
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.

Woodrest Cabin, South Downs National Park
Your escape to Woodrest starts with a beautiful walk through ancient woodland to a private and secluded meadow. On arrival you will be met with the most stunning views looking over the Meon Valley. This unique stay allows you to switch off and enjoy the benefits of being on a family run dairy farm, which has footpaths and woodland for you to explore, not to mention fresh milk and a local breakfast hamper! The South Downs Way is a short hike away, which leads to a wonderful nature reserve.

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

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 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.

Cosy Hideaway in the South Downs National Park
Located in the heart of the South Downs National Park, our beautiful, refurbished annexe is the perfect place to relax and unwind. With its own separate entrance and parking, your South Downs retreat is tastefully furnished with everything you could possibly need during your stay. Highlights include the roll top bath, log burning stove, private patio, and use of the outdoor hydrotherapy Jacuzzi located within our stunning 1-acre garden.

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

The Summer House

The Joinery, Owslebury, Winchester

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

Historic town centre riverside hideaway

Sea-facing coastal holiday home near New Forest

Delightful 2 Bed Lodge In Downland Village

Abbey Water Rooms

Cosy New Forest Farmhouse
Pet-friendly home rentals with a pool

Cosy Shepherd's Hut with wood-fired hot tub

Piilopirtti - a traditional Finnish log cabin

Lovely holiday park home with rare private garden.

5* waterside luxury boathouse - pool & log-burner

Oak House Annexe in the New Forest

The Pool House: Contemporary country escape

Delightful Chalet Bungalow with a Spa

Eden Cottage, your home away
Private, pet-friendly home rentals

Beautiful, secluded, country cottage near to beach

Little Loo Barn on Waterloo Farm

A new detached Studio Annexe

The Print Rooms, Old Printworks, Winchester

The Cottage at Little Hatchett

Cottage in New Forest sleeps 4.

Canon Street

Cosy cottage in Ampfield
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $409 NZD | $489 NZD | $430 NZD | $510 NZD | $489 NZD | $530 NZD | $480 NZD | $599 NZD | $491 NZD | $478 NZD | $500 NZD | $496 NZD |
| 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 70 holiday rentals in Winchester

Nightly prices starting at
Winchester holiday rentals start at $36 NZD per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Winchester holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Stonehenge
- Bournemouth Beach
- Windsor Castle
- Hampton Court Palace
- Boscombe Beach
- Lower Mill Estate
- Chessington World of Adventures Resort
- Winchester Cathedral
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- Worthing Pier
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