Family-friendly vacation rentals in Windsor

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Popular amenities for Windsor family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Apartment in Maida Vale

4.86 out of 5 average rating, 71 reviews

Quiet one-bedroom apartment

JuliaRating, 5 stars1 month ago
Great location, safe area, fully equipped, responsive host, highly recommend.
Superhost

Apartment in Windsor

4.2 out of 5 average rating, 5 reviews

2-Bedroom Windsor Apartment with parking / 15CC

KarenRating, 5 stars6 months ago
Perfect location to tour beautiful Windsor. We walked to town centre in 12 minutes! We had a very comfortable and relaxing stay. The home was beautiful with wooden floors, comfortable kitchen, bathrooms, and bedrooms. A broom and vacuum were readily available to keep floors swept. Bedrooms were comfortable and spacious. Washer worked well to keep laundry done, a drying rack to hang clothes. Overall, a great place to stay!
Superhost

Condo in Shepherd's Bush

4.86 out of 5 average rating, 14 reviews

Spacious One Bedroom Flat in Central London

SepehrRating, 5 stars3 months ago
Excellent stay!! Location is unbeatable, close to the tube and nearby restaurants. Very walkable. The apartment itself has everything you need. Daniela was very responsive and friendly. Highly recommend!!
Guest favorite

Apartment in Camden

4.97 out of 5 average rating, 69 reviews

Modern Apartment

AndreaRating, 5 stars8 months ago
Thanks for a great time in NW London! I loved the bright, spacious, nicely furnished, comfy and recently renovated apartment in a small and picturesque side street in Belsize Park. The photos are no exaggeration, this is a place to feel at home immediately. Close to the underground/bus station, shops nearby. Very friendly owner and very helpful contact. Immediate help when (rarely) something was not working.
Guest favorite

Condo in London

5 out of 5 average rating, 27 reviews

Excellent 2 Bed/1 Bath Flat in Zone 2

LindaRating, 5 stars3 months ago
We had a fantastic stay at Fernando’s place! Communication was excellent from start to finish, and Fernando was incredibly friendly and welcoming. The place itself was absolutely perfect—clean, comfortable, and exactly as described. I highly recommend staying here and would love to come back in the future!
Guest favorite

Cottage in Baughurst

4.96 out of 5 average rating, 340 reviews

Luxury rural thatched cottage with cedar hot tub.

LauraRating, 5 stars6 days ago
Lovely stay for the weekend. Beautiful gardens - children were charmed by it and we were all very appreciative of the hot tub on the chilly evenings! A warm and welcoming cottage.
Superhost

Apartment in Westminster

4.87 out of 5 average rating, 78 reviews

Flat near Big Ben and Trafalgar Square

TomRating, 5 stars3 months ago
Three of us stayed 1 week at this flat. Location was absolutely wonderful. Walking distance to Trafalgar Square, Westminster, Buckingham, Big Ben, Piccadilly, London Eye, Theater district and many more spots. Embankment tube station was 2-3 blocks away and was easy access to everywhere. Ovidius was responsive and the place was clean and as advertised. The space is sparsely furnished but furniture was adequate. The beds were a bit hard for our liking.

Home in Sonning Common

4.79 out of 5 average rating, 29 reviews

Whole House, Stunning Views, 4-7 Bed, Sleeps 8-14

StellaRating, 5 stars3 months ago
Great place, host is amazing very good communication and was friendly and helpful. Would come back. AMAZING

Family- and pet-friendly home rentals

Guest favorite

Apartment in Pamber Green

4.92 out of 5 average rating, 135 reviews

Self Contained Annex

NormaRating, 5 stars5 days ago
Had a lovely stay here, we felt right at home. Mike and Freya were so friendly and accommodating. We would definitely stay again and highly recommend it
Superhost

Home in Crondall

4.84 out of 5 average rating, 115 reviews

2 Storey Coach House Crondall, 2 KING bed, 2 bath

AlexRating, 5 stars1 month ago
We had a very pleasant stay with our 17 month old for a couple of nights. We were attending a wedding at the Four Seasons - the coach house was a short 5 minute drive from there so the perfect location.
Guest favorite

Cottage in Ibworth

4.95 out of 5 average rating, 167 reviews

Self contained, rural cottage, 2 double bedrooms

StephenRating, 5 stars2 weeks ago
Perfect base for our needs and a wonderful friendly host
Superhost

Guesthouse in Buckinghamshire

4.88 out of 5 average rating, 143 reviews

The Old Hay Barn, Ashley Green

GarryRating, 5 stars6 days ago
The barn was easy to find next to the church and just a short walk from the local pub The Golden Eagle. The villagers we met there were all extremely friendly and welcoming. The barn was comfy and well equipped and Jamie had provided lots of goodies to make us feel welcome. We would happily stay again
Guest favorite

Home in Old Windsor

4.96 out of 5 average rating, 198 reviews

Getaway Cottage Windsor

GemmaRating, 5 stars2 weeks ago
Thank you for having us Sam, it was the perfect place to escape to for a festive explore of Windsor and Amersham. You were super welcoming, kind and helpful and I couldn’t have wanted a better base for my stay. Clean, welcoming and cosy - would visit again if you’d have me! X
Guest favorite

Guesthouse in Shalford

4.9 out of 5 average rating, 134 reviews

Charming cottage in Shalford, in the Surrey Hills

KateRating, 5 stars4 weeks ago
I always feel right at home staying at Amanda and Ben’s place- friendly, helpful hosts, perfect location, spotless, well equipped and my dog loves the garden, local walks and Amanda and Ben’s friendly dogs who come to say hello and play. A great find x
Guest favorite

Guesthouse in Shalford

4.88 out of 5 average rating, 145 reviews

Cosy Countryside Cabin (40% disc for long stay)

GloeRating, 5 stars3 months ago
Excellent. a warm welcome, very well equipped and comfortable accommodation, ideally situated for visiting Surrey and Sussex. Highly recommend.
Guest favorite

Townhouse in Henley-on-Thames

4.85 out of 5 average rating, 113 reviews

Victorian terrace house in Henley on Thames

GeorgiaRating, 5 stars2 weeks ago
Fabulous terraced house in a lovely, quiet street in Henley. 10 min walk from town so it's perfectly situated (and it's near the station). Stunning property, lovely layout. Felt very much at home. Adam was quick to respond and helpful. I'd stay again 100%. We took our 2 dogs too which was amazing and the back garden is perfect. Highly recommend.

Family-friendly home rentals with a pool

Superhost

Condo in Marylebone

4.67 out of 5 average rating, 103 reviews

Private apartment - over garden quiet central

SimonRating, 5 stars2 months ago
We really enjoyed our stay in Vickie’s property. It’s in a row of lovely old buildings just a few minutes from the Edgware Road and yet amazingly quiet. There is a good selection of coffee shops, eateries and of course pubs in the neighborhood. All in all, a great base from which to explore the west end of London. Finally, Vickie is a great host – very responsive and helpful.
Superhost

Cottage in Wolverton Common

4.87 out of 5 average rating, 47 reviews

The Cottage, dog friendly,swimming pool in summer

OliverRating, 5 stars29 months ago
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.
Superhost

Condo in Wandsworth

4.84 out of 5 average rating, 401 reviews

Luxury Battersea studio w open fire, close to Park

DaneèRating, 5 stars4 weeks ago
I really enjoyed my stay here because there were lots of restaurants with plenty of variety, public transportation was super close and the places was so comfortable to stay in. I felt very cozy at this flat. It is a bit far from the touristy areas but you won't have trouble getting there if that's what you want to do. I only dealt with AnneMarie, the co-host, who was always quick to respond and come up with solutions. When the wifi went out, she was very responsive in getting it back up again. She also gave very clear instructions for checking in and getting to the place. The place is exactly like the photos with a wonderful shower, a piano and a Bluetooth to hook up your music. You can hear the upstairs neighbors here and there but they aren't loud. And the outside traffic isn't too loud either. I was able to sleep soundly, though I'm used to city noise. All in all, it was a wonderful stay. I felt very at home the entire time.
Superhost

Home in Oxfordshire

4.88 out of 5 average rating, 220 reviews

Barn conversion, Henley-on-Thames

MartinRating, 5 stars2 months ago
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 .
Superhost

Apartment in Norland

4.73 out of 5 average rating, 41 reviews

Garden Flat. Great for Transport & Sightseeing

JoanRating, 5 stars14 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

Guesthouse in Godalming

4.93 out of 5 average rating, 81 reviews

Bright spacious barn conversion.

VictoriaRating, 5 stars3 months ago
I really enjoyed my stay at Ali's barn Very stylish and classic and a relaxing place to stay. Everything was easy and simple to use too. It was also really clean and nicely presented. All was also a really nice host and thoughtful. My tyre had gone low on my car and she alerted me and helped me with resolving it Stunning garden. Thank you
Guest favorite

Bungalow in Kingswood with Burgh Heath

4.84 out of 5 average rating, 25 reviews

Bungalow with Outdoor Heated Pool in Summer

JonathanRating, 5 stars1 month ago
Carmel was welcoming and had good advice on where to find local amenities. The facilities were clean and tidy. We had a good time and would recommend highly, definitely worth a visit if you like peaceful surroundings. Carmel was on hand to answer any questions we had whilst giving us the space we wanted. Amazing host.
Superhost

Townhouse in Lambeth

4.65 out of 5 average rating, 54 reviews

Stylish 3-bedroom Clapham Family Home + Office

PennyRating, 5 stars2 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.

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

  • Total rentals

    390 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    10K reviews

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    380 properties include access to wifi

Destinations to explore

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  2. United Kingdom
  3. England
  4. Berkshire
  5. Windsor
  6. Family-friendly rentals