
Family-friendly holiday rentals in Windsor and Maidenhead
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Top-rated family-friendly rentals in Windsor and Maidenhead
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Popular amenities for Windsor and Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub

Spacious 2BR w/ Jacuzzi and Garden!
We really enjoyed our time in London. The airbnb is located in a fine area, walkable and close to bus and tube stops. Any store or restaurant you may need is close by. The unit has 2 bedrooms and the bathroom is roomy and good. The kitchen allows you to prepare meals. There was a party next door and the neighbors were loud and obnoxious. But that's the nature of living close to each other. Thanks Reggie, your place worked out well for us.

2-Bedroom Windsor Apartment with parking / 15CC
Great property and will definitely use for future stays with my clients.

Beautiful Home in Great location
We thoroughly enjoyed the house and location. Although not Sians issue, construction near the train station makes it difficult to get into town by taxi because you have to go around the city. However, if you don’t mind walking and bicycling, there are exceptional bike and walking paths right out to the house from Oxford. I’d stay again in a heart beat.

Modern Apartment, 2min to Belsize Park Station
Carol Anne and Kelly were great hosts, kind and helpful. The apartment was very nice, equipped with everything we needed and very comfortable. The location is excellent, very close to the subway and buses, the neighborhood is great. We had a great time, thaks a lot.

Lovely 2 bedroom penthouse, Kings Cross St Pancras
Great space for a family. We would consider staying again.

Excellent 2 Bed/1 Bath Flat in Zone 2
Absolute lovely place in a quiet area of London. The flat is exactly as described and it has everything you need for a short or long stay. Totally recommended, would love to come back!

White Cottage Annexe with riverside garden hot tub
Just arrived home from a wonderful two night stay at Sally’s annexe. Where to begin, the annexe itself was full of character, cosy and had everything you could possibly need for a getaway. Robes and sliders for the hot tub provided, lots of lighting, a very well stocked kitchen and a lovely private front area where me and my partner Zoë enjoyed sitting in the evening with a log fire and bbq. The settings and garden, not to mention the cottage are beautiful, we’ve never felt peace like it. Lots of beautiful walks, pubs and restaurants nearby and plenty of great recommendations from Sally too. Sally made us feel at home instantly and gave us a tour during check in so we knew exactly where to find everything. Beau the cat was just the cherry on the cake. Host, home and surroundings, just lovely. Also the bed in the annexe may be the comfiest we’ve stayed in. Would visit again in a heartbeat, if you want a quiet break from the city. This is the place.

Luxury log Cabin, Nr Horsham, W. Sussex, & Hot Tub
Private & Beautiful location and stunning well appointed home/cabin; friendly, responsive host. We were made to feel at home. Will definitely visit again. Thanks Claire
Family- and pet-friendly home rentals

Stylish Apartment in Kensal Rise (Near Portobello)
Thank you for being able to use your lovely flat. We found it beautifully clean and tidy and easy to use. We would highly recommend a stay in this flat for a visit to London.

Newly Refurbished Large Family Home-6 min to Tube
Jubed is more than a host… he is a friend to his guests. He went out of his way to help is. with any need or travel emergency. The townhouse is beautiful and Jubed adds the extra little touches that make you feel like valued friends rather than just guests. I will definitely return to Stanmore street the next time I visit London! Jane G

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!

The Old Hay Barn, Ashley Green
Very cozy, comfortable, beautiful house. Lovely walks nearby, especially for dogs. Very friendly hosts. Thoroughly recommended

Modern Cottage with Rural Views - Remote Location
Such a lovely home, we didn't want to leave! Hosts were excellent communicators and also very warm and kind people. Loved our walks along the canal and peaceful surroundings. We will be back!

Getaway Cottage Windsor
We stayed at The Clockhouse whilst visiting Windsor Castle. We would not hesitate to stop there again. Beautiful place, very peaceful. Very comfortable and nicely decorated. Fantastic stay! Thank you, Sam x

Charming cottage in Shalford, in the Surrey Hills
Back again. My home away from home when visiting Shalford. The cottage is charming and so serene and quiet. Amanda and Ben and the dogs are all so welcoming.

Hazel - Heath Row Barn
Thoroughly enjoyed are return stay at this lovely gem in the Hampshire countryside. Thanks Emilie for being understanding about the crack in the cafetière! Would highly recommend this place for anyone wanting a tranquil location . The apartment is very homely and has all you need for a stay away from home. We hope to return here soon.
Family-friendly home rentals with a pool

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.

Luxury Battersea studio w open fire, close to Park
Although the entrance from the street is a bit old looking, once the apartment door is opened, one realizes what a wonderful spot it is. There were all the amenities I needed, the bed and couch were quite comfortable. It was a great walk to my office across the river. (and of course, Battersea park is very closeby). The host was very responsive to my questions. I hope the apartment is available the next time I am in London!

Private garden studio with use of pool
Great spot if you're using public transportation in London. There's a bus stop a short walk away. Friendly hosts, beautiful yard!

Beautiful S.Downs Cottage, pool and tennis
If you are looking for a home from home or an upgrade from home, this is the place to stay. Arrived from Melbourne and immediately settled into the joy of living in the countryside. Although too cold to enjoy the pool, we did use the tennis court and shot some hoops. We walked to Old Thorns Golf and Country Club and can recommend Katie's Coffee bar. It's an easy walk amongst stunning scenery. We walked back via the Foley Estate from the Deers Hut pub. Liphook is so lucky to have not one but two stunningly beautiful golf courses. If their is a heaven on earth, we must have stayed in its guest house!

Barn conversion, Henley-on-Thames
We were a family party with ages from 5 to 75 . Lots for everyone to do ( swimming , tennis, billiards/snooker & beautiful walks all there) There was enough space both inside the wonderfully converted barn and outside in the extensive grounds to enjoy each others company without being overcrowded. Thanks Sarah for enabling a lovely weekend .

Romantic Swedish cabin in magical setting
Emma was very welcoming as we arrived. She showed us around and gave us perfect advice on how to get into town. The cabin was perfect for a weekend away. We found a swing attached to the trees and had great fun. The bed was like a cloud and the kitchen had everything you need. Would recommend to family and would stay again.

Bucks Green Place Beautiful Converted Barn
We had a lovely stay, the little house was clean, cosy and warm, everything you need, we explored the area for walks. We walked to the local pub , The Fox Inn they where very friendly the food was nice. We went to the Parrot at Forest Green for a Sunday Roast which was great. Horsham is near if you fancy a potter around the shops and pick up some bits. Guildford was 30 minutes away also another lovely day there too. Thank you we enjoyed our visit.

Stylish 3-bedroom Clapham Family Home + Office
We had a fabulous long stay in Susan’s house. The house was perfect, spacious and homely and in a great location near Clapham high st and Clapham common with lots of nice shops, parks and close to lots of public transport. Susan was very welcoming and responsive and went above and beyond to make us comfortable and help us during our stay.
Quick stats about holiday rentals that are family-friendly in Windsor and Maidenhead
Total rentals
1.2K properties
Total number of reviews
31K reviews
Pet-friendly rentals
320 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
490 properties have a dedicated workspace
Wifi availability
1.2K properties include access to wifi
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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