Search Cottages in Windsor

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Cottages in Windsor

Cottage in 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 AED 666
AED 885 total
includes taxes & fees
1 Dec - 2 Dec
Inviting 2-Bed Cottage in Windsor

Cottage in 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 AED 1,881
AED 2,951 total
includes taxes & fees
8 Dec - 9 Dec
Nr Windsor- Unique Cottage Stay for upto 14 guests

Cottage in Wraysbury

3.0 star property
The price is AED 9,167
AED 11,000 total
includes taxes & fees
7 Dec - 8 Dec
Coventina

Cottage in Windsor City Centre

3.0 star property
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 AED 660
AED 879 total
includes taxes & fees
1 Dec - 2 Dec
Inviting 2-bed Cottage in Windsor

Cottage in Wraysbury

3.0 star property
The price is AED 1,665
AED 1,998 total
includes taxes & fees
19 Dec - 20 Dec
Thames Retreat

Cottage in London City Centre

2.0 star property
The price is AED 2,613
AED 3,984 total
includes taxes & fees
2 Dec - 3 Dec
Cosy city retreat in Belgravia. Pet-Friendly!

Cottage in Ascot

3.5 star property
The price is AED 31,081
AED 37,298 total
includes taxes & fees
3 Dec - 4 Dec
Gleneagles

Cottage in Tring

3.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
The price is AED 777
AED 932 total
includes taxes & fees
6 Dec - 7 Dec
Tring Grange Cottage - Sleeps 2 - Onsite Parking

Cottage in Cobham

2.0 star property
The price is AED 778
AED 1,220 total
includes taxes & fees
2 Dec - 3 Dec
Blackwood - Peaceful cottage surround by woodlands

Cottage in 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 AED 647
AED 1,012 total
includes taxes & fees
2 Dec - 3 Dec
1400Cottage – An enchanting unique stay

Cottage in Reading

The price is AED 2,226
AED 2,226 total
includes taxes & fees
1 Dec - 2 Dec
A spacious and well presented bungalow with amazing views over Berkshire.

Cottage in 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 AED 547
AED 921 total
includes taxes & fees
1 Dec - 2 Dec
Charming Cottage within Ancient Woodland Forest

Cottage in 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 AED 666
AED 787 total
includes taxes & fees
1 Dec - 2 Dec
1 Bed Cottage-Museum View-Garden-Free Parking

Cottage in Penn

9.0 out of 10, Wonderful, (4)
"Was.nice and clean and lovely location "
United Kingdom
Gavin S.
The price is AED 1,040
AED 1,040 total
includes taxes & fees
3 Dec - 4 Dec
A lovely couples retreat in the heart of the Chilterns.

Cottage in Great Missenden

10.0 out of 10, Exceptional, (2)
"Perfect location and accommodation - with lovely ‘touches’ left by the host. One of the best places we’ve ever stayed at. Very ‘high end’ finishes and appliances.Host was very friendly and went out of her way to make sure we had everything we needed.Happy to highly recommended."
United Kingdom
David H.
The price is AED 1,390
AED 1,390 total
includes taxes & fees
1 Dec - 2 Dec
1 bedroom accommodation in Great Missenden

Cottage in Great Bookham

2.0 star property
The price is AED 350
AED 501 total
includes taxes & fees
1 Dec - 2 Dec
Cozy en-suite with exclusive private entrance

Cottage in Princes Risborough

3.5 star property
The price is AED 4,800
AED 5,760 total
includes taxes & fees
4 Dec - 5 Dec
Bakehouse Farm

Cottage in Weybridge

3.0 star property
8.8 out of 10, Excellent, (3)
"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 AED 633
AED 755 total
includes taxes & fees
31 Dec - 1 January 2026
1 Bed Cottage-museum View-garden-free Parking

Cottage in Bramley, near Tadley

The price is AED 2,246
AED 2,246 total
includes taxes & fees
7 Dec - 8 Dec
2 bedroom accommodation in Bramley, near Tadley

Cottage in 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 AED 1,322
AED 1,468 total
includes taxes & fees
1 Dec - 2 Dec
Gorgeous Cottage in Skirmett with Parking. Pet Friendly!
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between AED 501 and AED 37,298 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 9.3. 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 18 cottages on offer in Windsor. To help you reserve your ideal place, use our filter tool to search for perks or amenities you need.
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.