
Pet-friendly holiday rentals in Winchester
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Top-rated pet-friendly home rentals in Winchester
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Romantic OffGrid Cabin | Stargazing & Valley Views
Featured in The Guardian and The Times Top 10 UK Off-Grid Stays. Wake to sunrise over the South Downs in this secluded hilltop off-grid cabin overlooking the whole of the South Downs National park. Experience total serenity under star-filled skies with the warmth of a wood-burning stove enhancing the peaceful ambiance. Our off-grid cabin offers tranquility whilst still being close to cosy pubs, historic towns and scenic walks. Dog Friendly. It’s the perfect place to disconnect and recharge.

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.

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.

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.

NEW 2 bed luxury cottage near Winchester W/Parking
Enjoy this stylish, beautifully decorated NEW two-bed luxury space in the tranquil village of Twyford, near winchester. A king size bed and 2 singles if you need them and a super king bedroom overlooking the garden with enough space for a cot if you have a young child. Both rooms access the luxurious bathroom from the landing, which contains an stunning double shower. Downstairs contains a beautiful kitchenette with breakfast bar, dinning table & cosy sitting room with tv & log burner.

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.

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.

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.

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.

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!

“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.

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.
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

Charming cottage less than 5 minutes from the sea

The Summer House

New Forest, Seaview

Delightful 1 Bed Lodge In South Downs Village

Cosy comfort, hot-tub, wood burner, in New Forest.

Forest Hills house ideal for long Stays!

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB

Eden Cottage, your home away
Pet-friendly home rentals with a pool

Daily Red Kite Feed & Pool - Countryside Apartment

Shepherd's Hut (wood-fired hot tub/sauna optional)

Luxurious Lodge on Lake at Chichester with Hot Tub

Piilopirtti - a traditional Finnish log cabin

Cedar Lodge - Pool & Spa Complex

A holiday home in New Forest with pool & hot tub

Lodge by the sea to cater for all ages

‘Stag Cottage’ New Forest Romantic Hideaway
Private, pet-friendly home rentals

Pogle's Riverside Cabin

Central 2 Bed Apt in Sought After St. 4

Adventure Prospect - Historic Waterfront Cottage

The Barn @ North Lodge -Soho Farmhouse-esque Cabin

The Hayloft - Rural retreat very near Winchester

Arle Hut, riverside luxury on Vineyard estate

Countryside cottage with 3 bedrooms and hot tub.

Spacious & Idyllic Entire Barn Sth Downs Hambledon
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- New Forest National Park
- Bournemouth Beach
- West Wittering Beach
- Paultons Park Home of Peppa Pig World
- Goodwood Motor Circuit
- Longleat Safari Park
- University of Oxford
- South Downs National Park
- Thorpe Park Resort
- Chessington World of Adventures Resort
- Stonehenge
- LEGOLAND® Windsor Resort
- Southbourne Beach
- Windsor Castle
- Boscombe Beach
- Hampton Court Palace
- Bracklesham Bay
- Mudeford Quay
- Highclere Castle
- Twickenham Stadium
- Goodwood Racecourse
- Winchester Cathedral
- Ascot Racecourse
- The Tank Museum
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- Things to do United Kingdom
- Shopping and fashion United Kingdom
- Food and drink United Kingdom
- Entertainment United Kingdom
- Dining United Kingdom
- Sports activities United Kingdom
- Art workshops United Kingdom
- Tastings United Kingdom
- Museums United Kingdom
- Wellness United Kingdom
- Nature and outdoors United Kingdom
- Tours United Kingdom
- Food tours United Kingdom
- Cooking United Kingdom
- Wildlife United Kingdom
- Galleries United Kingdom
- Performances United Kingdom
- Outdoors United Kingdom
- Architecture United Kingdom
- Cultural tours United Kingdom
- Sightseeing United Kingdom
- Workouts United Kingdom
- Water sports United Kingdom
- Art and culture United Kingdom
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