Windsor Holiday Rentals

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Holiday Rentals in Windsor

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 AU$298
includes taxes & fees
1 Dec - 2 Dec
Willow Court Farm

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 AU$263
includes taxes & fees
1 Dec - 2 Dec
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Hampden Apartments - The George

4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (34)
"Super convenient for visiting everything in Windsor. Plenty of food nearby, lots of options. The property itself was a little run down, half of the shades didn’t work, most of the freezer was unusable because of ice build up, the washing machine is a combo washer dryer, but it doesn’t dry your clothes at all, you have to hang them up."
United States
Timothy
The price is AU$355
includes taxes & fees
30 Nov - 1 Dec
Hampden Apartments - The George

Coventina

3.0 star property
Wraysbury
The price is AU$4,585
includes taxes & fees
8 Dec - 9 Dec
Coventina

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 AU$368
includes taxes & fees
1 Dec - 2 Dec
Inviting 2-Bed Cottage in Windsor

Spotless & Stylish Stay in Windsor – Free Parking & Ultra Fast Internet

2.0 star property
Park
The price is AU$124
includes taxes & fees
1 Dec - 2 Dec
Spotless & Stylish Stay in Windsor – Free Parking & Ultra Fast Internet

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 AU$1,254
includes taxes & fees
8 Dec - 9 Dec
Nr Windsor- Unique Cottage Stay for upto 14 guests

Slough - Sleeps 3 - Petfriendly - Riverside - Bay

3.5 star property
Colnbrook
The price is AU$223
includes taxes & fees
5 Dec - 6 Dec
Slough - Sleeps 3 - Petfriendly - Riverside - Bay

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.
Stay In Style With Castle Views/Prime Spot Windsor

SnoozeDen Westmead| Double Room

Clewer East
The price is AU$114
includes taxes & fees
1 Dec - 2 Dec
SnoozeDen Westmead| Double Room

haven Valley near the theme park

Old Windsor
10.0 out of 10, Exceptional, (1)
"Me and my family stayed here as we had a wedding nearby. The place accommodated all of us. Very spacious and clean. Host is amazing! "
United Kingdom
Akarshana S.
The price is AU$611
includes taxes & fees
1 Dec - 2 Dec
haven Valley near the theme park

Heathrow Windsor Apart Hotel

2.0 star property
Colnbrook
6.8 out of 10, (8)
"Beautiful place!"
United States
Jennifer
Heathrow Windsor Apart Hotel

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Slough
10.0 out of 10, Exceptional, (1)
"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 AU$579
includes taxes & fees
2 Dec - 3 Dec
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

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 AU$303
includes taxes & fees
15 Dec - 16 Dec
Hampden Apartments - The William

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 AU$622
includes taxes & fees
28 Dec - 29 Dec
2 BED/2 BATH & FREE PARKING! ❤ CENTRAL WINDSOR ❤

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 AU$438
includes taxes & fees
30 Nov - 1 Dec
Character Victorian apartment close to Windsor town with secure parking

2BR Luxury Penthouse |Cinema Room|Private Parking

Clewer East
10.0 out of 10, Exceptional, (1)
"Absolutely fantastic apartment. Very spacious and extremely well appointed. Highly recommended."
United Kingdom
James R.
2BR Luxury Penthouse |Cinema Room|Private Parking

SnoozeDen Chalvey | Double Room

Slough
The price is AU$89
includes taxes & fees
25 Dec - 26 Dec
SnoozeDen Chalvey | Double Room

Hampden Apartments - the Diana

4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (41)
"Wonderful property! "
Canada
Meghan
Hampden Apartments - the Diana

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 AU$355
includes taxes & fees
4 Dec - 5 Dec
Hampden Apartments - The Catherine
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 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$102 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. 

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.