Windsor Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Holiday Rentals in Windsor

Apartment in Windsor

4.0 star property
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is S$226
includes taxes & fees
25 Nov - 26 Nov
Willow Court Farm

Apartment in Windsor City Centre

4.5 star property
9.6 out of 10, Exceptional, (67)
"Pretty clean, nice walk to town centre and transit. Parking a bit tight by North American standards. Lift available. Beds comfy and the owners/property managers as well as the cleaner were all wonderful. "
Canada
Elizabeth
King Edward Apartments

Apartment in Eton

3.0 star property
9.4 out of 10, Exceptional, (9)
"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 S$271
includes taxes & fees
20 Dec - 21 Dec
Hampden Apartments - The William

Apartment in Eton

3.0 star property
9.8 out of 10, Exceptional, (11)
"The apartment is located perfectly for exploring both Eton and Windsor. It’s very spacious, modern and was spotlessly clean. Communication from the owner was fantastic and having parking available was a bonus. We thoroughly enjoyed our stay here and would highly recommend the apartment for anyone wishing to visit the area."
United Kingdom
Colin
Hampden Apartments - The Louis

Apartment in Clewer East

3.0 star property
4.2 out of 10, (10)
"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "
United Kingdom
Simon
The price is S$101
includes taxes & fees
26 Nov - 27 Nov
SnoozeDen Westmead – Windsor Castle & Legoland

Apartment in Windsor City Centre

3.5 star property
9.0 out of 10, Wonderful, (6)
"Really nice apartment close to the centre of Windsor. Handy parking space close by that will save you some money as the local Q park is about £45 for 48 hours! "
United Kingdom
Anonymous traveller
Hampden Apartments - The Anne

Residence in Clewer North

2.0 star property
Stay,work, Relax Ideal for Crews and Long Stays

Apartment in Windsor City Centre

4.0 star property
8.8 out of 10, Excellent, (23)
"Brilliant location and very helpful owner "
United Kingdom
Senan
The price is S$479
includes taxes & fees
19 Dec - 20 Dec
Central Apartment Facing Windsor Castle

Holiday Home in Eton

3.0 star property
9.4 out of 10, Exceptional, (13)
"Excellent stay at Stable House in Windsor. The hosts provided great communication and the property was in a wonderful location, easy walking accessibility to town and tourist spots alike. We thoroughly enjoyed our stay."
United States
Laura
STABLE HOUSE - Near Windsor Castle

Holiday Home in Windsor City Centre

3.5 star property
9.4 out of 10, Exceptional, (6)
"Good location with a very nice property"
United Kingdom
James
Windsor Mews by Stay Focused SA

Apartment in Windsor City Centre

5.0 star property
10.0 out of 10, Exceptional, (62)
"Fantastic stay with the family, perfect location, property and hosting"
United Kingdom
Philip
Cavendish House

Apartment in Windsor City Centre

3.5 star property
5.4 out of 10, (3)
"There were no locks on both door to the balcony that did not lock. No towel holders or hooks anywhere in the house for bath towels or any other clothes item. No toilet paper holder in bathroom. We said we were four people and they only gave us three bath towels. The pullout bed in the living room was like a rock to sleep on. The map shows the house where the car park is, when in fact the house is not where the map says it is. The landlord said the map shows where the residence was and it wasn’t....
United States
Anonymous traveller
Hampden Apartments - The Edward

Apartment in Windsor City Centre

4.0 star property
9.2 out of 10, Wonderful, (40)
"Wonderful property! "
Canada
Meghan
Hampden Apartments - the Diana

Apartment in Windsor City Centre

4.0 star property
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 S$410
includes taxes & fees
19 Dec - 20 Dec
Hampden Apartments - The George

Apartment in Windsor City Centre

4.0 star property
9.0 out of 10, Wonderful, (19)
"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
Hampden Apartments - The Henry

Apartment in Windsor City Centre

4.0 star property
8.8 out of 10, Excellent, (10)
"We had a fabulous overnight stay, the location was perfect and I would highly recommend staying here - Thank you!"
United States
Pamela
Hampden apartments - The Richard

Apartment in Windsor

3.5 star property
10.0 out of 10, Exceptional, (2)
"We wanted to beat the heat and enjoy the charming town of Windsor, comfortable apartment, great location, and a birthday weekend to boot. We would definitely stay again, quick communication and attentive booking."
United States
Anonymous traveller
Windsor Castle Apartments

Apartment in Windsor City Centre

4.0 star property
10.0 out of 10, Exceptional, (5)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is S$458
includes taxes & fees
19 Dec - 20 Dec
Hampden Apartments - The Catherine

Holiday Home in Windsor City Centre

3.0 star property
10.0 out of 10, Exceptional, (3)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
Stunning Central Windsor Town House

Apartment in Windsor City Centre

4.0 star property
9.2 out of 10, Wonderful, (9)
"This is a spacious, clean and well situated apartment. The neighborhood and local shops and restaurants are wonderful. Easy walk to Windsor Castle but outside of the major tourist hustle. "
United States
Shawn
Hampden Apartments - The Charles
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.

Black Friday Sale

Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

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 107 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.