
Vacation rentals with outdoor seating in Winchester
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Top-rated outdoor seating rentals in Winchester
Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

Understated luxury at The Annexe
The Annexe is a unique and stylish self-contained unit over two floors. High spec accommodation including a kitchen-diner-lounge, TV & wet room on the ground floor & king size bed, desk, TV and spin bike located upstairs. Well appointed on a private leafy lane 3 miles from Winchester. Picturesque walks are right on the doorstep and it is an ideal ‘escape’ to explore historic Winchester and enjoy the lovely Hampshire countryside on the edge of the South Downs and River Itchen. Understated luxury!

A Unique Farm Retreat
There’s something magical about The Granary. Set in acres of farmland with spectacular sunrises and sunsets, The Granary brims with rustic charm. A dreamy hideaway with an outdoor copper bath and wood fired hot tub. An idyllic get-away-from-it-all yet only 3 miles to historic Winchester. Soak amid hot water, steam and fresh air surrounded by nature and birdsong, enjoy magnificent sunsets from the ‘Sundowner’ or cosy up toasting marshmallows over the fire pit - a perfect escape to unwind.

St Michael's Hall, City Centre
St Michael's Hall is a unique, newly renovated church hall in the heart of the historic city centre. A stone's throw from the Cathedral, College, buzzy high street and water meadows, it's the perfect base to explore everything Winchester and the surrounding area has to offer. Each bedroom has its own bathroom, meaning it's as suitable for two couples as it is for a romantic city break or four friends. One on-street parking permit is available, while the train station is a short walk away.

The Pigsty
The Pigsty is Winchester's first luxury woodland hideaway, with beautiful views of Vale Farm. Less than 2.5 miles from the historic centre of Winchester, this peaceful retreat is perfect for those looking to visit the city, or escape for some peace. The Pigsty’s domed design with wooden interior has a roll top bath, cosy open plan living space and decking area to enjoy dinner with sunset views. Just a few minutes walk from the famous Clarendon Way, and a 30 minute walk to the city centre.

The Sky Penthouse, City Centre Luxury
Positioned right in the heart of charming historic Winchester The Sky Penthouse offers luxury modern comfortable 5 star accommodation . Private parking for one car . Positioned an easy level 300 meter walk from the main High Street within the City Centre , 400 meters from Winchester Cathedral and 500 meters from Winchester train station. Great location with a garden. Guests can choose the bed configuration of both the double bedrooms, either 6ft wide super king luxury beds or single beds.

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

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.

Bright Bijou Studio in Central Winchester
A beautiful bright cosy studio apartment on one of the quietest streets in the centre of historic Winchester❤️. The breathtaking cathedral and other must-see sights are all within a flat 10 minute walk. Ideal for short stays or a weekend get-away. Just five minutes walk from train station/city centre, and 10 mins walk from the bus station. * Super-comfy double bed ✅ * Fast WiFi ✅ * Comfortable big chair and table for laptop working ✅ * Wide range of caf/decaf teas and coffees ✅

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!

Nature’s Nook Cosy Couples Woodland Cabin Hursley
Nature's Nook offers guests the perfect rural escape. You will be treated to spectacular views across the Winchester countryside and wildlife right outside your doorstep. Nature's Nook is perfectly located, nestled on the edge of a bluebell woodland with country walks just minutes away and the historical city of Winchester a short drive away. Curl up on the sofa with a book, sit outside by the fire pit, whilst enjoying a drink, or just relax and admire the stunning scenery!

Stable Cottage Beauworth Southdowns Hampshire
Welcome to Stable Cottage, your idyllic getaway. Our newly built cottage is designed to the highest standard for your comfort and enjoyment. The cozy atmosphere is enhanced by super-insulated walls and a log-burning stove that keep you warm during colder months. In summer, the sliding patio doors let in sunshine and stunning views of the Hampshire countryside. Stay connected with super-fast fibre broadband and a Smart TV. Your stay at Stable Cottage will be unforgettable.

Central Winchester garden flat, permit parking
Winchester City Centre- Bijou, charming, characterful, homely, warm and cosy self contained one bedroom flat with free permit parking and luxuriously large bath tub with shower, private garden with patio for alfresco dining. Fully equipped galley kitchen for self - catering. Only a five minute level walk to the central High Street and Cathedral, with the world famous Christmas Market through November and December. Less than ten minutes walk from the Railway Station.
Popular amenities for Winchester outdoor seating rentals
House rentals with outdoor seating

The Old Stables, Derrydown Farm

Homely and Comfortable in a quiet location

Spacious and Stylish Home in Heart of Top Village

The Joinery, Owslebury, Winchester

Stride’s Barn

Little Gables in Nether Wallop

Spacious one bedroom annex in Hampshire village

Bosham Harbour View
Apartment rentals with outdoor seating

The Beach Hut

Damsel Lodge, Test Valley

A Discreet Hampshire Downs Retreat for Quiet Stays

Coachmans Cottage

Seaside Escape-Garden, Hot Tub, Sleeps 8 in Style

* Spacious Flat * Quiet&Clean * Everything Close *

The Gem - central character flat with parking

One bedroom house in Haxton Nr Stonehenge
Condo rentals with outdoor seating

Peaceful Countryside Retreat

Top-floor retreat with views & free parking

Luxury 2 Bed Apartment | River Views | Parking

River View: Peaceful, private studio in Salisbury

Two Acres Lodge

Number 22 Beautiful one bedroom holiday home

Stunning Apartment With Panoramic Seaviews

Self-contained 2 king bed Flat 11 acres woodland
When is the best time to visit Winchester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ591 | ﺩ.ﺇ547 | ﺩ.ﺇ569 | ﺩ.ﺇ687 | ﺩ.ﺇ683 | ﺩ.ﺇ720 | ﺩ.ﺇ661 | ﺩ.ﺇ768 | ﺩ.ﺇ716 | ﺩ.ﺇ731 | ﺩ.ﺇ646 | ﺩ.ﺇ716 |
| 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 with outdoor seating in Winchester

Total vacation rentals
Explore 80 vacation rentals in Winchester

Nightly prices starting at
Winchester vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 6,750 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 of Winchester vacation rentals include wi-fi access

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

4.9 Average rating
Winchester stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with outdoor seating Hampshire
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- Rentals with outdoor seating United Kingdom
- South Downs National Park
- New Forest National Park
- Paultons Park Home of Peppa Pig World
- University of Oxford
- Goodwood Motor Circuit
- Stonehenge
- Windsor Castle
- Bracklesham Bay
- Hampton Court Palace
- Lower Mill Estate
- Highclere Castle
- Thorpe Park Resort
- Bournemouth Beach
- Chessington World of Adventures Resort
- Boscombe Beach
- Winchester Cathedral
- Bournemouth International Centre
- Goodwood Racecourse
- Heathrow Airport Terminal 4
- The Tank Museum
- Southbourne Beach
- West Wittering Beach
- Kimmeridge Bay
- Worthing Pier





