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Our top choices for Windsor cottages

2 bedrooms, iron/ironing board, WiFi, bed sheets
Inviting 2-Bed Cottage in Windsor

Inviting 2-Bed Cottage in Windsor

Inviting 2-Bed Cottage in Windsor
Windsor City Centre
7.0 out of 10, Good, (7)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
The price is ￥28,916
￥39,469 total
includes taxes & fees
Dec 22 - Dec 23
Inviting 2-Bed Cottage in Windsor
Exterior
Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
10.0 out of 10, Exceptional, (2)
"Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!"
United Kingdom
Laura S.
The price is ￥79,994
￥126,428 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Nr Windsor- Unique Cottage Stay for upto 14 guests
Property grounds
Coventina

Coventina

Coventina
3.0 star property
Wraysbury
The price is ￥405,994
￥487,193 total
includes taxes & fees
Dec 29 - Dec 30
Coventina
Cottage | 2 bedrooms, iron/ironing board, free WiFi, bed sheets
Inviting 2-bed Cottage in Windsor

Inviting 2-bed Cottage in Windsor

Inviting 2-bed Cottage in Windsor
3.0 star property
Windsor City Centre
2.0 out of 10, (1)
"We had absolutely no heating. I tried several times to contact the owner by email, messenger and by phoning her. No reply. I had been in contact with her regarding check in via email and messenger, I even sent a photo of the temperature in the house. 10 degrees. I had to source 2 radiators myself, which a kind neighbour lent us. I would like a refund for our inconvenience "
United Kingdom
Anonymous traveler
The price is ￥28,659
￥39,212 total
includes taxes & fees
Dec 22 - Dec 23
Inviting 2-bed Cottage in Windsor
Exterior
Thames Retreat

Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is ￥73,736
￥88,483 total
includes taxes & fees
Dec 27 - Dec 28
Thames Retreat
Cottage | Exterior
Tring Grange Cottage - Sleeps 2 - Onsite Parking

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)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is ￥33,718
￥40,462 total
includes taxes & fees
Dec 22 - Dec 23
Tring Grange Cottage - Sleeps 2 - Onsite Parking
Smart TV
Cosy city retreat in Belgravia. Pet-Friendly!

Cosy city retreat in Belgravia. Pet-Friendly!

Cosy city retreat in Belgravia. Pet-Friendly!
2.0 star property
London City Centre
The price is ￥103,844
￥161,465 total
includes taxes & fees
Dec 22 - Dec 23
Cosy city retreat in Belgravia. Pet-Friendly!
Property grounds
1 Bed Cottage-Museum View-Garden-Free Parking

1 Bed Cottage-Museum View-Garden-Free Parking

1 Bed Cottage-Museum View-Garden-Free Parking
Weybridge
10.0 out of 10, Exceptional, (1)
"Xanthe was the consumate host. She brought us wonderful treats and her beautiful welcoming smile. We walked to the Brooklands museum. A must if you are into planes,buses, and automobiles. Love this place.Suzanne "
United States
Suzanne D.
The price is ￥28,916
￥34,193 total
includes taxes & fees
Dec 22 - Dec 23
1 Bed Cottage-Museum View-Garden-Free Parking
Exterior
1400Cottage – An enchanting unique stay

1400Cottage – An enchanting unique stay

1400Cottage – An enchanting unique stay
Henley-On-Thames
9.4 out of 10, Exceptional, (3)
"Very cute, very wonky building. Great location in the middle of town with on-street parking."
United Kingdom
jane c.
The price is ￥25,539
￥41,369 total
includes taxes & fees
Jan 4 - Jan 5, 2026
1400Cottage – An enchanting unique stay
Exterior
Blackwood - Peaceful cottage surround by woodlands

Blackwood - Peaceful cottage surround by woodlands

Blackwood - Peaceful cottage surround by woodlands
2.0 star property
Cobham
The price is ￥33,770
￥52,766 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Blackwood - Peaceful cottage surround by woodlands
Cottage | Exterior
Bakehouse Farm

Bakehouse Farm

Bakehouse Farm
3.5 star property
Princes Risborough
The price is ￥212,595
￥255,114 total
includes taxes & fees
Dec 29 - Dec 30
Bakehouse Farm
Exterior
A spacious and well presented bungalow with amazing views over Berkshire.

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)
"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 ￥98,567
￥98,567 total
includes taxes & fees
Jan 2 - Jan 3, 2026
A spacious and well presented bungalow with amazing views over Berkshire.
Interior
1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
10.0 out of 10, Exceptional, (3)
"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 ￥51,711
￥51,711 total
includes taxes & fees
Jan 2 - Jan 3, 2026
1 bedroom accommodation in Great Missenden
Property grounds
Charming Cottage within Ancient Woodland Forest

Charming Cottage within Ancient Woodland Forest

Charming Cottage within Ancient Woodland Forest
Cobham
10.0 out of 10, Exceptional, (1)
"Thoroughly enjoyed our stay at this beautiful, cozy, warm Ariel cottage. Woodland area for walks nearby golf course, dogs welcome although we did not take any pets but so suitable for your furry friends.Jake very welcoming, thankyou so much"
United Kingdom
Heidi C.
The price is ￥22,985
￥40,503 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Charming Cottage within Ancient Woodland Forest
Property grounds
Cozy en-suite with exclusive private entrance

Cozy en-suite with exclusive private entrance

Cozy en-suite with exclusive private entrance
2.0 star property
Great Bookham
The price is ￥15,197
￥21,740 total
includes taxes & fees
Dec 27 - Dec 28
Cozy en-suite with exclusive private entrance
Cottage | Private kitchen | Fridge, microwave, oven, stovetop
Cozy 4-bed Cottage Garden Walk to River Thames

Cozy 4-bed Cottage Garden Walk to River Thames

Cozy 4-bed Cottage Garden Walk to River Thames
3.0 star property
Hampton
6.0 out of 10, (1)
"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...
United Kingdom
Andre
The price is ￥44,957
￥44,957 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy 4-bed Cottage Garden Walk to River Thames
1 bedroom, free WiFi, bed sheets
1 bedroom accommodation in Carshalton

1 bedroom accommodation in Carshalton

1 bedroom accommodation in Carshalton
Carshalton South and Clockhouse
The price is ￥44,324
￥44,324 total
includes taxes & fees
Jan 2 - Jan 3, 2026
1 bedroom accommodation in Carshalton
Exterior
2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
The price is ￥94,768
￥94,768 total
includes taxes & fees
Jan 10 - Jan 11, 2026
2 bedroom accommodation in Bramley, near Tadley
Exterior
Gorgeous Cottage in Skirmett with Parking. Pet Friendly!

Gorgeous Cottage in Skirmett with Parking. Pet Friendly!

Gorgeous Cottage in Skirmett with Parking. Pet Friendly!
Skirmett
8.0 out of 10, Very Good, (1)
"Nice quaint quirky cottage spacious with low ceilings. Kitchen cutlery and utensils require replenishing eg only three sets of knives and forks. "
United Kingdom
Mrs C.
The price is ￥57,410
￥63,742 total
includes taxes & fees
Dec 22 - Dec 23
Gorgeous Cottage in Skirmett with Parking. Pet Friendly!
Exterior
Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
The price is ￥40,524
￥40,524 total
includes taxes & fees
Dec 22 - Dec 23
Tring Grange Cottage, Sleeps 2 with Onsite Parking
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

The Winning Post

The Winning Post

10/10 Excellent
"From the moment we arrived, our stay was perfect. There was nothing we could fault! The staff and all facilities were first class"
Michelle 2-night trip
Posted 17 hours ago
The Winning Post

Find out more about Windsor

Windsor Cottages information

Number of reviews
15
Accommodation
19 Cottages
Lowest Price
￥21,740
Highest Price
￥487,193

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between ￥21,740 and ￥487,193 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 8.7. 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 19 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.