Windsor Cottages

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

7 Sept - 8 Sept

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

2. Thames Retreat

Wraysbury

includes taxes & fees

28 Aug - 29 Aug

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

26 Aug - 27 Aug

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

4. Coventina

Wraysbury

includes taxes & fees

31 Aug - 1 Sept

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

5. 1 Bed Cottage-museum View-garden-free Parking

Weybridge

Raquel

includes taxes & fees

27 Aug - 28 Aug

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

Cookham

Maggie L.

includes taxes & fees

26 Aug - 27 Aug

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

14 Sept - 15 Sept

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

8. Charming Cottage within Ancient Woodland Forest

Cobham

Barry R.

includes taxes & fees

8 Sept - 9 Sept

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

14 Sept - 15 Sept

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

27 Aug - 28 Aug

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

11. Higginson House

Marlow

includes taxes & fees

21 Sept - 22 Sept

A brick house with a green door, a window with a white frame, and a garden with plants and flowers.

12. Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring

includes taxes & fees

27 Aug - 28 Aug

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

13. 1 bedroom accommodation in Great Missenden

Great Missenden

Gareth Morgans

includes taxes & fees

10 Sept - 11 Sept

A two-story house with a brick exterior and a dark roof.

14. Luxurious comfortable apartment in rural north Hampshire.

Eversley Centre

includes taxes & fees

10 Sept - 11 Sept

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

15. 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

30 Aug - 31 Aug

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

16. 1 bedroom accommodation in Guildford

Guildford

includes taxes & fees

31 Aug - 1 Sept

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

17. Lakeside Haven in London

West Hendon

includes taxes & fees

7 Sept - 8 Sept

A fenced tennis court with a green surface, surrounded by trees and a grassy area.

18. The Pool House - UK49372

Woking, near Guildford

includes taxes & fees

2 Sept - 3 Sept

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

19. 2 bedroom accommodation in Bramley, near Tadley

Bramley, near Tadley

includes taxes & fees

2 Sept - 3 Sept

20. 2 bedroom accommodation in Guildford

Guildford

"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,...

David L.

includes taxes & fees

31 Aug - 1 Sept

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Top Windsor Hotel Reviews

Macdonald Windsor Hotel

8/10 Good

"Great location and wonderful breakfast There is a car park (£40) located under the hotel - very convenient although on the pricey side- that said our car was safe and the gentleman attending to the car park was lovely - he even offered us a complimentary bottle of water for our journey home."

Oakley Court

10/10 Excellent

"Oakley Court is a beautiful hotel. The interiors manage to achieve both a sense of opulence and a feeling of being one’s own, at home. The spaces work equally well for a day time hang out but also provide cosy corner and fireplaces to sit alongside in the evening. Staff have a good balance of providing everything you need whilst still offering you privacy. We stayed in a Manor House room which are large on proportion, have a small seating area and lovely views of the gardens and river. We were also lucky enough to stay when the sun was shining and able to loose (willingly) hours to a watching the world go by on the lawn alongside the River. It gives a real sense of peace. The main Oakley Court menu is good but they also host guest chefs. Beyond the hotel there are a number of Michelin and Gastro style pubs that are a short taxi ride away. I’ve listed them on Instagram @takenbytoria It’s a would recommend and would return (hopefully soon)."

Find out more about Windsor

Windsor Cottages information

Number of reviews	22
Accommodation	16 Cottages
Lowest Price	NZ$358
Highest Price	NZ$5,424

Frequently asked questions

How much do cottages in Windsor cost?

Cottages in Windsor range between NZ$358 and NZ$5,424 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.

How many cottages are there in Windsor?

Get in touch with nature in one of the 16 cottages on offer in Windsor. To help you reserve your ideal place, use our filter tool to search for perks or amenities you need.

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 travellers' 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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Windsor Holiday Rentals

Activities in Windsor

Book a Windsor Cottage

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

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

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. Higginson House

12. Tring Grange Cottage, Sleeps 2 with Onsite Parking

13. 1 bedroom accommodation in Great Missenden

14. Luxurious comfortable apartment in rural north Hampshire.

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

16. 1 bedroom accommodation in Guildford

17. Lakeside Haven in London

18. The Pool House - UK49372

19. 2 bedroom accommodation in Bramley, near Tadley

20. 2 bedroom accommodation in Guildford

Find holiday rentals that suit your style

Top Windsor Hotel Reviews

Macdonald Windsor Hotel

Find out more about Windsor

Windsor Cottages information

Frequently asked questions

Explore a world of travel with Expedia