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Our top choices for Windsor cottages

Interior
Inviting 2-Bed Cottage in Windsor

Cottage in Windsor City Centre

Inviting 2-Bed Cottage in Windsor
7.0 out of 10, Good, (7)
"Everything you could need for a break away in beautiful Windsor"
United Kingdom
Gemma W.
$250 nightly
The price is $250
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inviting 2-Bed Cottage in Windsor
Exterior
Nr Windsor- Unique Cottage Stay for upto 14 guests

Cottage in Dorney

Nr Windsor- Unique Cottage Stay for upto 14 guests
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.
$792 nightly
The price is $792
Jan 18 - Jan 19, 2026
Total with taxes and fees
Nr Windsor- Unique Cottage Stay for upto 14 guests
Cottage | Terrace/patio
Coventina

Cottage in Wraysbury

Coventina
3.0 star property
$2,574 nightly
The price is $3,088
Dec 29 - Dec 30
Total with taxes and fees
Coventina
Cottage | Interior
Inviting 2-bed Cottage in Windsor

Cottage in Windsor City Centre

Inviting 2-bed Cottage in Windsor
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
$247 nightly
The price is $247
Jan 4 - Jan 5, 2026
Total with taxes and fees
Inviting 2-bed Cottage in Windsor
Exterior
Thames Retreat

Cottage in Wraysbury

Thames Retreat
3.0 star property
$467 nightly
The price is $561
Dec 28 - Dec 29
Total with taxes and fees
Thames Retreat
Outdoor dining
Cosy city retreat in Belgravia. Pet-Friendly!

Cottage in London City Centre

Cosy city retreat in Belgravia. Pet-Friendly!
2.0 star property
$1,093 nightly
The price is $1,093
Jan 3 - Jan 4, 2026
Total with taxes and fees
Cosy city retreat in Belgravia. Pet-Friendly!
Cottage | Exterior
Tring Grange Cottage - Sleeps 2 - Onsite Parking

Cottage in Tring

Tring Grange Cottage - Sleeps 2 - Onsite Parking
3.0 star property
10.0 out of 10, Exceptional, (2)
"Excellent really enjoyed stay. Perfect little getaway for a short break. "
United Kingdom
Peter
$214 nightly
The price is $256
Dec 29 - Dec 30
Total with taxes and fees
Tring Grange Cottage - Sleeps 2 - Onsite Parking
Cottage | Interior
Bakehouse Farm

Cottage in Princes Risborough

Bakehouse Farm
3.5 star property
$1,348 nightly
The price is $1,617
Dec 29 - Dec 30
Total with taxes and fees
Bakehouse Farm
Exterior
A spacious and well presented bungalow with amazing views over Berkshire.

Cottage in Reading

A spacious and well presented bungalow with amazing views over Berkshire.
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
$625 nightly
The price is $625
Jan 2 - Jan 3, 2026
Total with taxes and fees
A spacious and well presented bungalow with amazing views over Berkshire.
Exterior
1400Cottage – An enchanting unique stay

Cottage in Henley-On-Thames

1400Cottage – An enchanting unique stay
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.
$262 nightly
The price is $262
Jan 5 - Jan 6, 2026
Total with taxes and fees
1400Cottage – An enchanting unique stay
Exterior
Blackwood - Peaceful cottage surround by woodlands

Cottage in Cobham

Blackwood - Peaceful cottage surround by woodlands
2.0 star property
$335 nightly
The price is $335
Jan 4 - Jan 5, 2026
Total with taxes and fees
Blackwood - Peaceful cottage surround by woodlands
Property grounds
Charming Cottage within Ancient Woodland Forest

Cottage in Cobham

Charming Cottage within Ancient Woodland Forest
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.
$258 nightly
The price is $258
Jan 2 - Jan 3, 2026
Total with taxes and fees
Charming Cottage within Ancient Woodland Forest
Property grounds
1 Bed Cottage-Museum View-Garden-Free Parking

Cottage in Weybridge

1 Bed Cottage-Museum View-Garden-Free Parking
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.
$217 nightly
The price is $217
Dec 28 - Dec 29
Total with taxes and fees
1 Bed Cottage-Museum View-Garden-Free Parking
Outdoor dining
1 bedroom accommodation in Great Missenden

Cottage in Great Missenden

1 bedroom accommodation in 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
$328 nightly
The price is $328
Jan 2 - Jan 3, 2026
Total with taxes and fees
1 bedroom accommodation in Great Missenden
Exterior
A lovely couples retreat in the heart of the Chilterns.

Cottage in Penn

A lovely couples retreat in the heart of the Chilterns.
9.0 out of 10, Wonderful, (4)
"Was.nice and clean and lovely location "
United Kingdom
Gavin S.
$258 nightly
The price is $258
Jan 22 - Jan 23, 2026
Total with taxes and fees
A lovely couples retreat in the heart of the Chilterns.
Property grounds
Cozy en-suite with exclusive private entrance

Cottage in Great Bookham

Cozy en-suite with exclusive private entrance
2.0 star property
$138 nightly
The price is $138
Dec 28 - Dec 29
Total with taxes and fees
Cozy en-suite with exclusive private entrance
Cottage | Exterior
1 Bed Cottage-museum View-garden-free Parking

Cottage in Weybridge

1 Bed Cottage-museum View-garden-free Parking
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
$214 nightly
The price is $214
Dec 28 - Dec 29
Total with taxes and fees
1 Bed Cottage-museum View-garden-free Parking
Cottage | Interior
Kite View Cottage

Cottage in High Wycombe

Kite View Cottage
3.0 star property
$2,312 nightly
The price is $2,775
Jan 4 - Jan 5, 2026
Total with taxes and fees
Kite View Cottage
Private kitchen
1 bedroom accommodation in Carshalton

Cottage in Carshalton South and Clockhouse

1 bedroom accommodation in Carshalton
$281 nightly
The price is $281
Jan 3 - Jan 4, 2026
Total with taxes and fees
1 bedroom accommodation in Carshalton
Exterior
2 bedroom accommodation in Bramley, near Tadley

Cottage in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
$601 nightly
The price is $601
Jan 10 - Jan 11, 2026
Total with taxes and fees
2 bedroom accommodation in Bramley, near Tadley
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

10/10 Excellent
"Staff was extremely friendly and helpful. Room had a fantastic bed and pillows, and the shower was easy to use. The only negarive is the stairs, but staff helped with my luggage. Wonderful morning breakfast!"
Edward 1-night trip
Posted 2 days ago
Sir Christopher Wren Hotel

Find out more about Windsor

Windsor Cottages information

Number of reviews
18
Accommodation
19 Cottages
Lowest Price
$138
Highest Price
$3,088

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between $138 and $3,088 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 9.1. 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.

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