A historic stone castle with multiple towers and arched windows.

Windsor Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Windsor holiday rentals

A modern kitchen with a central island, pendant lighting, and a view of the city through large windows.

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 S$255
includes taxes & fees
23 Aug - 24 Aug
Hampden Apartments - The Louis
A modern house with a dark exterior, a patio with outdoor furniture, and a white umbrella.

2. Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (213 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 S$321
includes taxes & fees
7 Sept - 8 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.

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 S$416
includes taxes & fees
30 Aug - 31 Aug
Hampden Apartments - The George
A modern kitchen with a central island, two bar stools, a stainless steel range hood, and a window with blinds.

4. Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.0 out of 10, Wonderful, (19 reviews)
"Fantastic location and spotlessly clean. We really enjoyed our stay "
United Kingdom
Ian
The price is S$215
includes taxes & fees
23 Aug - 24 Aug
Hampden Apartments - The William
A neatly made bed with a grey quilt, a tray with croissants and orange juice, and a window with a view of houses.

5. Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (46 reviews)
"The host provided very clear instructions regarding check-in/out. The property was exactly as expected and ideal for the purpose of our trip"
United Kingdom
Craig
The price is S$269
includes taxes & fees
27 Aug - 28 Aug
Hampden Apartments - the Diana
A cozy living room with a green sofa, a decorative tapestry, and a high ceiling with exposed beams.

6. 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 S$381
includes taxes & fees
14 Sept - 15 Sept
Copper Castle & Petting Farm near Legoland
A modern bedroom with a large bed, a skylight, and a blue accent wall.

7. 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 S$149
includes taxes & fees
23 Aug - 24 Aug
Heathrow Windsor Apart Hotel
A view from a balcony with a black metal railing, a wooden floor, and a tree in the background.

8. Hampden Apartments - The Anne

Hampden Apartments - The Anne
3.5 star property
Windsor City Centre
8.8 out of 10, Excellent, (13 reviews)
"Lovely property, clean and comfortable in a good location for Windsor town centre. Parking was close by and easy to find"
Australia
Rachel
Hampden Apartments - The Anne
A bedroom with a bed, a desk, a chair, a window, and a balcony.

9. 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
The price is S$242
includes taxes & fees
27 Aug - 28 Aug
Hampden Apartments - The Edward
A modern loft apartment with a dining area, kitchen, and living space.

10. 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 S$367
includes taxes & fees
31 Aug - 1 Sept
Hampden apartments - The Richard
A modern living room with a grey sofa, a glass coffee table with orange juice, and a large window with a view of stone buildings.

11. Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle
4.0 star property
Windsor City Centre
8.6 out of 10, Excellent, (29 reviews)
"Quintessential English charm. Liked the location and view. Would suggest for a family vacation."
United States
Keith
Central Apartment Facing Windsor Castle
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
"1"
Peter 1-night trip
Posted less than an hour ago
The Crown And Cushion

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 37 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.