
Cottage holiday rentals in Windsor and Maidenhead
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Top-rated cottage rentals in Windsor and Maidenhead
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Popular amenities for cottage rentals in Windsor and Maidenhead
Cottage rentals with a hot tub

Newly Refurbished Tidy Room in a Cosy Cottage
Another lovely stay at Svetlana 's, clean and friendly highly recommend.

Little 2 bedroom snug in Windsor with Hot Tub
Lovely, quiet and private place. Great host - highly recommend!

Rural Lodge stay In Windsor! Hot Tub! Sleeps 20
The place was absolutely beautiful and cozy feels like we’re just at home chilling. Every part of the room is spacious. Spotless clean. Backyard was big where we set up the party. Host was kind and responsive. We enjoyed our time spent in his place. Will definitely come back

5* Luxury Stylish House -LONG STAY discount
Great location and property. Perfect stay

Beechlawns Cottage - UK48832
Pet-friendly cottage rentals

Farthings - genuine Austen charm cottage & garden
Farthing Cottage was an absolute dream for a lover of all things English, Cadbury and cottage garden style. I arrived very late due to a train delay. Louise was very communicative and concerned on my behalf. She had lights on when I arrived. First thing on the spot - Malteser bunnies under a cake dome with chocolate easter egg cake! How did she know about me and maltesers/Cadbury! A welcome card also greeted me. The cottage has 17th century beams, lending a warm and cosy atmosphere. The fireplace had to be original and was gorgeous. Plenty of books, brochures and an instruction sheet. Living room was so cosy, I could have stayed there forever. Lovely furnishings. The master bedroom was sublime. Beautiful duvet and the bedframe appeared right out of Laura Ashley. Great bed and wonderful sleep. Louise couldn't have been more kind. Lovely neighbors. I couldn't get over that I could look out the window and see Jane Austen's house! My eyes welled up when it was time to go.

Fancy cottage by RiverThames , Kew Gardens
We had a really good stay at Suzanne’s house. We were a party of 3 adults, 1 year old and a Labrador. Plenty of room with a lovely open plan space downstairs with very comfy seating in front of a great TV. The house was as described and in a lovely location just next to the river and across the road from Kew Green. The house is Suzanne’s home which was a bit strange as it does feel a bit intrusive, but it is clearly advertised as such and didn’t cause us any problems. Also lovely that it is dog friendly with loads of great dog walks near by. Thank you.

The Cottage, dog friendly,swimming pool in summer
Miranda's cottage is very well situated and set up for doing as we did - enjoying the local area, taking advantage of hot summer days by the pool, and walking in the woods with kids. Highly recommended for families of 4 or even more if you're prepared to really use the space. My kids were very happy sleeping in the twin beds, and we were able to use every inch of the place.

Enchanting, Stylish Country Garden Cottage
Carina was a good host and always available without being intrusive. The property is well priced and cosy with all the amenities required for an extended stay with lots to do on the doorstep in the beautiful area as well easily accessible links to the motorways to travel further afield. We visited the place and used it as a base as a family of 5 and spent a lot of the time out of the property as we were visiting family in the area. The amenities were great and we were able to wash the kids clothes that were getting dirty from all the outdoor activities available on the doorstep, we did a fair bit of walking in the surrounding country trails and went to legoland which is close by, the local pub was within walking distance and served fantastic food at a great price. I have nothing negative to say about the accommodation and host and would welcome another visit here, if I was to add a constructive appraisal would perhaps look to update the soft furnishings for a enhanced experience.

Country Cottage in Surrey Hills AONB
It was such a lovely stay at Lucy and Nick! Everything was perfect and all the family so lovely and welcoming. The cottage, the surroundings, the animals, the region, .. I will come back soon for sure!

Wimbledon Village Sleeps 3 Cute Cottage
Jennifer was great to work with and her cosy cottage is in an incredible location just few steps away from beautiful Wimbledon Village. Access to public transport was very easy. While it was somewhat tight quarters with three adults and a child, the space is very functional more than met our needs. We would not hesitate staying again in the future.

Modern Cottage with Rural Views
The house was lovely, freshly and tastefully decorated, with all you need for a week long stay. Elliot had left a few food items and the kinds of things you need to make cooking easy. The garden was secure for our dogs, and the nearby woods gave us somewhere to walk them easily. Henley was just a few minutes drive away, and Reading about 20 mins, so a great location for our needs. Plenty of easy parking right at the front door too. We travel to this area regulalry and will look to stay here again quite happily.

Self contained, rural cottage, 2 double bedrooms
What a great setting for an escape to the country! I already miss waking up with the chickens and pigs to greet me every day. I also saw more wild animals and birds in my walks around here in a week, than I have in years in London. Auriol is a great host, relaxed, knowledgeable and friendly, and the property is exactly as described and shown here. Tips for other travelers: If you’re a light sleeper bring an eye mask and earplugs as it does get sunny in the main bedroom. Looking forward to returning here!
Private cottage rentals

Idyllic country cottage, close to central Oxford
This was an absolutely charming home. The hosts are kind and delightful. It's a perfect semi-rustic setting if you are looking for a comfortable country feel without being too far away from town. All the amenities you would want/need including good WiFi, washer/dryer. They even had some basic food items there awaiting for when we arrived! We hope to be back!

The Coach House
We had a lovely stay here. The house is pristine and very comfortable. Great welcome package on arrival. Great communication with Alison who went out of her way to make us feel welcome. Would love to come again. Thanks for having us!

Beautiful self catering 2 bed Cottage
The place was great and acted as a great base to explore a lot of the local area and Legoland! The place was clean and exactly as described with no issues All communication was quick and all instructions clear. Great host. Would definitely recommend!

Cosy luxury 3 bed cottage in The Surrey Hills
Great experience, the place is better than the photos, and Amanda was so responsive and helpful. Highly recommend!

Hidden Cottage | Beautiful Esher, Surrey
My family and I were in Esher visiting friends for the holidays and we couldn't have been happier with this cottage. It was beautifully decorated for the holidays and was a warm and inviting retreat from the British cold. It's very private, spacious (for our family of 4) and has all of the amenities that one would need for their stay. The communication process through the entire booking process and stay was excellent. If you are in the area and looking for a great rental, this is the place. We would not hesitate to stay here again!

Design-Led-2xSuper-King Bed-2xEnsuites W Parking
My family and I absolutely loved the location of Hollie and Daniel’s place. So central, everything walkable. Hollie was super responsive to any questions we had. The home is beautiful, bright, and very comfortable. We stayed with our 18 month old who very much enjoyed the spacious front porch area. We would definitely come back again!

Cosy Country Cottage
My daughter and her fiancée had a lovely couple of days in this gorgeous property. It was a perfect location for her to be able to show him where she grew up. They were very cosy (once they worked out how to get the heaters working). Highly recommended for a couples getaway.

The Garden Cottage: Cosy weekend getaway.
We were hiking the way of St James ( English Camino) and wanted a comfortable base to relax after a long days walking. This home exceeded our expectations. It was in a beautifully peaceful location, stand alone from their house, parking outside, walking distance to the pub. It had all the facilities we needed to cook, relax and sleep peacefully. Camilla and Tom were so welcoming, very responsive but also respectful of our privacy. It really is a special place, by far the best on our Camino, we highly recommend it.
Quick stats about cottage rentals in Windsor and Maidenhead
Total rentals
80 properties
Nightly prices starting at
£38 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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- British Museum
- Green Park
- Kensington Gardens
- Big Ben
- Covent Garden
- Buckingham Palace
- Trafalgar Square
- Harrods
- Barbican Centre
- Tower Bridge
- St. Paul's Cathedral
- London Bridge
- Brockwell Park
- Camden Market
- Emirates Stadium
- Wembley Stadium
- The O2
- Hampstead Heath
- ExCeL London
- London Stadium
- Alexandra Palace
- Oxford University
- Silverstone Circuit
- Blenheim Palace