Photo by don cload

Winnersh Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Dec - 11 Dec
Tomorrow
11 Dec - 12 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Winnersh holiday rentals

Interior
Hampden Apartments - The Louis

Hampden Apartments - The Louis

Hampden Apartments - The Louis
3.0 star property
Eton
9.8 out of 10, Exceptional, (12)
"Love the location and loved the flat. All was perfect for us. "
United States
Shannon
Hampden Apartments - The Louis
2 bedrooms, desk
1400 Cottage An Enchanting Unique Stay - From 120 Per Night

1400 Cottage An Enchanting Unique Stay - From 120 Per Night

1400 Cottage An Enchanting Unique Stay - From 120 Per Night
3.0 star property
Henley-on-Thames
8.0 out of 10, Very good, (1)
"Property is in a great location. Cottage is unique and quaint. Floors sloping upstairs and very squeaky. Beds very comfortable. Paperwork from owner was overwhelming and too much. "
United Kingdom
Alison
The price is RM767
RM1,211 total
includes taxes & fees
4 Jan - 5 Jan 2026
1400 Cottage An Enchanting Unique Stay - From 120 Per Night
Fridge, microwave, oven, stovetop
2 Bed - Sleeps 6 - Free Parking

2 Bed - Sleeps 6 - Free Parking

2 Bed - Sleeps 6 - Free Parking
3.5 star property
Bracknell
10.0 out of 10, Exceptional, (1)
"Lovely apartment and had everything we needed. Good communication from the host. "
United Kingdom
Helen
The price is RM385
RM791 total
includes taxes & fees
18 Dec - 19 Dec
2 Bed - Sleeps 6 - Free Parking
Fridge, microwave, oven, stovetop
Staines City Centre by Charles Hope

Staines City Centre by Charles Hope

Staines City Centre by Charles Hope
3.5 star property
Staines Town Centre
8.8 out of 10, Excellent, (37)
"Good quality accommodation and great prices. Very convenient to amenities and transport "
United Kingdom
Alan
Staines City Centre by Charles Hope
In-room dining
Hampden Apartments - The George

Hampden Apartments - The George

Hampden Apartments - The George
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (34)
"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 RM880
RM880 total
includes taxes & fees
11 Dec - 12 Dec
Hampden Apartments - The George
Exterior detail
Willow Court Farm

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is RM630
RM756 total
includes taxes & fees
11 Dec - 12 Dec
Willow Court Farm
Miscellaneous
Ivory Lodge

Ivory Lodge

Ivory Lodge
4.0 star property
Reading
8.6 out of 10, Excellent, (11)
"Looked beautiful on our arrival, superbly clean and luxurious. Manager was excellent in communication and handled any issues very fast and efficiently. "
United Kingdom
Dominee
The price is RM705
RM979 total
includes taxes & fees
11 Dec - 12 Dec
Ivory Lodge
Private kitchen
Immaculate Central Windsor Town House

Immaculate Central Windsor Town House

Immaculate Central Windsor Town House
4.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (3)
"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."
United States
JOEL
Immaculate Central Windsor Town House
Balcony
Hampden apartments - The Richard

Hampden apartments - The Richard

Hampden apartments - The Richard
4.0 star property
Windsor City Centre
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!"
United States
Pamela
Hampden apartments - The Richard
Living area
Stunning Central Windsor Town House

Stunning Central Windsor Town House

Stunning Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (3)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
Stunning Central Windsor Town House
Full-sized fridge, microwave, oven, stovetop
Kensington House by Solitaire Suites

Kensington House by Solitaire Suites

Kensington House by Solitaire Suites
3.0 star property
Slough
7.2 out of 10, Good, (20)
"Came down for a few days with wife and kids. Felt really safe within property and very welcoming. Had no issue's at all will be back hopefully."
United Kingdom
Charles
The price is RM258
RM507 total
includes taxes & fees
9 Jan - 10 Jan 2026
Kensington House by Solitaire Suites
2 bedrooms
Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night
2.0 star property
Henley-on-Thames
10.0 out of 10, Exceptional, (1)
The price is RM881
RM1,443 total
includes taxes & fees
7 Jan - 8 Jan 2026
Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Oaklawn Serviced Apartments

Oaklawn Serviced Apartments

Oaklawn Serviced Apartments
3.5 star property
Woking
9.6 out of 10, Exceptional, (10)
"Host is amazing ! "
United States
Erin
The price is RM817
RM817 total
includes taxes & fees
5 Jan - 6 Jan 2026
Oaklawn Serviced Apartments
Property entrance
PREMIER SUITES Reading

PREMIER SUITES Reading

PREMIER SUITES Reading
4.0 star property
Reading City Centre
8.8 out of 10, Excellent, (156)
"Our stay was amazing. We stayed to go to the reading festiabl and it was brilliantly located 10 min walk to the train station. And abouve a mall wirh so many shops and parking!! Will definitely be staying here again."
United Kingdom
Emma
The price is RM366
RM439 total
includes taxes & fees
19 Dec - 20 Dec
PREMIER SUITES Reading
Living area
Staines Riverside by Charles Hope

Staines Riverside by Charles Hope

Staines Riverside by Charles Hope
4.0 star property
Staines
7.6 out of 10, Good, (13)
"Property very clean and in a great location. Little trouble with the front door but cleaner showed us the knack then it easy. Would stay again"
United Kingdom
Vikki
Staines Riverside by Charles Hope
Living area
Western Gate

Western Gate

Western Gate
4.0 star property
Basingstoke
Western Gate
Shared kitchen
Maple Lodge

Maple Lodge

Maple Lodge
3.5 star property
Reading
10.0 out of 10, Exceptional, (1)
"Very well laid out property with plenty of room for the whole family as well as a spacious walk in wardrobe, study/work area, a lovely ensuite room as well as a family bathroom and extremely comfortable beds. The complimentary contents in the fridge and on the kitchen top also went down well. Highly recommended."
United Kingdom
Joseph
The price is RM905
RM1,234 total
includes taxes & fees
11 Dec - 12 Dec
Maple Lodge
View from room
Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle

Central Apartment Facing Windsor Castle
4.0 star property
Windsor City Centre
9.0 out of 10, Wonderful, (25)
"Brilliant location and very helpful owner "
United Kingdom
Senan
The price is RM1,015
RM1,015 total
includes taxes & fees
12 Dec - 13 Dec
Central Apartment Facing Windsor Castle
Private kitchen
Hampden Apartments - The William

Hampden Apartments - The William

Hampden Apartments - The William
3.0 star property
Eton
9.6 out of 10, Exceptional, (11)
"Always a lovely place to stay "
United Kingdom
Tony
The price is RM605
RM726 total
includes taxes & fees
12 Dec - 13 Dec
Hampden Apartments - The William
2 bedrooms
Central Hidden Gem - From 125 Per Night

Central Hidden Gem - From 125 Per Night

Central Hidden Gem - From 125 Per Night
2.0 star property
Henley-on-Thames
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay! The flat is lovely and perfectly positioned. Would definitely recommend."
United Kingdom
Pamela
The price is RM766
RM1,328 total
includes taxes & fees
7 Jan - 8 Jan 2026
Central Hidden Gem - From 125 Per Night
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winnersh Hotel Reviews

Leonardo London Heathrow Airport

Leonardo London Heathrow Airport

10/10 Excellent
"We didnt have the breakfast as we had a flight to catch We loved this hotel the staff very helpful "
lorna 1-night trip
Posted 1 day ago
Leonardo London Heathrow Airport

Find out more about Winnersh

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

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

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

Frequently asked questions

Can I find holiday rentals in Winnersh?

Yes, we give you a choice of holiday rentals where you'll be just 10 mi (16.1 km) from LEGOLAND® Windsor, giving you a secluded option if you want a quiet place to stay. Visitors like the top-notch restaurants and spas in Winnersh. While you're here, grab a bite or have a drink at the bars.

What are some of the best holiday rentals that Winnersh has to offer?

Spacious 6 Bedroom House in Denton Way: This holiday home rental outside of Winnersh has Netflix and free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Winnersh?

Expedia has 3 holiday rentals for your stay in Winnersh.

What’s there to see and do in Winnersh?

Enjoy the area's cultural attractions such as Museum Of Berkshire Aviation, or get outdoors into nature at a spot like Wellington Country Park. Nirvana Spa and LEGOLAND® Windsor are a couple of places you'll find in the wider area.

What’s a holiday rental in Winnersh like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winnersh. Holiday rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.