A historic stone castle with multiple towers and arched windows.

Windsor Holiday Rentals

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Our top choices for Windsor holiday rentals

1. 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
The price is NZ$338
includes taxes & fees
14 Aug - 15 Aug
Hampden Apartments - The Louis

2. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (212 reviews)
"Beautiful place, fantastic for a break with kids. We will definitely check in again!"
United Kingdom
Eva
The price is NZ$370
includes taxes & fees
13 Aug - 14 Aug
Willow Court Farm

3. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (45 reviews)
"Wonderful property! "
Canada
Meghan
The price is NZ$321
includes taxes & fees
19 Aug - 20 Aug
Hampden Apartments - the Diana

4. 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 NZ$460
includes taxes & fees
20 Aug - 21 Aug
Hampden Apartments - The George

5. 1BR|Parking|Doorstep Of Windsor Castle|By Tempstay

1BR|Parking|Doorstep Of Windsor Castle|By Tempstay
Windsor City Centre
9.6 out of 10, Exceptional, (7 reviews)
"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.
1BR|Parking|Doorstep Of Windsor Castle|By Tempstay

6. Spacious Apartment with Private Garden By Tempstay

Spacious Apartment with Private Garden By Tempstay
Windsor City Centre
8.6 out of 10, Excellent, (4 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 NZ$546
includes taxes & fees
13 Aug - 14 Aug
Spacious Apartment with Private Garden By Tempstay

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

Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
Windsor City Centre
The price is NZ$620
includes taxes & fees
15 Aug - 16 Aug
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

8. Hampden Apartments - The Edward

Hampden Apartments - The Edward
3.5 star property
Windsor City Centre
7.8 out of 10, Good, (7 reviews)
"Enjoyed the stay "
United Kingdom
david
Hampden Apartments - The Edward

9. Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (3 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 NZ$526
includes taxes & fees
2 Sept - 3 Sept
Copper Castle & Petting Farm near Legoland

10. 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.
2BR House, Walk to Windsor Castle + Parking for 1

11. 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, (2 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 NZ$357
includes taxes & fees
7 Sept - 8 Sept
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

12. 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 NZ$215
includes taxes & fees
6 Sept - 7 Sept
Heathrow Windsor Apart Hotel

13. Stylish 1BR Flat | Central Windsor

Stylish 1BR Flat | Central Windsor
Windsor City Centre
The price is NZ$501
includes taxes & fees
24 Aug - 25 Aug
Stylish 1BR Flat | Central Windsor

14. Hampden apartments - The Richard

Hampden apartments - The Richard
4.0 star property
Windsor City Centre
8.8 out of 10, Excellent, (12 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 NZ$486
includes taxes & fees
6 Sept - 7 Sept
Hampden apartments - The Richard

15. 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

16. Charming Character Home| 1 Bed| By Tempstay

Charming Character Home| 1 Bed| By Tempstay
Windsor City Centre
The price is NZ$431
includes taxes & fees
13 Aug - 14 Aug
Charming Character Home| 1 Bed| By Tempstay

17. Hampden Apartments - The Henry

Hampden Apartments - The Henry
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (22 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 NZ$619
includes taxes & fees
3 Sept - 4 Sept
Hampden Apartments - The Henry

18. 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 NZ$448
includes taxes & fees
8 Sept - 9 Sept
Windsor Gem: 1 Bed|1 Bath| Free Parking

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

Steps from Windsor Castle | 2BR + Private Parking
Windsor City Centre
The price is NZ$737
includes taxes & fees
25 Aug - 26 Aug
Steps from Windsor Castle | 2BR + Private Parking

20. Central Windsor 1BR with Free Parking

Central Windsor 1BR with Free Parking
Windsor City Centre
Central Windsor 1BR with Free 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

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 favorite 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 depends 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 NZ$323 per night. Entering your travel dates in the search wizard you might find 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. 

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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 34 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 Rhubarb And Custard Photo Gallery. 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.