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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Windsor holiday rentals

1. Cavendish House

Cavendish House
5.0 star property
Windsor City Centre
9.8 out of 10, Exceptional, (80 reviews)
"Fantaqstic Stay, I've been back a few times. Parking also, pays for itself."
United Kingdom
Anil
The price is AU$420
includes taxes & fees
16 Oct - 17 Oct
Cavendish House

2. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (47 reviews)
"Handy for town centre and offers parking which is a must in Windsor .as a big tourist attraction parking is quickly taken up and expensive .apartment has all amenities and spotlessly clean"
United Kingdom
Colin
Hampden Apartments - the Diana

3. 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 AU$384
includes taxes & fees
21 Oct - 22 Oct
Hampden Apartments - The George

4. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (217 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 AU$303
includes taxes & fees
14 Oct - 15 Oct
Willow Court Farm

5. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.0 out of 10, Wonderful, (20 reviews)
"Always a lovely place to stay "
United Kingdom
Tony
The price is AU$223
includes taxes & fees
13 Oct - 14 Oct
Hampden Apartments - The William

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 AU$707
includes taxes & fees
13 Oct - 14 Oct
Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle

7. Central Windsor Gem | 1BR Penthouse + Balcony

Central Windsor Gem | 1BR Penthouse + Balcony
Windsor City Centre
8.4 out of 10, Very good, (5 reviews)
"Fantastic location, very spacious comfortable and clean apartment. We enjoyed sunshine on the balcony in the winter which was lovely. Easy walk to Windsor Castle and street parking over the weekend was easy. Would thoroughly recommend. "
United Kingdom
Steven K.
The price is AU$443
includes taxes & fees
15 Oct - 16 Oct
Central Windsor Gem | 1BR Penthouse + Balcony

8. 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.
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

9. 2BR House, Walk to Windsor Castle + Parking for 1

2BR House, Walk to Windsor Castle + Parking for 1
Windsor City Centre
10.0 out of 10, Exceptional, (5 reviews)
"The property location allows for a short walk to Windsor Castle, Eton, and all the shops and restaurants in Windsor."
United States
Don K.
The price is AU$529
includes taxes & fees
18 Oct - 19 Oct
2BR House, Walk to Windsor Castle + Parking for 1

10. 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 AU$428
includes taxes & fees
13 Oct - 14 Oct
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

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

Your Windsor Retreat | 1Bed/1Bath + Free Parking
Windsor City Centre
8.0 out of 10, Very good, (2 reviews)
"We had a lovely time and found the flat was was in a great area and clean and suited us perfectly!"
Australia
Toni
Your Windsor Retreat | 1Bed/1Bath + Free Parking

12. Chic Studio Steps from Windsor Castle

Chic Studio Steps from Windsor Castle
Windsor City Centre
10.0 out of 10, Exceptional, (2 reviews)
"Very Clean, property manager was very responsive and kind. Excellent customer service. I’ll stay here again."
United States
Ogonnaya L.
Chic Studio Steps from Windsor Castle

13. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (5 reviews)
"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 AU$313
includes taxes & fees
16 Oct - 17 Oct
Copper Castle & Petting Farm near Legoland

14. Luxury 2-Bedroom Apartment Near Slough Station | Sleeps 8 | Balcony

Luxury 2-Bedroom Apartment Near Slough Station | Sleeps 8 | Balcony
Slough
The price is AU$337
includes taxes & fees
15 Oct - 16 Oct
Luxury 2-Bedroom Apartment Near Slough Station | Sleeps 8 | Balcony

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

Steps from Windsor Castle | 2BR + Private Parking
Windsor City Centre
The price is AU$527
includes taxes & fees
17 Oct - 18 Oct
Steps from Windsor Castle | 2BR + Private Parking

16. 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 AU$387
includes taxes & fees
26 Oct - 27 Oct
Windsor Gem: 1 Bed|1 Bath| Free Parking

17. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
The price is AU$483
includes taxes & fees
13 Oct - 14 Oct
3Bed Cosy home in the heart of Windsor/Contractors

18. The best Windsor Castle and river Thames Panoramic views

The best Windsor Castle and river Thames Panoramic views
Eton
The price is AU$832
includes taxes & fees
26 Oct - 27 Oct
The best Windsor Castle and river Thames Panoramic views

19. Central Windsor Gem | 2 Bed, 2 Bath, Free Parking

Central Windsor Gem | 2 Bed, 2 Bath, Free Parking
Windsor City Centre
10.0 out of 10, Exceptional, (3 reviews)
"Top quality accommodation in ideal location. Host communication excellent."
United Kingdom
Martin S.
The price is AU$447
includes taxes & fees
2 Nov - 3 Nov
Central Windsor Gem | 2 Bed, 2 Bath, Free Parking

20. Charming 1BR Apartment | Parking Included

Charming 1BR Apartment | Parking Included
Windsor City Centre
The price is AU$438
includes taxes & fees
28 Oct - 29 Oct
Charming 1BR Apartment | Parking Included
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 Hotel Reviews

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as AU$303 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 30 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.