
Pet-friendly vacation rentals in Winchester
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Top-rated pet-friendly home rentals in Winchester
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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.

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.

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

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!

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.

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

History + Luxury Eco House in The New Forest

Sea-facing coastal holiday home near New Forest

Delightful 2 Bed Lodge In Downland Village

The Old Dairy on the Edge of the New Forest
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

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

Pet friendly annexe **ALBEIT TIME** (not no.1)

Little Loo Barn on Waterloo Farm

Hacketts Annex, HotTub, Old Bursledon Hamble River

The North Transept

The Cottage at Little Hatchett

Peaceful Barn Conversion | Pass The Keys

A beautifully renovated detached 18th century barn

Cottage in New Forest sleeps 4.
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$47,987 GYD | G$57,375 GYD | G$50,490 GYD | G$59,879 GYD | G$57,375 GYD | G$62,174 GYD | G$51,951 GYD | G$79,491 GYD | G$64,469 GYD | G$56,124 GYD | G$58,627 GYD | G$58,210 GYD |
| 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 vacation rentals that are pet-friendly in Winchester

Total vacation rentals
Explore 70 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at G$4,173 GYD per night before taxes and fees

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

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Winchester vacation rentals include wi-fi 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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- New Forest national park
- Paultons Park Home of Peppa Pig World
- Oxford University
- Goodwood Motor Circuit
- Bournemouth Beach
- Stonehenge
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