Wokingham cottage rentals
We found 36 cottage rentals — enter your dates for availability
Explore Wokingham cottage rentals

Nr Windsor- Unique Cottage Stay for upto 14 guests
Sleeps 14 · 4 bedrooms · 3+ bathrooms

The Old Dairy, Finchampstead
Sleeps 6 · 3 bedrooms · 2 bathrooms

THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE
Sleeps 2 · 1 bedroom · 1 bathroom

Lovely Cottage in Beautiful Berkshire near Ascot
Sleeps 5 · 2 bedrooms · 1 bathroom

Quaint Cottage Oasis in Central Henley
Sleeps 4 · 2 bedrooms · 1 bathroom

Guest suite Medmenham (near Henley & Marlow)
Sleeps 3 · 1 bedroom · 1 bathroom
Top rated cottage rentals - Wokingham

Wonderful
Loved staying at Lesley’s beautiful gatehouse. It had everything we needed and was very comfortable. Lesley made us feel very welcome. Perfect.
Carole W.
Stayed Sept 2024

Great location and a lovely stay
The house was well presented and ideal for a stay in Henley, with lots of thoughtful touches and being just a short walk to the town centre and the river. There are also plenty of places to visit locally. We were mostly able to find parking within a few minutes walk of the property so wasn’t an issue. Manager was very helpful and responsive.
The stairs to the bedroom are not many but are narrow and very steep, almost a ladder, which may be difficult for those with mobility problems. I was there with my 2 year old and had to keep her away from them, and my mum in her 60s did struggle a bit going up and down.
A great trip in beautiful henley, we will definitely stay again if we’re in the area.
Rebecca S.
Stayed May 2024

Lovely place to stay outside of London
We arrived into Heathrow early and stayed at the Old School House. The owners (Caroline and Sean) were very hospitable and helpful with information. The location is fantastic. Very close to Ascot and Sunninghill. It is an excellent place to stay when you start your travels in the UK. The property is clean and comfortable with nice furnishings. This was so much better than another hotel. Also a very good base if you’d like to visit nearby Windsor (there’s a bus that takes you directly from the property or it’s a short drive). I highly recommend the property to you.
John L.
Stayed June 2023

Lovely stay in Henley
We found ourselves with two nights in Henley quite expectedly. What a lovely stay we had. Hillary was so responsive and helpful and the property is delightful. Welcoming? Beautifully prepared for us, comfortable and sparkling clean. Highly recommend.
Cathy C.
Stayed Jan 2024
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Frequently asked questions
How much does it cost to stay in a cottage rental in Wokingham?
A range of factors will influence how much you pay for a cottage rental in Wokingham, such as property size and when and how long you're travelling. All you have to do is key in your travel dates and preferences to find a Stayz cottage that matches your budget and taste.
When is the best time to rent a cottage in Wokingham?
January is when most guests stay in a cottage rental in Wokingham, which is located in Berkshire. The average temperature ranges from 2ºC to 7ºC during this month.
Where can I rent a Wokingham holiday cottage with great views?
Let your stresses drift away as you unwind and gaze at the views of historic areas from your comfy cottage rental in Wokingham. Use our filter tools to look for cottages with outdoor areas, such as a deck or patio, so you can make the most of the scenery.
Does Wokingham have any lakeside cottages?
Wake to stunning scenery each morning and fall asleep to the tranquil sounds of nature at night in one of Stayz's lakeside cottage rentals. Throw in some outdoor pursuits during the day and you've got yourself a superb holiday by the water. To find out if there are any lakeside cottages in Wokingham, try out our "Location" filter and then click on "Lake."
What are the top things to do in Wokingham?
Plan a few excursions from your cottage rental, making sure to include Windsor Castle, LEGOLAND® Windsor and Madejski Stadium. These top-rated Wokingham attractions are family friendly, so the whole crew can have a great time together.
Why should I book my holiday cottage with Stayz?
No sharing your space, no uncomfortable encounters with strangers. When you choose a Stayz cottage rental, you get the entire place for your use only. Need to cancel or change your travel plans? Our flexible cancellation policies let you book your cottage with total peace of mind.
