A historic stone castle with multiple towers and arched windows.

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Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Windsor cottages

Living area

1. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
The price is ￥45,294
￥69,927 total
includes taxes & fees
Sep 1 - Sep 2
3Bed Cosy home in the heart of Windsor/Contractors
Cottage | Exterior

2. Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is ￥73,937
￥88,724 total
includes taxes & fees
Aug 12 - Aug 13
Thames Retreat
Exterior

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

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location and home for our stay. "
United States
George S.
The price is ￥115,731
￥162,448 total
includes taxes & fees
Sep 1 - Sep 2
Nr Windsor- Unique Cottage Stay for upto 14 guests
Cottage | Terrace/patio

4. Coventina

Coventina
3.0 star property
Wraysbury
The price is ￥420,180
￥504,216 total
includes taxes & fees
Sep 1 - Sep 2
Coventina
Cottage | Exterior

5. 1 Bed Cottage-museum View-garden-free Parking

1 Bed Cottage-museum View-garden-free Parking
3.0 star property
Weybridge
8.8 out of 10, Excellent, (3 reviews)
"This was a perfect find. Communication great, the host is a pleasure to deal with. Great space and super-quiet. A lovely place to relax. Highly recommended "
United Kingdom
Raquel
The price is ￥28,807
￥34,111 total
includes taxes & fees
Aug 12 - Aug 13
1 Bed Cottage-museum View-garden-free Parking
Exterior

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

Lovely cottage in the heart of the picturesque village of Cookham
Cookham
10.0 out of 10, Exceptional, (1 review)
"Roseleigh Cottage is a lovely little house. It is ideally situated in central Cookham a stones throw from the Thames tow path and close to a range of pubs and other places to eat. The cottage is very well equipped and comfortable. We really enjoyed our stay as did our dog who appreciated the many walks thereabouts."
United States
Maggie L.
The price is ￥33,445
￥50,221 total
includes taxes & fees
Aug 16 - Aug 17
Lovely cottage in the heart of the picturesque village of Cookham
Exterior

7. 1400Cottage – An enchanting unique stay

1400Cottage – An enchanting unique stay
Henley-On-Thames
9.4 out of 10, Exceptional, (3 reviews)
"Very cute, very wonky building. Great location in the middle of town with on-street parking."
United Kingdom
jane c.
The price is ￥30,805
￥46,717 total
includes taxes & fees
Aug 12 - Aug 13
1400Cottage – An enchanting unique stay
Exterior

8. Higginson House

Higginson House
2.0 star property
Marlow
The price is ￥429,584
￥515,501 total
includes taxes & fees
Sep 1 - Sep 2
Higginson House
Exterior

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

A lovely couples retreat in the heart of the Chilterns.
Penn
8.4 out of 10, Very Good, (7 reviews)
"Was.nice and clean and lovely location "
United Kingdom
Gavin S.
The price is ￥58,184
￥58,184 total
includes taxes & fees
Sep 1 - Sep 2
A lovely couples retreat in the heart of the Chilterns.
Interior

10. Lakeside Haven in London

Lakeside Haven in London
West Hendon
The price is ￥18,331
￥35,304 total
includes taxes & fees
Aug 17 - Aug 18
Lakeside Haven in London
Interior

11. 1 bedroom accommodation in Guildford

1 bedroom accommodation in Guildford
Guildford
The price is ￥108,837
￥108,837 total
includes taxes & fees
Sep 3 - Sep 4
1 bedroom accommodation in Guildford
Sport court

12. The Pool House - UK49372

The Pool House - UK49372
Woking, near Guildford
The price is ￥142,487
￥142,487 total
includes taxes & fees
Sep 2 - Sep 3
The Pool House - UK49372
Exterior

13. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
The price is ￥45,190
￥45,190 total
includes taxes & fees
Sep 4 - Sep 5
Tring Grange Cottage, Sleeps 2 with Onsite Parking
Towels

14. 1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
10.0 out of 10, Exceptional, (5 reviews)
"Great communication from host before arrival. Lovely setting and lovely little cottage to enjoy a peaceful time away. Host provided some treats and essentials which were all really nice touches and well enjoyed! Extremely clean and well kept. Definitely recommend!"
United States
Gareth Morgans
The price is ￥64,342
￥64,342 total
includes taxes & fees
Sep 3 - Sep 4
1 bedroom accommodation in Great Missenden
Cottage | Exterior

15. Tring Grange Cottage - Sleeps 2 - Onsite Parking

Tring Grange Cottage - Sleeps 2 - Onsite Parking
3.0 star property
Tring
10.0 out of 10, Exceptional, (2 reviews)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is ￥33,892
￥40,671 total
includes taxes & fees
Sep 4 - Sep 5
Tring Grange Cottage - Sleeps 2 - Onsite Parking
Exterior

16. Luxurious comfortable apartment in rural north Hampshire.

Luxurious comfortable apartment in rural north Hampshire.
Eversley Centre
The price is ￥93,222
￥93,222 total
includes taxes & fees
Sep 1 - Sep 2
Luxurious comfortable apartment in rural north Hampshire.
Interior

17. 2 bedroom accommodation in Guildford

2 bedroom accommodation in Guildford
Guildford
10.0 out of 10, Exceptional, (1 review)
"My family of 4 (including kids aged 5 and 8) had an incredible time at the Cottage over the course of 4 nights. The entire property is gorgeous and the hosts were so warm and welcoming throughout our stay. Our stay coincided with a period of warm weather so we got to enjoy beautiful summer evenings strolling about on a countryside estate watching foxes play on the adjacent field. My kids enjoyed picking strawberries from the garden and bouncing on the trampoline. The cottage itself was cozy,...
United States
David L.
The price is ￥178,998
￥178,998 total
includes taxes & fees
Aug 17 - Aug 18
2 bedroom accommodation in Guildford
2 bedrooms, WiFi (free), individually decorated, individually furnished

18. Wizard's Hideaway

Wizard's Hideaway
2.5 star property
Leavesden
The price is ￥66,062
￥79,274 total
includes taxes & fees
Aug 13 - Aug 14
Wizard's Hideaway
Exterior

19. 2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
The price is ￥128,144
￥128,144 total
includes taxes & fees
Sep 2 - Sep 3
2 bedroom accommodation in Bramley, near Tadley
Exterior

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

A spacious and well presented bungalow with amazing views over Berkshire.
Reading
10.0 out of 10, Exceptional, (1 review)
"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!"
United States
Michael Jeffs
The price is ￥120,615
￥120,615 total
includes taxes & fees
Aug 23 - Aug 24
A spacious and well presented bungalow with amazing views over Berkshire.
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 Windsor Hotel Reviews

Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

8/10 Good
"We booked two rooms on one reservation. Not only were the rooms not beside each other, not on the same floor, they weren’t even in the same building. Also check in was so slow for some reason. Not sure why they don’t have things printed and keys ready before you get there. Otherwise it’s a decent place to stay. Some rooms are clearly nicer and newer than others. Great location. Breakfast was average but great view from the window of the river."
Kari 1-night trip
Posted 4 hours ago
Sir Christopher Wren Hotel

Find out more about Windsor

Windsor Cottages information

Number of reviews
21
Accommodation
17 Cottages
Lowest Price
￥34,111
Highest Price
￥515,501

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between ￥34,111 and ￥515,501 per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were 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.
What are the best cottages in Windsor?
Select from multiple cottages in Windsor with a total average guest review rating of 9.5. Luxury Cottage Near Windsor Castle is a comfortable place to put your feet up between adventures. This 3.5-star cottage also has an oven and clothes washing facilities. Balmoral Gardens is another leading pick with travelers in this area. It has a 3.5-star rating and amenities including a garden and individually decorated rooms.
How many cottages are there in Windsor?
Get in touch with nature in one of the 17 cottages on offer in Windsor. To help you reserve your ideal place, use our filter tool to search for perks or amenities you need.
Are there any family-friendly cottages in Windsor?
Kick back at Luxury Cottage Near Windsor Castle, a 3.5-star cottage not far from downtown. Amenities here include WiFi and an oven. Another family-friendly pick where you can swap the concrete jungle for nature is Balmoral Gardens. A playground and WiFi help make this 3.5-star cottage a guest favorite. Once you've checked in and dropped off your luggage, there are lots of family-friendly attractions to see around Windsor. Windsor Castle and LEGOLAND® Windsor guarantee fun for all ages.
Why book your cottage in Windsor with Expedia?
We think that vacays should be simple, so if you're chasing cottages in Windsor at a nice price, Expedia has got your back. Save money and pick a wallet-friendly option surrounded by nature, or book an upmarket cottage to spoil your favorite people.
How can I find cheap cottages in Windsor?
With Expedia's handy filter tool, sourcing cheap cottages in Windsor is a cinch. To find accommodations that'll make your wallet smile, refine your search results by amenities, budget and star rating.
What is there to do in Windsor near my cottage?
Whatever your interests, Windsor has loads of things to capture your imagination. St. Georges Chapel, Windsor Castle and LEGOLAND® Windsor are on many travelers' to-do lists. Don't forget about Windsor Bridge, Dorney Lake and Windsor Racecourse either. With Expedia's hotel deals in Windsor, you'll be able to discover even more fantastic attractions like these with the money you save.