Windsor Holiday Rentals

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May 1 - May 2
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May 2 - May 3
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May 3 - May 5
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May 10 - May 12

Holiday Rentals in Windsor

Willow Court Farm
Individually decorated, individually furnished, desk, laptop workspace
Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (144)
"Lovely stay for a weekend, can imagine in the Summer how enjoyable it must be. Lots of animals to feed, check-in basket is super cute, attention to detail leaving us easter eggs (we went on Easter) in the property and by the hen eggs too! Can’t wait to return this time with friends and their kids."
The price is S$374
per night
20 May - 21 May
Willow Court Farm
King Edward Apartments
Private kitchen
King Edward Apartments
4.5 star property
9.6 out of 10, Exceptional, (47)
"Wonderful apartment, tastefully furnished, great location. Thoughtful groceries left to ensure you didn't have to rush out before a cup of tea and coffee. The only and i mean only negative thing to say was Parking was a challenge! "
King Edward Apartments
Hampden Apartments - the Diana
Living area
Hampden Apartments - the Diana
4.0 star property
9.4 out of 10, Exceptional, (26)
"My husband and I really enjoyed our stay at the Diana! It was great to have a whole apartment to ourselves. We could relax after walking around Windsor. It was a great price and we loved Windsor. There are several amazing restaurants close by. "
The price is S$333
per night
3 May - 4 May
Hampden Apartments - the Diana
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Cavendish House
Garden
Cavendish House
5.0 star property
9.8 out of 10, Exceptional, (47)
"Perfectly comfortable, clean and well managed and organised. "
Cavendish House
Hampden apartments - The Richard
Living area
Hampden apartments - The Richard
4.0 star property
8.6 out of 10, Excellent, (7)
"We had a fabulous overnight stay, the location was perfect and I would highly recommend staying here - Thank you!"
The price is S$347
per night
9 May - 10 May
Hampden apartments - The Richard
Hampden Apartments - The Henry
Private kitchen
Hampden Apartments - The Henry
4.0 star property
9.8 out of 10, Exceptional, (10)
"Fabulous location and apartment. We were staying for a visit to Lapland and visited the castle and Local sights. Great restaurants in walking distance. My only suggestion is the apartment needs some decoration and freshening up, new bedding (duvets/pillows/mattress) protectors. The walls & carpets are very marked. But the apartment on the whole is very clean."
Hampden Apartments - The Henry
Windsor Luxury Studio Apartment
Miscellaneous
Windsor Luxury Studio Apartment
3.5 star property
9.4 out of 10, Exceptional, (8)
"Nice accommodation but a couple of issues need to be addressed. Communication was poor asked 3 times if late check out was available and didn’t get a response. In addition wrong entrance code was sent, we spent 20 minutes trying to get in."
Windsor Luxury Studio Apartment
Hampden Apartments - The George
2 bedrooms, individually decorated, individually furnished, desk
Hampden Apartments - The George
4.0 star property
9.0 out of 10, Wonderful, (31)
"Space is nice and worked well for our family. Only complaint was arriving at night wasn’t ideal as the front gate area had a homeless person hanging around. Once we entered the gate, the walkway smelled like someone had just urinated. It didn’t give the best first impression. Getting the key wasn’t hard, just cumbersome as there isn’t a front desk person to assist. "
The price is S$363
per night
30 May - 31 May
Hampden Apartments - The George
Hampden Apartments - The Louis
Interior
Hampden Apartments - The Louis
3.0 star property
10.0 out of 10, Exceptional, (4)
"A great location on Eton high Street. Good for walking to Windsor. Lots of eateries around. Safe parking in private area. Contemporary apartment. Very comfortable and great shower. "
Hampden Apartments - The Louis
Luxury Cottage Near Windsor Castle
Exterior detail
Luxury Cottage Near Windsor Castle
3.5 star property
9.6 out of 10, Exceptional, (4)
"Really enjoyed our stay in this lovely cottage. The property was full of character, very clean and in a quiet area but within easy walking distance to all the main attractions. Check in was very straightforward. Would highly recommend. "
Luxury Cottage Near Windsor Castle
Hampden Apartments - The Catherine
Private kitchen
Hampden Apartments - The Catherine
4.0 star property
10.0 out of 10, Exceptional, (3)
"The apartment was spacious and very well appointed. Great in particular to have two bathrooms in the apartment and free on-site parking. The check-in arrangements (all done remotely, with clear instructions) were very good."
The price is S$314
per night
5 May - 6 May
Hampden Apartments - The Catherine
Lord Raglan House
Private kitchen
Lord Raglan House
4.0 star property
8.0 out of 10, Very good, (1)
"This is a convenient location, the property was pleasant and clean. Any staff we encountered were friendly and helpful. The only drawback was the noise from the road which is something the organisation can not help. Overall it was a very pleasant stay. "
Lord Raglan House
Central Apartment Facing Windsor Castle
View from room
Central Apartment Facing Windsor Castle
4.0 star property
9.2 out of 10, Wonderful, (19)
"Brilliant location and very helpful owner "
The price is S$395
per night
2 May - 3 May
Central Apartment Facing Windsor Castle
Inviting 2-bed Cottage in Windsor
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Inviting 2-bed Cottage in Windsor
3.0 star property
The price is S$319
per night
9 May - 10 May
Inviting 2-bed Cottage in Windsor
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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.

Other types of properties in Windsor you may be interested in

Castle Hotel Windsor
Terrace/patio
Castle Hotel Windsor
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Great rooms in lovely location. Top quality hotel at more than sensible price. "
The price is S$293
per night
30 May - 31 May
Castle Hotel Windsor
Sir Christopher Wren Hotel
Terrace/patio
Sir Christopher Wren Hotel
4.0 star property
8.6 out of 10, Excellent, (1000)
"Excelllent location. Quiet room. "
The price is S$264
per night
12 May - 13 May
Sir Christopher Wren Hotel
Macdonald Windsor Hotel
View from room
Macdonald Windsor Hotel
4.0 star property
8.8 out of 10, Excellent, (1001)
"Really helpful staff and the best location on the Windsor high street, right near the castle. Modern facilities and great stay!"
The price is S$213
per night
6 May - 7 May
Macdonald Windsor Hotel
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.

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 96 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.

Recent reviews of Windsor properties
Expedia verified reviews

Holiday Inn Express Windsor, an IHG Hotel

Holiday Inn Express Windsor, an IHG Hotel

5/5 Excellent
"All staff were very helpful lovely room and exceptionally clean would definitely revisit again "
A verified traveller stayed at Holiday Inn Express Windsor, an IHG Hotel
Posted 1 day ago
Holiday Inn Express Windsor, an IHG Hotel