Windsor Holiday Rentals

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Holiday Rentals in Windsor

SnoozeDen Westmead – Windsor Castle & Legoland

3.0 star property
4.6 out of 10, (9)
"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "
The price is NZ$138
includes taxes & fees
29 Sept - 30 Sept
SnoozeDen Westmead – Windsor Castle & Legoland

Willow Court Farm

4.0 star property
10.0 out of 10, Exceptional, (196)
"This place is outstanding, the farm make your stay very welcome."
The price is NZ$319
includes taxes & fees
30 Sept - 1 Oct
Willow Court Farm

Hampden Apartments - the Diana

4.0 star property
9.2 out of 10, Wonderful, (39)
"Wonderful property! "
Hampden Apartments - the Diana

Hampden Apartments - The Anne

3.5 star property
9.2 out of 10, Wonderful, (5)
"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! "
Hampden Apartments - The Anne

King Edward Apartments

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. "
King Edward Apartments

Stay,work, Relax Ideal for Crews and Long Stays

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

Hampden Apartments - The Henry

4.0 star property
9.4 out of 10, Exceptional, (18)
"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. "
Hampden Apartments - The Henry

Hampden Apartments - The Louis

3.0 star property
9.6 out of 10, Exceptional, (10)
"Love the location and loved the flat. All was perfect for us. "
Hampden Apartments - The Louis

Hampden apartments - The Richard

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!"
Hampden apartments - The Richard

Hampden Apartments - The William

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! "
Hampden Apartments - The William

Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

8.4 out of 10, Very good, (145)
"We rented this property for Christmas, and it was absolutely fantastic. The hosts were so friendly and there were lots of clear instructions on how to use the hot tub etc. The location was perfect, and we LOVED the decor of the place - so quirky and right up our street as we are a rock n roll loving family. We will be back 100%. Thank you to Andy & Sharon! xx"
Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com

STABLE HOUSE - Near Windsor Castle

3.0 star property
9.4 out of 10, Exceptional, (12)
"I was traveling for three weeks for business and the Stable House was such a perfect home base - you really can't beat the location if you're looking for something in the area. It was clean, well maintained, and on a quiet side street but still minutes (literally just a few hundred feet) to good food and drink. And of course, only a few minutes walk to the Castle and the Windsor side of the river (only about a five minute walk to the castle)."
STABLE HOUSE - Near Windsor Castle

Host Stay Eton House

2.0 star property
Host Stay Eton House

Cavendish House

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

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

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)."
The price is NZ$298
includes taxes & fees
29 Sept - 30 Sept
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

10.0 out of 10, Exceptional, (104)
"We had a wonderful time staying in this cozy cottage! The hosts were very receptive and communicative. The outside is just gorgeous :) Highly recommend"
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

Windsor Mews by Stay Focused SA

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

Central Apartment Facing Windsor Castle

4.0 star property
8.8 out of 10, Excellent, (23)
"Brilliant location and very helpful owner "
Central Apartment Facing Windsor Castle

Cosy Cottage: Your Central Windsor Retreat

8.8 out of 10, Excellent, (3)
"Nice place in central location "
Cosy Cottage: Your Central Windsor Retreat

Chic 2-Bedroom Apartment in Windsor

Chic 2-Bedroom Apartment in Windsor
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

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$138 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. 

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?

STABLE HOUSE - Near Windsor Castle: This highly rated holiday home rental in Windsor is located on the waterfront, and offers a garden, laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Windsor?

Choose from 106 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 Frogmore House and Theatre Royal. 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.