Kid-friendly holiday rentals in Winchester

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Winchester kid-friendly rentals

Child-friendly house rentals

Guest favourite
Home in Hampshire
4.93 out of 5 average rating, 27 reviews

House in the heart of Winchester

AnnetteRating, 5 stars1 week ago
Lovely house right in the centre of town yet surprisingly peaceful. We came by train and it was a very easy walk from the station and straight forward to find and get in. Kitchen was very well equipped. Unfortunately the weather wasn't nice enough to use the garden but great to have the outdoor space. Beds very comfortable. Considering coming back again later in the year.
Top Guest favourite
Home in Chandler's Ford
4.99 out of 5 average rating, 177 reviews

Homely and Comfortable in a quiet location

MatthewRating, 5 stars1 week ago
Great location – we used it mainly as a base for visiting Paultons Park and it was perfect for that. The place was quiet, clean, and just what we needed. Jane was easy to get in touch with for any questions. We'd happily stay again.
Guest favourite
Home in Winchester
4.84 out of 5 average rating, 31 reviews

West Cottage

AnnaRating, 5 stars4 months ago
A fabulous stay, cosy yet spacious; hosts were lovely, very accommodating, and welcoming. We will definitely stay again! Bliss!
Top Guest favourite
Home in Hampshire
4.96 out of 5 average rating, 167 reviews

Lovely Coach House

KatieRating, 5 stars2 weeks ago
Very nice apartment in perfect location for visiting Peppa Pig World.
Top Guest favourite
Home in Hampshire
4.97 out of 5 average rating, 79 reviews

Stable Cottage Beauworth Southdowns Hampshire

AbigailRating, 5 stars3 weeks ago
We have had the most wonderful time, Sarah was a fantastic host and even left home made treats. She gave great restaurant suggestions, every one was delicious and left very clear information on local walks. The accommodation was even better than the photos. Finished to a really high standard with everything you could need. The bed was very comfortable. It’s is so tranquil and relaxing, we absolutely loved the view across the field of sheep. Honestly me and my husband had the best trip we will definitely be back again.
Top Guest favourite
Home in Hampshire
5 out of 5 average rating, 7 reviews

Charming Mews House in Historic Winchester

NicolaRating, 5 stars6 months ago
We stayed at No5 for a short break. Part of the trip was to visit the Christmas market and Cathedral. This property had the best location just a five minute walk from both. A charming, cosy mews house, a home from home with high end decor and spec. We had a great time and would recommend to anyone looking to visit Winchester.
Superhost
Home in Hampshire
4.81 out of 5 average rating, 16 reviews

Quirky home in winchester 2 bedrooms entire unit

TinaRating, 5 stars1 week ago
Amazing home and good parking off road, very easy to find and getting into property. Wendy is super lovely and accommodating, thank you very much! The house is definitely one of a kind and very homely and lovely, would stay again!
Top Guest favourite
Home in Hampshire
5 out of 5 average rating, 48 reviews

Stunning peaceful base to explore Hampshire

CaseyRating, 5 stars5 days ago
Wow ! What a beautiful rural place ! So cosy , super clean, well designed , the interior is stunning and everything you need within the lodge ! Great location near bishops Waltham that has nice independent shops cafes and pubs and only 20 min drive to Winchester and paultons park! Lots to do in the area but feels like you’re in the middle of nowhere so peaceful ! The lodge is very insulated so it did get hot over the nice weekend but Jackie was super quick to give us some fans for the room- she went above and beyond to make sure we was comfortable during our stay, would definitely recommend, thanks Jackie !

Kid-Friendly apartment rentals

Guest favourite
Apartment in Medstead
4.93 out of 5 average rating, 210 reviews

Stylish Barn in Rural Hampshire

JamieRating, 5 stars2 weeks ago
Great host, stunning location, absolutely immaculately clean and the best pillows ever! Would definitely recommend 👌
Top Guest favourite
Apartment in Eastergate
4.98 out of 5 average rating, 195 reviews

Laburnums Loft Apartment

JohnRating, 5 stars1 day ago
Exceeded expectations. I was expecting a small place but it was not! Very comfortable and some nice treats on arrival that were most appreicated. Its a quiet suburban area, a good base for exploring Arundel etc.
Guest favourite
Apartment in Medstead
4.9 out of 5 average rating, 115 reviews

The Annexe @ Mandalay Lodge

KateRating, 5 stars1 week ago
We had a lovely stay in Johan’s AirBnB. The space was beautifully kept with stunning views. There weren’t a huge deal of amenities close by but we didn’t mind going for a walk (even in the rain!). Would absolutely come back to explore the local walking routes. Thanks Johan!
Superhost
Apartment in Hampshire
4.71 out of 5 average rating, 119 reviews

Spacious Central Chic Apartment - Simplycheckin

AlexRating, 5 stars2 weeks ago
beautiful little flat, could not be more central, wonderful area to go out or stay in and people watch
Guest favourite
Apartment in Hampshire England
4.89 out of 5 average rating, 117 reviews

Self-catering Annexe in Nether Wallop

KatherineRating, 5 stars1 week ago
My two dogs and I had a lovely stay. It was peaceful and a great place to stay after our long flight over from Canada.
Top Guest favourite
Apartment in Compton
4.98 out of 5 average rating, 276 reviews

The Annexe at Longacre, near Winchester

NickRating, 5 stars2 weeks ago
Lovely space to relax in and in a beautiful area. Very clean and had everything you needed. Will definitely stay again when in the area!
Top Guest favourite
Apartment in Isle of Wight
5 out of 5 average rating, 145 reviews

The Ocean Suite, Ventnor Beach (6ft superking bed)

JackRating, 5 stars1 month ago
Great place to stay in a brilliant location. Would recommend!
Guest favourite
Apartment in Hampshire
4.92 out of 5 average rating, 143 reviews

Newly refurbished, modern flat central Winchester

KirstenRating, 5 stars5 days ago
Immaculately clean and well presented. Very comfortable beds and tea, coffee, milk and cake very much appreciated! Great location - just a short stroll in to town. The road is noisy, but that can't be helped. Overall a lovely place to stay. Thank you

Child-Friendly Holiday Condos

Guest favourite
Condo in Winchester
4.95 out of 5 average rating, 236 reviews

TOP FLAT CENTRAL ELEGANCE

HarryRating, 5 stars3 weeks ago
Words can’t describe how grateful I am to Jo for allowing me to stay for 6-weeks. I had a lovely time in this apartment! The location is amazing, Winchester is amazing, and you have everything you need within 5 minute walking distance. Jo is an amazing host and I would recommend this apartment to anyone! Thank you Jo for being so accommodating, it was a pleasure to stay at your apartment :)
Guest favourite
Condo in New Milton
4.89 out of 5 average rating, 190 reviews

Luxurious Apartment in New Forest National Park

DashaRating, 5 stars4 weeks ago
Very sweet little cottage, beautifully decorated with everything you would need inside of it. Great location, with a nice pub down the road. We would definitely stay here again and recommend for all. The only downside is that it is situated on a busy road so at night you can sometimes hear the cars, but we didn’t mind.
Top Guest favourite
Condo in Winchester
4.96 out of 5 average rating, 107 reviews

Spacious central 2 bedroom apartment+ free parking

RaeRating, 5 stars5 days ago
A lovely spot and well located for exploring Winchester and the surrounds. The flat is very equipped, clean, light and smartly presented. It’s a perfect base for seeing the city centre - very easy to walk in. Host is very helpful and responsive on message. It was a good location to use as base for visiting Mottisfont Roses and Jane Austen’s House. Would recommend for a weekend getaway!
Top Guest favourite
Condo in Hampshire
4.98 out of 5 average rating, 200 reviews

Historic Quay | 2 The Old Alarm with free parking

LouiseRating, 5 stars2 weeks ago
Julie was a fantastic host, she was very responsive and helpful. The flat was lovely, it was in a great central location and was well equipped, homely and pristine. There were thoughtful touches such as the welcome hamper and a useful parking permit. We wouldn’t hesitate to recommend or to return again.
Top Guest favourite
Condo in Wiltshire
4.97 out of 5 average rating, 159 reviews

River View: Peaceful, private studio in Salisbury

ChrisRating, 5 stars1 week ago
River View was an amazing place to stay. It was private and peaceful with beautiful gardens at the back of the property. Unfortunately we didn't get to enjoy this as it was raining. The property matched the description on the website and was very comfortable and clean. Wouldn't hesitate to recommend to anyone needing to stay near Salisbury and would love to return again.
Top Guest favourite
Condo in Bromham
4.95 out of 5 average rating, 101 reviews

Two Acres Lodge

MadeleineRating, 5 stars3 days ago
This is a lovely, cosy loft in a picturesque area. Suzanne was a great host - friendly and responsive, and made us feel very welcome. Thank you very much!
Top Guest favourite
Condo in Hampshire
4.96 out of 5 average rating, 104 reviews

Private Annex on the edge of the New Forest

EleanorRating, 5 stars2 weeks ago
Rose's place is beautifully clean and comfortable. We were warmly welcomed and made to feel at home. We loved relaxing in the beautiful garden and very much appreciated the thoughtful note that had been left, along with the generous provision of breakfast and hot drink items. We had two great meals out, one at The Ship and one at The George. It was so easy to get into the forest for walks. A great stay and we would thoroughly recommend!
Top Guest favourite
Condo in West Berkshire
4.89 out of 5 average rating, 114 reviews

The Hay Loft at Heads Hill Farm

DavidRating, 5 stars1 month ago
Nice little annex - everything you need. Peaceful location and Andy was really friendly and approachable.

Quick stats about holiday rentals that are kid-friendly in Winchester

  • Total rentals

    40 properties

  • Nightly prices starting at

    $84 NZD before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. Kid-friendly rentals