Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 17 - Oct 19
In two months
Nov 28 - Nov 30
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Dec 26 - Dec 28
In four months
Jan 23 - Jan 25

Vacation Rentals in Windsor

SnoozeDen Westmead – Windsor Castle & Legoland
Exterior

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 ￥9,888
￥11,866 total
includes taxes & fees
Oct 1 - Oct 2
SnoozeDen Westmead – Windsor Castle & Legoland
Willow Court Farm
Exterior detail

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 ￥22,640
￥27,168 total
includes taxes & fees
Oct 1 - Oct 2
Willow Court Farm
Hampden Apartments - the Diana
Apartment, 1 Bedroom | Living area | Flat-screen TV

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
Deluxe Apartment | Living area | Flat-screen TV

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
Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

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
Hampden Apartments - The Henry
Apartment, 3 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

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
Stay,work, Relax Ideal for Crews and Long Stays
House | Private kitchen | Fridge, microwave, oven, stovetop

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 William
Deluxe Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop

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
Terrace/patio

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
Hampden Apartments - The Louis
Interior

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
Apartment, 2 Bedrooms | Balcony

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
Garden

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
Apartment | 1 bedroom

Host Stay Eton House

2.0 star property
Host Stay Eton House
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Fridge, microwave, oven, stovetop

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 ￥22,458
￥25,652 total
includes taxes & fees
Oct 5 - Oct 6
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Cavendish House
Garden

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

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
House, Private Bathroom (Windsor Town Centre) | Lounge

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
Comfort Apartment, 2 Bedrooms, Non Smoking | View from room

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
Oven, stovetop, toaster, cookware/dishes/utensils

Cosy Cottage: Your Central Windsor Retreat

8.8 out of 10, Excellent, (3)
"Nice place in central location "
Cosy Cottage: Your Central Windsor Retreat
Hampden Apartments - The Edward
Deluxe Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop

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
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

Macdonald Windsor Hotel

Macdonald Windsor Hotel

10/10 Excellent
"This hotel is convenient, quiet and spotless. The staff are very nice, helpful and friendly in fact nothing was too much trouble😊"
Joanne 1-night trip
Posted 3 days ago
Macdonald Windsor Hotel

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 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.