Bed and breakfast vacation 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 favorite

Guesthouse in Haslemere

4.93 out of 5 average rating, 578 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.

Guest favorite

Guest suite in Old Basing Hampshire

5 out of 5 average rating, 200 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

Guest favorite

Home in Winchester

4.94 out of 5 average rating, 333 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 (upon request) 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

Guest favorite

Home in Isle of Wight

5 out of 5 average rating, 26 reviews

Spacious Farmhouse for family holidays. Cowes

Somerton Farm Cowes, wonderful spacious family farmhouse set in the countryside. Short walk to Cowes - Autumn break. Stunning views of countryside and river Medina near Northwood. Walking, cycling and wildlife (donkeys). SK double, King double/en-suite shower, 2 twin bedrooms and a family bathroom with bath. Large kitchen, dining room seats 8, sitting room with Smart TV also a family playroom. Dogs welcome. Parking .Ferry discount. FRI/MON arr/dep*Weekly Fir/Fri in school hols only.

Guest favorite

Private room in Hampshire

4.96 out of 5 average rating, 162 reviews

Penny Farthing House central City with parking

Large and comfortable room in a Georgian house with original features, sitting area and dining / work table. Perfect for a work if professional that needs some space. Can book for a week at a time and arrive Sunday is perfect. On the ground floor without stairs , easily accessible. Choice of breakfast available. Car parking available at rear of property included. Close to City restaurants, bars and Cathedral, Winchester College, Law Courts and City Mill. Please read House Manual.

Guest favorite

Private room in Winchester

4.91 out of 5 average rating, 185 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.

Guest favorite

Ranch in Minstead

4.95 out of 5 average rating, 37 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.

Cottage in Froxfield

4.88 out of 5 average rating, 8 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

Superhost

Tiny home in Salisbury Wiltshire

4.64 out of 5 average rating, 154 reviews

Salisbury Cathedral Close Log Cabin ens

Photo from gates by log cabin leading to the Close & Cathedral.. En-suite log cabin in glorious situation with garden. Comfortable bed. Blackout blinds/curtain or sleep with doors open in Summer. Parking included. TV, WiFi, tea/coffee, microwave, fridge. Simple Breakfast or self catering. Near Cathedral, 5 mins walk to medieval city with Shops, market restaurants, entertainments. Stonehenge 20 minute drive or bus. Special price, 3 nights: £250.

Guest favorite

Guest suite in Winchester

4.89 out of 5 average rating, 161 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.

Guest favorite

Condo in Wroxall

4.78 out of 5 average rating, 144 reviews

Annexe Apartment Hot Tub, 10mins drive to beach

Charming ground floor self-catering apartment at Clevelands accessed via a single unmade lane. Car parking available. Apartment has private enclosed courtyard with hot tub, BBQ and comfy garden furniture. Dogs welcome. Wroxall is short drive to Ventnor, Shanklin & Sandown island beaches. Lots of country walks and dog friendly pubs/cafes. During the busy summer months we prefer a 7-night stay however we do offer short-stays .

Superhost

Bed and breakfast in Soberton

4.96 out of 5 average rating, 204 reviews

Lovely 2 Bedroom Cosy Annexe

Pretty self contained annexe in grounds of a medieval listed farmhouse, well equipped kitchen, 2 cosy double bedrooms TVs, lounge with sofa bed, small shower and toilet, hot tub must be booked for private use . Well behaved dogs only please. Lovely breakfast provided to prepare yourselves . We also do a champagne package with nibbles and cake for £40 or with Prosecco for £ 30