A historic stone castle with multiple towers and arched windows.

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Windsor cottages

Exterior

Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is ￥74,380
￥89,256 total
includes taxes & fees
Jun 30 - Jul 1
Thames Retreat
Exterior

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 ￥99,458
￥146,413 total
includes taxes & fees
Jun 28 - Jun 29
Nr Windsor- Unique Cottage Stay for upto 14 guests
Living area

The Annex

The Annex
2.0 star property
Slough
The price is ￥93,429
￥112,115 total
includes taxes & fees
Jul 3 - Jul 4
The Annex
Property grounds

Coventina

Coventina
3.0 star property
Wraysbury
The price is ￥422,698
￥507,238 total
includes taxes & fees
Jun 30 - Jul 1
Coventina
Exterior

Blackwood - Peaceful cottage surround by woodlands

Blackwood - Peaceful cottage surround by woodlands
Cobham
The price is ￥38,417
￥58,266 total
includes taxes & fees
Jun 28 - Jun 29
Blackwood - Peaceful cottage surround by woodlands
Interior

1 bedroom accommodation in Guildford

1 bedroom accommodation in Guildford
Guildford
The price is ￥136,809
￥136,809 total
includes taxes & fees
Jul 12 - Jul 13
1 bedroom accommodation in Guildford
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
3.0 star property
Hampton
6.0 out of 10, (1 review)
"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 ￥45,461
￥45,461 total
includes taxes & fees
Jun 28 - Jun 29
Cozy 4-bed Cottage Garden Walk to River Thames
Exterior

Sunnyfield Cottage

Sunnyfield Cottage
3.0 star property
Coulsdon
The price is ￥80,186
￥96,223 total
includes taxes & fees
Jul 7 - Jul 8
Sunnyfield Cottage
Exterior

Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
The price is ￥40,915
￥40,915 total
includes taxes & fees
Jun 28 - Jun 29
Tring Grange Cottage, Sleeps 2 with Onsite Parking
Sport court

The Pool House - UK49372

The Pool House - UK49372
Woking, near Guildford
The price is ￥141,077
￥141,077 total
includes taxes & fees
Jul 7 - Jul 8
The Pool House - UK49372
Property grounds

Charming Cottage within Ancient Woodland Forest

Charming Cottage within Ancient Woodland Forest
Cobham
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable well equipped clean accommodation. Lovely property/location conveniently situated near to West Byfleet where I was visiting family. The location is stunning and the surrounding countryside is picturesque. Pet friendly and my dog Dexter enjoyed the extensive garden area. I will be back !"
United States
Barry R.
The price is ￥27,084
￥45,439 total
includes taxes & fees
Jul 3 - Jul 4
Charming Cottage within Ancient Woodland Forest
Exterior

2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
The price is ￥149,828
￥149,828 total
includes taxes & fees
Jun 27 - Jun 28
2 bedroom accommodation in Bramley, near Tadley
Exterior

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 ￥30,947
￥47,381 total
includes taxes & fees
Jul 15 - Jul 16
Lovely cottage in the heart of the picturesque village of Cookham
Exterior

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 ￥61,058
￥61,058 total
includes taxes & fees
Jul 9 - Jul 10
A lovely couples retreat in the heart of the Chilterns.
Interior

Lakeside Haven in London

Lakeside Haven in London
West Hendon
The price is ￥15,708
￥32,569 total
includes taxes & fees
Jun 30 - Jul 1
Lakeside Haven in London
Interior

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 ￥180,071
￥180,071 total
includes taxes & fees
Jul 26 - Jul 27
2 bedroom accommodation in Guildford
Cottage | Exterior

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 ￥34,095
￥40,914 total
includes taxes & fees
Jun 28 - Jun 29
Tring Grange Cottage - Sleeps 2 - Onsite Parking
Exterior

The Enchanted House

The Enchanted House
2.0 star property
Watford
The price is ￥60,049
￥72,059 total
includes taxes & fees
Jul 4 - Jul 5
The Enchanted House
Exterior

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 ￥30,990
￥46,997 total
includes taxes & fees
Jul 19 - Jul 20
1400Cottage – An enchanting unique stay
Exterior

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 ￥128,271
￥128,271 total
includes taxes & fees
Jul 18 - Jul 19
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

10/10 Excellent
"Great location to explore Windsor and/or Eaton."
Louise 2-night trip
Posted 9 hours ago
Sir Christopher Wren Hotel

Find out more about Windsor

Windsor Cottages information

Number of reviews
22
Accommodation
34 Cottages
Lowest Price
￥32,569
Highest Price
￥507,238

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between ￥32,569 and ￥507,238 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 9.2. 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 34 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.