
Pet-friendly holiday rentals in Winchester
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Top-rated pet-friendly home rentals in Winchester
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Gorgeous Country 5 Bed Escape with Separate Annex
Family run, our pretty 5 bedroom detached house & separate annexe set in a rural location surrounded by the idyllic Meon Valley & South Downs Park Completely private large garden, providing a perfect setting for alfresco dining with friends & family. No direct neighbours, you'll feel like you have the countryside all to yourself Many beautiful cities on our doorstep; Winchester, Chichester, Petersfield & Southsea Paultons Park🐷 Pool table • table football • X Box • Wii We welcome your dog🐶

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.

The Annexe @ Mandalay Lodge
Kick back and relax in this calm, stylish space. Nestled in the heart of the Hampshire Downs, The Annexe at Mandalay Lodge is the perfect place to unwind. Set next to the main house, the Annexe provides a quiet, tranquil space with a cozy double bed, open plan kitchenette a bathroom with shower & outdoor hot water shower. Stunning views over the countryside from your balcony provides a perfect backdrop for your relaxing stay. There is a Sauna on site bookable for an extra fee, just request.

Oak Framed Barn with Tennis Court
A stylish secluded, two storey, oak framed barn with tennis court, 4 miles from Winchester. Homely space with two bedrooms plus a sofa bed (upon request) and ground floor open plan living area. Super fast WiFi. The Barn adjoins the Watercress Way and stands separately in the grounds with views over open Hampshire fields. Nearest neighbour c.1 mile away but there is loads to do in the area with an abundance of country pubs, one or two within walking distance and beaches within 50 minutes

Peaceful Garden Studio•Amazing Views•Friendly Dogs
- Stylish, relaxing Garden Studio with picturesque garden and lake views - Walkable from Overton station - Pubs, shops & local restaurants close by - Thoughtful touches: local gin, breakfast, fluffy towels - Scenic walks from the doorstep - Dog-friendly with secure garden & resident, friendly dogs - Fast WiFi, dedicated workspace & free parking - Explore Bombay Sapphire, Highclere Castle. See our guidebook for more - Perfect for romantic escapes, city getaways, nature & garden lovers

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!

Nettlebed Farm Holiday Lets, Barn1 of 3
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.

Entire House Central Winchester 2bed private patio
In the heart of historic Winchester, Wykeham Cottage provides a perfect base for exploring the city. On beautiful St Swithun Street, overlooking the Cathedral wall, the cottage has a south-facing, private patio and an on-street parking permit for one car. Fabulous restaurants, markets, pubs, shops and riverside walks are all minutes away on foot, as are the ruins of Wolvesey Castle, Winchester College and the medieval church St Swithun-upon-Kingsgate.

The Hidden house in Winchester
The Hidden House is a slice of modern luxury tucked away in the heart of Winchester. Detached and private, this space is perfectly placed for exploring Winchester and all it has to offer. Our guests also love hiding away and making use of the big TV setup and Hotel Chocolat Velvetiser! Don't take our word for it - check out our reviews. Winchester High Street/The Cathedral - 10 min walk Winchester Train Station - 5 min walk
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

Luxury Southampton house with garden and parking

The Summer House

Poet's Cottage, Steep - Rural Location - Sleeps 6

Historic town centre riverside hideaway

History + Luxury Eco House in The New Forest

Sea-facing coastal holiday home near New Forest

Delightful 2 Bed Lodge In Downland Village

Abbey Water Rooms
Pet-friendly home rentals with a pool

Cosy Shepherd's Hut with wood-fired hot tub

Piilopirtti - a traditional Finnish log cabin

Chic Bungalow Retreat - Serene Garden, Pool & Spa

Daily Red Kite Feeding/Pool - Countryside Lodge

5* waterside luxury boathouse - pool & log-burner

The Pool House: Contemporary country escape

The Lodge

Delightful Chalet Bungalow with a Spa
Private, pet-friendly home rentals

Gorgeous apartment in heart of Winchester, parking

Walking, watersports or relax in lovely Hamble

Beautiful, secluded, country cottage near to beach

The Annexe - Unique and Tranquil Getaway.

IMMACULATELY PRESENTED COUNTRY BARN FOR UP TO FOUR

Woodrest Cabin, South Downs National Park

Loft on The South Downs Way, Dogs Welcome

Countryside Chalet Hampshire
Quick stats about holiday rentals that are pet-friendly in Winchester
Total rentals
580 properties
Nightly prices starting at
$17 NZD before taxes and fees
Total number of reviews
26K reviews
Family-friendly rentals
340 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
300 properties have a dedicated workspace
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- New Forest national park
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