Cottage vacation rentals in Winchester

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Top-rated cottage rentals in Winchester

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Top guest favorite
Cottage in Isle of Wight
4.99 out of 5 average rating, 170 reviews

Pussy Mouse Rew, Idyllic Rural Cottage in 6 Acres

This accommodation has been specifically designed for couples looking for a tranquil break where quality and attention to detail are important factors. Ideal for romantic breaks or special occassions, surrounded by open countryside with an abundance of wildlife right outside your door. The quiet yet accessible location is a few minutes drive from various beaches perfect for cycling, walking, nature watching and exploring the IOW. See "Other details" for ferry discounts. EV charging at 40p KWH.

Superhost
Cottage in Shawford
4.83 out of 5 average rating, 144 reviews

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.

Top guest favorite
Cottage in Haslemere
4.94 out of 5 average rating, 724 reviews

Idyllic Cottage in the heart of The South Downs

The Old Bakery is a luxurious self-contained cottage set in the heart of the beautiful South Downs National Park. It has been voted one of the best Air B&Bs in the UK in 2021! Guests can enjoy beautiful walks directly from the cottage or visit local villages such as Haslemere, Midhurst, Petworth, Arundel, the South Coast (West Wittering) and Goodwood. You will be spoilt for choices with some excellent pubs and restaurants in the area with the fabulous Duke of Cumberland pub a short walk away.

Top guest favorite
Cottage in Bishop's Waltham
4.98 out of 5 average rating, 158 reviews

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.

Top guest favorite
Cottage in East Meon
4.97 out of 5 average rating, 152 reviews

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.

Top guest favorite
Cottage in Denmead
4.98 out of 5 average rating, 116 reviews

Adorable Detached 1 bedroom Annexe with hot tub

Pet friendly self contained annexe with hot tub available in Denmead, Hampshire. Walk across the road for a stroll in the Forest of Bere or wander into Denmead for a choice of pubs. Pop next door to Furzeley golf club for a round of golf or round the corner to the fisheries, saddle up for a ride in the South Downs or hop in the car and visit Portsmouth Historic Dockyard or Goodwood. 1 kingsize bedroom (can be made into twin). Netflix and Broadband

Top guest favorite
Cottage in Goodworth Clatford
4.99 out of 5 average rating, 108 reviews

Entire Country Cottage in Hampshire's Test Valley

This stunning country cottage is located in the heart of the Test Valley with its own patio and garden looking out to the fields behind. It is nestled in a lovely rural setting, with beautiful walks from the house, pubs and village amenities within walking distance. The cottage has luxury fittings, a wood burner and provides a haven for couples whatever age to getaway in an idyllic part of rural England. We are happy to host one well behaved pet.

Guest favorite
Cottage in Privett
4.96 out of 5 average rating, 567 reviews

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!

Superhost
Cottage in Owslebury
4.82 out of 5 average rating, 114 reviews

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.

Top guest favorite
Cottage in Winchester
4.98 out of 5 average rating, 168 reviews

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!

Guest favorite
Cottage in East Meon
4.92 out of 5 average rating, 189 reviews

Honeysuckle Cottage - East Meon

Honeysuckle Cottage is a quaint 16th century cottage in the heart of the beautiful village of East Meon. With 2 great pubs 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.

Top guest favorite
Cottage in Hampshire
4.98 out of 5 average rating, 189 reviews

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.

Popular amenities for Winchester cottage rentals

Quick stats about cottage rentals in Winchester

  • Total rentals

    100 properties

  • Nightly prices starting at

    R522 ZAR before taxes and fees

  • Total number of reviews

    5.9K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

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  2. United Kingdom
  3. England
  4. Hampshire
  5. Winchester
  6. Cottage rentals