
Cottage holiday rentals in Winchester
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Top-rated cottage rentals in Winchester
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Secluded Country Cottage
Relax in this spacious, 4 room, comfortable and serene cottage near Petersfield, in the South Downs National Park. The bright living room features a log fire, the generous bedroom a king-sized bed. The bathroom is airy, the kitchen well-equipped. All rooms have high ceilings, adding to the roomy feel. Outside is a seating area with table, chairs and parasol. Beautiful country setting with stunning views just outside the cottage with stile to footpath leading up into the 'Hampshire Hangers'.
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The Nest
This charming 3-bed cottage with private parking and garden is situated in Shawford, near to the historic town of Winchester. Walks along the River Itchen, swimming, fishing and picnic spots are on your doorstep. Local pub in Shawford and pubs in nearby village of Twyford. Winchester is also accessible by foot ( 45 mins) or a short 5 minute train or bus away. London is an hour by train and other local attractions include Marwell Zoo, Peppa Pig World, South Coast, Portsmouth and New Forest.
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Beautiful garden house, edge of town & South Downs
Beautiful self-contained lodge in the glorious garden of a Georgian Country House. Five minutes walk to the small market town of Bishops Waltham, with shops, restaurants and pubs. Surrounded by stunning countryside, on the edge of the South Downs, with wonderful walks from the house. Open plan kitchen-dining area & lounge, 2 bedrooms and a bathroom upstairs plus separate downstairs shower room. Sunny patio area with table and chairs & Weber bbq, perfect for watching the sun go down.
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Historic 16th Century thatched cottage, Hampshire
Right in the middle of Jane Austen country, this famous chocolate box 16th Century Grade II listed cottage, the oldest house in the village, is chocca-block full of history. It was home to the Archbishop of Canterbury, Queen Victoria's right-hand man, who not only christened and crowned the Queen but then went on to marry her Prince Albert. Set in the picture-perfect Hampshire village full of thatched cottages and surrounded by gorgeous walks it is the perfect country retreat!
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Countryside cottage with 3 bedrooms and hot tub.
Secluded country cottage surrounded by private paddocks in the heart of the South Downs National Park. Patio and hot tub overlook beautiful countryside and our Hampshire Down Sheep. The picturesque and historic towns of New Alresford 5 mins and Winchester 15 mins drive away. We have great walks, cycling and riding straight from the farm. There are 2 double rooms and one room with a single bed and a pull out mattress that could cater for 2 if required making 6 in total.
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Quaint Cosy Cottage in East Meon
Quaint Cosy Cottage in East Meon with access to Pubs, Shops, Historic Church and lots of country walks and access to South Downs National Park. It has public transport to both Petersfield and Winchester. This cottage benefits from 2 bedrooms, downstairs shower room/ toilet, kitchen and lounge with wood burning stove. With a view to a stream to the front and beautiful countryside to the rear. It has off road parking, lockable storage for bikes, small paved cottage garden.
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Adventure Prospect - Historic Waterfront Cottage
Relax and enjoy your stay at this unique and tranquil getaway. 'Adventure Prospect' has recently been completely renovated and is steeped in military history. Formerly known as the "shifting house" it was first built in 1898-1899 to accommodate munitions workers changing into the special clothing that they wore when working on magazines. The cottage provides an ideal escape from everyday life and has direct access to the water.
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Country Cottage near Winchester, Hampshire
Tenacre Cottage is a cosy and quirky semi-detached cottage located in the outskirts of the rural village of Owslebury. Just a 5-mile drive from the medieval city of Winchester, Tenacre Cottage is situated in a prime location, perfect for a rural getaway or business stay. Secluded from the busy bustle of the city, yet a swift 10-minute drive, Tenacre Cottage is surrounded by acres of fields and beautiful views.
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The Barn @ North Lodge -Soho Farmhouse-esque Cabin
Inspired by Soho Farmhouse. A stylish converted barn set in the grounds of a Georgian Lodge within the South Downs National Park. Conveniently located close to the picturesque market towns of Alresford, Petersfield, Alton and historic Winchester, it is an ideal base to both explore Hampshire and kick back and relax in luxury. Take a look at the Barn on ‘Escape to the Country’ series 25, Episode 10 on iPlayer!
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The Cottage in Compton
Come and enjoy a stay in The Cottage, located in the grounds of our 17th Century converted Barn. Enjoy a unique location on the edge of Winchester with direct access to the countryside. The Cottage has been recently extended and refurbished with everything you will need to make your stay enjoyable. A perfect place for a break to explore all the wonderful things that Winchester has to offer!
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Lane End Cottage, Rural Annexe to the main house
Perfectly situated in the Itchen Valley between the Georgian market town of Alresford and the Cathedral City of Winchester providing easy access to great shopping and historic venues with the benefit of being in a picturesque village. This lovely eighteenth century cottage has stunning walks right from the front door and a local riverside pub, the Bush Inn just a stone's throw away.
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Cosy Victorian cottage set in a country park
Woodside Cottage was originally built in 1864 and formed part of the Royal Victoria Hospital. It is now nestled within the beautiful Royal Victoria Country Park on the edge of Southampton Water and popular coastal walks. This cosy cottage has recently been refurbished and furnished to a high standard with easy access to everything the park has to offer.
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Popular amenities for cottage rentals in Winchester
Cottage rentals with a hot tub

Cottage in beautiful Hampshire village
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Adorable Detached 1 bedroom Annexe with hot tub
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Luxury rural thatched cottage with cedar hot tub.
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80 acre Wood, Dutchtub, Lake, Treehouse & Zip-line
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Luxury New Forest Cottage, with hot tub & log fire
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Cosy little country cottage with luxury hot tub
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‘Stag Cottage’ New Forest Romantic Hideaway
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Wisteria Lodge, a self-contained unit with spa
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Pet-friendly cottage rentals

Honeysuckle Cottage - East Meon
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Colindale Cottage, Nether Wallop
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Entire Country Cottage in Hampshire's Test Valley
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Luxury cottage in the heart of The New Forest
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Farthings - genuine Austen charm cottage & garden
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Cottage Near Peppa Pig World and New Forest
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Quintessential South Downs Cottage
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The Old Stables
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Private cottage rentals

Gorgeous rural escape only 10 mins from Winchester
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Charming village spot, cottage garden, sleeps 5
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New England Coach House with a boutique hotel feel
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The Cottage at Lupton House, Froxfield Petersfield
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2 Tudor Cottage - Cosy period cottage, West Sussex
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Charming 16th century cottage in rural setting
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Beautiful S.Downs Cottage, pool and tennis
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Stride Cottage in the heart of the new forest
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- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Longleat Safari Park
- Goodwood Motor Circuit
- University of Oxford
- Thorpe Park Resort
- Stonehenge
- South Downs National Park
- Southbourne Beach
- Windsor Castle
- LEGOLAND® Windsor Resort
- Boscombe Beach
- Bracklesham Bay
- Hampton Court Palace
- Highclere Castle
- Mudeford Quay
- Chessington World of Adventures Resort
- Twickenham Stadium
- Winchester Cathedral
- The Tank Museum
- Ascot Racecourse
- Bournemouth International Centre
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