Windsor Vacation Rentals

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Vacation Rentals in Windsor

Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (197)
"This place is outstanding, the farm make your stay very welcome."
The price is ¥25,451
¥30,542 total
includes taxes & fees
Nov 4 - Nov 5
Willow Court Farm
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 ¥9,968
¥11,962 total
includes taxes & fees
Oct 15 - Oct 16
SnoozeDen Westmead – Windsor Castle & Legoland
Hampden Apartments - the Diana
4.0 star property
9.2 out of 10, Wonderful, (39)
"Wonderful property! "
Hampden Apartments - the Diana
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 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
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 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
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
STABLE HOUSE - Near Windsor Castle
3.0 star property
9.4 out of 10, Exceptional, (13)
"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
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
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 ¥22,724
¥25,956 total
includes taxes & fees
Oct 21 - Oct 22
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)
"Hamish and Susie were great hosts. Hamish met us on arrival and gave us a tour of the house. We enjoyed the goodies in the welcome basket. The shortbread’s were delicious ( I believe they were homemade). We enjoyed our 3 night stay, the cottage was what we had hoped it would be. The gardens and grounds were so lovely and peaceful. Hamish gave us excellent advice getting to London by train. Our son and grandson enjoyed exploring Windsor Great Park, they saw a lot of wildlife. An awesome...
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle
Charming 4-Bedroom Cottage in Windsor with Parking
10.0 out of 10, Exceptional, (1)
"Great place. Enjoyed our stay. Property host was very responsive when contacted. Loft bedroom is charming but not for tall people."
Charming 4-Bedroom Cottage in Windsor with Parking
Central Apartment Facing Windsor Castle
4.0 star property
8.8 out of 10, Excellent, (23)
"Brilliant location and very helpful owner "
The price is ¥37,419
¥37,419 total
includes taxes & fees
Oct 19 - Oct 20
Central Apartment Facing Windsor Castle
Modern Barn Conversion in Dorney
9.4 out of 10, Exceptional, (3)
"Perfect for a family stay with clean and excellent facilities "
Modern Barn Conversion in Dorney
Windsor Castle Chic: 1BR|Parking
8.8 out of 10, Excellent, (3)
"Lovely stay in Windsor, great apartment, clean with all facilities needed. Location is superb"
Windsor Castle Chic: 1BR|Parking
Riverside home, Hot Tub/Sauna, Nr Legoland & Wakeboarding www. liquidleisure.com
8.4 out of 10, Very Good, (146)
"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
Cosy Cottage: Your Central Windsor Retreat
8.8 out of 10, Excellent, (3)
"Nice place in central location "
Cosy Cottage: Your Central Windsor Retreat
Stylish Family Home in Eton Wick
8.0 out of 10, Very Good, (2)
"We needed a stay for a family emergency. We also had a dog.. Russel was hugely welcoming.It wàs a great house. Thank you Russell."
Stylish Family Home in Eton Wick
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

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

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Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, we have vacation rentals in Windsor close to LEGOLAND® Windsor, or you can choose a more secluded option if you want 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's the top vacation rental in Windsor?

STABLE HOUSE - Near Windsor Castle: Visitors like this Windsor vacation home rental. It 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 vacation rentals are there in Windsor?

Choose from 105 Expedia vacation rentals in Windsor for a memorable vacation.

What’s there to see and do in Windsor?

LEGOLAND® Windsor and Queen Mary's Dolls' House are a couple of family-friendly sights, whereas cultural attractions include Frogmore House and Theatre Royal. You’ll find favorite places to visit like Wembley Stadium and Warner Bros. Studio Tour London in the larger area.

What’s a vacation rental in Windsor like?

Vacation rentals are privately owned properties where you can stay for short or long periods in Windsor. Vacation rentals feature extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a family trip.