Holiday rentals in City of Winchester

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Top-rated holiday 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.

Guest favourite

Guest house in Hampshire

4.92 out of 5 average rating, 177 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.

Guest favourite

Apartment in Hampshire

4.96 out of 5 average rating, 111 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.

Guest favourite

Flat in Hampshire

4.95 out of 5 average rating, 174 reviews

Romantic, artist’s flat, superb central location.

Romantic, bow-fronted, ground floor Regency property with lots of character. Well-appointed but down to earth. Directly opposite the famous King Alfred's statue in the centre of town: 1 minute walk to the river, 1 minute to city centre shops, 3 mins to Winchester Cathedral, 15 mins to train station. Kitchen opens into small pretty garden, then onto quiet cul-de sac for parking (permit provided- parking in the cul-de-sac not guaranteed but there are plenty of streets within the permit zones).

Guest favourite

Guest suite in Hampshire

4.97 out of 5 average rating, 283 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.

Guest favourite

Home in Hampshire

4.96 out of 5 average rating, 547 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.

Guest favourite

Flat in Winchester

4.91 out of 5 average rating, 290 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.

Guest favourite

Guest house in Winchester

4.97 out of 5 average rating, 464 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!

Guest favourite

Flat in Compton

4.98 out of 5 average rating, 229 reviews

The Annexe at Longacre, near Winchester

The Annexe is a bright and airy self contained house separate from our home. The accomodation is over two floors with wonderful views out to the Hampshire countryside. We are on a quiet private country road 2 miles from the vibrant city of Winchester, 6 miles from Southampton Airport and 3 miles from IBM Hursley. Excellent transport links to London (1 hour from Shawford Station) and to Southampton. We live in the main house. Follow us on Instagram @longacreannexe

Guest favourite

Farm stay in Hampshire

4.91 out of 5 average rating, 152 reviews

Room with a view

You’ll love sharing photos of this unique place with your friends. Room with a View is a cosy and bright studio room located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Room with a View is situated in a prime location, perfect for a serene getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Room with a View is surrounded by acres of fields and beautiful views.

Guest favourite

Home in Hampshire

4.88 out of 5 average rating, 214 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.

Guest favourite

Flat in Winchester

4.95 out of 5 average rating, 235 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.