Search Windsor Cottage Rentals from CA $208

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Windsor cottages

Nr Windsor- Unique Cottage Stay for upto 14 guests

Nr Windsor- Unique Cottage Stay for upto 14 guests
Dorney
10.0 out of 10, Exceptional, (2 reviews)
"Great house, really well equipped with loads of parking. Great area with loads to do with the kids. We would love to book it again! Thank you!"
United Kingdom
Laura S.
The price is CA $645
CA $1,054 total
includes taxes & fees
Feb 19 - Feb 20
Nr Windsor- Unique Cottage Stay for upto 14 guests

Thames Retreat

Thames Retreat
3.0 star property
Wraysbury
The price is CA $635
CA $762 total
includes taxes & fees
Feb 21 - Feb 22
Thames Retreat

Inviting 2-bed Cottage in Windsor

Inviting 2-bed Cottage in Windsor
3.0 star property
Windsor City Centre
2.0 out of 10, (1 review)
"We had absolutely no heating. I tried several times to contact the owner by email, messenger and by phoning her. No reply. I had been in contact with her regarding check in via email and messenger, I even sent a photo of the temperature in the house. 10 degrees. I had to source 2 radiators myself, which a kind neighbour lent us. I would like a refund for our inconvenience "
United Kingdom
Anonymous traveller
The price is CA $252
CA $364 total
includes taxes & fees
Feb 22 - Feb 23
Inviting 2-bed Cottage in Windsor

Coventina

Coventina
3.0 star property
Wraysbury
The price is CA $3,608
CA $4,330 total
includes taxes & fees
Feb 21 - Feb 22
Coventina

Cosy city retreat in Belgravia with hot tub. Pet-Friendly!

Cosy city retreat in Belgravia with hot tub. Pet-Friendly!
London City Centre
The price is CA $368
CA $803 total
includes taxes & fees
Feb 28 - Mar 1
Cosy city retreat in Belgravia with hot tub. Pet-Friendly!

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 $297
CA $356 total
includes taxes & fees
Mar 1 - Mar 2
Tring Grange Cottage - Sleeps 2 - Onsite Parking

Blackwood - Peaceful cottage surround by woodlands

Blackwood - Peaceful cottage surround by woodlands
Cobham
The price is CA $335
CA $507 total
includes taxes & fees
Feb 23 - Feb 24
Blackwood - Peaceful cottage surround by woodlands

1 Bed Cottage-Museum View-Garden-Free Parking

1 Bed Cottage-Museum View-Garden-Free Parking
Weybridge
10.0 out of 10, Exceptional, (1 review)
"Xanthe was the consumate host. She brought us wonderful treats and her beautiful welcoming smile. We walked to the Brooklands museum. A must if you are into planes,buses, and automobiles. Love this place.Suzanne "
United States
Suzanne D.
The price is CA $254
CA $301 total
includes taxes & fees
Feb 18 - Feb 19
1 Bed Cottage-Museum View-Garden-Free Parking

1 bedroom accommodation in Great Missenden

1 bedroom accommodation in Great Missenden
Great Missenden
10.0 out of 10, Exceptional, (4 reviews)
"Great communication from host before arrival. Lovely setting and lovely little cottage to enjoy a peaceful time away. Host provided some treats and essentials which were all really nice touches and well enjoyed! Extremely clean and well kept. Definitely recommend!"
United States
Gareth Morgans
The price is CA $450
CA $450 total
includes taxes & fees
Feb 19 - Feb 20
1 bedroom accommodation in Great Missenden

A spacious and well presented bungalow with amazing views over Berkshire.

A spacious and well presented bungalow with amazing views over Berkshire.
Reading
10.0 out of 10, Exceptional, (1 review)
"Great location and beautiful garden with views across the hills. Spotlessly clean and well maintained with all the things you may need for your holiday. The caretakers were very friendly and helpful and cared about us and the property with pride. Local supermarkets, petrol station and IKEA were only a mile down the road plus a five minute walk from the property was a pub serving food and an excellent fish n chips shop! Buses into town from outside the chippy were every 10 minutes or sooner!"
United States
Michael Jeffs
The price is CA $871
CA $871 total
includes taxes & fees
Feb 20 - Feb 21
A spacious and well presented bungalow with amazing views over Berkshire.

1 bedroom accommodation in Guildford

1 bedroom accommodation in Guildford
Guildford
The price is CA $779
CA $779 total
includes taxes & fees
Feb 18 - Feb 19
1 bedroom accommodation in Guildford

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 $247
CA $387 total
includes taxes & fees
Feb 20 - Feb 21
1400Cottage – An enchanting unique stay

Cozy en-suite with exclusive private entrance

Cozy en-suite with exclusive private entrance
Great Bookham
The price is CA $151
CA $208 total
includes taxes & fees
Feb 18 - Feb 19
Cozy en-suite with exclusive private entrance

Tring Grange Cottage, Sleeps 2 with Onsite Parking

Tring Grange Cottage, Sleeps 2 with Onsite Parking
Tring
The price is CA $356
CA $356 total
includes taxes & fees
Mar 2 - Mar 3
Tring Grange Cottage, Sleeps 2 with Onsite Parking

Bakehouse Farm

Bakehouse Farm
3.5 star property
Princes Risborough
The price is CA $1,886
CA $2,264 total
includes taxes & fees
Feb 24 - Feb 25
Bakehouse Farm

Cozy 4-bed Cottage Garden Walk to River Thames

Cozy 4-bed Cottage Garden Walk to River Thames
3.0 star property
Hampton
6.0 out of 10, (1 review)
"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 $396
CA $396 total
includes taxes & fees
Feb 22 - Feb 23
Cozy 4-bed Cottage Garden Walk to River Thames

A lovely couples retreat in the heart of the Chilterns.

A lovely couples retreat in the heart of the Chilterns.
Penn
8.8 out of 10, Excellent, (6 reviews)
"Was.nice and clean and lovely location "
United Kingdom
Gavin S.
The price is CA $408
CA $408 total
includes taxes & fees
Feb 27 - Feb 28
A lovely couples retreat in the heart of the Chilterns.

Gorgeous Cottage in Skirmett with Parking. Pet Friendly!

Gorgeous Cottage in Skirmett with Parking. Pet Friendly!
Skirmett
8.0 out of 10, Very good, (1 review)
"Nice quaint quirky cottage spacious with low ceilings. Kitchen cutlery and utensils require replenishing eg only three sets of knives and forks. "
United Kingdom
Mrs C.
The price is CA $556
CA $632 total
includes taxes & fees
Feb 18 - Feb 19
Gorgeous Cottage in Skirmett with Parking. Pet Friendly!

Charming Cottage within Ancient Woodland Forest

Charming Cottage within Ancient Woodland Forest
Cobham
10.0 out of 10, Exceptional, (1 review)
"Thoroughly enjoyed our stay at this beautiful, cozy, warm Ariel cottage. Woodland area for walks nearby golf course, dogs welcome although we did not take any pets but so suitable for your furry friends.Jake very welcoming, thankyou so much"
United Kingdom
Heidi C.
The price is CA $191
CA $343 total
includes taxes & fees
Feb 23 - Feb 24
Charming Cottage within Ancient Woodland Forest

Kite View Cottage

Kite View Cottage
3.0 star property
High Wycombe
The price is CA $3,240
CA $3,888 total
includes taxes & fees
Feb 21 - Feb 22
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Windsor Hotel Reviews

Find out more about Windsor

Windsor Cottages information

Number of reviews
15
Accommodation
19 Cottages
Lowest Price
CA $208
Highest Price
CA $4,330

Frequently asked questions

How much do cottages in Windsor cost?
Cottages in Windsor range between CA $208 and CA $4,330 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 9.0. 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 19 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.

Explore a world of travel with Expedia