Family-friendly holiday rentals in City of Winchester

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Top-rated family-friendly rentals in City of Winchester

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Guest favourite

Guest house 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.

11–18 Nov

₹10,729 per night

Guest favourite

Bungalow in Eastleigh

4.93 out of 5 average rating, 377 reviews

One bedroom home.

Relax and make yourself at home in this comfortable bungalow with sunny lounge, fully equiped kitchen/diner and bathroom. Situated in a quiet cul-de-sac in the village of Bishopstoke on the outskirts of Eastleigh. The M27 and M3 motorways and Southampton Airport are just a few miles away. The historic City of Winchester is an easy drive. Whether you are on your way to explore the South West, visiting family or friends or just wanting a short break, we offer a convenient home away from home.

10–17 Sep

₹6,572 per night

Guest favourite

Guest house in Hampshire

4.92 out of 5 average rating, 176 reviews

Beautiful Self Contained Annex in South Downs NP

This brick and flint barn has been converted to a smart modern annex separate to our house. Set in the beautiful village of Meonstoke in the heart of the Meon Valley and the South Downs National Park. Ideal for visitors wanting a little luxury at the end of a day of outdoor pursuits. A really comfortable bed with blackout blinds and ensuite shower room. A spacious living area, with kitchen, dining area & log burning stove. Free wifi. Coffee (Nespresso machine) and tea, bread and jams included.

16–23 Jul

₹8,259 per night

Guest favourite

Flat in Hampshire

4.96 out of 5 average rating, 491 reviews

New 2 bed ground floor flat with wifi in Fareham.

This brand new 2 bedroom flat is located close to Fareham town centre and has private parking. It is located 5 minutes from the M27 motorway and within 5 minutes walk of the main line railway station and bus station. Fareham town centre shops, restaurants and pubs are within easy walking distance. The property has easy access by road and rail to all the Portsmouth attractions including Port Solent, the Mary Rose, HMS Warrior, the Historic Dockyard , Gunwharf Quays + the Spinnaker Tower.

16–23 Mar

₹8,607 per night

Guest favourite

Flat in Winchester

4.9 out of 5 average rating, 304 reviews

Copper Beech, a secluded two bed apartment

Copper Beech is spacious & modern apartment in a semi-rural location close to Winchester. This apartment has two large king size bedrooms; both with ensuite bathrooms, large lounge/dining area and a well equipped kitchen. One of the bedrooms can sleep up to 4 guests with a daybed (with two full single size beds) plus kingsize bed. Parking is available for two standard-sized vehicles - one blocking in the other. There is a trampoline in a large shared garden for children to play on.

21–28 Sep

₹16,899 per night

Guest favourite

Home in Hampshire

4.96 out of 5 average rating, 545 reviews

Quiet Winchester One Bedroom Home with own parking

Welcome to your lovely detached one bedroom home in a quiet leafy private road on the edge of St Giles Hill - just above medieval Winchester and on the edge of beautiful the South Downs Way. Your self-contained home includes parking on the drive, a stylish double bedroom, shower room, living area (with full double-width sofa bed) incorpoating a full kitchen/washing machine. Its an easy 10 minute downhill stroll across the park (lovely for a sunset picnic) to historic Winchester.

24–31 Aug

₹10,108 per night

Guest favourite

Loft in Chandler's Ford

4.93 out of 5 average rating, 661 reviews

Comfortable self contained annexe, Chandlers Ford

Need a comfortable base whilst on business or a short break away? Bradstow is conveniently situated 5 minutes from the M3, the M27 and Southampton Airport. IBM Hursley and B and Q HQ are just a 5 minute drive. Historic Winchester, Southampton, perfect for cruising, and the old market town of Romsey are all 15 minutes away. The New Forest and Peppa Pig World at Paultons Park is only 20 minutes drive. Heading East you will find Portsmouth Historic Dockyard is 25 minutes drive away.

6–13 Jan

₹7,729 per night

Guest favourite

Barn in Hampshire

4.98 out of 5 average rating, 304 reviews

Hay Loft - Barn

A spacious first floor suite with uninterrupted views across the fields. Enjoy indoor or outdoor dining. A super king bed aids restful sleep with a rain shower en-suite. It benefits from having a small self contained bunk room for the children giving space but having them with you. A very small but well equipped kitchen with essentials provided. If you need us we are on site but otherwise will leave you in peace to enjoy your stay. If the Hay Loft is full - look up the Cow Shed.

9–16 Nov

₹9,049 per night

Guest favourite

Flat in Winchester

4.91 out of 5 average rating, 289 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.

28 Jun – 5 Jul

₹8,429 per night

Guest favourite

Guest house in Winchester

4.97 out of 5 average rating, 463 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!

29 Jan – 5 Feb

₹12,866 per night

Guest favourite

Tiny home in Winchester

4.83 out of 5 average rating, 435 reviews

Cosy rural hideaway, Hursley, near Winchester

Fantastic rural retreat! Gorgeous cosy space, very private with own secluded garden. Everything that you need for a relaxing break. Five miles from both Winchester and Romsey, a fifteen minute walk to the lovely village of Hursley with its two pubs and great walks! Perfect for IBM Hursley, Peppa Pig World/Paultons Park, the New Forest (25 minutes) and beaches (40 minutes). You can be in Southampton with cinemas, bowling, shopping etc in 20 minutes. A great exploring base!

10–17 Mar

₹7,509 per night

Guest favourite

Cottage in Winchester

4.82 out of 5 average rating, 247 reviews

Beggar's Lane Cottage-3 beds in Central Winchester

Beggar's Lane cottage is Grade II listed and built circa 1720 and retaining many original features. Two similar sized bedrooms with great views of Winchester Cathedral and a downstairs bathroom. There is a small courtyard back garden. The WiFi is fast. There will be fresh towels, dressing gowns, tea and coffee for you on your arrival. A short walk to the City centre, with it's many bars, shops, restaurants and other attractions. Located in an elevated and quiet street.

4–11 Feb

₹16,384 per night