Bed and breakfast holiday rentals in City of Winchester

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Top-rated bed and breakfast rentals in City of Winchester

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Old Basing Hampshire

5.0 out of 5 average rating, 187 reviews

Rural Retreat. Comfort, style, views and garden.

Guest suite in wing of oak framed cottage. Situated in farmland between the picturesque villages of Old Basing and Newnham . Charming sitting room with log burner and views. Spacious garden and terrace with covered verandah and furniture. Simple breakfast provided. Private entrance. King bed. Good shower Great location for walking and exploring country gardens and houses. Convenient for London, Winchester, Farnham, Windsor , Highclere, etc. Great choice of pubs and restaurants nearby Good wifi

15–22 Oct

₹8,812 per night

Guest favourite

Guest house in Haslemere

4.92 out of 5 average rating, 542 reviews

The Piggery, Henley Hill

The Piggery is a beautiful self- contained, detached converted Piggery set in landscaped gardens as part of Verdley Edge and nestled between Cowdray woodland and the stunning South Downs. With walks from the doorstep and an award winning country pub ‘The Duke of Cumberland’ in walking distance, this is perfect retreat from busy lives. After 6 years superhosting over 500 guests The Piggery has just received a full renovation for 2024 and is looking extra lovely, we can’t wait to welcome you.

20–27 Nov

₹12,271 per night

Cottage in Chidham

5.0 out of 5 average rating, 38 reviews

Entire guest suite near Chichester

White Cottage is an attractive 300 yr old building oozing rustic charm with modern comforts. Your accommodation includes private entrance, large hallway, charming sitting room with stairs to a galleried landing & good size bedroom & ensuite shower room. Optional traditional breakfast (payable on request) Positioned in a quiet country lane surrounded by nature, we are ideally situated for Goodwood & Chichester Harbour. Your hosts live in the adjacent wing & look forward to welcoming you.

26 Jun – 3 Jul

₹11,562 per night

Guest favourite

Barn in Elsted

4.98 out of 5 average rating, 233 reviews

Tranquil self-contained studio. South Downs view.

Lovely private open plan studio in glorious surroundings beneath the South Downs. It is light, airy and very peaceful with stunning views and a private outside seating area. A footpath leads straight from the garden to the South Downs Way and exceptional walking/cycling. There is a celebrated pub, The Three Horseshoes, within walking distance serving great food and local beers. Goodwood (motor and horse racing) is 20 minutes and Midhurst (Cowdray castle) is 6.5 miles. Chichester is 12 miles.

19–26 Sep

₹13,448 per night

Guest favourite

Ranch in Minstead

5.0 out of 5 average rating, 12 reviews

Woodside Lodge ‘Acorn’ (& animal experiences)

Self-contained rural double room with en-suite shower room & own entrance via patio courtyard. Situated in paddocks & woodland in the heart of the beautiful tranquil New Forest. Breakfast baskets provided. Country pub within walking distance & miles of woodland and wildlife to explore. Optional exclusive VIP hands-on experiences suitable for all ages (£45 - bookable in advance/subject to availability) Explore miniature horses, stables, aviaries, owls, sheep and reptile house.

7–14 Jun

₹13,266 per night

Guest favourite

Room in Winchester

4.91 out of 5 average rating, 171 reviews

18th Century Town House in Central Winchester

Our home is a beautiful 18th Century Town House, with a walled garden, in the ancient city of Winchester. Ideally situated for walking throughout the city with its magnificent 900 yr old Cathedral, William the Conqueror's Great Hall, King Arthur's Round table, Winchester College, England's oldest Public school. 1hr by train from London, 1hr from Heathrow, close to the New Forest, the South Downs, the South Coast, Jane Austen's home. Our house is 4 mins walk from the station.

4–11 Mar

₹9,761 per night

Guest favourite

Home in Winchester

4.94 out of 5 average rating, 303 reviews

Oak Framed Barn with Tennis Court

A stylish secluded, two storey, oak framed barn with tennis court, 4 miles from Winchester. Homely space with two bedrooms plus a sofa bed and ground floor open plan living area. Super fast WiFi. The Barn adjoins the Watercress Way and stands separately in the grounds with views over open Hampshire fields. Nearest neighbour c.1 mile away but there is loads to do in the area with an abundance of country pubs, one or two within walking distance and beaches within 50 minutes.

28 Nov – 5 Dec

₹19,930 per night

Cottage in Froxfield

5.0 out of 5 average rating, 4 reviews

2 Bedroom Cottage sleeps 2-5

Bootmenders B&B is a cosy private garden cottage in a very rural but accessible corner of east Hampshire. The private garden is set within an designed space within gravel planting and sculpture theme. Further afield, there is plenty of walking and cycling to explore the countryside, but a short drive will also take you to the beach on the south coast, or to the cities of Winchester, Chichester, Portsmouth or Guildford. Good wood is a short 25 minute drive

10–17 Dec

₹12,871 per night

Guest favourite

Place to stay in Hampshire

4.9 out of 5 average rating, 147 reviews

Bedroom 2 in a country house close to Winchester

Bedroom 2 is part of a 6 Bed detached house in its own grounds on the outskirts of a Hampshire village famous for its timber framed black and white thatched properties. The house is surrounded by agricultural fields. The accommodation available is for up 6 people in 3 bedrooms in the house. Prices quoted are for one bedroom with Single or Double occupancy. If you wish to book the other bedrooms they are listed as Bedroom 1 and 3 on airBnb.2

15–22 Jun

₹4,886 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

₹9,407 per night

Guest favourite

Room in Owslebury

4.94 out of 5 average rating, 204 reviews

Double room in a beautiful rural cottage

Tucked away down a lane surrounded by woods and fields and yet only a 15 minute drive from the heart of the beautiful city of Winchester, this is the perfect rural retreat to relax and explore the South Downs National Park. Please note breakfast consists of coffee, teas, orange juice, toast, jams and honey, cornflakes or muslei, yoghurt and fruit. There is a single sofa bed also available in my study for a small extra charge.

12–19 Oct

₹5,882 per night

Guest favourite

Room in Southampton

4.99 out of 5 average rating, 492 reviews

Spacious Suite-Bedroom, Lounge,Bathroom,Parking

If you are looking for a comfortable, modern, centrally located base with parking that feels like home, where you can make tea or coffee whenever you like, help yourselves to cereals, toast etc at breakfast and have the use of the kitchen for simple (microwave) dinners then look no further. This particular let has its own double bedroom, adjoining private bathroom and lounge for sole use .. ideal for longer stays.

7–14 Oct

₹6,666 per night