Pet-friendly holiday rentals in Winchester

Nettlebed Farm Holiday Lets, Barn1 of 3

* From £124 p/n +Airbnb charges Beautiful oak barn set in traditional english countryside. Placed with own access within 15 acres of private woodland and grazing land, away from the main road for peace and tranquility. Guests are able to have privacy for relaxation and enjoy views of horses grazing and the comings and goings of the British wildlife. Just 4 minute drive to the market town of Bishops Waltham or you can join and follow the infamous Pilgrims Trail and walk there in just 30 minutes.

Pets · Walkability · Beach

The Joinery, Owslebury, Winchester

The Joinery is on the edge of Owslebury, a picturesque village just south of Winchester. It is light and airy and offers 4 bedrooms on ground floor level, two with ensuite shower and a family bathroom. Upstairs is a large open plan area with kitchen, dining table and sofas for relaxing and enjoying the views of the surrounding countryside.There is also a snug room with TV. There are steps down to the main entrance so not suitable for people with mobility issues. The garden area is not enclosed.

Walkability · Pets · Grill

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.

Pets · Outdoor spaces · Breakfast

Woodrest Cabin, South Downs National Park

Your escape to Woodrest starts with a beautiful walk through ancient woodland to a private and secluded meadow. We have two hand built cabins each set in their own acre of meadow. On arrival you will be met with the most stunning views of the Meon Valley. This unique stay allows you to switch off and enjoy the benefits of being on a family run farm, which has footpaths and woodland for you to explore. The South Downs Way is a short hike away, which leads to a wonderful nature reserve.

Pets · Outdoor spaces · View

Barn on The South Downs Way, Dogs Welcome

Kites Loft takes its name from the many red kites often seen soaring above the fields of our small holding. The studio is situated directly on the South Downs Way, within an oak framed barn. It is warm, comfortable and well equipped for couples or a small family. It has a king sized bed and within the relaxing seating area is a sofa and TV. The kitchenette is finished off with a beautiful oak table to eat at, a cosy shower room and there is a dog bed to welcome any four legged friends.

Outdoor spaces · Pets · Parking

The Hangar - countryside views, seclusion & peace.

The Farley Hangar is a peaceful space with far reaching views of Hampshire's woodlands and the Isle of Wight. Located on our family farm and private airstrip in the Test Valley. Winchester, Romsey and Stockbridge are just 20 mins away. On the doorstep of numerous cycle routes and footpaths including the Claredon Way (Sals-Win). King size bed & full-size bath with rain shower. From your private deck with log burner you will see various wildlife species and watch the stars at night.

Walkability · Pets · Breakfast

Self-contained Garden Cottage in idyllic location

Nestled in the grounds of our home, River Dale Garden Cottage is the perfect self-contained retreat for 'getting away from it all'. Situated in the picturesque Meon Valley, within the South Downs National Park, Garden Cottage is just a minute’s walk to the chalk stream, River Meon and access to the Meon Trail (the dis-used Railway Line) - perfect for walking, cycling and horse riding. Centrally located for exploring the cities of Winchester, Portsmouth, Southampton or Chichester.

Outdoor spaces · Walkability · Kitchen

Hilltop Cabin |Picture-Window Views of South Downs

In The Guardians Top 10 Best UK Off-Grid Retreats Escape to a romantic off-grid cabin overlooking the rolling hills of the South Downs. Designed for slowing down and reconnecting with nature, the cosy tiny home has a wood burner, king-size bed, ensuite shower and simple kitchen. Large windows frame beautiful countryside views, perfect for sunrise coffee and stargazing at night. Enjoy peaceful walks from the cabin and visit nearby villages and pubs around Petersfield. Pet friendly.

Walkability · Outdoor spaces · Cleanliness

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!

Walkability · Outdoor spaces · Comfort

Idyllic Hideaway Ham Green Cottage near Winchester

The Orchard Studio at Ham Green Cottage is a pretty brick and flint building tucked away in a corner of our truly English country garden. You are completely private. We are family-friendly and you can expect a comfortable stay and warm welcome. We are in a village close to the historic city of Winchester, however our setting is completely rural and quiet. We have a fantastic village pub or there are lots of places to chose from in Winchester itself - the best of both worlds!

Pets · Walkability · Quiet

“The Hay Wagon " Large Unique Space

"The Hay Wagon." Bespoke Large Cabin Style living space. Tucked away and Private. Wonderful views of fields and far reaching landscape. Named after the "John Deere" HayTrailer it was built on. This extra large ‘Hay Wagon' which stands alone, nestles under the tree line with spectacular landscape views. Added in the grounds is a spacious open fronted shed which enhances your entertaining space and includes an outside rainfall hot shower, seating, coffee table and BBQ.

Outdoor spaces · Walkability · Sleep quality

Iconic Beach Front Stay | The Watch House, Lepe

A standout seafront landmark on Lepe Beach, The Watch House is a lovingly restored former lifeboat and coastguard station, once used to combat smuggling across the Solent. With original features, a modern kitchen, wood burner, cosy window seat over the water, and views to the Isle of Wight, it’s a guest favourite—“an iconic beachfront stay” and “perfect relaxing getaway.” Pet-friendly with parking for two, perfect for families, couples, or friends.

Pets · Outdoor spaces · Bathroom