Windsor Vacation Rentals

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Vacation Rentals in Windsor

Our top choices for Windsor vacation rentals

Willow Court Farm

4.0 star property
10.0 out of 10, Exceptional, (193)
"Loved our overnight stay at this property. It "
The price is ¥28,119
¥33,743 total
includes taxes & fees
Sep 1 - Sep 2
Willow Court Farm

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. "
The price is ¥48,898
¥58,678 total
includes taxes & fees
Sep 25 - Sep 26
King Edward Apartments

SnoozeDen Westmead – Windsor Castle & Legoland

3.0 star property
5.6 out of 10, (5)
"Great location, on the heathrow flight path which we knew, easy parking, and good comms. "
The price is ¥10,575
¥12,690 total
includes taxes & fees
Sep 3 - Sep 4
SnoozeDen Westmead – Windsor Castle & Legoland

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 ¥36,787
¥36,787 total
includes taxes & fees
Aug 31 - Sep 1
Central Apartment Facing Windsor Castle

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
9.0 out of 10, Wonderful, (4)
"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

Host Stay Eton House

2.0 star property
Host Stay Eton House

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

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

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

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

8.4 out of 10, Very Good, (144)
"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

The Lodge on River Thames - Beautiful Marina Views

10.0 out of 10, Exceptional, (1)
"Beautiful new home with good location. Easy to get in and out of. Very quiet and relaxing. Will definitely book again."
The Lodge on River Thames - Beautiful Marina Views

Hampden Apartments - The Edward

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....
Hampden Apartments - The Edward

Fabulous Central Windsor Town House

3.0 star property
Fabulous Central Windsor Town House

Stylish Lodge At Windsor Racecourse Marina

10.0 out of 10, Exceptional, (4)
"great place to stay"
The price is ¥55,664
¥82,740 total
includes taxes & fees
Sep 18 - Sep 19
Stylish Lodge At Windsor Racecourse Marina

Penthouse Living by Lawsons

8.0 out of 10, Very Good, (2)
"This property was in a great location unfortunately we went during a mini heat wave and all were incredible uncomfortable night and day so couldn’t use the kitchen at all, there was also no personal touch like list of places to eat and visit and it was very much a hotel feel which is great if you are looking for that, saying all that though if it wasn’t summer i might stay there again in the future just for the location."
Penthouse Living by Lawsons

Hampden Apartments - the Diana

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

Stunning Central Windsor Town House

3.0 star property
10.0 out of 10, Exceptional, (2)
"The property was in a nice quiet residential space but just minutes walking to shops, restaurants, etc. It was really perfect for what we were looking for."
Stunning Central Windsor Town House

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! "
The price is ¥23,346
¥28,015 total
includes taxes & fees
Sep 10 - Sep 11
Hampden Apartments - The William

Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!

9.6 out of 10, Exceptional, (4)
"Good location for a group of friends to get to by road and rail for a reunion.A comfortable and relaxing venue for an overnight stay."
The price is ¥110,213
¥160,057 total
includes taxes & fees
Sep 28 - Sep 29
Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!
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

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:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

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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?

47 Park Street - Grand Residences by Marriott: Visitors like this Windsor vacation home rental. It is in the city center 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 vacation rentals are there in Windsor?

Choose from 106 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.