
Kid-friendly holiday rentals in City of Winchester
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Top-rated family-friendly rentals in City of Winchester
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Kid-friendly house rentals

Barn Retreat in South Downs (Free EV Charging)
Great place to stay. Nice quiet location for shops and pubs etc in Bishops Waltham and only a short drive over to Winchester too. Really great space to chill for the weekend.

House in the heart of Winchester
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.

West Cottage
A fabulous stay, cosy yet spacious; hosts were lovely, very accommodating, and welcoming. We will definitely stay again! Bliss!

The Joinery, Owslebury, Winchester
We had a lovely stay at Kate’s accommodation, very spacious for 6 adults and enjoyed the hot tub. Winchester was only a short drive away so was a great base in a quiet area near the city centre. Clean and lovely to have some food supplies on our arrival - thanks Kate!

The Piggery: with tennis court and games barn
Perfect place for a quiet getaway and close enough to explore some great places. All you hear from the garden is birdsong. Perfect. We stayed a week and visited Winchester a few times, Stonehenge, new forest, Portsmouth, Bournemouth, lymington etc. Very comfortable place to stay and Natalie clearly looks after the place. Thumbs up from us and if in the area again we will be coming back to the piggery.

Stable Cottage Beauworth Southdowns Hampshire
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.

Charming Mews House in Historic Winchester
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.

Stunning peaceful base to explore Hampshire
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 !
Family-friendly apartment rentals

Seascape - a Luxurious Coastal Escape
Thank you for a wonderful stay! The view from the kitchen was amazing, the property was spotlessly clean and spacious throughout, and the bed was very comfortable. We had the perfect, restful stay and highly recommend this Air Bnb.

*Stunning River Views*, modern in great location
Fantastic stay for a long weekend with my wife! The location was perfect for exploring the town, and the exclusive development added a touch of luxury. The apartment was spotless and well-maintained, with a great view of the river from the balcony - The seating and table was very comfortable. The one-bedroom layout worked well for us, with spacious rooms and a hall. The kitchen was fully equipped with everything we needed. A big plus was the convenient car parking, just a stone's throw from the lift. One tip for future guests: make sure to pick up the garage key fob from the apartment before unloading your car! Overall, we were very comfortable here and would definitely stay again. Highly recommended!

Stylish & Modern Central Apartment, free parking.
Great little apartment that provided all the essentials before my trip to the Isle of Wight Festival the following day! Would highly recommend. Very clean and easy to check-in. Hosts were extremely helpful in their communications.

Laburnums Loft Apartment
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.

Getaway to the New Forest
We had a lovely stay at Diana’s and would definitely stay again. Nothing was too much trouble, Hythe village is walkable and the apartment was lovely - extremely well appointed and even better than the photos.

New 2 bed ground floor flat with wifi in Fareham.
This place was great! Spacious, clean, and definitely on my list to return if I ever need a stay in this area. Close to the transit station. The host also had a handy dandy folder with rules, restaurant recommendations, how to work and troubleshoot appliances , and more. I loved that they took the time to create that! Definitely recommend!

The Annexe @ Mandalay Lodge
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!

The Annexe at Longacre, near Winchester
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!
Family-friendly apartment rentals

Walking, watersports or relax in lovely Hamble
Great location to get to lots of various locations, we visited New Forest, Southampton, Portsmouth and walked down to the shingle beach, which was only a ten minute walk! Lovely and clean place, small but not tiny, just enough room for two adults and two small dogs. Everything was a thoughtful touch, from kitchen wear to comfort. Would definitely stay again if I was ever visiting the same area. Jackie was super helpful and very friendly, which is always a bonus. The surrounding area is residential and also partly industrial but noise level was low, which we appreciated. Plenty of space to park your car and close to the train station.

Cosy and quiet studio on High Street, Southampton
Wonderful place to stay host was fantastic will be back!

New Upscale Contemporary Apartment - River Views
Great view over the river, apartment was very clean, modern and secure with keypad entry. Easy walk to restaurants and Spar supermarket nearby. Secure car park, parking space numbers are on the ground with slightly weird numbering system. Excellent entry instructions from the host, just read them properly. It does make the apartment very secure. Definitely a great choice to stay in Southampton.

Luxurious Apartment in New Forest National Park
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.

Spacious central 2 bedroom apartment+ free parking
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!

Historic Quay | 2 The Old Alarm with free parking
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.

Lovely 1 bedroom apartment with private parking
Fabulous stay in this lovely, well equipped apartment - immediately felt at home and it was clean and comforable. We would not hesitate to recommend and I am sure we will be back in the future. Perfectly situated for a short walk into the centre of Winchester.

The Beach Hytte - Stunning Sea View Penthouse
Ian’s place was absolutely gorgeous. A very spacious and modern apartment on the top floor with a wrap around balcony. We had an amazing few nights here and couldn’t fault it. There’s free parking on the street which was easy to find a spot. The flat is in an amazing location which is fairly quiet and walking distance to the beach or town centre.
Quick stats about holiday rentals that are kid-friendly in City of Winchester
Total rentals
280 properties
Nightly prices starting at
₹868 before taxes and fees
Total number of reviews
20K reviews
Family-friendly rentals
210 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
10 properties have a pool
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- New Forest national park
- Bournemouth Beach
- Kimmeridge Bay
- Paultons Park Home of Peppa Pig World
- Oxford University
- Boscombe Beach
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Southbourne Beach
- Twickenham Stadium
- Chessington World of Adventures Resort
- West Wittering Beach
- Thorpe Park Resort
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- Highclere Castle
- RHS Garden Wisley
- Goodwood Racecourse
- Winchester Cathedral
- The Tank Museum
- Marwell Zoo
- Worthing Pier
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