Winchfield Holiday Rentals

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Our top choices for Winchfield holiday rentals

2.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$528
includes taxes & fees
4 Jan - 5 Jan 2026
Central Modern Flat Sleeps 6 - Dedicated Parking - From 125 Per Night

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 AU$274
includes taxes & fees
16 Dec - 17 Dec
Willow Court Farm
3.0 star property
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

Aparthotel in Reading City Centre

PREMIER SUITES Reading
4.0 star property
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 AU$160
includes taxes & fees
14 Dec - 15 Dec
PREMIER SUITES Reading

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 AU$299
includes taxes & fees
5 Jan - 6 Jan 2026
Oaklawn Serviced Apartments

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 AU$153
includes taxes & fees
4 Jan - 5 Jan 2026
HQ Aparthotel Farnborough
10.0 out of 10, Exceptional, (1)
"Great communication from the host. Clean efficient accommodation. Bus close by to get in to Guildford town centre "
United Kingdom
Frances
The price is AU$218
includes taxes & fees
12 Dec - 13 Dec
Cosy 1 Bedroom Apartment Private Access in Guildford
9.6 out of 10, Exceptional, (4)
"This little gem was a perfect place for us to stay visiting devils Punchbowl for mountain biking. Thank you "
United Kingdom
Corinne H.
The price is AU$227
includes taxes & fees
11 Dec - 12 Dec
Perfect for walkers, Goodwood, National Trust, Short Stay
10.0 out of 10, Exceptional, (1)
"The stay was amazing, loved the area and the hut and definitely will return this year."
United Kingdom
Robert S.
The price is AU$278
includes taxes & fees
16 Dec - 17 Dec
Cosy Shepherd's Hut with use of Hot Tub and Heated Pool - Double with ensuite
10.0 out of 10, Exceptional, (1)
"Sehr schön Alles in der Nähe mitten in der Stadt"
Germany
Chaudhry J.
Central Apartment | Contractors & Families | WiFi
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 AU$468
includes taxes & fees
14 Dec - 15 Dec
1400 Cottage An Enchanting Unique Stay - From 120 Per Night
10.0 out of 10, Exceptional, (6)
"Brilliant location , helpful staff , nice place for the kids to have a run around and make friends "
United Kingdom
Jay S.
The price is AU$208
includes taxes & fees
11 Dec - 12 Dec
Cosy Rural Cabin With Ensuite
10.0 out of 10, Exceptional, (2)
"Great host with excellent communication and the property was as described. Perfect for our needs, thank you"
United Kingdom
Emma A.
The price is AU$300
includes taxes & fees
31 Dec - 1 Jan 2026
Central Spacious apartment located in the heart of it all!

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 AU$358
includes taxes & fees
11 Dec - 12 Dec
Ivory Lodge
3.0 star property
10.0 out of 10, Exceptional, (1)
The price is AU$519
includes taxes & fees
14 Dec - 15 Dec
Maygrove Retreat - Sleeps 2 - Jacuzzi - Parking

Apartment in Reading City Centre

City Wall House by House of Fisher
4.0 star property
8.2 out of 10, Very good, (83)
"Lovely place to stay, definitely coming back :)"
Germany
Priscilla
City Wall House by House of Fisher
10.0 out of 10, Exceptional, (1)
"Very well presented house with everything you need for a great stay. Close to the town yet quiet. "
United Kingdom
Colin
The price is AU$457
includes taxes & fees
1 Jan - 2 Jan 2026
Apple Blossom - Central Henley with free road parking
9.6 out of 10, Exceptional, (4)
"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 AU$261
includes taxes & fees
13 Dec - 14 Dec
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Apartment in Windsor City Centre

Hampden Apartments - The Catherine
4.0 star property
10.0 out of 10, Exceptional, (5)
"Brilliant stay, excellent location."
United Kingdom
Sophie
The price is AU$504
includes taxes & fees
23 Dec - 24 Dec
Hampden Apartments - The Catherine
10.0 out of 10, Exceptional, (3)
"Lovely place, great location, great hoast. "
United Kingdom
Lewis W.
Idyllic Cottage in the heart of The South Downs
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 Winchfield Hotel Reviews

Find out more about Winchfield

Everything you need to know about Winchfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winchfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winchfield holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winchfield holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winchfield. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winchfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winchfield holiday rentals we have selected for you start as low as AU$119 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winchfield rentals

At Expedia, we put the best Winchfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Winchfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winchfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winchfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Winchfield?

Yes, there are holiday rentals close to the most popular sights in Winchfield, or you can select a more secluded option if you're looking for a relaxing stay.

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

STABLE HOUSE - Near Windsor Castle: This holiday home rental outside of Winchfield 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.

What’s there to see and do in Winchfield?

Explore the area and family-friendly sights such as LEGOLAND® Windsor, or get out into nature at a spot like Wellington Country Park. In the wider area, you’ll find Farnham Castle and Royal Military Academy Sandhurst.

What’s a holiday rental in Winchfield like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winchfield. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family gatherings.