Cottage vacation rentals in Winchester

Ultra luxury, newly refurbished country retreat

Newly extended and refurbished countryside cottage re-opened after HUGE 2025 refurbishment! One acre garden with countryside views. Three bedrooms, three luxury bathrooms! Extra special bespoke quadruple bunk bed room with slide! Lots of toys provided to keep kids entertained! Hot tub, daybed, the ultimate relaxation spot! Large decking area adjoining the hot tub with lots of comfortable garden furniture. This cottage is situated on our private country estate consisting of 7.5 acres.

The Old Stables

The old Stables is half of a newly converted cottage finished to a high standard situated within a 14 ac plot. There are two double bedrooms one with an en-suite bathroom and a separate shower wet room. The master bedroom has a king sized bed , the second bedroom a full double.Bed linen is 100% cotton with feather duvets. Synthetic available on request. There is a fully fitted kitchen with oven , hob and dishwasher and microwave. Outside there is a private garden area and plenty of parking.

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.

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.

Colindale Cottage, Nether Wallop

Located between the historic cities of Winchester and Salisbury ,Colindale Cottage is an ideal base for exploring the Test Valley and beyond. Stonehenge, Highclere Castle and the New Forest are close by. The coast is approx and hour away. Dogs are welcome. Nether Wallop is a pretty village in the heart of the Test Valley close to the small town of Stockbridge with its independent shops and eateries. Nether Wallop featured in the Miss Marple series starring Joan Hickson.

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.

Luxury 2 bedroom cottage

Luxury Cottage at Hayley Green A charming, character-filled retreat for up to 4 guests in a peaceful semi-rural setting. Designed for comfort and relaxation, it’s ideal for couples, families, or friends. Enjoy a well-stocked library if you prefer to stay in. Perfectly located: 6 mins to Lapland Ascot 9 mins to Legoland 11 mins to Ascot 16 mins to Windsor & Wentworth 30 mins to Henley-on-Thames Under 1 hour by train to London via nearby Bracknell station

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.

Romantic cottage set in walled garden, New Forest

Situated in the grounds of an impressive country house, Butler's Rest is a stylishly renovated, quirky 19th Century cottage. Perfect for a romantic escape. In an unspoiled part of the New Forest, deer roam through the gardens, a short walk from three wonderful pubs and the open forest itself. It's a great setting from which to explore, although with a well equipped kitchen and cosy woodburner, you may not venture anywhere!

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!

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!

Honeysuckle Cottage - East Meon

Honeysuckle Cottage is a quaint 16th century cottage in the heart of the beautiful village of East Meon. With a great pub within 200m walk and surrounded by the rolling countryside of the South Downs National Park, this recently renovated cottage is the perfect country getaway for a romantic retreat or up to 4 guests. Pets are welcome at Honeysuckle Cottage.