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Holiday Homes in Winchester

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59 rentals in Winchester.
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Stylish House in Winchester with parking for two cars, holiday rental in Winchester
Stylish House in Winchester with parking for two cars, holiday rental in Winchester
Stylish House in Winchester with parking for two cars, holiday rental in Winchester

Stylish House in Winchester with parking for two cars

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Meed, holiday rental in Winchester
Meed, holiday rental in Winchester
Meed, holiday rental in Winchester

Meed

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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No. 79 Tower Street, holiday rental in Winchester
No. 79 Tower Street, holiday rental in Winchester
No. 79 Tower Street, holiday rental in Winchester

No. 79 Tower Street

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Hang Your Hat - stylish hideaway in Winchester, holiday rental in Winchester
Hang Your Hat - stylish hideaway in Winchester, holiday rental in Winchester
Hang Your Hat - stylish hideaway in Winchester, holiday rental in Winchester

Hang Your Hat - stylish hideaway in Winchester

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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The Old Tractor Barn, Crabwood Cottages, holiday rental in Winchester
The Old Tractor Barn, Crabwood Cottages, holiday rental in Winchester
The Old Tractor Barn, Crabwood Cottages, holiday rental in Winchester

The Old Tractor Barn, Crabwood Cottages

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt, holiday rental in Winchester
Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt, holiday rental in Winchester
Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt, holiday rental in Winchester

Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location, holiday rental in Winchester
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location, holiday rental in Winchester
Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location, holiday rental in Winchester

Beautifully Converted 17th C Grade II Stables/Coach House/Barn In Quiet Location

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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1 Abbotts Court Mews, holiday rental in Winchester
1 Abbotts Court Mews, holiday rental in Winchester
1 Abbotts Court Mews, holiday rental in Winchester

1 Abbotts Court Mews

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Hayloft, Crabwood Cottages, holiday rental in Winchester
The Hayloft, Crabwood Cottages, holiday rental in Winchester
The Hayloft, Crabwood Cottages, holiday rental in Winchester

The Hayloft, Crabwood Cottages

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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City Centre Apartment Winchester with parking provided, holiday rental in Winchester
City Centre Apartment Winchester with parking provided, holiday rental in Winchester
City Centre Apartment Winchester with parking provided, holiday rental in Winchester

City Centre Apartment Winchester with parking provided

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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South House Winchester, holiday rental in Winchester
South House Winchester, holiday rental in Winchester
South House Winchester, holiday rental in Winchester

South House Winchester

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Down House Cottage less than 3 miles from the heart of historic Winchester., holiday rental in Winchester
The Down House Cottage less than 3 miles from the heart of historic Winchester., holiday rental in Winchester
The Down House Cottage less than 3 miles from the heart of historic Winchester., holiday rental in Winchester

The Down House Cottage less than 3 miles from the heart of historic Winchester.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury 3 bedroom Scandinavian Lodge (without hot tub), holiday rental in Winchester
Luxury 3 bedroom Scandinavian Lodge (without hot tub), holiday rental in Winchester
Luxury 3 bedroom Scandinavian Lodge (without hot tub), holiday rental in Winchester

Luxury 3 bedroom Scandinavian Lodge (without hot tub)

Cabin Holiday Rental
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming period cottage quietly located in the centre of Winchester, holiday rental in Winchester
Charming period cottage quietly located in the centre of Winchester, holiday rental in Winchester
Charming period cottage quietly located in the centre of Winchester, holiday rental in Winchester

Charming period cottage quietly located in the centre of Winchester

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Down House Cottage, holiday rental in Winchester
The Down House Cottage, holiday rental in Winchester
The Down House Cottage, holiday rental in Winchester

The Down House Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful Apartment in Centre of Winchester with Parking, holiday rental in Winchester
Beautiful Apartment in Centre of Winchester with Parking, holiday rental in Winchester
Beautiful Apartment in Centre of Winchester with Parking, holiday rental in Winchester

Beautiful Apartment in Centre of Winchester with Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Very Stylish contemporary house within the Centre of Winchester, holiday rental in Winchester
Very Stylish contemporary house within the Centre of Winchester, holiday rental in Winchester
Very Stylish contemporary house within the Centre of Winchester, holiday rental in Winchester

Very Stylish contemporary house within the Centre of Winchester

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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5 star, award winning Scandinavian Lodge with luxurious hot tub, holiday rental in Winchester
5 star, award winning Scandinavian Lodge with luxurious hot tub, holiday rental in Winchester
5 star, award winning Scandinavian Lodge with luxurious hot tub, holiday rental in Winchester

5 star, award winning Scandinavian Lodge with luxurious hot tub

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Contemporary apartment in central Winchester, holiday rental in Winchester
Contemporary apartment in central Winchester, holiday rental in Winchester
Contemporary apartment in central Winchester, holiday rental in Winchester

Contemporary apartment in central Winchester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester, holiday rental in Winchester
Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester, holiday rental in Winchester
Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester, holiday rental in Winchester

Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cosy character cottage in central Winchester, holiday rental in Winchester
Cosy character cottage in central Winchester, holiday rental in Winchester
Cosy character cottage in central Winchester, holiday rental in Winchester

Cosy character cottage in central Winchester

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury 2 Bedroom Scandinavian Lodge (without hot tub), holiday rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge (without hot tub), holiday rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge (without hot tub), holiday rental in Winchester

Luxury 2 Bedroom Scandinavian Lodge (without hot tub)

Cabin Holiday Rental
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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South House offers high comfort self-catering accommodation for up to 6 people,, holiday rental in Winchester
South House offers high comfort self-catering accommodation for up to 6 people,, holiday rental in Winchester
South House offers high comfort self-catering accommodation for up to 6 people,, holiday rental in Winchester

South House offers high comfort self-catering accommodation for up to 6 people,

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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5 star, award winning Scandinavian Lodge with luxurious hot tub, holiday rental in Winchester
5 star, award winning Scandinavian Lodge with luxurious hot tub, holiday rental in Winchester
5 star, award winning Scandinavian Lodge with luxurious hot tub, holiday rental in Winchester

5 star, award winning Scandinavian Lodge with luxurious hot tub

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable apartment with country views on northern edge of Winchester, holiday rental in Winchester
Comfortable apartment with country views on northern edge of Winchester, holiday rental in Winchester
Comfortable apartment with country views on northern edge of Winchester, holiday rental in Winchester

Comfortable apartment with country views on northern edge of Winchester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury 2 Bedroom Scandinavian Lodge with HOT TUB, holiday rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge with HOT TUB, holiday rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge with HOT TUB, holiday rental in Winchester

Luxury 2 Bedroom Scandinavian Lodge with HOT TUB

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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The Loft Winchester, holiday rental in Winchester
The Loft Winchester, holiday rental in Winchester
The Loft Winchester, holiday rental in Winchester

The Loft Winchester

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Entire City centre home, exclusive use,  off street private parking, holiday rental in Winchester
Entire City centre home, exclusive use,  off street private parking, holiday rental in Winchester
Entire City centre home, exclusive use,  off street private parking, holiday rental in Winchester

Entire City centre home, exclusive use, off street private parking

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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The Loft Winchester., holiday rental in Winchester
The Loft Winchester., holiday rental in Winchester
The Loft Winchester., holiday rental in Winchester

The Loft Winchester.

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB , holiday rental in Winchester
Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB , holiday rental in Winchester
Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB , holiday rental in Winchester

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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City Centre Home With Private Off Road Parking, holiday rental in Winchester
City Centre Home With Private Off Road Parking, holiday rental in Winchester
City Centre Home With Private Off Road Parking, holiday rental in Winchester

City Centre Home With Private Off Road Parking

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Gorgeous Apartment in the heart of Winchester, holiday rental in Winchester
Gorgeous Apartment in the heart of Winchester, holiday rental in Winchester
Gorgeous Apartment in the heart of Winchester, holiday rental in Winchester

Gorgeous Apartment in the heart of Winchester

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Bishops Retreat Winchester, holiday rental in Winchester
Bishops Retreat Winchester, holiday rental in Winchester
Bishops Retreat Winchester, holiday rental in Winchester

Bishops Retreat Winchester

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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South House - In the centre of Winchester, holiday rental in Winchester
South House - In the centre of Winchester, holiday rental in Winchester
South House - In the centre of Winchester, holiday rental in Winchester

South House - In the centre of Winchester

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful and Cosy Apartment in the centre of Winchester, holiday rental in Winchester
Beautiful and Cosy Apartment in the centre of Winchester, holiday rental in Winchester
Beautiful and Cosy Apartment in the centre of Winchester, holiday rental in Winchester

Beautiful and Cosy Apartment in the centre of Winchester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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NEW Luxury 2 bed Cottage in the Historic City Winchester with private parking, holiday rental in Winchester
NEW Luxury 2 bed Cottage in the Historic City Winchester with private parking, holiday rental in Winchester
NEW Luxury 2 bed Cottage in the Historic City Winchester with private parking, holiday rental in Winchester

NEW Luxury 2 bed Cottage in the Historic City Winchester with private parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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5 star, award winning Scandinavian Lodge, holiday rental in Winchester
5 star, award winning Scandinavian Lodge, holiday rental in Winchester
5 star, award winning Scandinavian Lodge, holiday rental in Winchester

5 star, award winning Scandinavian Lodge

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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3 Bedroom, Luxury Scandinavian Lodge, set in woodland, holiday rental in Winchester
3 Bedroom, Luxury Scandinavian Lodge, set in woodland, holiday rental in Winchester
3 Bedroom, Luxury Scandinavian Lodge, set in woodland, holiday rental in Winchester

3 Bedroom, Luxury Scandinavian Lodge, set in woodland

Cabin Holiday Rental
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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No. 81 Tower Street ~ Designers Townhouse, holiday rental in Winchester
No. 81 Tower Street ~ Designers Townhouse, holiday rental in Winchester
No. 81 Tower Street ~ Designers Townhouse, holiday rental in Winchester

No. 81 Tower Street ~ Designers Townhouse

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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No. 11 Cossack Lane House, holiday rental in Winchester
No. 11 Cossack Lane House, holiday rental in Winchester
No. 11 Cossack Lane House, holiday rental in Winchester

No. 11 Cossack Lane House

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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2 Bedroom, Luxury Scandinavian Lodge set in woodland, holiday rental in Winchester
2 Bedroom, Luxury Scandinavian Lodge set in woodland, holiday rental in Winchester
2 Bedroom, Luxury Scandinavian Lodge set in woodland, holiday rental in Winchester

2 Bedroom, Luxury Scandinavian Lodge set in woodland

Cabin Holiday Rental
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Winchester Cottage Opposite Famous Organic FarmShop - 3 Bedrooms & Garden Office, holiday rental in Winchester
Winchester Cottage Opposite Famous Organic FarmShop - 3 Bedrooms & Garden Office, holiday rental in Winchester
Winchester Cottage Opposite Famous Organic FarmShop - 3 Bedrooms & Garden Office, holiday rental in Winchester

Winchester Cottage Opposite Famous Organic FarmShop - 3 Bedrooms & Garden Office

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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3 bedroom, Scandinavian Log Cabin, Winchester, holiday rental in Winchester
3 bedroom, Scandinavian Log Cabin, Winchester, holiday rental in Winchester
3 bedroom, Scandinavian Log Cabin, Winchester, holiday rental in Winchester

3 bedroom, Scandinavian Log Cabin, Winchester

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2 Bedroom, Scandinavian Log Cabin, Winchester, holiday rental in Winchester
2 Bedroom, Scandinavian Log Cabin, Winchester, holiday rental in Winchester
2 Bedroom, Scandinavian Log Cabin, Winchester, holiday rental in Winchester

2 Bedroom, Scandinavian Log Cabin, Winchester

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Perfect family home, within walking distance of city centre, to the wide range o, holiday rental in Winchester
Perfect family home, within walking distance of city centre, to the wide range o, holiday rental in Winchester
Perfect family home, within walking distance of city centre, to the wide range o, holiday rental in Winchester

Perfect family home, within walking distance of city centre, to the wide range o

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Close to city centre with its wide range of shops & excellent cultural facilitie, holiday rental in Winchester
Close to city centre with its wide range of shops & excellent cultural facilitie, holiday rental in Winchester
Close to city centre with its wide range of shops & excellent cultural facilitie, holiday rental in Winchester

Close to city centre with its wide range of shops & excellent cultural facilitie

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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All the city has to offer just a stone's throw away, holiday rental in Winchester
All the city has to offer just a stone's throw away, holiday rental in Winchester
All the city has to offer just a stone's throw away, holiday rental in Winchester

All the city has to offer just a stone's throw away

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Right in the heart of the city centre looking out on Winchester Castle, holiday rental in Winchester
Right in the heart of the city centre looking out on Winchester Castle, holiday rental in Winchester
Right in the heart of the city centre looking out on Winchester Castle, holiday rental in Winchester

Right in the heart of the city centre looking out on Winchester Castle

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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A peaceful elevated residential area within walking distance of the city, holiday rental in Winchester
A peaceful elevated residential area within walking distance of the city, holiday rental in Winchester

A peaceful elevated residential area within walking distance of the city

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Situated within moments of the High Street and Theatre Royal, holiday rental in Winchester
Situated within moments of the High Street and Theatre Royal, holiday rental in Winchester
Situated within moments of the High Street and Theatre Royal, holiday rental in Winchester

Situated within moments of the High Street and Theatre Royal

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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