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Holiday Rentals in Windsor and Maidenhead

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5 km
329 rentals in Windsor and Maidenhead.
The Old Wharf Cottage - Riverside Living with Private Pool, holiday rental in Windsor and Maidenhead
The Old Wharf Cottage - Riverside Living with Private Pool, holiday rental in Windsor and Maidenhead
The Old Wharf Cottage - Riverside Living with Private Pool, holiday rental in Windsor and Maidenhead

The Old Wharf Cottage - Riverside Living with Private Pool

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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A magical and romantic getaway near Windsor Castle and beside Windsor Great Park, holiday rental in Windsor and Maidenhead
A magical and romantic getaway near Windsor Castle and beside Windsor Great Park, holiday rental in Windsor and Maidenhead
A magical and romantic getaway near Windsor Castle and beside Windsor Great Park, holiday rental in Windsor and Maidenhead

A magical and romantic getaway near Windsor Castle and beside Windsor Great Park

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle, holiday rental in Windsor and Maidenhead
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle, holiday rental in Windsor and Maidenhead
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle, holiday rental in Windsor and Maidenhead

Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Thieves Garden - Serviced, Self Catering Apartment, holiday rental in Windsor and Maidenhead
Thieves Garden - Serviced, Self Catering Apartment, holiday rental in Windsor and Maidenhead
Thieves Garden - Serviced, Self Catering Apartment, holiday rental in Windsor and Maidenhead

Thieves Garden - Serviced, Self Catering Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Chateau Gato Thames Retreat, holiday rental in Windsor and Maidenhead
Chateau Gato Thames Retreat, holiday rental in Windsor and Maidenhead
Chateau Gato Thames Retreat, holiday rental in Windsor and Maidenhead

Chateau Gato Thames Retreat

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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STABLE HOUSE ETON WINDSOR, holiday rental in Windsor and Maidenhead
STABLE HOUSE ETON WINDSOR, holiday rental in Windsor and Maidenhead
STABLE HOUSE ETON WINDSOR, holiday rental in Windsor and Maidenhead

STABLE HOUSE ETON WINDSOR

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2 double bedroom modern house with secure parking, holiday rental in Windsor and Maidenhead
2 double bedroom modern house with secure parking, holiday rental in Windsor and Maidenhead
2 double bedroom modern house with secure parking, holiday rental in Windsor and Maidenhead

2 double bedroom modern house with secure parking

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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 1 bedroom Cottage 5, sleeps 2/3, , holiday rental in Windsor and Maidenhead
 1 bedroom Cottage 5, sleeps 2/3, , holiday rental in Windsor and Maidenhead
 1 bedroom Cottage 5, sleeps 2/3, , holiday rental in Windsor and Maidenhead

1 bedroom Cottage 5, sleeps 2/3,

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Windsor, 3 Bedroom House, Sleeps 5 people, holiday rental in Windsor and Maidenhead
Windsor, 3 Bedroom House, Sleeps 5 people, holiday rental in Windsor and Maidenhead
Windsor, 3 Bedroom House, Sleeps 5 people, holiday rental in Windsor and Maidenhead

Windsor, 3 Bedroom House, Sleeps 5 people

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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King Edward IV Luxury Apartment , holiday rental in Windsor and Maidenhead
King Edward IV Luxury Apartment , holiday rental in Windsor and Maidenhead
King Edward IV Luxury Apartment , holiday rental in Windsor and Maidenhead

King Edward IV Luxury Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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King Edward III Luxury Windsor Apartments, holiday rental in Windsor and Maidenhead
King Edward III Luxury Windsor Apartments, holiday rental in Windsor and Maidenhead
King Edward III Luxury Windsor Apartments, holiday rental in Windsor and Maidenhead

King Edward III Luxury Windsor Apartments

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Studio Cottage 1, sleeps 2, Sheephouse Manor, holiday rental in Windsor and Maidenhead
Studio Cottage 1, sleeps 2, Sheephouse Manor, holiday rental in Windsor and Maidenhead
Studio Cottage 1, sleeps 2, Sheephouse Manor, holiday rental in Windsor and Maidenhead

Studio Cottage 1, sleeps 2, Sheephouse Manor

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious 3 bedroom apartment by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Spacious 3 bedroom apartment by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Spacious 3 bedroom apartment by Accommodation Windsor, holiday rental in Windsor and Maidenhead

Spacious 3 bedroom apartment by Accommodation Windsor

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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3 bed appt, sleeps 6, West Wing Sheephouse Manor, holiday rental in Windsor and Maidenhead
3 bed appt, sleeps 6, West Wing Sheephouse Manor, holiday rental in Windsor and Maidenhead
3 bed appt, sleeps 6, West Wing Sheephouse Manor, holiday rental in Windsor and Maidenhead

3 bed appt, sleeps 6, West Wing Sheephouse Manor

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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5 Garfield Place, holiday rental in Windsor and Maidenhead
5 Garfield Place, holiday rental in Windsor and Maidenhead
5 Garfield Place, holiday rental in Windsor and Maidenhead

5 Garfield Place

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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9 The Courtyard, Windsor, holiday rental in Windsor and Maidenhead
9 The Courtyard, Windsor, holiday rental in Windsor and Maidenhead
9 The Courtyard, Windsor, holiday rental in Windsor and Maidenhead

9 The Courtyard, Windsor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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31b Saint Leonards Road (2 Bed 2 Bath) by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead
31b Saint Leonards Road (2 Bed 2 Bath) by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead
31b Saint Leonards Road (2 Bed 2 Bath) by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead

31b Saint Leonards Road (2 Bed 2 Bath) by Accommodation Windsor Ltd

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Studio Apartment, Cottage 4, sleeps 2 plus child, holiday rental in Windsor and Maidenhead
Studio Apartment, Cottage 4, sleeps 2 plus child, holiday rental in Windsor and Maidenhead
Studio Apartment, Cottage 4, sleeps 2 plus child, holiday rental in Windsor and Maidenhead

Studio Apartment, Cottage 4, sleeps 2 plus child

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Alder House Serviced Apartment Maidenhead by Ferndale - Apt A, holiday rental in Windsor and Maidenhead
Alder House Serviced Apartment Maidenhead by Ferndale - Apt A, holiday rental in Windsor and Maidenhead
Alder House Serviced Apartment Maidenhead by Ferndale - Apt A, holiday rental in Windsor and Maidenhead

Alder House Serviced Apartment Maidenhead by Ferndale - Apt A

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Townhouse next to Windsor Castle, holiday rental in Windsor and Maidenhead
Luxury Townhouse next to Windsor Castle, holiday rental in Windsor and Maidenhead
Luxury Townhouse next to Windsor Castle, holiday rental in Windsor and Maidenhead

Luxury Townhouse next to Windsor Castle

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Clarendon Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Clarendon Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Clarendon Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead

Clarendon Court by Accommodation Windsor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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The Clockhouse - Romantic Getaway Cottage Windsor, holiday rental in Windsor and Maidenhead
The Clockhouse - Romantic Getaway Cottage Windsor, holiday rental in Windsor and Maidenhead
The Clockhouse - Romantic Getaway Cottage Windsor, holiday rental in Windsor and Maidenhead

The Clockhouse - Romantic Getaway Cottage Windsor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Stylish modern 2 bedroom apartment in Windsor, holiday rental in Windsor and Maidenhead
Stylish modern 2 bedroom apartment in Windsor, holiday rental in Windsor and Maidenhead
Stylish modern 2 bedroom apartment in Windsor, holiday rental in Windsor and Maidenhead

Stylish modern 2 bedroom apartment in Windsor

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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The Loft Windsor/Central Windsor/Free Parking, holiday rental in Windsor and Maidenhead
The Loft Windsor/Central Windsor/Free Parking, holiday rental in Windsor and Maidenhead
The Loft Windsor/Central Windsor/Free Parking, holiday rental in Windsor and Maidenhead

The Loft Windsor/Central Windsor/Free Parking

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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1 bedroom, Cottage 3, Sheephouse Manor, holiday rental in Windsor and Maidenhead
1 bedroom, Cottage 3, Sheephouse Manor, holiday rental in Windsor and Maidenhead
1 bedroom, Cottage 3, Sheephouse Manor, holiday rental in Windsor and Maidenhead

1 bedroom, Cottage 3, Sheephouse Manor

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Luxury Apartment on Eton High Street, holiday rental in Windsor and Maidenhead
Luxury Apartment on Eton High Street, holiday rental in Windsor and Maidenhead
Luxury Apartment on Eton High Street, holiday rental in Windsor and Maidenhead

Luxury Apartment on Eton High Street

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Period Cottage in the center of Windsor, holiday rental in Windsor and Maidenhead
Period Cottage in the center of Windsor, holiday rental in Windsor and Maidenhead
Period Cottage in the center of Windsor, holiday rental in Windsor and Maidenhead

Period Cottage in the center of Windsor

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Eton College Apartment, holiday rental in Windsor and Maidenhead
Eton College Apartment, holiday rental in Windsor and Maidenhead
Eton College Apartment, holiday rental in Windsor and Maidenhead

Eton College Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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2 bedroom, Cottage 2, Sheephouse Manor, , holiday rental in Windsor and Maidenhead
2 bedroom, Cottage 2, Sheephouse Manor, , holiday rental in Windsor and Maidenhead
2 bedroom, Cottage 2, Sheephouse Manor, , holiday rental in Windsor and Maidenhead

2 bedroom, Cottage 2, Sheephouse Manor,

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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1 The Courtyard Apartments, High Street Windsor, holiday rental in Windsor and Maidenhead
1 The Courtyard Apartments, High Street Windsor, holiday rental in Windsor and Maidenhead
1 The Courtyard Apartments, High Street Windsor, holiday rental in Windsor and Maidenhead

1 The Courtyard Apartments, High Street Windsor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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4 Little Acre by Accommodation Windsor, holiday rental in Windsor and Maidenhead
4 Little Acre by Accommodation Windsor, holiday rental in Windsor and Maidenhead
4 Little Acre by Accommodation Windsor, holiday rental in Windsor and Maidenhead

4 Little Acre by Accommodation Windsor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Stunning flat in quiet surroundings, 10 min walk to Ascot Racecourse, holiday rental in Windsor and Maidenhead
Stunning flat in quiet surroundings, 10 min walk to Ascot Racecourse, holiday rental in Windsor and Maidenhead
Stunning flat in quiet surroundings, 10 min walk to Ascot Racecourse, holiday rental in Windsor and Maidenhead

Stunning flat in quiet surroundings, 10 min walk to Ascot Racecourse

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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As seen on
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THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE, holiday rental in Windsor and Maidenhead
THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE, holiday rental in Windsor and Maidenhead
THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE, holiday rental in Windsor and Maidenhead

THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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As seen on
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Ascot - Spacious 2 bed  apartment ideal for Business or Leisure, holiday rental in Windsor and Maidenhead
Ascot - Spacious 2 bed  apartment ideal for Business or Leisure, holiday rental in Windsor and Maidenhead
Ascot - Spacious 2 bed  apartment ideal for Business or Leisure, holiday rental in Windsor and Maidenhead

Ascot - Spacious 2 bed apartment ideal for Business or Leisure

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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As seen on
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Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle, holiday rental in Windsor and Maidenhead
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle, holiday rental in Windsor and Maidenhead
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle, holiday rental in Windsor and Maidenhead

Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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As seen on
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Lovely Flat With Parking In The Centre Of Royal Windsor, holiday rental in Windsor and Maidenhead
Lovely Flat With Parking In The Centre Of Royal Windsor, holiday rental in Windsor and Maidenhead
Lovely Flat With Parking In The Centre Of Royal Windsor, holiday rental in Windsor and Maidenhead

Lovely Flat With Parking In The Centre Of Royal Windsor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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As seen on
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4 The Courtyard, holiday rental in Windsor and Maidenhead
4 The Courtyard, holiday rental in Windsor and Maidenhead
4 The Courtyard, holiday rental in Windsor and Maidenhead

4 The Courtyard

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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10 The Courtyard Penthouse by Accommodation Windsor, holiday rental in Windsor and Maidenhead
10 The Courtyard Penthouse by Accommodation Windsor, holiday rental in Windsor and Maidenhead
10 The Courtyard Penthouse by Accommodation Windsor, holiday rental in Windsor and Maidenhead

10 The Courtyard Penthouse by Accommodation Windsor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Two Bed Two Bath Family Apartment in Windsor, holiday rental in Windsor and Maidenhead
Two Bed Two Bath Family Apartment in Windsor, holiday rental in Windsor and Maidenhead
Two Bed Two Bath Family Apartment in Windsor, holiday rental in Windsor and Maidenhead

Two Bed Two Bath Family Apartment in Windsor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Entire Loft with two double Bedrooms and en-suite Bathroom, holiday rental in Windsor and Maidenhead
Entire Loft with two double Bedrooms and en-suite Bathroom, holiday rental in Windsor and Maidenhead
Entire Loft with two double Bedrooms and en-suite Bathroom, holiday rental in Windsor and Maidenhead

Entire Loft with two double Bedrooms and en-suite Bathroom

Private Room
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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4 Lord Raglan House by Accommodation Windsor, holiday rental in Windsor and Maidenhead
4 Lord Raglan House by Accommodation Windsor, holiday rental in Windsor and Maidenhead
4 Lord Raglan House by Accommodation Windsor, holiday rental in Windsor and Maidenhead

4 Lord Raglan House by Accommodation Windsor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Two Bed Two Bath by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Two Bed Two Bath by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Two Bed Two Bath by Accommodation Windsor, holiday rental in Windsor and Maidenhead

Two Bed Two Bath by Accommodation Windsor

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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8 Garfield Place by Accommodation Windsor, holiday rental in Windsor and Maidenhead
8 Garfield Place by Accommodation Windsor, holiday rental in Windsor and Maidenhead
8 Garfield Place by Accommodation Windsor, holiday rental in Windsor and Maidenhead

8 Garfield Place by Accommodation Windsor

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Elizabeth Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Elizabeth Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Elizabeth Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead

Elizabeth Court by Accommodation Windsor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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One Bed with Parking by Accommodation Windsor, holiday rental in Windsor and Maidenhead
One Bed with Parking by Accommodation Windsor, holiday rental in Windsor and Maidenhead
One Bed with Parking by Accommodation Windsor, holiday rental in Windsor and Maidenhead

One Bed with Parking by Accommodation Windsor

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Alexandra Court One Bed Exec Apt by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead
Alexandra Court One Bed Exec Apt by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead
Alexandra Court One Bed Exec Apt by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead

Alexandra Court One Bed Exec Apt by Accommodation Windsor Ltd

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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5 The Courtyard Apartment Windsor - free parking, holiday rental in Windsor and Maidenhead
5 The Courtyard Apartment Windsor - free parking, holiday rental in Windsor and Maidenhead
5 The Courtyard Apartment Windsor - free parking, holiday rental in Windsor and Maidenhead

5 The Courtyard Apartment Windsor - free parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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2 Lord Raglan House by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead
2 Lord Raglan House by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead
2 Lord Raglan House by Accommodation Windsor Ltd, holiday rental in Windsor and Maidenhead

2 Lord Raglan House by Accommodation Windsor Ltd

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Two Bedroom Apartment with parking by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Two Bedroom Apartment with parking by Accommodation Windsor, holiday rental in Windsor and Maidenhead
Two Bedroom Apartment with parking by Accommodation Windsor, holiday rental in Windsor and Maidenhead

Two Bedroom Apartment with parking by Accommodation Windsor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Duke Street B&B, holiday rental in Windsor and Maidenhead
Duke Street B&B, holiday rental in Windsor and Maidenhead
Duke Street B&B, holiday rental in Windsor and Maidenhead

Duke Street B&B

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Showing results 1-50 of 329
Frequently Asked Questions about Windsor and Maidenhead