A historic stone castle with multiple towers and arched windows.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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 CA $365
CA $551 total
includes taxes & fees
Oct 5 - Oct 6
3Bed Cosy home in the heart of Windsor/Contractors
A wooden deck with a sofa and a table, overlooking a body of water and greenery.

2. Coventina

Coventina
3.0 star property
Wraysbury
The price is CA $3,717
CA $4,461 total
includes taxes & fees
Oct 6 - Oct 7
Coventina
A traditional Tudor-style house with a steeply pitched roof, white walls with black timber framing, and a gravel driveway.

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 CA $923
CA $1,336 total
includes taxes & fees
Oct 13 - Oct 14
Nr Windsor- Unique Cottage Stay for upto 14 guests
A two-story brick house with a covered patio, a wooden fence, and a grassy yard.

4. Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is CA $654
CA $785 total
includes taxes & fees
Oct 7 - Oct 8
Thames Retreat
A small, dark wooden cabin with a porch and a sign that reads "BLACKWOOD."

5. Blackwood - Peaceful cottage surround by woodlands

Blackwood - Peaceful cottage surround by woodlands
Cobham
The price is CA $375
CA $552 total
includes taxes & fees
Nov 2 - Nov 3
Blackwood - Peaceful cottage surround by woodlands
A street view with a pink building labeled "COOKHA" and a black car parked on the side.

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 CA $296
CA $444 total
includes taxes & fees
Oct 9 - Oct 10
Lovely cottage in the heart of the picturesque village of Cookham
A residential garden with a variety of trees, a bench, and a house in the background.

7. 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 CA $223
CA $270 total
includes taxes & fees
Oct 7 - Oct 8
1 Bed Cottage-museum View-garden-free Parking
A large brick house with multiple chimneys, a well-maintained garden, and a gravel driveway.

8. Higginson House

Higginson House
2.0 star property
Marlow
The price is CA $3,069
CA $3,683 total
includes taxes & fees
Oct 31 - Nov 1
Higginson House
A garden with a pond surrounded by various plants and rocks.

9. Charming Cottage within Ancient Woodland Forest

Charming Cottage within Ancient Woodland Forest
Cobham
10.0 out of 10, Exceptional, (4 reviews)
"My second visit to the cottage visiting family in the area and once again my stay did not disappoint. Fabulous location, clean and very comfortable accommodation. Friendly host. Will be back again soon."
United States
Barry R.
The price is CA $203
CA $358 total
includes taxes & fees
Oct 5 - Oct 6
Charming Cottage within Ancient Woodland Forest
A modern bathroom with a glass shower enclosure, a wooden door, and a tiled wall.

10. 1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
10.0 out of 10, Exceptional, (5 reviews)
"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 CA $597
CA $597 total
includes taxes & fees
Oct 11 - Oct 12
1 bedroom accommodation in Great Missenden
A traditional half-timbered building with a black and white facade, a pitched roof, and a car parked in front.

11. 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 CA $261
CA $402 total
includes taxes & fees
Oct 4 - Oct 5
1400Cottage – An enchanting unique stay
A brick house with a wooden door, a window, a blue mailbox, and a small porch with chairs.

12. 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 CA $432
CA $432 total
includes taxes & fees
Nov 1 - Nov 2
A lovely couples retreat in the heart of the Chilterns.
A brick house with a green door, a window with a white frame, and a garden with plants and flowers.

13. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
The price is CA $360
CA $360 total
includes taxes & fees
Oct 3 - Oct 4
Tring Grange Cottage, Sleeps 2 with Onsite Parking
A room with large windows overlooking a garden and a body of water.

14. Lakeside Haven in London

Lakeside Haven in London
West Hendon
The price is CA $140
CA $286 total
includes taxes & fees
Oct 12 - Oct 13
Lakeside Haven in London
A two-story building with a brick facade and a gravel driveway.

15. 2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
The price is CA $891
CA $891 total
includes taxes & fees
Nov 2 - Nov 3
2 bedroom accommodation in Bramley, near Tadley
A gated driveway leading to a brick building with a garage and a small garden.

16. The Pool House - UK49372

The Pool House - UK49372
Woking, near Guildford
The price is CA $1,139
CA $1,139 total
includes taxes & fees
Oct 8 - Oct 9
The Pool House - UK49372
A brick house with a green door, a window with a white frame, and a garden with plants and flowers.

17. 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 CA $285
CA $342 total
includes taxes & fees
Oct 5 - Oct 6
Tring Grange Cottage - Sleeps 2 - Onsite Parking
A traditional half-timbered building with a black door and windows, a gravel path, and a green hedge.

18. Five Acres Cottage

Five Acres Cottage
2.0 star property
Rickmansworth
The price is CA $960
CA $1,152 total
includes taxes & fees
Oct 6 - Oct 7
Five Acres Cottage
A modern kitchen with wooden cabinets, a black refrigerator, and a microwave. There is a yellow armchair and a television in the living area.

19. 1 bedroom accommodation in Guildford

1 bedroom accommodation in Guildford
Guildford
The price is CA $787
CA $787 total
includes taxes & fees
Nov 1 - Nov 2
1 bedroom accommodation in Guildford
A modern kitchen with white cabinets, a stainless steel refrigerator, and a coffee maker on the counter.

20. 4-bed Cottage, Sleeps 8, Walk to Thames Garden

4-bed Cottage, Sleeps 8, Walk to Thames Garden
3.0 star property
Hampton
4.0 out of 10, (2 reviews)
"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 CA $400
CA $400 total
includes taxes & fees
Oct 4 - Oct 5
4-bed Cottage, Sleeps 8, Walk to Thames Garden
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

Castle Hotel Windsor

Castle Hotel Windsor

10/10 Excellent
"excellent spot in windsor. right beside castle, restaurants and shopping. staff was very courteous and accommodating. very clean."
Steven 1-night trip
Posted 5 hours ago
Castle Hotel Windsor

Find out more about Windsor

Windsor Cottages information

Number of reviews
23
Accommodation
17 Cottages
Lowest Price
CA $270
Highest Price
CA $4,461

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between CA $270 and CA $4,461 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 9.4. 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 travellers 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 favourite. 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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