Book Holiday Homes in Winchester

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Featured Holiday Homes in Winchester

Cathedral view, stunning 3 bedroom townhouse

Cathedral view, stunning 3 bedroom townhouse

Salisbury
With a stay at this vacation home, you'll be centrally located in Salisbury, a 1-minute drive from Salisbury Cathedral and 10 minutes from New Forest National ...
Cathedral view, stunning 3 bedroom townhouse
10 Westgate Street - 5 Star 18th Century House

10 Westgate Street - 5 Star 18th Century House

Southampton
With a stay at this vacation home in Southampton (Southampton City Centre), you'll be a 1-minute drive from WestQuay Shopping Centre and 5 minutes from Southampton ...
10 Westgate Street - 5 Star 18th Century House
Unique waterside home in stunning location.

Unique waterside home in stunning location.

Hythe
When you stay at this vacation home in Southampton, you'll be on the waterfront, within a 15-minute drive of New Forest National Park and Beaulieu National Motor ...
Unique waterside home in stunning location.
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Stylish Georgian Town House in the heart of Salisbury

Stylish Georgian Town House in the heart of Salisbury

Salisbury
With a stay at this vacation home, you'll be centrally located in Salisbury, a 1-minute drive from Salisbury Cathedral and 10 minutes from New Forest National ...
Stylish Georgian Town House in the heart of Salisbury
Eighty-Eight, Cathedral View with Private Parking & EV Charger

Eighty-Eight, Cathedral View with Private Parking & EV Charger

Salisbury
With a stay at this vacation home, you'll be centrally located in Salisbury, a 1-minute drive from Salisbury Cathedral and 11 minutes from New Forest National ...
Eighty-Eight, Cathedral View with Private Parking & EV Charger
Squirrels Drey

Squirrels Drey

Fareham
Located in Fareham, this vacation home is by the sea, a 5-minute drive from Segensworth Business Park and 5 minutes from Solent Business Park.
Squirrels Drey
Beautiful 2-bed Apart in Southampton

Beautiful 2-bed Apart in Southampton

3 out of 5
Southampton
With a stay at this vacation home in Southampton (Millbrook), you'll be a 5-minute drive from WestQuay Shopping Centre and 7 minutes from Southampton Cruise ...
Beautiful 2-bed Apart in Southampton
New Forest house with large garden, near sea. Perfect for families with children

New Forest house with large garden, near sea. Perfect for families with children

Lymington
When you stay at this vacation home in Lymington, you'll be by the sea, a 3-minute drive from New Forest National Park and 5 minutes from Lymington Pier Ferry ...
New Forest house with large garden, near sea. Perfect for families with children
Elmside, The New Forest Retreat

Elmside, The New Forest Retreat

Southampton
With a stay at this vacation home, you'll be centrally located in Southampton, a 4-minute drive from New Forest National Park and 10 minutes from Beaulieu National ...
Elmside, The New Forest Retreat
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Winchester Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winchester vacation homes are the perfect way for you to wing it.

Holiday houses in Winchester let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winchester in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winchester adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winchester with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winchester vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Winchester Holiday Homes essential information

Accommodation
524 Holiday Homes
Lowest Price
AU$131
Highest Price
AU$181
Popular accommodation
Cathedral view, stunning 3 bedroom townhouse, 10 Westgate Street - 5 Star 18th Century House, Unique waterside home in stunning location., Stylish Georgian Town House in the heart of Salisbury, Eighty-Eight, Cathedral View with Private Parking & EV Charger, Squirrels Drey, Beautiful 2-bed Apart in Southampton, New Forest house with large garden, near sea. Perfect for families with children, Elmside, The New Forest Retreat

Top trending hotels in Winchester

Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

4 out of 5
Sutton Scotney, Winchester, England
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 4 May to 5 May
AU$167
includes taxes & fees
4 May - 5 May
Located in Winchester, Norton Park Hotel, Spa & Manor House is in a rural location, within a 15-minute drive of Bombay Sapphire Distillery and South Downs National ...
Norton Park Hotel, Spa & Manor House
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 6 Apr to 7 Apr
AU$181
includes taxes & fees
6 Apr - 7 Apr
With a stay at The Winchester Hotel & Spa, you'll be centrally located in Winchester, within a 10-minute drive of Winchester Cathedral and South Downs National ...
The Winchester Hotel & Spa
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

4 out of 5
Telegraph Way Morn Hill, Winchester, England
Fully refundable
The price is AU$131 per night from 13 Apr to 14 Apr
AU$131
includes taxes & fees
13 Apr - 14 Apr
Located in Winchester, voco Winchester Hotel & Spa by IHG is in a rural location, within a 5-minute drive of Winchester Science Centre and Planetarium and South ...
voco Winchester Hotel & Spa by IHG
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 Marwell Hotel Winchester South

Marwell Hotel Winchester South

3 out of 5
Thompson Lane, Winchester, England
Fully refundableReserve now, pay when you stay
The price is AU$138 per night from 4 May to 5 May
AU$138
includes taxes & fees
4 May - 5 May
Located in Winchester, Marwell Hotel Winchester South is in a rural location, a 1-minute drive from Marwell Zoo and 7 minutes from Bishops Waltham Palace.
Marwell Hotel Winchester South
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.