Bed and breakfast vacation rentals in Winchester

Find and book unique bed and breakfasts on Airbnb

Top-rated bed and breakfasts in Winchester

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

%{current} / %{total}1 / 1
Top guest favourite
A spacious sitting area is displayed, featuring a light-coloured sofa adorned with patterned cushions. A round chair complements the inviting decor, surrounded by warm wooden flooring and a vibrant area rug. Natural light filters through the glass doors, adding a serene ambiance.
Barn in Corfe Castle
4.96 out of 5 average rating, 28 reviews

The Coach House at Challow Farm

The Coach House, is a self-contained luxurious studio living space. It has a super king/ twin en-suite shower room. With garden Just a short walk from the Historic town of Corfe Castle in the Isle of Purbeck. Our location is ideal for access to the UNESCO, Jurassic coast and local areas such as the amazing beaches at Studland, Kimmeridge, Lulworth Cove, Durdle Door and Swanage. The Coach House uses renewable energy where possible and offers exceptional comfort in a beautiful part of Dorset.

Top guest favourite
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 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, 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 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
4.97 out of 5 average rating, 33 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, 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 favourite
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 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.
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 homes in Salisbury
4.64 out of 5 average rating, 198 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, 311 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.

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 vacation rentals

    Explore 40 vacation rentals in Winchester

  • Nightly prices starting at

    Winchester vacation rentals start at $56 CAD 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

  • Wifi availability

    40 of Winchester vacation rentals include wifi 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!

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. Bed and breakfasts