
Family-friendly vacation 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 Retreat w/ Jacuzzi and Garden!
Reggie is by far one of the most attentive, helpful, and kind hosts I’ve ever encountered. His exceptional hospitality truly exceeded my expectations and made my stay unforgettable. I was genuinely surprised—in the best way—by how thoughtful and accommodating he was. Thank you so much, Reggie!

Stunning 3B2Ba Huge entertaining space and hottub!
Great place and great host

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 3-bedroom flat in Battersea
A great home in a great location for london. We stayed with small children for 2 weeks and the home was perfectly set up for our family with toys, a safety gate, cot, bath and washing machine. The local parks and commons were fantastic. François was a very attentive and generous host, giving us lots of information and responding quickly and thoroughly to any queries. We felt very welcomed and at home.

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!

Luxury rural thatched cottage with cedar hot tub.
Wow - Beautiful and tranquil place to stay with absolutely stunning gardens. Perfect place to stay to purely relax with the enjoyment of a private hot tub to use throughout , firepit and loungers in the gardens to use. Our dog loved this place and had so much to explore , the house supplies dog treats / and a dog bed , all the little touches were all noticed to make our stay as comfortable as possible! Keith / Jean were very communicative, and helpful during check in. The beds were very comfortable, each room pristine and decorated to a high standard , even provide slip on shoes and gowns to access the hot tub which was really handy! the continental breakfast supplied was lovely . We would love to come back and stay again , would recommend to anyone it is pure bliss, inside and outside , thank you!

Large 2-Bedroom Apartment in Chelsea
The apartment was great. The end bedroom gets some traffic noise but earplugs fixes this. The stairs, though many, were not an issue and we saw it as part of our exercise regime! A great experience all round. Perfectly placed and the private park was delightful.

Beautiful, modern flat, terrace, private parking
Great place in a great location and great host. Very clean place, we really felt home! I definitely recommend it
Family- and pet-friendly home rentals

Self Contained Annex
Beautiful home and a lovely stay. It was spotlessly clean with all the amenities provided, TV with various subscriptions, a cosy bedroom and access to the garden and fields. Very good communication with the hosts and easy check in. A lovely touch was fresh eggs provided and milk in the fridge to help myself to. I was cycling and this was a perfect country stay to rest and recover. 5* :)

Separate guest suite Esher/Cobham area
We enjoyed our 12 day stay at Linda's. We were well prepared in advance, and everything involved in getting checked in went very smoothly. We were very comfortable and slept well. Linda and her husband were friendly and helped us get oriented locally. The kitchen worked out extremely well for us to prepare most of our meals, and that helped us with some dietary issues. We would highly recommend Linda's place. It is a great balance between a quiet country place, yet close to shopping and restaurants in Cobham and Esher. We hope to be back again!

2 Storey Coach House Crondall, 2 KING bed, 2 bath
Perfect place to stay in lovely peaceful surroundings, lovely walks into the village with a couple of pubs, Toby and Maddy were super helpful and friendly and made us feel at home, Coach House was presented very well and exactly as described, wouldn’t hesitate to recommend.

14th Century Dairy
The Dairy is in a peaceful, idyllic part of rural Surrey. It had everything we needed, Beth was quick in her responses and we enjoyed our time there. We were only there for two nights but wish it had been much longer. We have already booked to return later in the summer.

Self contained, rural cottage, 2 double bedrooms
We stayed at The Twig whilst visiting family in the area and it was absolutely perfect for our needs. The cottage was spacious, clean and the animals were an added bonus especially for our 3 year old daughter. We will definitely be back when next visiting the area, thank you!

2 bed flat - SW London with parking
Hannah was attentive to our last minute needs. Apartment is in a great location next to the park and walking distance of Kingston town Center.

Mizpah Ecolodge
Had another great stay at the eco lodge. Ideally placed outside Wallingford in lovely countryside and convenient for the Ridgeway and associated places. The eco lodge is private with its own parking and despite the roasting weather the week we were there, it kept a comfortable temperature inside. lovely big bed, excellent space to relax and with it's own kitchen and bathroom and all the amenities you could want. Kunzi the owners friendly cat is on hand to meet and greet and the field adjacent the front of the lodge is alive with wildlife. It's a great place to relax or use as a base for exploration. Recommend Wallingford and Henley on Thames for exploration and the Ridgeway for great walking and scenic views.

The Old Hay Barn, Ashley Green
Brilliant location, homely feel and a host that couldn’t have provided for us. From a complimentary breakfast selection of pasty’s, eggs and cereals to a written booklet of places to eat / drink / party in the evening only in a less then 10 minute taxi drive away. Beautiful surrounding scenery with friendly local pubs… Can’t recommend enough.
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
Great Neighborhood to stay in. Walkable to Battersea park and many bus stops. Easy access to the flat. The only knock was that the flat upstairs from Charle’s place had ongoing construction and the construction worker smoked. Though, this was at no fault of the air bnb host. I had a lovely stay and enjoyed the Thai restaurant downstairs. Would stay in this cozy flat again.

Country House, 5bed, large garden, heated pool
Just had a fantastic Christmas break in Dan’s house. Perfect home from home, beautifully decorated for Christmas with a real tree! Thanks so much, Dan. We loved staying in your house and had a fab time.

Family friendly - rural, detached, home from home
Karen is a super friendly and responsive host, we felt very much welcomed and that our comfort and enjoyment of our stay was her priority. The cottage is stunning set in extensive grounds with its own private garden. We had everything we needed for an amazing, relaxing weekend with walks on our doorstep and the Ridgeway close by. One of the best places we have every stayed in, we hope to come back soon!

Barn conversion, Henley-on-Thames
Thank you for another wonderful stay. We loved it the first time and the second time equally. Very friendly and welcoming hosts who go the extra mile! Thank you.

Garden Flat. Great for Transport & Sightseeing
Want a nice quiet spot in West London that's affordable? This is it. Always got peaceful nights sleep and it's easy to get to the underground or walks to Shepherd's Bush.

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.

Wimbledon studio 350 m from Tennis
Warm and friendly, accommodating hostess . Very comfortable accommodation beautifully situated for walking into glorious local village and access to transport all over London.
Quick stats about vacation 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
- Big Ben
- Covent Garden
- Buckingham Palace
- Trafalgar Square
- Harrods
- Barbican Centre
- Tower Bridge
- London Bridge
- St. Paul's Cathedral
- Brockwell Park
- Camden Market
- The O2
- Emirates Stadium
- Wembley Stadium
- The Shard
- Hampstead Heath
- ExCeL London
- London Stadium
- River Lee Navigation
- Alexandra Palace
- Queen Elizabeth Olympic Park, London
- Oxford University