Winchester Holiday Cottages
22 properties found
22 properties found
The Dacha
Winchester, Hampshire
The Dacha is a delightful retreat in Winchester, Hampshire, featuring terraced gardens, off-road permit parking, and stylish interiors for families and friends.
- Wifi
- Baby Friendly
- Dishwasher
- Washing Machine
for 7 nights
£580
RiverGem - Riverside Coach House
Winchester, Hampshire
RiverGem - Riverside Coach House is a lovely, pet-friendly first-floor apartment situated in the historic city of Winchester in Hampshire near amenities.
- Wifi
- Off Road Parking
- Washing Machine
for 7 nights
£1057
Typhoon Lodge
Fair Oak, Hampshire
Typhoon Lodge is a charming, detached lodge resting on Marwell Resort near Fair Oak in Hampshire, boasting a hot tub, sauna, and barbecue.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Hot Tub
for 7 nights
£644
Barley Cottage
Beauworth near Cheriton, Hampshire
A stunning single-storey barn conversion resting in Beauworth near Cheriton, Hampshire.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Washing Machine
for 7 nights
£657
The Old Parlour
Durley, Hampshire
The Old Parlour is a delightful farm stay near Southampton, Hampshire, well-situated to nearby amenities, while boasting a Smart TV and off-road parking.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£652
Hurricane Lodge
Fair Oak, Hampshire
Hurricane Lodge is a lovely lodge resting on Marwell Resort near Fair Oak, Hampshire, featuring a hot tub, barbecue, and open-plan living.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Hot Tub
for 7 nights
£724
Little Barn
Stockbridge, Hampshire
Little Barn is a stunning holiday home tucked away in the rural outskirts of Stockbridge, a charming town in Hampshire.
- Wifi
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£803
Skylarks
Winchester, Hampshire
Skylarks, an exceptional ground-floor cottage apartment in Winchester, Hampshire, boasts proximity to South Downs National Park and an enclosed garden.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Off Road Parking
for 7 nights
£644
Shepherd's Rest
Near Bishop's Waltham, Hampshire
Luxury Shepherds Hut set in a countryside setting is a charming shepherd’s hut near Bishop's Waltham, Hampshire, featuring private garden, firepit and countryside views.
- Wifi
- Ground Floor Bedroom
- Off Road Parking
for 7 nights
£883
Spitfire Lodge
Fair Oak, Hampshire
Spitfire Lodge is a rustic lodge nestled on Marwell Resort near Fair Oak, Hampshire, featuring a hot tub, barbecue, and countryside surroundings.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Hot Tub
for 7 nights
£906
1 Bed
Bishop's Waltham, Hampshire
(1 Bed) in Bishop's Waltham near Southampton is an inviting ground-floor apartment featuring stylish interiors, nearby amenities and a king-size bedroom.
- Wifi
- Dishwasher
- Ground Floor Bedroom
for 7 nights
£580
Standard Safari Tent
Fair Oak, Hampshire
Standard Safari Tent is a unique, pet-friendly retreat on Marwell Resort near Fair Oak, Hampshire, featuring a fire pit, barbecue, and picnic table.
- Baby Friendly
- Ground Floor Bedroom
for 7 nights
£572
Deluxe Safari Tent
Fair Oak, Hampshire
Deluxe Safari Tent is a characterful retreat nestled on Marwell Resort near Fair Oak, Hampshire, with a fire pit, barbecue, and open-plan living.
- Baby Friendly
- Ground Floor Bedroom
for 7 nights
£647
Lancaster Lodge
Fair Oak, Hampshire
Lancaster Lodge is a homely lodge nestled on Marwell Resort near Fair Oak, Hampshire, boasting a hot tub, barbecue, and open-plan living space.
- Wifi
- Baby Friendly
- Dishwasher
- Ground Floor Bedroom
- Hot Tub
for 7 nights
£1083
Coombe Place House
Meonstoke, Hampshire
A grand, eight-bedroom home resting in Meonstoke, Hampshire.
- Wifi
- Dishwasher
- Hot Tub
- Off Road Parking
- Washing Machine
for 7 nights
£2331
Beechwood House
Winchester, Hampshire
House - Sleeps 8 - Parking - Garden is a well-located terraced house in Winchester, Hampshire, boasting a garden, WiFi and parking.
- Wifi
- Washing Machine
for 7 nights
£1869
Suetts Farm Barns
Bishop's Waltham, Hampshire
Suetts Farm Barns, a stunning lodge, with a fire pit, located on the rural outskirts of Bishop's Waltham within the South Downs National Park in Hampshire.
- Wifi
- Baby Friendly
- Dishwasher
- EV Charging
- Ground Floor Bedroom
- Off Road Parking
- Washing Machine
for 7 nights
£944
The Old Granary
Bishop's Waltham, Hampshire
The Old Granary, a stylish apartment resting in Bishop's Waltham, Hampshire, boasts ground-floor living and proximity to amenities and South Downs National Park.
- Wifi
- Dishwasher
- Ground Floor Bedroom
- Washing Machine
for 7 nights
£534
Meon Boscage
Meonstoke, Hampshire
A charming holiday home nested in the countryside near Meonstoke, Hampshire.
- Wifi
- Baby Friendly
- Dishwasher
- Off Road Parking
- Washing Machine
for 7 nights
£1258
Winchester accommodation offers a delightful mix of heritage charm and modern comfort in one of England’s most historic and picturesque cities. With its rich history and easy access to the South Downs, every stay in a Winchester cottage promises both relaxation and inspiration.
Why Winchester Holidays?
Choosing Winchester accommodation means stepping into a city which was once the ancient capital of England. Winchester is home to architectural marvels like the majestic Winchester Cathedral and the legendary King Arthur’s Round Table at the Great Hall.
Beyond its historical past, Winchester is full of stylish shops, award-winning restaurants and a lively arts scene. Just beyond the city limits, the South Downs National Park beckons with its rolling hills and stunning scenic trails.
Whether you're a culture lover or outdoor enthusiast, Winchester holidays promise a well-rounded and unforgettable getaway.
Places to Visit from Winchester Cottages
Staying in a Winchester cottage places you within easy reach of some of England’s most iconic landmarks.
Beyond the city limits, the landscape opens up to the rolling beauty of the South Downs National Park, a haven for walkers, cyclists and nature lovers. Visit the historic village of Chawton, where Jane Austen penned her most beloved novels, or spend a leisurely afternoon at Highclere Castle; better known as Downton Abbey.
For a fun day out with all the family, head to Marwell Zoo, or why not enjoy wine tasting at one of Hampshire’s nearby vineyards if you are heading on a romantic weekend away. Or for a day of exploration, visit the stunning New Forest National Park, with a wide range of walking trails and colourful villages full of fantastic shops and eateries.
From heritage and countryside to food and family days out, Winchester cottages provide the perfect base for exploring it all.
Other Popular Destinations near Winchester Accommodation:
Types of Hampshire Holidays
Head away for a break at Winchester accommodation today!
Fancy a quick getaway to this county? Explore this range of short breaks in Hampshire. Or why not try something a little different, with a holiday park in Hampshire or these lodges in Hampshire.
Planning on taking your pooch with you? These dog-friendly cottages in Winchester are perfect for finding the right property for you all to enjoy.
Alternatively, browse the full collection of Hampshire cottages. There are also plenty of other city breaks in the UK to choose from.