Windsor Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

Our top choices for Windsor holiday rentals

Exterior detail

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (199 reviews)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is HK$987
HK$1,185 total
includes taxes & fees
30 Jan - 31 Jan
Willow Court Farm
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 HK$1,177
HK$1,344 total
includes taxes & fees
22 Jan - 23 Jan
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Interior

Coventina

Coventina
3.0 star property
Wraysbury
The price is HK$20,721
HK$24,865 total
includes taxes & fees
24 Jan - 25 Jan
Coventina
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 HK$3,317
HK$5,618 total
includes taxes & fees
22 Jan - 23 Jan
Nr Windsor- Unique Cottage Stay for upto 14 guests
Interior

Slough - Sleeps 3 - Petfriendly - Riverside - Bay

Slough - Sleeps 3 - Petfriendly - Riverside - Bay
3.5 star property
Colnbrook
The price is HK$1,037
HK$1,247 total
includes taxes & fees
26 Jan - 27 Jan
Slough - Sleeps 3 - Petfriendly - Riverside - Bay
TV, fireplace

Stylish Lodge At Windsor Racecourse Marina

Stylish Lodge At Windsor Racecourse Marina
Clewer North
10.0 out of 10, Exceptional, (4 reviews)
"great place to stay"
United Kingdom
Kevin B.
Stylish Lodge At Windsor Racecourse Marina
2 bedrooms, iron/ironing board, WiFi, bed sheets

Inviting 2-Bed Cottage in Windsor

Inviting 2-Bed Cottage in Windsor
Windsor City Centre
7.0 out of 10, Good, (7 reviews)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
The price is HK$1,433
HK$1,957 total
includes taxes & fees
26 Jan - 27 Jan
Inviting 2-Bed Cottage in Windsor
43-inch Smart TV with digital channels

Kensington House by Solitaire Suites

Kensington House by Solitaire Suites
3.0 star property
Slough
7.2 out of 10, Good, (21 reviews)
"It’s a great place to stay. Less than 5 min walk to restaurants and super markets. "
United States
Jay
The price is HK$900
HK$1,457 total
includes taxes & fees
28 Jan - 29 Jan
Kensington House by Solitaire Suites
Interior

Windsor Home with Free Parking

Windsor Home with Free Parking
Clewer South
The price is HK$1,308
HK$1,800 total
includes taxes & fees
22 Jan - 23 Jan
Windsor Home with Free Parking
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 HK$1,864
HK$2,252 total
includes taxes & fees
22 Jan - 23 Jan
Character Victorian apartment close to Windsor town with secure parking
Interior

SnoozeDen Westmead| Double Room

SnoozeDen Westmead| Double Room
Clewer East
The price is HK$635
HK$635 total
includes taxes & fees
25 Jan - 26 Jan
SnoozeDen Westmead| Double Room
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 HK$879
HK$1,572 total
includes taxes & fees
25 Jan - 26 Jan
Stay In Style With Castle Views/Prime Spot Windsor
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 HK$1,936
HK$2,877 total
includes taxes & fees
22 Jan - 23 Jan
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Private kitchen

Spacious 6 Bedroom House in Denton Way

Spacious 6 Bedroom House in Denton Way
2.0 star property
Slough
The price is HK$8,710
HK$12,712 total
includes taxes & fees
22 Jan - 23 Jan
Spacious 6 Bedroom House in Denton Way
1 bedroom, individually decorated, individually furnished, free WiFi

Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is HK$3,753
HK$4,504 total
includes taxes & fees
24 Jan - 25 Jan
Thames Retreat
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 HK$1,604
HK$1,604 total
includes taxes & fees
25 Jan - 26 Jan
Annexe pool table, air hockey, table tennis, movie
Interior

Self Contained Studio Near Windsor Attractions!

Self Contained Studio Near Windsor Attractions!
Clewer East
The price is HK$879
HK$879 total
includes taxes & fees
25 Jan - 26 Jan
Self Contained Studio Near Windsor Attractions!
Interior

Charming 3Bed 3Bath Home in Windsor with parking!

Charming 3Bed 3Bath Home in Windsor with parking!
Windsor City Centre
10.0 out of 10, Exceptional, (2 reviews)
"The apartment look like it had just been remodeled, and it was furnished very nicely. Everything was in working order. It was walking distance from Windsor Center and the castle. There were three couples, and we each enjoyed having our own bedroom and bathroom combo"
United States
Elizabeth l.
The price is HK$1,559
HK$3,089 total
includes taxes & fees
1 Feb - 2 Feb
Charming 3Bed 3Bath Home in Windsor with parking!
Outdoor dining

Waterfront Lodge Windsor Racecourse Marina

Waterfront Lodge Windsor Racecourse Marina
Clewer North
Waterfront Lodge Windsor Racecourse Marina
1 bedroom, iron/ironing board, free WiFi

526A Farnham Rd

526A Farnham Rd
2.0 star property
Slough
The price is HK$785
HK$1,465 total
includes taxes & fees
22 Jan - 23 Jan
526A Farnham Rd
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
"We stayed over for one night. Concierge was great upon arrival, and staff were very welcoming. Reception area smelt lovely as we walked in and the surrounding are immaculate. The room was lovely, comfortable bed and plenty of room for the 2 of us. Had a drink in the bar but didn't actually eat in the hotel as we like to go out and about "
Natalie 1-night trip
Posted 2 days ago
Macdonald Windsor Hotel

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 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?

47 Park Street - Grand Residences by Marriott: This holiday home rental outside of Windsor is in the city centre, 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 holiday rentals are there in Windsor?

Choose from 29 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.