Family-friendly vacation rentals in Old Windsor

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Old Windsor family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Apartment in West Kensington
4.93 out of 5 average rating, 28 reviews

Spacious 2BR Retreat w/ Jacuzzi and Garden!

DavidRating, 5 stars1 month ago
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.
Superhost
Home in Tandridge
5 out of 5 average rating, 11 reviews

FLAGPOLE luxury smart family home + private annex

ValRating, 5 stars5 months ago
We had a wonderful Christmas week at Flagpole Cottage. The hosts' home was clean, welcoming and extremely well-equipped. We had everything necessary for preparing family feasts, having a wood fire, plenty of bathrooms and comfortable beds. Robin and Francine even left a beautifully decorated real Christmas tree for us the enjoy (and put our presents under), a very thoughtful touch. We enjoyed the hot tub and trampoline (we were lucky with the weather, cold but not rainy) as well as the local walks to pubs. We bought our Christmas turkey (ordered in advance) at the fabulous Flower Farm shop, which is nearby and is a great source for all things edible. Robin and Francine's guide to local amenities and activities is thorough and quite useful. Robin was very attentive and open to queries but everything was so clearly laid out we didn't really have any questions. One last thing - the gardens are exceptional - even in December! I was in awe - especially the topiary. The old yew trees! xx
Top guest favorite
Apartment in Camden
4.97 out of 5 average rating, 71 reviews

Modern Apartment, 2min to Belsize Park Station

MariaRating, 5 stars2 months ago
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.
Superhost
Apartment in Camden
4.8 out of 5 average rating, 184 reviews

Lovely 2 bedroom penthouse, Kings Cross St Pancras

MarineRating, 5 stars3 weeks ago
We really enjoyed our stay in Debbie's flat. It was spacious even for 6 people, with a lot of commodities around. Debbie was reactive and gave us a lot of recommandations. The borough was quiet, with some supermarkets nearby, some pubs and restaurants. It's a 25 minutes walk to Camden Town and same to the British Museum. From King's Cross there are a few subway lines that can get you anywhere. A very good stay!
Top guest favorite
Condo in London
5 out of 5 average rating, 33 reviews

Excellent 2 Bed/1 Bath Flat in Zone 2

FedericoRating, 5 stars1 month ago
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!
Top guest favorite
Condo in Millwall
4.98 out of 5 average rating, 149 reviews

Popular Penthouse Waterside Apartment

KimRating, 5 stars4 weeks ago
We had a fantastic stay! The apartment was clean, cosy and exactly as described. The location was perfect – quiet, yet close to everything we needed. Janet was a wonderful host: friendly, helpful and easy to reach. The bedrooms were comfortable, and we really enjoyed relaxing in the whirlpool after long days out. We’d definitely stay here again and highly recommend it to anyone visiting the area. Thank you, Janet!
Guest favorite
Guesthouse in The Ayots
4.93 out of 5 average rating, 559 reviews

White Cottage Annexe with riverside garden hot tub

HelenRating, 5 stars2 weeks ago
We visited the White Cottage Annexe for a birthday weekend and loved our cosy, characterful stay - the hot-tub in the beautiful garden by the river was incredibly relaxing, and you can also link your music by Bluetooth to the hot tub speakers or hang out on the sofas next to it. A well-stocked kitchen with essentials and a very comfy bed were much appreciated, as well as the robes, towels and sliders for hot tub! Thanks so much xxx
Guest favorite
Home in Shadwell
4.85 out of 5 average rating, 78 reviews

Very central, hot tub, theatre tv, leafy garden

DawnRating, 5 stars1 month ago
Delightful home filled with photos and art from his many travels. Great books. It was like staying at a (very neat and organized) friend’s house. The location worked well for us, although a little bit on the outskirts of the busy parts of London. Comfortable, clean, and relatively quiet with a lovely patio in the back.

Family- and pet-friendly home rentals

Superhost
Bungalow in Watford
4.73 out of 5 average rating, 447 reviews

Garden bungalow - separate entrance

JacquelineRating, 5 stars4 days ago
The bungalow was a lovely place to stay. We were staying in Watford as we were going to the Harry Potter experience. It was close by. One day it was raining we weren’t sure what to do with the kids we ended up going to climb up in a shopping mall near by. It’s also local to supermarkets. The place was spotless clean bedding and towels etc. pull out bed for the children. We were going to take our dog and then didn’t because of the long drive but I wish we had. Jan looks after dogs like a doggy day care. Our little dog would have loved it.
Superhost
Home in Greater London
4.87 out of 5 average rating, 150 reviews

Newly Refurbished Large Family Home-6 min to Tube

PhilipRating, 5 starstoday
'Exactly what it says on the tin'. When my family of 3 generations (aged 5 - 95) 6 adults, 2 children arrived we felt that we already knew the property, so accurate were the descriptions and the photographs that Jubed has supplied. Communication since booking (a year in advance) has been excellent, friendly courteous and comprehensive. A wonderful 3 night stay. I would highly recommend this property. Quiet neighbourhood and yet easily accessible to Central London.
Top guest favorite
Home in Hackney
4.94 out of 5 average rating, 214 reviews

Beautiful 4 Bedroom Victorian Terrace

AmandaRating, 5 stars1 week ago
Kaz is an extremely friendly and responsive host . The house is lovely and spacious with a lovely outdoor area . Everything you could possibly need is provided and the house was fresh clean and comfortable . The area is quiet . We were attending my son’s wedding and were a family group . The house was perfect for our needs and so nice to be all together . Nothing we didn’t like . Many thanks
Superhost
Townhouse in Camden
4.9 out of 5 average rating, 149 reviews

Family house in Kings Cross/Bloomsbury

AndrewRating, 5 stars1 week ago
My family had a great stay in this townhouse in London. Very convenient location near King's Cross.
Guest favorite
Cottage in Ibworth
4.94 out of 5 average rating, 175 reviews

Self contained, rural cottage, 2 double bedrooms

HannahRating, 5 stars2 weeks ago
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!
Superhost
Guesthouse in Buckinghamshire
4.88 out of 5 average rating, 153 reviews

The Old Hay Barn, Ashley Green

BaileyRating, 5 stars1 month ago
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.
Guest favorite
Cottage in Dogmersfield
4.95 out of 5 average rating, 124 reviews

Modern Cottage with Rural Views - Remote Location

MeghanRating, 5 stars1 month ago
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!
Top guest favorite
Guesthouse in Shalford
4.91 out of 5 average rating, 144 reviews

Charming cottage in Shalford, in the Surrey Hills

ScottRating, 5 stars3 days ago
Beautiful place to stay and a lovely host. Would definitely recommend and hope to stay here again when next in the area. Thsnk you Amanda.

Family-friendly home rentals with a pool

Superhost
Condo in Wandsworth
4.85 out of 5 average rating, 414 reviews

Luxury Battersea studio w open fire, close to Park

EmmaRating, 5 stars1 week ago
A little gem of a place! Don't let the exterior fool you! It's homely, peaceful and just a home from home once you are through the door with a cuppa in hand and slumped on the sofa! I could of hapilt stayed for weeks! The flat is within walking distance to Battersea Park (5 minute walk) and Chelsea (15-20 minute walk) which was perfect for my solo trip to see Chelsea in bloom. There are some great free parking spots local to the flat which is great if you plan on coming by car! The area felt safe and welcoming and I had no issues walking to and from the flat even quite late at night. The bus stop is round the corner and takes you to all the great spots in central London! The highlights from my stay were being welcomed by a beautiful bottle of red wine, the amazing shower that I struggled to get out of as it was just so relaxing and the ambience of busy London in the background whilst I read my book next to the fire wrapped in a blanket! I will definitely be back!
Superhost
Guest suite in Lambeth
4.74 out of 5 average rating, 154 reviews

Private garden studio with use of pool

GaryRating, 5 stars1 week ago
Fantastic stay, hosts were brilliant and went out way to make me feel welcome, lovely to have use of the pool, nice walk from streathem station over the common and lovely neighbourhood, highly recommend
Top guest favorite
Cottage in Buckinghamshire
4.97 out of 5 average rating, 350 reviews

Family friendly - rural, detached, home from home

IanRating, 5 stars1 week ago
I cannot speak more highly about the Gardener’s Cottage. It is a magical retreat that relaxes you instantly. Karen and Phil are amazing hosts and always make us feel really welcome. This is our second stay and we will be back. Do yourselves a favor and book this if you want to enjoy the English countryside amidst amazing walks, lovely pubs, and beautiful historic villages.
Superhost
Home in Oxfordshire
4.87 out of 5 average rating, 224 reviews

Barn conversion, Henley-on-Thames

JuliaRating, 5 stars7 months ago
The barn is beautiful and very well fitted out. Fabulous setting, absolutely stunning and super peaceful and quiet. The one bathroom was challenging at times with a party of adults but the rest of the barn is faultless and such a joy to stay in. The tennis court and other amenities were fabulous.
Superhost
Apartment in Norland
4.73 out of 5 average rating, 41 reviews

Garden Flat. Great for Transport & Sightseeing

JoanRating, 5 stars20 months ago
Quaint little house in a quiet neighbourhood. Beautiful outdoor garden space. Everything provided, including some food items in the well supplied kitchen.
Guest favorite
Place to stay in Shere
5 out of 5 average rating, 8 reviews

Romantic Swedish cabin in magical setting

JackRating, 5 stars2 months ago
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.
Superhost
Townhouse in Lambeth
4.65 out of 5 average rating, 54 reviews

Family-Friendly 3BR Home 20min Tube to Main Sites

PennyRating, 5 stars7 months ago
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.
Guest favorite
Barn in Woking
4.96 out of 5 average rating, 142 reviews

Luxury Barn

AnnabelleRating, 5 stars1 month ago
Another lovely weekend break at The Barn. It's a perfect space for our group of friends to catch up and chill out. Always spotless and clean. We lucked out with the weather and the pool and tennis court got some good use. We had a lovely 6 mile walk around the Surrey Hills with the beautiful Abinger Hatch pub a half way point. Daniel was very welcoming and friendly and accessible to answer our queries. Kitchen is well stocked with utensils and crockery but we forgot cling film and foil, so bring some if you think you will be using it. There is a lovely outdoor seating area and dining table which was a lovely afternoon sun trap. All in all a perfect stay and we will be coming again next year!

Quick stats about vacation rentals that are family-friendly in Old Windsor

  • Total rentals

    30 properties

  • Nightly prices starting at

    $120 before taxes and fees

  • Total number of reviews

    680 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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