Windsor Cottage: Find The Top Holiday Cottages in Windsor

A historic stone castle with multiple towers and arched windows.

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Our top choices for Windsor cottages

1. Thames Retreat

Wraysbury

includes taxes & fees

20 Aug - 21 Aug

2. 3Bed Cosy home in the heart of Windsor/Contractors

Windsor City Centre

includes taxes & fees

7 Sept - 8 Sept

3. Nr Windsor- Unique Cottage Stay for upto 14 guests

Dorney

George S.

includes taxes & fees

8 Sept - 9 Sept

4. Coventina

Wraysbury

includes taxes & fees

20 Aug - 21 Aug

5. Lovely cottage in the heart of the picturesque village of Cookham

Cookham

Maggie L.

includes taxes & fees

23 Aug - 24 Aug

6. 1 Bed Cottage-museum View-garden-free Parking

Weybridge

Raquel

includes taxes & fees

24 Aug - 25 Aug

7. Blackwood - Peaceful cottage surround by woodlands

Cobham

includes taxes & fees

14 Sept - 15 Sept

8. Charming Cottage within Ancient Woodland Forest

Cobham

Barry R.

includes taxes & fees

8 Sept - 9 Sept

9. 1400Cottage – An enchanting unique stay

Henley-On-Thames

jane c.

includes taxes & fees

24 Aug - 25 Aug

10. A lovely couples retreat in the heart of the Chilterns.

Penn

Gavin S.

includes taxes & fees

14 Sept - 15 Sept

11. 1 bedroom accommodation in Guildford

Guildford

includes taxes & fees

31 Aug - 1 Sept

12. The Pool House - UK49372

Woking, near Guildford

includes taxes & fees

2 Sept - 3 Sept

13. Lakeside Haven in London

West Hendon

includes taxes & fees

17 Aug - 18 Aug

14. Luxurious comfortable apartment in rural north Hampshire.

Eversley Centre

includes taxes & fees

10 Sept - 11 Sept

15. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring

includes taxes & fees

20 Aug - 21 Aug

16. Cozy 4-bed Cottage Garden Walk to River Thames

Hampton

"No Parking close by to drop off luggage. Treacherous, steep downhill path through a park to take several heavy suitcases. Incredibly poor communication from the property, who in the first instance did not respond for over a week to our request for an early check in. e repeatedly asked host for check in details,and we eventually got them on the day of check in only 15 minutes before scheduled (normal) check in time, at which time we were already at the weddding of my daughter, having travelled...

Andre

includes taxes & fees

23 Aug - 24 Aug

17. 1 bedroom accommodation in Great Missenden

Great Missenden

Gareth Morgans

includes taxes & fees

3 Sept - 4 Sept

18. Kite View Cottage

High Wycombe

includes taxes & fees

20 Aug - 21 Aug

19. 2 bedroom accommodation in Bramley, near Tadley

Bramley, near Tadley

includes taxes & fees

2 Sept - 3 Sept

20. A spacious and well presented bungalow with amazing views over Berkshire.

Reading

"Great location and beautiful garden with views across the hills. Spotlessly clean and well maintained with all the things you may need for your holiday. The caretakers were very friendly and helpful and cared about us and the property with pride. Local supermarkets, petrol station and IKEA were only a mile down the road plus a five minute walk from the property was a pub serving food and an excellent fish n chips shop! Buses into town from outside the chippy were every 10 minutes or sooner!"

Michael Jeffs

includes taxes & fees

23 Aug - 24 Aug

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Top Windsor Hotel Reviews

Castle Hotel Windsor

10/10 Excellent

"I was sceptical at first given that I was informed after booking that there would be building works ongoing during our stay and some facilities would not be available. However, this did not affect our stay at all! We loved our stay at The Castle Hotel as a family of 4. To start, the Reception Team were very welcoming and friendly on arrival. I had already informed the hotel that we were celebrating our son’s birthday and they made such a fuss of him! When we arrived in our room, our son was surprised with a lovely birthday message, gift and beautiful ‘happy birthday’ written in chocolate along with chocolates, he was absolutely delighted with this! The room itself was beautiful, very clean and well equipped. The air conditioning was great and we were very grateful for the inclusion of the contents in the mini bar after a hot day exploring Windsor. The location of the hotel is perfect and right in the middle of everything, including Windsor Castle. We would definitely stay again and highly recommend."

The Royal Adelaide Hotel

10/10 Excellent

"We had a very comfortable stay, the bed and pillows were great, the air con worked well, the shower was fantastic, and there was minimal noise - all round ideal and at a reasonable price too. Reception was friendly. Breakfast was OK, but we have had better and service could maybe do with a little improvement. Overall, we would recommend and we’ll stay here again."

Harte and Garter

8/10 Good

"Our room was spacious with a great view of Windsor Castle. We arrived early but our room was ready and we checked in about 1:00 PM. The location is in the heart of Windsor, a short walk to shopping, dining, the Thames and of course Windsor Castle. I do wish there was better air conditioning, this seems to be an issue in England, other hotels on our trip had the same problem. Overall I'd recommend the Harte and Garter and would stay there again."

Macdonald Windsor Hotel

8/10 Good

"Stayed for one night in a standard suite. Room 308. Bedroom area and lounge looked lovely, sofa a little hard as it’s probably a bed as well. Bed comfy. Pillows and duvet ok not great, Lovely view over to the castle. Great location to be in. The bathroom was a complete let down. It once would have been of a high standard. The cleaning of the shower seal and door is appalling. Filthy and broken. Base of shower cracked tiles. Around main tap for sink very marked with water stains. Sensor light went off whilst in the shower. Spoke with Duty Manager who apologised and offered us breakfast. We were on a b&b rate. So actually nothing offered. Hotel is in a great location and apart from the bathroom would be super. Sadly heard another guest complain about her bathroom."

The Crown And Cushion

10/10 Excellent

"It’s a 500 year old property so the floors are very uneven and creaky but this just adds to its charm. The room was lovely, good facilities and breakfast was very good. The position of the pub is excellent, just a few minutes walk from the river so very easy for the boat to the races or a walk into central Windsor. The staff were very helpful and pleasant. Not modern, no aircon but delightful."

Find out more about Windsor

Windsor Cottages information

Number of reviews	6
Accommodation	16 Cottages
Lowest Price	AU$301
Highest Price	AU$4,542

Frequently asked questions

How much do cottages in Windsor cost?

Cottages in Windsor range between AU$301 and AU$4,542 per night. These retreats offer a chance to soak up nature's beauty — at a price you can afford. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Windsor?

Pack your suitcase and pick from 16 cottages in Windsor. Longing for a place where you can immerse yourself in nature? Expedia can help you find your ideal retreat in only a click or two.

What is there to do in Windsor near my cottage?

No matter your interests, Windsor has a whole lot to keep you on the go. Windsor Castle, LEGOLAND® Windsor and Theatre Royal are on most visitors' sightseeing itineraries. Don't forget about Changing of the Guard, Look Out Discovery Centre and South Hill Park either. With Expedia's hotel deals in Windsor, you'll be able to discover more renowned attractions like these with the cash you save.

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Windsor Holiday Rentals

Activities in Windsor

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor cottages

1. Thames Retreat

2. 3Bed Cosy home in the heart of Windsor/Contractors

3. Nr Windsor- Unique Cottage Stay for upto 14 guests

4. Coventina

5. Lovely cottage in the heart of the picturesque village of Cookham

6. 1 Bed Cottage-museum View-garden-free Parking

7. Blackwood - Peaceful cottage surround by woodlands

8. Charming Cottage within Ancient Woodland Forest

9. 1400Cottage – An enchanting unique stay

10. A lovely couples retreat in the heart of the Chilterns.

11. 1 bedroom accommodation in Guildford

12. The Pool House - UK49372

13. Lakeside Haven in London

14. Luxurious comfortable apartment in rural north Hampshire.

15. Tring Grange Cottage, Sleeps 2 with Onsite Parking

16. Cozy 4-bed Cottage Garden Walk to River Thames

17. 1 bedroom accommodation in Great Missenden

18. Kite View Cottage

19. 2 bedroom accommodation in Bramley, near Tadley

20. A spacious and well presented bungalow with amazing views over Berkshire.

Find holiday rentals that suit your style

Top Windsor Hotel Reviews

Castle Hotel Windsor

Find out more about Windsor

Windsor Cottages information

Frequently asked questions

Explore a world of travel with Expedia