Windsor Cottage: Find The Top Holiday Cottages in Windsor

A historic stone castle with multiple towers and arched windows.

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Our top choices for Windsor cottages

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

Windsor City Centre

includes taxes & fees

5 Oct - 6 Oct

A two-story brick house with a covered patio, a wooden fence, and a grassy yard.

2. Thames Retreat

Wraysbury

includes taxes & fees

4 Oct - 5 Oct

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

Dorney

George S.

includes taxes & fees

1 Oct - 2 Oct

A wooden deck with a sofa and a table, overlooking a body of water and greenery.

4. Coventina

Wraysbury

includes taxes & fees

4 Oct - 5 Oct

A street view with a pink building labeled "COOKHA" and a black car parked on the side.

5. Lovely cottage in the heart of the picturesque village of Cookham

Cookham

Maggie L.

includes taxes & fees

1 Oct - 2 Oct

A residential garden with a variety of trees, a bench, and a house in the background.

6. 1 Bed Cottage-museum View-garden-free Parking

Weybridge

Raquel

includes taxes & fees

13 Oct - 14 Oct

A small, dark wooden cabin with a porch and a sign that reads "BLACKWOOD."

7. Blackwood - Peaceful cottage surround by woodlands

Cobham

includes taxes & fees

9 Oct - 10 Oct

A garden with a pond surrounded by various plants and rocks.

8. Charming Cottage within Ancient Woodland Forest

Cobham

Barry R.

includes taxes & fees

5 Oct - 6 Oct

A brick house with a wooden door, a window, a blue mailbox, and a small porch with chairs.

9. A lovely couples retreat in the heart of the Chilterns.

Penn

Gavin S.

includes taxes & fees

8 Oct - 9 Oct

A traditional half-timbered building with a black and white facade, a pitched roof, and a car parked in front.

10. 1400Cottage – An enchanting unique stay

Henley-On-Thames

jane c.

includes taxes & fees

4 Oct - 5 Oct

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

includes taxes & fees

6 Oct - 7 Oct

A traditional half-timbered building with a black door and windows, a gravel path, and a green hedge.

12. Five Acres Cottage

Rickmansworth

includes taxes & fees

13 Oct - 14 Oct

A modern kitchen with wooden cabinets, a black refrigerator, and a microwave. There is a yellow armchair and a television in the living area.

13. 1 bedroom accommodation in Guildford

Guildford

includes taxes & fees

4 Oct - 5 Oct

A room with large windows overlooking a garden and a body of water.

14. Lakeside Haven in London

West Hendon

includes taxes & fees

8 Oct - 9 Oct

A gated driveway leading to a brick building with a garage and a small garden.

15. The Pool House - UK49372

Woking, near Guildford

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with white cabinets, a stainless steel refrigerator, and a coffee maker on the counter.

16. Cozy 4-bed Cottage Garden Walk to River Thames

Hampton

"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...

Andre

includes taxes & fees

8 Oct - 9 Oct

A modern bathroom with a glass shower enclosure, a wooden door, and a tiled wall.

17. 1 bedroom accommodation in Great Missenden

Great Missenden

David H.

includes taxes & fees

11 Oct - 12 Oct

A two-story building with a brick facade and a gravel driveway.

18. 2 bedroom accommodation in Bramley, near Tadley

Bramley, near Tadley

includes taxes & fees

26 Oct - 27 Oct

A large brick house with multiple chimneys, a well-maintained garden, and a gravel driveway.

19. Higginson House

Marlow

includes taxes & fees

31 Oct - 1 Nov

20. Tring Grange Cottage - Sleeps 2 - Onsite Parking

Tring

Peter

includes taxes & fees

4 Oct - 5 Oct

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Top Windsor Hotel Reviews

Harte and Garter

10/10 Excellent

"Location"

Oakley Court

8/10 Good

"Stay was ok, it’s a lovely property. Felt it was a bit overpriced. The menu was a little disappointing. Like salads sandwiches, pasta and pizza. The pasta I had was not awesome. There was a family with young kids who were very noisy and kids running around all over. Obviously not the hotels fault but I did feel they should have intervened and asked them to keep their kids under control."

The Winning Post

8/10 Good

"This was a last minute booking due to an error I made. The room was lovely and clean. It was nicely appointed and modern. I went out for dinner but I had smoked salmon and scrambled egg for breakfast and it was nicely presented and well cooked. The only thing stopping me giving it 5/5 overall was minor noise overnight. There was a fan in the bathroom that I couldn’t seem to control (not the switch controlled extractor which went off after a short time) and because the rooms are quite close and the doors are heavy there was some noise at times but it’s a pub with rooms rather than a hotel so it’s probably to be expected. Overall it was ideal for a night and I’d still return again as the overall stay outweighed the minor noise issue."

Find out more about Windsor

Windsor Cottages information

Number of reviews	23
Accommodation	16 Cottages
Lowest Price	AU$287
Highest Price	AU$4,500

Frequently asked questions

How much do cottages in Windsor cost?

Cottages in Windsor range between AU$287 and AU$4,500 per night. These retreats offer a chance to soak up nature's beauty — at a price you can afford. This price was 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.

How many cottages are there in Windsor?

Pack your suitcase and pick from 16 cottages in Windsor. Longing for a place where you can immerse yourself in nature? Expedia can help you find your ideal retreat in only a click or two.

What is there to do in Windsor near my cottage?

No matter your interests, Windsor has a whole lot to keep you on the go. Windsor Castle, LEGOLAND® Windsor and Theatre Royal are on most visitors' sightseeing itineraries. Don't forget about Changing of the Guard, Look Out Discovery Centre and South Hill Park either. With Expedia's hotel deals in Windsor, you'll be able to discover more renowned attractions like these with the cash you save.

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Windsor Holiday Rentals

Activities in Windsor

Search Windsor Cottage Accommodations

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windsor cottages

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

2. Thames Retreat

3. Nr Windsor- Unique Cottage Stay for upto 14 guests

4. Coventina

5. Lovely cottage in the heart of the picturesque village of Cookham

6. 1 Bed Cottage-museum View-garden-free Parking

7. Blackwood - Peaceful cottage surround by woodlands

8. Charming Cottage within Ancient Woodland Forest

9. A lovely couples retreat in the heart of the Chilterns.

10. 1400Cottage – An enchanting unique stay

11. Tring Grange Cottage, Sleeps 2 with Onsite Parking

12. Five Acres Cottage

13. 1 bedroom accommodation in Guildford

14. Lakeside Haven in London

15. The Pool House - UK49372

16. Cozy 4-bed Cottage Garden Walk to River Thames

17. 1 bedroom accommodation in Great Missenden

18. 2 bedroom accommodation in Bramley, near Tadley

19. Higginson House

20. Tring Grange Cottage - Sleeps 2 - Onsite Parking

Find holiday rentals that suit your style

Top Windsor Hotel Reviews

Harte and Garter

Find out more about Windsor

Windsor Cottages information

Frequently asked questions

Explore a world of travel with Expedia