Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Windsor vacation rentals

Property entrance

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (200 reviews)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is ￥27,684
￥33,220 total
includes taxes & fees
Mar 1 - Mar 2
Willow Court Farm
Apartment | Interior

Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Slough - Sleeps 3 - Petfriendly - Riverside - Bay
3.5 star property
Colnbrook
The price is ￥21,092
￥25,261 total
includes taxes & fees
Feb 16 - Feb 17
Slough - Sleeps 3 - Petfriendly - Riverside - Bay
Interior

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

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Old Windsor
9.6 out of 10, Exceptional, (4 reviews)
"Had a great stay prior to our flight home. They had everything we needed including things for the kids (1 and 3)."
United States
Peyton T.
The price is ￥23,452
￥26,787 total
includes taxes & fees
Feb 16 - Feb 17
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Interior

Windsor Home with Free Parking

Windsor Home with Free Parking
Clewer South
The price is ￥26,058
￥35,856 total
includes taxes & fees
Feb 23 - Feb 24
Windsor Home with Free Parking
Fridge, microwave, oven, stovetop

Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
10.0 out of 10, Exceptional, (2 reviews)
"Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!"
United Kingdom
Laura S.
The price is ￥78,591
￥124,453 total
includes taxes & fees
Feb 19 - Feb 20
Nr Windsor- Unique Cottage Stay for upto 14 guests
Deluxe Apartment | Terrace/patio

Hampden Apartments - The Anne

Hampden Apartments - The Anne
3.5 star property
Windsor City Centre
8.6 out of 10, Excellent, (7 reviews)
"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 traveler
Hampden Apartments - The Anne
Comfort Apartment, 2 Bedrooms, Non Smoking | 2 bedrooms, individually decorated, individually furnished, desk

Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (34 reviews)
"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 ￥38,618
￥38,618 total
includes taxes & fees
Feb 16 - Feb 17
Hampden Apartments - The George
Exterior

Character Victorian apartment close to Windsor town with secure parking

Character Victorian apartment close to Windsor town with secure parking
Clewer East
10.0 out of 10, Exceptional, (1 review)
"A gorgeous opulent place to stay while in Windsor. We appreciated the extra touches like the fresh milk for tea!"
Canada
Isabel
The price is ￥37,148
￥44,861 total
includes taxes & fees
Feb 18 - Feb 19
Character Victorian apartment close to Windsor town with secure parking
TV

Stylish 2Bed/2Bath Flat In The Heart Of Windsor

Stylish 2Bed/2Bath Flat In The Heart Of Windsor
Windsor City Centre
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful time in Windsor and really enjoyed this place! It was even cuter in person! The location was amazing and space was amazing. "
United States
Natasha C.
The price is ￥31,270
￥54,253 total
includes taxes & fees
Mar 2 - Mar 3
Stylish 2Bed/2Bath Flat In The Heart Of Windsor
1 bedroom, iron/ironing board, free WiFi

526A Farnham Rd

526A Farnham Rd
2.0 star property
Slough
The price is ￥15,635
￥29,185 total
includes taxes & fees
Feb 16 - Feb 17
526A Farnham Rd
Fridge, oven, stovetop, dishwasher

Stay In Style With Castle Views/Prime Spot Windsor

Stay In Style With Castle Views/Prime Spot Windsor
Windsor City Centre
10.0 out of 10, Exceptional, (2 reviews)
"This place was perfect for us. It’s exactly as listed on the site, super cute and very comfortable plus there really is a view of the castle! We had a couple small things we needed help with and the host management company was very helpful and responsive. There’s a cut through to the long walk just up the street and you can be in the center of town in 10 min or less. Would stay again!"
United States
Amy R.
The price is ￥21,680
￥35,555 total
includes taxes & fees
Feb 16 - Feb 17
Stay In Style With Castle Views/Prime Spot Windsor
Deluxe Studio | Individually decorated, individually furnished, desk, laptop workspace

Heathrow Windsor Apart Hotel

Heathrow Windsor Apart Hotel
2.0 star property
Colnbrook
6.8 out of 10, (9 reviews)
"Beautiful place!"
United States
Jennifer
Heathrow Windsor Apart Hotel
4 bedrooms, iron/ironing board, internet, bed sheets

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Slough
10.0 out of 10, Exceptional, (1 review)
"Could not fault this place we have stayed in some expensive hotels and this beat those hands down. Amazing value. "
United Kingdom
david b.
The price is ￥38,566
￥57,328 total
includes taxes & fees
Feb 16 - Feb 17
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Interior

Self Contained Studio Near Windsor Attractions!

Self Contained Studio Near Windsor Attractions!
Clewer East
The price is ￥17,636
￥17,636 total
includes taxes & fees
Feb 22 - Feb 23
Self Contained Studio Near Windsor Attractions!
Interior

SnoozeDen Westmead| Double Room

SnoozeDen Westmead| Double Room
Clewer East
The price is ￥12,780
￥12,780 total
includes taxes & fees
Feb 26 - Feb 27
SnoozeDen Westmead| Double Room
Interior

Coventina

Coventina
3.0 star property
Wraysbury
The price is ￥404,769
￥485,722 total
includes taxes & fees
Feb 19 - Feb 20
Coventina
3 bedrooms, WiFi, bed sheets

Annexe pool table, air hockey, table tennis, movie

Annexe pool table, air hockey, table tennis, movie
Clewer East
The price is ￥31,895
￥31,895 total
includes taxes & fees
Feb 22 - Feb 23
Annexe pool table, air hockey, table tennis, movie
1 bedroom, desk, iron/ironing board, free WiFi

SnoozeDen Chalvey | Double Room

SnoozeDen Chalvey | Double Room
Slough
The price is ￥9,146
￥9,146 total
includes taxes & fees
Feb 16 - Feb 17
SnoozeDen Chalvey | Double Room
Living area

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

Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!
Water Oakley
9.6 out of 10, Exceptional, (4 reviews)
"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."
United Kingdom
Michele B.
The price is ￥93,809
￥143,007 total
includes taxes & fees
Mar 16 - Mar 17
Vintage style Lodge In Windsor! Sleeps 15! Hot Tub!
Dining

Heartwarming Windsor Cottage with Free Parking

Heartwarming Windsor Cottage with Free Parking
Clewer East
The price is ￥20,909
￥38,628 total
includes taxes & fees
Feb 22 - Feb 23
Heartwarming Windsor Cottage with Free Parking
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

Holiday Inn Express Windsor by IHG

Holiday Inn Express Windsor by IHG

10/10 Excellent
"The staff and renovations excellent Accessible room ok Would have been improved with a chair to sit on Also toilet did not flush properly "
John 1-night trip
Posted 2 days ago
Holiday Inn Express Windsor by IHG

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!

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 lively bars and top-notch restaurants.

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 31 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 Theatre Royal and Frogmore House. 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.