Kid-friendly vacation rentals in Winchester

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Top-rated kid-friendly rentals in Winchester

Guests agree: these kid-friendly rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Winchester

4.95 out of 5 average rating, 260 reviews

Water Meadows Lodge beside Winchester South Downs

"Riverside" Garden Lodge is separate, secure and sunny with a private garden and free parking in St Cross village Winchester, beside the Water Meadows and South Downs. Only 15 minutes walk from the centre via the famous Water Meadow paths or road's celebrated inns you have an ideal location to enjoy this historic city. Finished to high standards, the double bedroom, spacious living / dining room, kitchen, shower / loo have the essential luxuries. Plus Fast WiFi, 42" Smart TV and Laundry service.

Oct 11 – 18

G$26,099 GYD per night

Guest favorite

Condo in Hampshire

4.96 out of 5 average rating, 108 reviews

Lovely 1 bedroom apartment with private parking

Lovely 1st floor 1 bedroom apartment with private entrance and secure free parking. CCTV covering entrance. Only 200m from the railway station and a 10 minute walk to the City centre. Immaculately decorated throughout. A fully equipped kitchen with welcome pack. 200Mbit WiFi. SmartTV. Gas central heating. King size bed with 100% cotton duvet cover. The pillows and duvet are duck feather and down. White cotton towels. Hairdryer, Iron & board. 100m from coffee shops and a pizza restaurant.

Oct 10 – 17

G$33,086 GYD per night

Guest favorite

Farm stay in Headbourne Worthy

5.0 out of 5 average rating, 235 reviews

A Unique Farm Retreat

There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

Feb 4 – 11

G$44,152 GYD per night

Guest favorite

Guest suite in Hampshire

4.97 out of 5 average rating, 281 reviews

Own Front Door

Welcome to the beautiful city of Winchester! I have self contained central accommodation comprising of a double bedroom with en-suite shower room, a lounge with fridge/tea/coffee making facilities and your own private front door accessed from the street at ground level. The accommodation has been part of a massive renovation of the main house, now fully completed. Dating from the 1850’s it still retains a Victorian feel with high ceilings and sash windows. It is a lovely light, airy space.

Jul 8 – 13

G$22,348 GYD per night

Guest favorite

Guesthouse in Winchester

4.97 out of 5 average rating, 462 reviews

Idyllic Hideaway Ham Green Cottage near Winchester

The Orchard Studio at Ham Green Cottage is a pretty brick and flint building tucked away in a corner of our truly English country garden. You are completely private. We are family-friendly and you can expect a comfortable stay and warm welcome. We are in a village close to the historic city of Winchester, however our setting is completely rural and quiet. We have a fantastic village pub or there are lots of places to chose from in Winchester itself - the best of both worlds!

Aug 12 – 19

G$29,141 GYD per night

Guest favorite

Apartment in Winchester

4.91 out of 5 average rating, 287 reviews

The Loft with free off road parking

A self-contained studio by apartment with kitchen facilities, double bed, sofa and TV. En-suite toilet and shower room. Free off street parking on the doorstep. Situated 5-10 minutes walk from Winchester's historic city centre and even closer to the widely renowned Black Boy pub. Within 150 metres of the South Downs Way. Just a few minutes walk from the Winchester Sports Centre. The apartment is accessed via an external staircase and so may not suit those with mobility issues.

Jul 6 – 13

G$20,897 GYD per night

Guest favorite

Townhouse in Hampshire

4.99 out of 5 average rating, 166 reviews

Entire House Central Winchester 2bed private patio

In the heart of historic Winchester, Wykeham Cottage provides a perfect base for exploring the city. On beautiful St Swithun Street, overlooking the Cathedral wall, the cottage has a south-facing, private patio and an on-street parking permit for one car. Fabulous restaurants, markets, pubs, shops and riverside walks are all minutes away on foot, as are the ruins of Wolvesey Castle, Winchester College and the medieval church St Swithun-upon-Kingsgate.

Mar 21 – 28

G$44,669 GYD per night

Guest favorite

Guest suite in Winchester

4.89 out of 5 average rating, 140 reviews

Beautiful guest suite in rural Hampshire

Set in the grounds of a Grade II listed thatched cottage on the edge of Kings Worthy village, our annex is beautifully decorated and comfortable. With its own entrance and small private outdoor area, this property combines rural charm and handy local amenities (bus stop just outside to central Winchester and fantastic local pub just a two minute walk away). Tea and coffee are provided as well as breakfast cereals, bread/butter and fruit jams.

Nov 29 – Dec 6

G$23,088 GYD per night

Guest favorite

Home in Hampshire

4.88 out of 5 average rating, 211 reviews

City Centre Riverside Gem With Parking.

An amazing two bedroom period cottage that is superbly located for all of Winchester's amenities, adjacent to the city mill and just a few steps away from the High Street. The cottage offers city living in a delightful tucked away location backing onto the River Itchen and only seconds from all the city centre has to offer. The house suits all needs, a romantic weekend, a South Downs Way stop over, family break and equally a business trip.

Jan 8 – 15

G$37,441 GYD per night

Guest favorite

Tiny home in Winchester,

4.94 out of 5 average rating, 124 reviews

The Hidden house in Winchester

The Hidden House is a slice of modern luxury tucked away in the heart of Winchester. Detached and private, this space is perfectly placed for exploring Winchester and all it has to offer. Our guests also love hiding away and making use of the big TV setup and Hotel Chocolat Velvetiser! Don't take our word for it - check out our reviews. Winchester High Street/The Cathedral - 10 min walk Winchester Train Station - 5 min walk

Oct 8 – 15

G$26,370 GYD per night

Guest favorite

Apartment in Winchester

4.95 out of 5 average rating, 232 reviews

Central Winchester garden flat, permit parking

Winchester City Centre- Bijou, charming, characterful, homely, warm and cosy self contained one bedroom flat with free permit parking and luxuriously large bath tub with shower, private garden with patio for alfresco dining. Fully equipped galley kitchen for self - catering. Only a five minute level walk to the central High Street and Cathedral. Less than ten minutes walk from the Railway Station.

May 10 – 17

G$24,389 GYD per night

Guest favorite

Home in Winchester

4.99 out of 5 average rating, 243 reviews

Martyr Worthy Home with a View

Situated at the end of a lane with the river as your neighbour, the accommodation is set in beautiful cottage gardens. With walks on your doorstep and local village pubs just a stroll across the fields, you have the benefit of a peaceful rural location and the convenience of being close to the historic city of Winchester and the attractive Georgian town of Alresford.

Dec 8 – 15

G$34,842 GYD per night