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Winnersh Holiday Rentals

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Our top choices for Winnersh holiday rentals

Cottage in Bordon

Groomes Country House
3.5 star property
The price is S$5,237
includes taxes & fees
29 Dec - 30 Dec
Groomes Country House

Apartment in Bracknell

2 Bed - Sleeps 6 - Free Parking
3.5 star property
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 S$250
includes taxes & fees
8 Jan - 9 Jan, 2026
2 Bed - Sleeps 6 - Free Parking

Apartment in Windsor

Willow Court Farm
4.0 star property
10.0 out of 10, Exceptional, (199)
"Wonderful place ideal for families "
United Kingdom
Zoe
The price is S$230
includes taxes & fees
4 Jan - 5 Jan, 2026
Willow Court Farm

Aparthotel in Rushmoor District

HQ Aparthotel Farnborough
4.0 star property
9.0 out of 10, Wonderful, (448)
"The room is tidy and customer services is good in the hotel"
United Kingdom
Lewis
The price is S$120
includes taxes & fees
4 Jan - 5 Jan, 2026
HQ Aparthotel Farnborough

Apartment in Reading City Centre

VICTORIA HOUSE by Aeria Apartments
4.0 star property
7.8 out of 10, Good, (40)
"As always, we love Victoria while traveling to UK."
United States
Trailer
VICTORIA HOUSE by Aeria Apartments

Apartment in Rushmoor District

Blue sky at Wallis square
4.0 star property
9.2 out of 10, Wonderful, (86)
"Bigger than expected. Nice place to stay for a few days."
Netherlands
Avelin
Blue sky at Wallis square

Aparthotel in Reading City Centre

PREMIER SUITES Reading
4.0 star property
8.8 out of 10, Excellent, (157)
"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 S$139
includes taxes & fees
29 Dec - 30 Dec
PREMIER SUITES Reading

Apartment in Staines Town Centre

Staines City Centre by Charles Hope
3.5 star property
8.8 out of 10, Excellent, (38)
"Good quality accommodation and great prices. Very convenient to amenities and transport "
United Kingdom
Alan
Staines City Centre by Charles Hope

Apartment in Woking

Oaklawn Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (10)
"Host is amazing ! "
United States
Erin
The price is S$259
includes taxes & fees
5 Jan - 6 Jan, 2026
Oaklawn Serviced Apartments

Apartment in Reading

Ivory Lodge
4.0 star property
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 S$308
includes taxes & fees
5 Jan - 6 Jan, 2026
Ivory Lodge
4.0 star property
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
3.0 star property
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 S$383
includes taxes & fees
4 Jan - 5 Jan, 2026
1400 Cottage An Enchanting Unique Stay - From 120 Per Night
3.0 star property
9.8 out of 10, Exceptional, (13)
"What an absolutely stunning apartment in a perfect location to explore Windsor. Spotlessly clean with everything you could possibly need for a few nights away. Even a Christmas tree which was a lovely surprise. Once we had a direct contact number for the property the communication was fantastic with check in details and instructions provided. Would 100% stay again in the future Thankyou "
United Kingdom
Corinne
Hampden Apartments - The Louis
3.0 star property
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 S$244
includes taxes & fees
6 Jan - 7 Jan, 2026
Kensington House by Solitaire Suites
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 Winnersh Hotel Reviews

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 Thames Path. 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.