Bed and breakfast vacation rentals in Winchester

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Top-rated bed and breakfast rentals in Winchester

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

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Top guest favorite
The exterior features a charming brick building with a sloping roof and multiple windows. A gravel courtyard is adorned with potted plants, creating a welcoming entrance. The surrounding greenery complements the tranquil atmosphere of the property.
Guest suite in Broadstone
4.96 out of 5 average rating, 204 reviews

Ideal base for exploring Dorset coast and country

The garden room is a delightful, quaint building originally a piggery, It is decorated to the highest standard in a contemporary style and is a lovely calm space, in which to relax and enjoy your stay. Modern dimmable downllighting and smaller lamps give a bright or more muted feel according to your need. Central heating makes it warm and cosy in the cooler weather. Egyptian cotton sheets give a luxurious feel to the kingsize bed and ensure a comfortable nights rest. Accommodation on one level.

Superhost
A rustic studio space features exposed wooden beams and a cozy sleeping area. A colorful quilt adorns the spacious bed, while a soft seating area is nearby. Light filters in through the window, creating a warm atmosphere, with decorative elements enhancing the inviting design.
Guesthouse in Haslemere
4.93 out of 5 average rating, 654 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.

Top guest favorite
The exterior of a charming oak-framed cottage is showcased, surrounded by a colorful garden filled with various flowers. A gravel path leads to a welcoming porch, framed by thriving greenery and rose bushes, inviting guests to explore the peaceful outdoor environment.
Guest suite in Old Basing
5 out of 5 average rating, 220 reviews

Rural Retreat. Comfort, style, views and garden.

Guest suite in wing of oak framed cottage. Situated in farmland between 2 picturesque villages, Old Basing and Newnham . Charming sitting room with log burner Spacious garden and terrace with covered verandah and furniture Simple DIY breakfast provided Private entrance King bed Great base for exploring country gardens and houses of Hampshire. Convenient for London, Winchester, Farnham, Windsor, Highclere Please note the location, vehicle required - 35 min walk to village and shops 2.5 miles +

Top guest favorite
The exterior of a two-story house is presented, featuring a sloped roof and dark shutters. A well-manicured garden surrounds the property, with a blend of grass and decorative shrubs. Natural sunlight highlights the inviting facade, while a patio area offers additional outdoor space.
Home in Bracklesham
5 out of 5 average rating, 55 reviews

Luxury house close to beach

Earnley Gate is a beautiful house and short distance to the Beach and Medmerry nature reserve. Very conveniently located about 5 miles south of Chichester as well as the renowned Goodwood Estate. Located down a quiet street with a large secured garden, the house is a generous size with bright and airy rooms. The kitchen is high spec and has everything needed for easy self catering. With a comfortable lounge and separate formal dining room, you can enjoy relaxed luxury for up to 6 people.

Guest favorite
A rustic oak-framed barn is nestled among trees, showcasing a sloped roof and large windows. Gravel pathways lead to the entrance, framed by potted plants. The structure is surrounded by open space, offering a serene rural setting.
Home in Winchester
4.94 out of 5 average rating, 376 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

Top guest favorite
Private room in Winchester
4.92 out of 5 average rating, 218 reviews

17th Century Town House in Central Winchester

Our home is a beautiful 17th 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
A quaint patio courtyard is surrounded by lush greenery and flowering plants. A wooden picnic table with attached benches sits in the center, shaded by a large umbrella. The cottage entrance is framed by vibrant blooms, adding a natural touch to the tranquil setting.
Ranch in Minstead
4.91 out of 5 average rating, 47 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.

A view is presented of Salisbury Cathedral, prominently featuring its tall spire, framed by lush greenery and trees. A pathway extends in the foreground, bordered by neatly trimmed hedges and grass, leading toward the serene landscape of the Cathedral Close.
Tiny home in Salisbury
4.64 out of 5 average rating, 199 reviews

Salisbury Cathedral Close Log Cabin with En Suite

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.

Top guest favorite
A well-maintained garden surrounds the cottage, featuring vivid flowering plants and a grassy lawn. A tree provides shade, and a small seating area is visible. The charming facade of the cottage, with a steeply pitched roof and inviting entrance, is framed by lush greenery and colorful blooms.
Private room in Owslebury
4.94 out of 5 average rating, 312 reviews

Double room in a beautiful rural cottage

A quintessentially English country 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 the guest bed is a standard double size. Breakfast includes fresh fruit, local honey and eggs from the Hens if available as well as cereals, bread, teas, OJ and coffee.

Guest favorite
The exterior of a charming detached house is presented, featuring lush green plants climbing the walls. Neatly arranged gardens surround the entrance, adorned with colorful flowers. A sunlit conservatory extends from the side, providing additional living space. The clear blue sky completes the serene scene.
Private room in Hampshire
4.91 out of 5 average rating, 208 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

Top guest favorite
Private room in Hampshire
4.91 out of 5 average rating, 253 reviews

Large, sunny room in village house

Huge room with balcony, en suite bath/shower room, TV, fridge, kettle and toaster. A DIY breakfast is provided: toast, yoghurt, fruit, etc. The Clarendon Way passes our front door and we are close to Winchester, Salisbury and the New Forest. The River Test flows through the village and there are fabulous walks and bike rides near by. There is a country pub serving food a 5 min walk away. Bicycles can be stored securely in our garage.

Top guest favorite
The exterior of the Chicken Shed features wooden siding with stone accents, complemented by large windows. A patio area is showcased with a circular table surrounded by wicker chairs, adorned with potted flowers in vibrant colors. An umbrella provides shade, enhancing the outdoor seating space.
Cabin in Marina
5 out of 5 average rating, 8 reviews

The Chicken Shed

The` Chicken shed` is a cosy 1 bedroom annexe with en-suite shower room, on the courtyard of Highground Barn, which is a traditional Sussex flint barn originally built in 1760 and converted in 2004. The property sits at the end of a quiet country lane in Barnham village surrounded by fields of grazing horses, and is an ideal location to stay and relax. A stay at the `Chicken Shed` is sure to be a peaceful and relaxing time.

Popular amenities for Winchester bed and breakfast rentals

Quick stats about bed and breakfast rentals in Winchester

  • Total vacation rentals

    Explore 40 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 650 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Winchester vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winchester rentals

  • 4.8 Average rating

    Winchester stays are highly rated by guests—averaging 4.8 out of 5!

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