Search Windsor Cottage Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

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
The price is ￥45,125
￥66,310 total
includes taxes & fees
Nov 16 - Nov 17
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 ￥460,710
￥552,851 total
includes taxes & fees
Nov 19 - Nov 20
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 ￥89,279
￥135,933 total
includes taxes & fees
Nov 17 - Nov 18
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 ￥77,511
￥93,012 total
includes taxes & fees
Nov 25 - Nov 26
Thames Retreat
A large brick house with multiple chimneys, a well-maintained garden, and a gravel driveway.

5. Higginson House

Higginson House
3.0 star property
Marlow
The price is ￥346,464
￥415,757 total
includes taxes & fees
Nov 24 - Nov 25
Higginson House
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 ￥33,367
￥45,654 total
includes taxes & fees
Nov 13 - Nov 14
Lovely cottage in the heart of the picturesque village of Cookham
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
The price is ￥24,571
￥29,867 total
includes taxes & fees
Nov 23 - Nov 24
1 Bed Cottage-museum View-garden-free Parking
A room with a wooden floor, a grey sofa with white and brown cushions, and two wooden doors.

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.
The price is ￥64,256
￥64,256 total
includes taxes & fees
Nov 28 - Nov 29
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.
The price is ￥28,226
￥44,131 total
includes taxes & fees
Nov 15 - Nov 16
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
The price is ￥10,179
￥25,024 total
includes taxes & fees
Nov 17 - Nov 18
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
The price is ￥40,612
￥40,612 total
includes taxes & fees
Nov 16 - Nov 17
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.
The price is ￥204,579
￥204,579 total
includes taxes & fees
Nov 16 - Nov 17
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
The price is ￥95,005
￥95,005 total
includes taxes & fees
Nov 30 - Dec 1
2 bedroom accommodation in Bramley, near Tadley
A modern kitchen with wooden cabinets, a black refrigerator, and a microwave. There is a yellow armchair and a television in the living area.

14. 1 bedroom accommodation in Guildford

1 bedroom accommodation in Guildford
Guildford
The price is ￥86,224
￥86,224 total
includes taxes & fees
Dec 10 - Dec 11
1 bedroom accommodation in Guildford
A two-story brick house with a gravel driveway and a wooden barn adjacent to it.

15. Tuffs Farm

Tuffs Farm
3.0 star property
Kings Langley
Tuffs Farm
Exterior | The Pool House - Whitmoor Farm, Woking, near Guildford

16. The Pool House - UK49372

The Pool House - UK49372
Woking, near Guildford
The price is ￥137,916
￥137,916 total
includes taxes & fees
Dec 10 - Dec 11
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 ￥30,828
￥36,994 total
includes taxes & fees
Nov 17 - Nov 18
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
3.0 star property
Rickmansworth
The price is ￥116,381
￥139,657 total
includes taxes & fees
Nov 16 - Nov 17
Five Acres 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
The price is ￥229,366
￥275,238 total
includes taxes & fees
Nov 23 - Nov 24
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
The price is ￥413,649
￥496,380 total
includes taxes & fees
Dec 6 - Dec 7
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.
View all properties

Learn more about Windsor

Explore Windsor Castle's magnificent State Apartments where the royal family still hosts ceremonial events. Take a boat trip along the Thames or visit nearby Legoland Windsor Resort for family-friendly rides and attractions.

See all hotels in Windsor
A historic stone castle with multiple towers and arched windows.

Frequently Asked Questions

How much do cottages in Windsor cost?

Cottages in Windsor range between ￥10,179 and ￥460,710 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 8.8. 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 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.