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Winchester Family & Kid Friendly Rentals

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Bedrooms

Bathrooms

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Suitability

Property type

Distinctive Features

Distance from

5 mi
58 rentals in Winchester.
The Old Tractor Barn, Crabwood Cottages, vacation rental in Winchester
The Old Tractor Barn, Crabwood Cottages, vacation rental in Winchester
The Old Tractor Barn, Crabwood Cottages, vacation rental in Winchester

The Old Tractor Barn, Crabwood Cottages

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
More info
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1 Abbotts Court Mews, vacation rental in Winchester
1 Abbotts Court Mews, vacation rental in Winchester
1 Abbotts Court Mews, vacation rental in Winchester

1 Abbotts Court Mews

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
More info
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Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt, vacation rental in Winchester
Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt, vacation rental in Winchester
Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt, vacation rental in Winchester

Idyllic Hampshire Hideaway - The Orchard Studio, Sparsholt

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
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South House Winchester, vacation rental in Winchester
South House Winchester, vacation rental in Winchester
South House Winchester, vacation rental in Winchester

South House Winchester

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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City Centre Apartment Winchester with parking provided, vacation rental in Winchester
City Centre Apartment Winchester with parking provided, vacation rental in Winchester
City Centre Apartment Winchester with parking provided, vacation rental in Winchester

City Centre Apartment Winchester with parking provided

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Luxury 3 bedroom Scandinavian Lodge (without hot tub), vacation rental in Winchester
Luxury 3 bedroom Scandinavian Lodge (without hot tub), vacation rental in Winchester
Luxury 3 bedroom Scandinavian Lodge (without hot tub), vacation rental in Winchester

Luxury 3 bedroom Scandinavian Lodge (without hot tub)

Cabin
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Charming period cottage quietly located in the centre of Winchester, vacation rental in Winchester
Charming period cottage quietly located in the centre of Winchester, vacation rental in Winchester
Charming period cottage quietly located in the centre of Winchester, vacation rental in Winchester

Charming period cottage quietly located in the centre of Winchester

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Luxury 2 Bedroom Scandinavian Lodge (without hot tub), vacation rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge (without hot tub), vacation rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge (without hot tub), vacation rental in Winchester

Luxury 2 Bedroom Scandinavian Lodge (without hot tub)

Cabin
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Beautiful Apartment in Centre of Winchester with Parking, vacation rental in Winchester
Beautiful Apartment in Centre of Winchester with Parking, vacation rental in Winchester
Beautiful Apartment in Centre of Winchester with Parking, vacation rental in Winchester

Beautiful Apartment in Centre of Winchester with Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Cosy character cottage in central Winchester, vacation rental in Winchester
Cosy character cottage in central Winchester, vacation rental in Winchester
Cosy character cottage in central Winchester, vacation rental in Winchester

Cosy character cottage in central Winchester

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Very Stylish contemporary house within the Centre of Winchester, vacation rental in Winchester
Very Stylish contemporary house within the Centre of Winchester, vacation rental in Winchester
Very Stylish contemporary house within the Centre of Winchester, vacation rental in Winchester

Very Stylish contemporary house within the Centre of Winchester

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Stylish House in Winchester with parking for two cars, vacation rental in Winchester
Stylish House in Winchester with parking for two cars, vacation rental in Winchester
Stylish House in Winchester with parking for two cars, vacation rental in Winchester

Stylish House in Winchester with parking for two cars

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Contemporary apartment in central Winchester, vacation rental in Winchester
Contemporary apartment in central Winchester, vacation rental in Winchester
Contemporary apartment in central Winchester, vacation rental in Winchester

Contemporary apartment in central Winchester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester, vacation rental in Winchester
Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester, vacation rental in Winchester
Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester, vacation rental in Winchester

Charming 3 bed Thatched Cottage in Rural Village near Stockbridge Winchester

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
More info
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South House offers high comfort self-catering accommodation for up to 6 people,, vacation rental in Winchester
South House offers high comfort self-catering accommodation for up to 6 people,, vacation rental in Winchester
South House offers high comfort self-catering accommodation for up to 6 people,, vacation rental in Winchester

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Luxury 2 Bedroom Scandinavian Lodge with HOT TUB, vacation rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge with HOT TUB, vacation rental in Winchester
Luxury 2 Bedroom Scandinavian Lodge with HOT TUB, vacation rental in Winchester

Luxury 2 Bedroom Scandinavian Lodge with HOT TUB

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Entire City centre home, exclusive use,  off street private parking, vacation rental in Winchester
Entire City centre home, exclusive use,  off street private parking, vacation rental in Winchester
Entire City centre home, exclusive use,  off street private parking, vacation rental in Winchester

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

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB , vacation rental in Winchester
Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB , vacation rental in Winchester
Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB , vacation rental in Winchester

Luxury 3 Bedroom, Scandinavian Lodge with HOT TUB

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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The Loft Winchester., vacation rental in Winchester
The Loft Winchester., vacation rental in Winchester
The Loft Winchester., vacation rental in Winchester

The Loft Winchester.

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
More info
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Gorgeous Apartment in the heart of Winchester, vacation rental in Winchester
Gorgeous Apartment in the heart of Winchester, vacation rental in Winchester
Gorgeous Apartment in the heart of Winchester, vacation rental in Winchester

Gorgeous Apartment in the heart of Winchester

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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South House - In the centre of Winchester, vacation rental in Winchester
South House - In the centre of Winchester, vacation rental in Winchester
South House - In the centre of Winchester, vacation rental in Winchester

South House - In the centre of Winchester

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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City Centre Home With Private Off Road Parking, vacation rental in Winchester
City Centre Home With Private Off Road Parking, vacation rental in Winchester
City Centre Home With Private Off Road Parking, vacation rental in Winchester

City Centre Home With Private Off Road Parking

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Beautiful and Cosy Apartment in the centre of Winchester, vacation rental in Winchester
Beautiful and Cosy Apartment in the centre of Winchester, vacation rental in Winchester
Beautiful and Cosy Apartment in the centre of Winchester, vacation rental in Winchester

Beautiful and Cosy Apartment in the centre of Winchester

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
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Right in the heart of Winchester with Castle View, vacation rental in Winchester
Right in the heart of Winchester with Castle View, vacation rental in Winchester
Right in the heart of Winchester with Castle View, vacation rental in Winchester

Right in the heart of Winchester with Castle View

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
More info
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Peaceful elevated residential area - walk to city, vacation rental in Winchester
Peaceful elevated residential area - walk to city, vacation rental in Winchester
Peaceful elevated residential area - walk to city, vacation rental in Winchester

Peaceful elevated residential area - walk to city

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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No. 79 Tower Street ~ Rapunzel on Tower, vacation rental in Winchester
No. 79 Tower Street ~ Rapunzel on Tower, vacation rental in Winchester
No. 79 Tower Street ~ Rapunzel on Tower, vacation rental in Winchester

No. 79 Tower Street ~ Rapunzel on Tower

Rental Home
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Kid friendly
More info
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The Sky Penthouse, City Centre Luxury, vacation rental in Winchester
The Sky Penthouse, City Centre Luxury, vacation rental in Winchester
The Sky Penthouse, City Centre Luxury, vacation rental in Winchester

The Sky Penthouse, City Centre Luxury

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

3 Bedroom, Luxury Scandinavian Lodge, set in woodland

Cabin
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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No. 81 Tower Street ~ Designers Townhouse, vacation rental in Winchester
No. 81 Tower Street ~ Designers Townhouse, vacation rental in Winchester
No. 81 Tower Street ~ Designers Townhouse, vacation rental in Winchester

No. 81 Tower Street ~ Designers Townhouse

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
More info
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Designer's House perfectly, quiet, close to centre, vacation rental in Winchester
Designer's House perfectly, quiet, close to centre, vacation rental in Winchester
Designer's House perfectly, quiet, close to centre, vacation rental in Winchester

Designer's House perfectly, quiet, close to centre

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
More info
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Meed, vacation rental in Winchester
Meed, vacation rental in Winchester
Meed, vacation rental in Winchester

Meed

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
More info
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Unique Home in the Heart of Winchester Centre, vacation rental in Winchester
Unique Home in the Heart of Winchester Centre, vacation rental in Winchester
Unique Home in the Heart of Winchester Centre, vacation rental in Winchester

Unique Home in the Heart of Winchester Centre

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Winchester Retreat, vacation rental in Winchester
Winchester Retreat, vacation rental in Winchester
Winchester Retreat, vacation rental in Winchester

Winchester Retreat

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, Kid friendly
More info
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Immaculate 4-Bed House in Winchester Free Parking, vacation rental in Winchester
Immaculate 4-Bed House in Winchester Free Parking, vacation rental in Winchester
Immaculate 4-Bed House in Winchester Free Parking, vacation rental in Winchester

Immaculate 4-Bed House in Winchester Free Parking

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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2 Bedroom, Luxury Scandinavian Lodge set in woodland, vacation rental in Winchester
2 Bedroom, Luxury Scandinavian Lodge set in woodland, vacation rental in Winchester
2 Bedroom, Luxury Scandinavian Lodge set in woodland, vacation rental in Winchester

2 Bedroom, Luxury Scandinavian Lodge set in woodland

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

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

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
More info
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Westgate Cottage in the heart of Winchester, vacation rental in Winchester
Westgate Cottage in the heart of Winchester, vacation rental in Winchester
Westgate Cottage in the heart of Winchester, vacation rental in Winchester

Westgate Cottage in the heart of Winchester

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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★The Jewel Of Central Winchester★, vacation rental in Winchester
★The Jewel Of Central Winchester★, vacation rental in Winchester
★The Jewel Of Central Winchester★, vacation rental in Winchester

★The Jewel Of Central Winchester★

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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1 bed Boscobel Apartments free parking, vacation rental in Winchester
1 bed Boscobel Apartments free parking, vacation rental in Winchester
1 bed Boscobel Apartments free parking, vacation rental in Winchester

1 bed Boscobel Apartments free parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking, vacation rental in Winchester
Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking, vacation rental in Winchester
Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking, vacation rental in Winchester

Escape to Boscobel: Enjoy a Cosy 1 Bed Apartment with Free Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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The Nestle House City Centre Luxury, vacation rental in Winchester
The Nestle House City Centre Luxury, vacation rental in Winchester
The Nestle House City Centre Luxury, vacation rental in Winchester

The Nestle House City Centre Luxury

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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2 bedroom accommodation in Winchester, vacation rental in Winchester
2 bedroom accommodation in Winchester, vacation rental in Winchester
2 bedroom accommodation in Winchester, vacation rental in Winchester

2 bedroom accommodation in Winchester

Rental Home
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps, Kid friendly
More info
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Immaculate 4-Bed House in Winchester Free Parking, vacation rental in Winchester
Immaculate 4-Bed House in Winchester Free Parking, vacation rental in Winchester
Immaculate 4-Bed House in Winchester Free Parking, vacation rental in Winchester

Immaculate 4-Bed House in Winchester Free Parking

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Beautiful apartment in the centre of Winchester with parking!, vacation rental in Winchester
Beautiful apartment in the centre of Winchester with parking!, vacation rental in Winchester
Beautiful apartment in the centre of Winchester with parking!, vacation rental in Winchester

Beautiful apartment in the centre of Winchester with parking!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Luxury 4 bedroom on-suite house with free parking, vacation rental in Winchester
Luxury 4 bedroom on-suite house with free parking, vacation rental in Winchester
Luxury 4 bedroom on-suite house with free parking, vacation rental in Winchester

Luxury 4 bedroom on-suite house with free parking

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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The Old School House, Winchester, vacation rental in Winchester
The Old School House, Winchester, vacation rental in Winchester
The Old School House, Winchester, vacation rental in Winchester

The Old School House, Winchester

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
More info
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Period Townhouse Winchester City Centre, vacation rental in Winchester
Period Townhouse Winchester City Centre, vacation rental in Winchester
Period Townhouse Winchester City Centre, vacation rental in Winchester

Period Townhouse Winchester City Centre

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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4 Bed City House With Private Garden and Parking, vacation rental in Winchester
4 Bed City House With Private Garden and Parking, vacation rental in Winchester
4 Bed City House With Private Garden and Parking, vacation rental in Winchester

4 Bed City House With Private Garden and Parking

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
More info
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Large Two bedroom semi detached property, vacation rental in Winchester
Large Two bedroom semi detached property, vacation rental in Winchester
Large Two bedroom semi detached property, vacation rental in Winchester

Large Two bedroom semi detached property

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Royal Rumble, vacation rental in Winchester
Royal Rumble, vacation rental in Winchester
Royal Rumble, vacation rental in Winchester

Royal Rumble

Rental Home
19 bedrooms
3 bathrooms
Sleeps 42
Match: Sleeps, Kid friendly
More info
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Showing results 1-50 of 78