Holiday rentals with breakfast in City of Winchester

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Top-rated rentals with breakfast in City of Winchester

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Guest favourite

Hut in Winchester

4.97 out of 5 average rating, 464 reviews

The Pigsty

The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

30 Mar – 6 Apr

₹19,377 per night

Guest favourite

Home in Crawley

4.96 out of 5 average rating, 266 reviews

Secluded and peaceful home in beautiful village

A delightful detached two storey property in the grounds of Whitethorn cottage, in the picturesque village of Crawley near the historic city of Winchester. Secluded and quiet with pleasant garden views. Nicely furnished to a high standard throughout. Crawley is a beautiful classic English village with an excellent gastro pub, within easy walking distance. A good continental breakfast is provided and we will be available to offer help and advice on the many places to visit in the local area.

30 Sep – 7 Oct

₹10,331 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

₹16,552 per night

Guest favourite

Guest house in Hampshire

4.95 out of 5 average rating, 139 reviews

The Old Cart Shed

This brick and flint barn has recently been converted to a smart modern annex next to our house. Set in the beautiful hamlet of Middle Preshaw in the heart of the South Downs National Park on The Monarch's Way footpath, just off The South Downs Way. A great base to explore Winchester, Winchester Christmas Market, the South Downs National Park, the South Coast for a sailing weekend, Southampton Boat Show, Goodwood Festival of Speed, and the New Forest. 50Mbps superfast wireless internet

19–26 Oct

₹8,815 per night

Guest favourite

Barn in Wherwell

4.97 out of 5 average rating, 182 reviews

Entire Annexe with optional breakfast

16th century converted barn on the River Test which is famous for fly fishing. Guests have use of the garden right on the river which is ideal for relaxing with a picnic and a glass of something or just enjoying the wildlife and stunning scenery. Wherwell is an historic and picturesque thatched village, deep in the heart of rural Hampshire, and the beautiful Test Valley. It is close to many pretty villages and historic towns and cities, and offers access to many places of interest.

2–9 Oct

₹7,286 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

₹12,613 per night

Guest favourite

Hut in Winchester

5.0 out of 5 average rating, 159 reviews

Nature’s Nook Cosy Couples Woodland Cabin Hursley

Escape to Nature's Nook which offers a peaceful rural getaway. You will be treated to spectacular views across the Winchester countryside and wildlife right outside your doorstep. Nature's Nook is perfectly located, nestled on the edge of a bluebell wood with country walks just minutes away and the historical city of Winchester only a 10 minute drive away. You have a private car parking space leading to a short idyllic winding lit path through the woods to your cabin.

14–21 Sep

₹15,682 per night

Guest favourite

Guest suite in Winchester

4.89 out of 5 average rating, 141 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.

1–8 Dec

₹9,223 per night

Guest favourite

Guest suite in Hampshire

4.87 out of 5 average rating, 209 reviews

The Annexe-central Winchester

The annexe is a cosy oasis hidden in the heart of central Winchester. It’s a completely private en-suite bedroom in a quiet leafy cul-de-sac. The theatre and many of Winchester’s best restaurants are right on your doorstep. The train station and High Street are a 5 minute walk away. 5 minutes in the other direction and you can be in Winnall Moors nature reserve.

17–24 Oct

₹7,492 per night

Guest favourite

Cottage in Hampshire

5.0 out of 5 average rating, 171 reviews

Cosy country cottage with chalk stream charm

A beautifully renovated and charming lodge on the river Dever, ten minutes drive north of the historic city of Winchester. The Fisherman's Lodge is a beautiful self contained country escape with the added benefits of its own little island and brilliant views of the charming river Dever and the wildlife that lives along its banks.

4–11 Oct

₹14,942 per night

Guest favourite

Cottage in Privett

4.97 out of 5 average rating, 414 reviews

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

Inspired by Soho Farmhouse. A stylish converted barn set in the grounds of a Georgian Lodge within the South Downs National Park. Conveniently located close to the picturesque market towns of Alresford, Petersfield, Alton and historic Winchester, it is an ideal base to both explore Hampshire and kick back and relax in luxury.

28 Apr – 5 May

₹11,093 per night

Guest favourite

Home in Otterbourne

4.98 out of 5 average rating, 122 reviews

Quiet semi-detached house near Winchester

The house is a 2 bedroom property suitable for business & leisure. It is located in Otterbourne, 5 miles from historic Winchester. The house is close to Winchester and the River Itchen is 5 mins on foot for leisurely walks. A supermarket, at 150 m, is open early to late every day.

27 Dec – 3 Jan

₹10,444 per night