Family-friendly vacation rentals in Maidenhead
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Maidenhead
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Maidenhead family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Kingston upon Thames
4.95 out of 5 average rating, 56 reviewsLondon's Best 5 Bedroom Family Home
This is an Airbnb gem! Ryan and Nadya have a beautiful home and were fantastic hosts. Would definitely stay here again, and would highly recommend to families visiting London.
Apartment in Windsor
4.33 out of 5 average rating, 6 reviews2-Bedroom Windsor Apartment with parking / 15CC
Great property and will definitely use for future stays with my clients.
Home in Nuptown
5 out of 5 average rating, 9 reviewsFabulous Country House, Pool, Garden, 400mbps
Great house perfect for our family gathering & close to transport links that we were using to meet up. Heated pool & hot tub were perfect to use & the large garden with table tennis, trampoline & hammock etc were ideal given the good weather during our trip. Hosts were fantastic providing extra sports equipment for use & were easily reachable throughout & swiftly solved the issue with the pool heater.
Home in Horspath
4.86 out of 5 average rating, 22 reviewsSpacious house in Oxford with media room
A wonderful home which made us all thoroughly enjoy our weekend. Great host and ideal for a large group of people to get away and spend some time together. We would definitely rent again!
Farm stay in Chinnor
4.92 out of 5 average rating, 127 reviewsThe Pool House at Upper Farm (near Thame/Oxford)
The pool house was perfect in every way, it was very clean and spacious. We had a wonderful relaxing weekend, enjoying the hot tub under the stars was amazing. The pool house is in a lovely location, very peaceful and private. We will definitely be booking to go back again. Thank you Gary and the team for being such great hosts.
Family- and pet-friendly home rentals
Apartment in Pamber Green
4.91 out of 5 average rating, 140 reviewsSelf Contained Annex
Freya was such an excellent host - host, helpful, responsive and friendly. Freya sorted out some extras (cot and high chair) and was so helpful and understanding in all communication. Beautiful accommodation, clean and well kept. The accommodation is a little difficult to find but Freya was on hand to help out and she and her partner were actively looking out for us.
Bungalow in Tutts Clump
4.95 out of 5 average rating, 275 reviewsGarden Cottage..pretty countryside location
Absolutely beautiful property. Tracey was such a wonderful host and left a beautiful basket and even decorated it with Christmas decorations. Seeing as we stayed over Christmas Day and Boxing Day, this really made a difference. Excellent communications throughout and overall a home away from home.
Cottage in Ibworth
4.95 out of 5 average rating, 168 reviewsSelf contained, rural cottage, 2 double bedrooms
Such a stunning spot and a beautiful house. The host is so welcoming and the accommodation is so cosy. It is our second visit and we would definitely come again.
Home in Wraysbury
4.97 out of 5 average rating, 106 reviewsRiver Thames near Windsor, Heathrow & London
Beautiful house in a beautiful location! The sunroom was probably my favorite part of the house. Rebecca was so responsive and accommodated an early checkin. I would recommend a car to get around, especially if you need to get to the train station, otherwise you'll need to walk or use an uber.
Bungalow in Tidmarsh
4.93 out of 5 average rating, 199 reviewsSelf Contained Detached Property on the River Pang
My family & I had a wonderful stay at the Annexe, there are lots of lovely walks to do on the doorstep and within 5mins drive. The pubs and restaurants are great too! The plunge into the icy river every morning was a ye eat way to start the day! Couldn’t recommend high enough, Jenny was friendly and made us feel very welcome!
Home in Henley-on-Thames
4.75 out of 5 average rating, 146 reviewsCottage in Henley On Thames
We had a wonderful weekend staying in Dawn’s beautiful cottage. Super clean, very well equipped, quiet & extremely comfortable. Stunning decor & wonderful outside space! Perfect location, just a two minute walk from Henley bridge. We can’t wait to return for a longer stay!
Chalet in Benson
4.91 out of 5 average rating, 276 reviewsMizpah Ecolodge
We had a lovely 4 nights here over New Year, with a very energetic pup who struggles a bit with outside noises. This cottage was perfect for us - I was worried that bc of it' location we would have people walking back and forth past it but once there you can see how the position of it allows it to feel completely private... in the 5 days we were there we did not see a single person unless we were out on one of the many stunning walks in the area. Tim has enclosed fields right next to the property which we were given the code for and were allowed to access whenever we wanted to let the pup have a run (early morning and nights ) very handy and made all the difference. The little towns were close and convinent if we needed to grab the odd item here and there . On arrival Paulina had a welcome tray for us in the kitchen with some lovely fruit cake, chocolates and biscuits, with some milk ready for our arrival in the fridge. I can highly recommend this property! Thk you Tim & Paulina.
Guesthouse in Buckinghamshire
4.88 out of 5 average rating, 145 reviewsThe Old Hay Barn, Ashley Green
We stayed over Christmas and loved the barn. It is spacious, well appointed and has a very comfortable bed. There was a lovely and plentiful selection of breakfast items. Jamie and Chrissie were both welcoming, friendly and helpful. We would definitely stay again and recommend it unreservedly.
Family-friendly home rentals with a pool
Guesthouse in Tadley
4.75 out of 5 average rating, 25 reviewsDOG FRIENDLY COTTAGE
This was a great find. The conversion has created a great space to live in, huge bedrooms, 2 super bathrroms, large kitcehn with everything in it you require, and a large living - diningroom. To use and enoy the pool ensure the suns out! Highly reccomend it and would go back for longer another time.
Home in tadley
4.78 out of 5 average rating, 23 reviewsStunning hideaway house
booked with miranda for a couple of nights and she couldn't have been a better host.. very helpful and responded to right awa to any queries I had.. the house and garden were both beautiful and the whole stay was very enjoyable.. would definaltet recommend 👌.
Cottage in Wolverton Common
4.87 out of 5 average rating, 47 reviewsThe 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.
Home in Cookham
5 out of 5 average rating, 34 reviewsCountry 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.
Farm stay in Guildford
4.98 out of 5 average rating, 123 reviewsThe Luxury Cottage
The place is in a farm, easy to find. The host is friendly and gave us clear instructions. All the rooms were very clean and well furnished. We also liked the art of the furniture which is unique and well maintained. It’s a good place to go with children for a quiet weekend outing. The place is well maintained too and the Host is responsive . I will be happy to visit again in summer.
Home in Oxfordshire
4.88 out of 5 average rating, 221 reviewsBarn 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 .
Home in Wargrave
5 out of 5 average rating, 7 reviews4 Bedroom Family Home with pool
Lovely comfortable and spacious family house . Suzie the host was very friendly and obliging and made us feel very welcome in her beautiful home. Would definitely book again .
Quick stats about vacation rentals that are family-friendly in Maidenhead
Total rentals
120 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
2.9K reviews
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi
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