
Holiday rentals with outdoor seating in Windsor and Maidenhead
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Top-rated Holiday Houses with Outdoor Seating in Windsor and Maidenhead
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Holiday House Rentals with Outdoor Seating

Incredible Luxury Windsor Long Walk, Free Parking
Great home in Windsor. Comfy beds and clean decor. Lovely modern lighting and well done updates to an historic building. Very friendly and welcoming host and great place to stay. Walking distance to many restaurants, Windsor Castle, and just across from the long walk. Overall great stay!

Luxury self-contained Annexe with balcony Jacuzzi
Everything about our stay was perfect! From the croissants left for breakfast to the private jacuzzi. If you want a private, peaceful getaway but with a 5 star feel then this is the place for you!

Beautiful 4 Bed Home | 7-9 Guests | HOT TUB
Just back from a lovely stay in Old Windsor. The accommodation was beautiful, and looked after by the lovely and helpful Lucy. Windsor & Datchet are a 30 minute walk or 2 minutes in the Car or bus. Slough is 10 minutes away and a great train service which gets you into London within 15 mins. Casa by Grace is a beautiful home and immaculate inside, couldn’t of asked for a better place to stay.

Modern Eco-Annex set within Meadow
Lovely, quiet garden. Spacious and relaxing interior. Beautiful, friendly dog.

The Writers Retreat - 5 beds, parking & much more
Immaculate and peaceful house, beautifully kept and very comfortable. We had a wonderful stay and really enjoyed the open plan kitchen space and terrace. Everyone was very comfortable - great beds, linen, towels, well equipped kitchen, children’s kitchenware, really everything we could have hoped for. The host was very prompt with replies to a question prior to checkin and we had a wonderful stay. Would love to come back (or just live there permanently!).

Artists Victorian Semi
Was such a beautiful home for a lovely weekend with my girls very clean and comfy and the little touches was adorable especially the welcome treat and the flip flops for hut tub. Easy to communicate with and just a lovely and cosy home. Would highly recommend this place 👌

Elegant new build 2-bed family home with garden
Adam was the perfect host, going the extra yard to make me feel at home: beers in the fridge, eggs, bacon, bread and orange juice too. His instructions were clear and helpful and his modern house felt homely and relaxing from the moment I entered - super convenient too for working at Royal Ascot which was only a 15 minute drive away. I would stay again without a moment’s hesitation. Thank you Adam.

2 bed house, close to Town Centre
I had a wonderful stay, the place is just what it looks like on photos. Very clean and cozy. The host is very responsive and accommodating. Thank you!
Apartment rentals with outdoor seating

Gorgeous Garden Studio Room in Wimbledon Park
George and Michelle were lovely. They gave great recommendations, let us check in early, consistently offered help and advice when needed, was super kind and we loved the space. It’s hard to find a spacious, modern, AC-friendly Airbnb in Europe, but this was perfect. Highly recommend!

Self Contained Annex
Thoroughly enjoyed our stay and will hopefully return. Our hosts were a delight and exceptionally helpful and friendly.. The location is amazing. We were watching red kites in flight and even heard a cuckoo. Lots of walking trails nearby too. Would definitely recommend a visit.

Stylish flat near Wimbledon with Garden + Parking
The property is in a very quiet neighborhood, not far from both subways on the front and back black lines, with a number of large supermarkets and convenient stores nearby. The house has a lovely little garden and is very cozy. We had a great stay and also cooked rice and coffee and tried Chris's wine hahaha. Recommended stay.

Beautiful New Flat, Lovely Patio, Private Parking.
Beautiful flat - clean, comfortable, and with everything we needed. Easy access to central London, whilst being peaceful and enjoying pleasant outdoor space and off-road parking. The lovely shady patio was a real bonus in the hot weather.
Fabulous, Contemporary Garden Apartment in Balham
Nick, thank you so much for hosting us. We have great time! Apartment is lovely! We enjoyed staying in your backyard area in the evenings and just chill and relax after a long day of walking. It is just 7-10 mins walk to the tube and overground train stations. Lots of places to dine and fresh, tasty coffee spots. Very lovely neighborhood. Thank you again!

Sparkling clean flat in Guildford with parking
Katie’s apartment was stunning! Extremely clean and tastefully renovated. The bed was amazing and loved the luxury of a small tv at the foot of the bed. There is nothing I could fault about this accommodation and would not hesitate to recommend it to everyone. You won’t be disappointed.

Quirky 1 Bed Apartment Free parking
This was a cute, convenient place to stay that truly is ‘what it says on the tin.’ A bit tucked away on the lane but that makes it private and quiet. Tracy is a responsive hostess and the check in/check out process was very easy. The flat was clean and I had everything I needed. Very comfortable bed! I would definitely stay there again!

Bright Self Contained Apartment in Tilford Village
A massive thank you to Susie for a wonderful stay. She was very attentive, friendly and flexible when my plans changed. It is a truly lovely home and I would highly recommend to all. I hope to be back soon :)
Condo rentals with outdoor seating
The Bluebird - Luxury Apartment
Great location and perfect accommodations for our 2 night stay. Easy to walk to pubs and restaurants and shopping nearby. Parking available at the house was key for us.

Smart studio incl. breakfast. Easy access to town
Had a great stay, studio was so lovely and the hosts were friendly :)

Awesome 3 bed with parking & WIFI, town 5 min walk
We had a wonderful 3-day stay at this lovely Airbnb in Windsor! The home was spotless, beautifully decorated, and had everything we needed for a comfortable family trip. The location was perfect—quiet and peaceful, yet just minutes away from Windsor Castle and other local attractions. Our host was incredibly welcoming and responsive, providing clear instructions and thoughtful touches that made us feel right at home. The beds were cozy, the kitchen was well-equipped, and we especially appreciated the extra amenities for kids. This stay truly exceeded our expectations. We highly recommend it to anyone visiting Windsor and would definitely stay here again!

The Hay Loft at Heads Hill Farm
Nice little annex - everything you need. Peaceful location and Andy was really friendly and approachable.

Private light & airy 1 bed apartment Weybridge
Joanne’s place was truly outstanding. Relocating from Australia to the UK was a big transition, and staying here made it feel effortless. The location is ideal. Just a short walk to the train station for easy trips into London, and the neighbourhood felt completely safe, even when walking home at night. The home itself is beautifully designed and incredibly cosy. The shower had excellent water pressure, the kitchen was a joy to cook in, and the afternoon sun pouring through the patio doors was such a highlight. Enjoying a quiet morning coffee out on the patio was a lovely ritual that made it feel like home. The bed was unbelievably comfortable, and the space was perfect for working from home. Joanne was a dream host. Warm, responsive, and genuinely kind. I couldn’t have asked for a better start to my UK chapter. Highly, highly recommend.

Little Venice Garden Flat
Even better than the photos! Great place, we were very happy!

Calm + serene luxurious West Kensington apartment
Paul was such a wonderful host, always responsive and really great generally. The property was aesthetically pleasing, in a great neighbourhood and walking distance to lots of shops and restaurants . 10/10 recommended

Central Marlow modern apartment close to High St.
Elaine's apartment was spotlessly clean. The bed was very comfortable with lovely soft bed linen. Elaine left plenty of towels for our use. The shower was roomy and nice and powerful. Everything we needed was provided. The location was perfect for being able to get to and from the high street on foot. The secure car park was easy to access. There are lots of places of interest within short driving distances. We were able to use the balcony which was an added bonus. We would definitely recommend Elaine's apartment and hope to stay there again.
Quick stats about holiday rentals with outdoor seating in Windsor and Maidenhead
Total rentals
490 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
26K reviews
Family-friendly rentals
290 properties are a good fit for families
Pet-friendly rentals
130 properties allow pets
Rentals with a pool
30 properties have a pool
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- British Museum
- Green Park
- Buckingham Palace
- Covent Garden
- Big Ben
- Trafalgar Square
- Barbican Centre
- Harrods
- Tower Bridge
- London Bridge
- St. Paul's Cathedral
- Brockwell Park
- The O2
- Camden Market
- Emirates Stadium
- Wembley Stadium
- The Shard
- Hampstead Heath
- ExCeL London
- London Stadium
- River Lee Navigation
- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Oxford University