
Pet-friendly holiday rentals in Winchester
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Top-rated pet-friendly home rentals in Winchester
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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.

Studio in Abbots Worthy
Beautiful self-contained studio with its own front door, step free access and parking for one car in the charming hamlet of Abbots Worthy. Situated in the Itchen Valley, between the Cathedral City of Winchester (8 min drive) and Georgian Market Town of Alresford (10 min drive). Super-king bed (can also be made into two single beds) with luxury bedding and towels. Ensuite shower room. Wifi, Sky TV, coffee machine, fridge, microwave, hob, toaster, kettle, iron, hairdryer, wardrobe & hangers

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.

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

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.

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

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 Garage-a cosy, warm space to stay.
The Garage is self contained with a double sofa bed downstairs and a single bed and 4’ bed upstairs. Access is via a porch which also leads to our home.There’s a small shower room with a great shower. In the kitchen area, a fridge, microwave, toaster and kettle. TV, DVD and wifi. We welcome well behaved dogs. The stairs are Space saving so unsuitable for dogs, very young children or elderly people.
Popular amenities for Winchester pet-friendly home rentals
Pet-friendly house rentals

Luxury Southampton house with garden and parking

Betty the Bedford + Outdoor Jacuzzi Bath!

The Joinery, Owslebury, Winchester

Historic town centre riverside hideaway

Sea view dog friendly ground floor holiday let

Abbey Water Rooms

Delightful 1 Bed Lodge In South Downs Village

The Pink Tower - Broad Chalke
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

Arnewood Rise, a holiday home in New Forest & pool

The Pool House: Contemporary country escape

The Lodge

Delightful Chalet Bungalow with a Spa

Shepherds Pye - Lakeside Retreat In The New Forest
Private, pet-friendly home rentals

Gorgeous apartment in heart of Winchester, parking

Beautiful & Spacious Retreat in Winchester

A new detached Studio Annexe

West Cottage

Pretty Garden View at Coopers Farmhouse

Loft on The South Downs Way, Dogs Welcome

Beautiful & Cosy apartment in centre of Winchester

Countryside Chalet Hampshire
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $204 SGD | $205 SGD | $210 SGD | $230 SGD | $231 SGD | $230 SGD | $229 SGD | $242 SGD | $229 SGD | $213 SGD | $210 SGD | $231 SGD |
| Avg. temp | 5°C | 5°C | 7°C | 9°C | 12°C | 15°C | 17°C | 17°C | 15°C | 11°C | 8°C | 5°C |
Quick stats about holiday rentals that are pet-friendly in Winchester

Total holiday rentals
Explore 570 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 26,870 verified reviews to help you choose

Family-friendly holiday rentals
340 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
520 of Winchester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Winchester rentals

4.8 Average rating
Winchester stays are highly rated by guests – averaging 4.8 out of 5!
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- Pet-friendly rentals Hampshire
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- New Forest national park
- Goodwood Motor Circuit
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- Oxford University
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