
Bed and breakfast vacation rentals in Winchester
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Top-rated bed and breakfasts in Winchester
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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.

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.

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.

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 +

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.

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.

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

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.

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.

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.

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.

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
Family-friendly bed and breakfasts

Freefolk Home with a view

Beautiful home for 1-7 guests cooked breakfast inc

Plaegan House 【Back Cat】

The Bay Tree - Central & Quiet Location

Cosy flint cottage near Goodwood

Sunny twin/double room near Downs

Self contained suite. East Challow, Wantage, Oxon.

April Cottage B & B, Swanage
Bed and breakfast rentals with breakfast

3-bedroom cottage near Stonehenge

Beautiful double bedroom in tranquil setting.

Rectory w/ Stunning Views (Room 2)

IOW Seaside Superking/twin ensuite room

Twin bedroom in quiet location

Hamilton House

Oak House Barn near Chichester and Goodwood.

Warm and friendly B&B King Room in Gosport
Bed and breakfast rentals with a patio

Swanage Luxury one bedroom private studio

Private ensuite double bedroom in Godalming

Welcoming 4 bedroom b & b house - Bedroom 1

Luxury country retreat

Delightful spacious double!

Small Single BR NFLX/Workspace beside IKEA Reading

The Snug - en suite double room, own shower room

Windsor
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!
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- Bed and breakfasts Hampshire
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- New Forest national park
- Goodwood Motor Circuit
- Paultons Park Home of Peppa Pig World
- Oxford University
- Stonehenge
- Windsor Castle
- Hampton Court Palace
- Bournemouth Beach
- Boscombe Beach
- Winchester Cathedral
- Highclere Castle
- Chessington World of Adventures Resort
- Twickenham Stadium
- Kimmeridge Bay
- Thorpe Park Resort
- West Wittering Beach
- Goodwood Racecourse
- Highcliffe Beach
- Southbourne Beach
- Worthing Pier
- The Tank Museum
- Wentworth Golf Club
- RHS Garden Wisley
- Poole Quay
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