modern apartment in the vicinity of Heathrow/Windsor/Slough
Colnbrook
10.0 out of 10, Exceptional, (3 reviews)
"Very attractive apartment- new furnishings and appliances and state of the art bathrooms.Host was very helpful in meeting our requests and excellent communication.Also, wonderful location close to Heathrow and Windsor Castle."
United States
Laurie R.
The price is HK$1,611
HK$1,985 total
includes taxes & fees
28 Sept - 29 Sept
Modern apartment in the vicinity of Heathrow/Windsor/Slough
A brick building with arched windows and a sign reading "Côte Brasserie".

10. Windsor Castle panoramic views. Stay in the heart of Royal history

Windsor Castle panoramic views. Stay in the heart of Royal history
Eton
The price is HK$4,676
HK$5,569 total
includes taxes & fees
3 Oct - 4 Oct
Windsor Castle panoramic views. Stay in the heart of Royal history
A modern living room with a grey sofa, a glass coffee table, and a white armchair.

11. Steps from Windsor Castle | 2BR + Private Parking

Steps from Windsor Castle | 2BR + Private Parking
Windsor City Centre
The price is HK$1,631
HK$2,670 total
includes taxes & fees
12 Oct - 13 Oct
Steps from Windsor Castle | 2BR + Private Parking
A balcony with a white chair, a small table, and a floor lamp.

12. Charming 1BR Apartment | Parking Included

Charming 1BR Apartment | Parking Included
Windsor City Centre
The price is HK$1,569
HK$2,348 total
includes taxes & fees
2 Oct - 3 Oct
Charming 1BR Apartment | Parking Included
A red brick building with arched windows and a sign reading "Côte Brasserie".

13. The best Windsor Castle and river Thames Panoramic views

The best Windsor Castle and river Thames Panoramic views
Eton
The price is HK$2,909
HK$3,626 total
includes taxes & fees
28 Sept - 29 Sept
The best Windsor Castle and river Thames Panoramic views
A cozy room with a brick fireplace, hanging light bulbs, and a skylight.

14. Epic location, large private sunset terrace. 500 years old with modern reno!

Epic location, large private sunset terrace. 500 years old with modern reno!
Windsor
The price is HK$2,598
HK$3,793 total
includes taxes & fees
2 Oct - 3 Oct
Epic location, large private sunset terrace. 500 years old with modern reno!
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

15. 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 HK$1,472
HK$1,766 total
includes taxes & fees
28 Sept - 29 Sept
Copper Castle & Petting Farm near Legoland
A modern bedroom with a large bed, a skylight, and a blue accent wall.

16. Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel
2.0 star property
Colnbrook
6.8 out of 10, (9 reviews)
"Beautiful place!"
United States
Jennifer
The price is HK$706
HK$1,159 total
includes taxes & fees
3 Oct - 4 Oct
Heathrow Windsor Apart Hotel
A modern kitchen with a blue accent wall, wooden staircase, and a dining area with a table set for four.

17. 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 traveller
The price is HK$1,663
HK$2,547 total
includes taxes & fees
28 Sept - 29 Sept
Heartwarming Windsor Cottage with Free Parking
A modern bedroom with a large bed, two bedside tables, and wall art.

18. 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 HK$2,712
HK$3,647 total
includes taxes & fees
2 Oct - 3 Oct
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
A dining table with food, a glass of wine, and a waiter serving.

19. Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location and home for our stay. "
United States
George S.
The price is HK$3,855
HK$6,141 total
includes taxes & fees
28 Sept - 29 Sept
Nr Windsor- Unique Cottage Stay for upto 14 guests
A historic building with a central courtyard, a fountain, and a clock tower.

20. Character Victorian apartment close to Windsor town with secure parking

Character Victorian apartment close to Windsor town with secure parking
Clewer East
8.0 out of 10, Very good, (2 reviews)
"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$1,852
HK$2,122 total
includes taxes & fees
4 Oct - 5 Oct
Character Victorian apartment close to Windsor town with secure 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

LEGOLAND Windsor Resort

LEGOLAND Windsor Resort

8/10 Good
"Went midweek and it was very haphazard, yes there was a schedule of entertainment but no it wasn’t followed. Got pizza delivered in the evening. There was very little choice in the park itself for food and coffee even harder to come by. The room itself was grand - the treasure hunt a highlight."
John 1-night trip
Posted 1 hour ago
LEGOLAND Windsor Resort

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!

Explore a world of travel with Expedia

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 top-notch restaurants and lively bars.

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

3 Bed House Sleeps 5 - Parking, Garden, Pets: This holiday home rental outside of Windsor offers a garden and free WiFi to help you feel comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Windsor?

Choose from 25 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.