Bed and breakfast holiday rentals in Winchester

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Top-rated bed and breakfasts in Winchester

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Top Guest favourite
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, 217 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 location for exploring country gardens and houses Convenient for London, Winchester, Farnham, Windsor , Highclere, etc Great choice of pubs and restaurants nearby Car required, 35 min walk to village, shops 2km +

Guest favourite
The exterior of the converted barn showcases a blend of wooden siding and a peaked roof, featuring several windows and a central entrance. A gravel pathway leads up to the building, surrounded by a lush green landscape under a partly cloudy sky.
Guesthouse in Chichester
4.87 out of 5 average rating, 79 reviews

Oak House Barn near Chichester and Goodwood.

Overlooking The South Downs on the South Cycle Route ,in close proximity to Bosham, Chichester, and the sandy beaches of The Witterings is the annex to Oak House. On offer is a converted barn, containing 2 double bedrooms bathroom sitting room and fully equipped kitchen with self service breakfast included. Please be advised that the staircase is quite steep but there is a banister and stair gate. if required. Guests can see the animals in fields the goats live off the end of the small garden

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, 646 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 favourite
The spacious farmhouse exterior is shown, featuring a light-colored facade and multiple windows. A simple seating arrangement is visible on the left, along with a gravel pathway leading to the entrance. Lush green grass surrounds the property, complemented by stone and terracotta planters.
Farm stay in Isle of Wight
5 out of 5 average rating, 32 reviews

Spacious Farmhouse Cowes perfect for Autumn breaks

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(no shower). 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 Fri/Fri in school hols.

Top Guest favourite
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 favourite
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, 370 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 favourite
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.
Farm in Minstead
4.91 out of 5 average rating, 46 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, 196 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 favourite
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, 309 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 favourite
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, 207 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

Guest favourite
A charming black wooden structure features white paneled doors and windows. A small potted tree is positioned near the entrance, while gravel creates a neat pathway leading to the door. Surrounding greenery adds a touch of nature to the setting.
Guest suite in Winchester
4.9 out of 5 average rating, 181 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.

Top Guest favourite
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 breakfasts

Quick stats about bed and breakfast rentals in Winchester

  • Total rentals

    40 properties

  • Nightly prices starting at

    $62 AUD before taxes and fees

  • Total number of reviews

    650 reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

Destinations to explore

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  2. United Kingdom
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  5. Winchester
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