A historic stone castle with multiple towers and arched windows.

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Windsor cottages

A modern living room with a sofa, ottoman, and a round wooden table.

1. 3Bed Cosy home in the heart of Windsor/Contractors

3Bed Cosy home in the heart of Windsor/Contractors
Windsor City Centre
$414 nightly
The price is $414
Nov 16 - Nov 17
Total with taxes and fees
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
$2,874 nightly
The price is $3,448
Nov 19 - Nov 20
Total with taxes and fees
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.
$819 nightly
The price is $819
Dec 6 - Dec 7
Total with taxes and fees
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
$483 nightly
The price is $580
Nov 19 - Nov 20
Total with taxes and fees
Thames Retreat
A pink building with a black door and a window with flowers. There is a sign that says "ROSELEIGH" and a parking sign.

5. 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.
$298 nightly
The price is $298
Nov 16 - Nov 17
Total with taxes and fees
Lovely cottage in the heart of the picturesque village of Cookham
A large brick house with multiple chimneys, a well-maintained garden, and a gravel driveway.

6. Higginson House

Higginson House
3.0 star property
Marlow
$2,161 nightly
The price is $2,593
Nov 19 - Nov 20
Total with taxes and fees
Higginson House
A residential area with a house, a garden with various plants, and a bench.

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
$175 nightly
The price is $175
Nov 23 - Nov 24
Total with taxes and fees
1 Bed Cottage-museum View-garden-free Parking
A wooden door with a metal handle and a dark blue door with two handles and a small square vent.

8. 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.
$400 nightly
The price is $400
Nov 28 - Nov 29
Total with taxes and fees
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.

9. 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.
$275 nightly
The price is $275
Nov 17 - Nov 18
Total with taxes and fees
1400Cottage – An enchanting unique stay
A room with large windows overlooking a garden and a body of water.

10. Lakeside Haven in London

Lakeside Haven in London
West Hendon
$156 nightly
The price is $156
Nov 16 - Nov 17
Total with taxes and fees
Lakeside Haven in London
A brick house with a green door, a window with a white frame, and a garden with plants and flowers.

11. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
$253 nightly
The price is $253
Nov 16 - Nov 17
Total with taxes and fees
Tring Grange Cottage, Sleeps 2 with Onsite Parking
Relaxing conservatory/dining room | Tor Hatch Cottage, Guildford

12. 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.
$1,275 nightly
The price is $1,275
Dec 8 - Dec 9
Total with taxes and fees
2 bedroom accommodation in Guildford
A two-story building with a brick facade and a gravel driveway.

13. 2 bedroom accommodation in Bramley, near Tadley

2 bedroom accommodation in Bramley, near Tadley
Bramley, near Tadley
$592 nightly
The price is $592
Nov 30 - Dec 1
Total with taxes and fees
2 bedroom accommodation in Bramley, near Tadley
A living room with a sofa, a dining table, and a bookshelf.

14. 1 bedroom accommodation in Guildford

1 bedroom accommodation in Guildford
Guildford
$538 nightly
The price is $538
Nov 18 - Nov 19
Total with taxes and fees
1 bedroom accommodation in Guildford
A gated driveway leading to a brick building with a garage and a small garden.

15. The Pool House - UK49372

The Pool House - UK49372
Woking, near Guildford
$860 nightly
The price is $860
Nov 22 - Nov 23
Total with taxes and fees
The Pool House - UK49372
A traditional half-timbered building with a black door and windows, a gravel path, and a green hedge.

16. Five Acres Cottage

Five Acres Cottage
3.0 star property
Rickmansworth
$725 nightly
The price is $870
Dec 13 - Dec 14
Total with taxes and fees
Five Acres Cottage
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
$184 nightly
The price is $220
Nov 23 - Nov 24
Total with taxes and fees
Tring Grange Cottage - Sleeps 2 - Onsite Parking
A brick house with a garden, a visible number '21' on the wall, and a pathway leading to the entrance.

18. Daisy Cottage

Daisy Cottage
2.0 star property
Dorking
$534 nightly
The price is $641
Nov 19 - Nov 20
Total with taxes and fees
Daisy Cottage
A traditional brick house with a thatched roof, a blue door, and a paved pathway leading to the entrance.

19. Bakehouse Farm

Bakehouse Farm
3.5 star property
Princes Risborough
10.0 out of 10, Exceptional, (2 reviews)
"We had a brilliant stay for my dad's 80th celebration. Mandy was a great host and the property was stunning. I highly recommend staying here if you get the chance."
United Kingdom
Steve
$1,431 nightly
The price is $1,717
Nov 23 - Nov 24
Total with taxes and fees
Bakehouse Farm
A modern house with a brick exterior, large glass windows, and a well-maintained lawn.

20. Kite View Cottage

Kite View Cottage
3.0 star property
High Wycombe
$2,580 nightly
The price is $3,096
Dec 6 - Dec 7
Total with taxes and fees
Kite View Cottage
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
"Really like the onsite restaurant. The food quality and value were impressive compared to other restaurants in time"
Nancy 3-night trip
Posted 17 hours ago
Sir Christopher Wren Hotel

Find out more about Windsor

Windsor Cottages information

Number of reviews
15
Accommodation
17 Cottages
Lowest Price
$156
Highest Price
$3,448

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between $156 and $3,448 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 9.7. 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 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 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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