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Holiday Rentals in Windsor and Maidenhead

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205 rentals in Windsor and Maidenhead.
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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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Maidenhead house charming, near Windsor & Heathrow, 20 mins to London - sleeps 4, holiday rental in Windsor and Maidenhead
Maidenhead house charming, near Windsor & Heathrow, 20 mins to London - sleeps 4, holiday rental in Windsor and Maidenhead
Maidenhead house charming, near Windsor & Heathrow, 20 mins to London - sleeps 4, holiday rental in Windsor and Maidenhead

Maidenhead house charming, near Windsor & Heathrow, 20 mins to London - sleeps 4

Holiday Rental House
3 bedrooms
2 bathrooms
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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Open! Luxurious Eton / Windsor Thames Riverside getaway, holiday rental in Windsor and Maidenhead
Open! Luxurious Eton / Windsor Thames Riverside getaway, holiday rental in Windsor and Maidenhead
Open! Luxurious Eton / Windsor Thames Riverside getaway, holiday rental in Windsor and Maidenhead

Open! Luxurious Eton / Windsor Thames Riverside getaway

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
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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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
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THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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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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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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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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
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Unique open plan house in central Windsor pet friendly + parking, holiday rental in Windsor and Maidenhead
Unique open plan house in central Windsor pet friendly + parking, holiday rental in Windsor and Maidenhead
Unique open plan house in central Windsor pet friendly + parking, holiday rental in Windsor and Maidenhead

Unique open plan house in central Windsor pet friendly + parking

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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AMAZING LOCATION!! STAY RIGHT IN THE TOWN CENTRE - JUST STEPS FROM ALL AMENITIES, holiday rental in Windsor and Maidenhead
AMAZING LOCATION!! STAY RIGHT IN THE TOWN CENTRE - JUST STEPS FROM ALL AMENITIES, holiday rental in Windsor and Maidenhead
AMAZING LOCATION!! STAY RIGHT IN THE TOWN CENTRE - JUST STEPS FROM ALL AMENITIES, holiday rental in Windsor and Maidenhead

AMAZING LOCATION!! STAY RIGHT IN THE TOWN CENTRE - JUST STEPS FROM ALL AMENITIES

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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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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Luxury flat with secure parking, rose garden and croquet lawn., holiday rental in Windsor and Maidenhead
Luxury flat with secure parking, rose garden and croquet lawn., holiday rental in Windsor and Maidenhead
Luxury flat with secure parking, rose garden and croquet lawn., holiday rental in Windsor and Maidenhead

Luxury flat with secure parking, rose garden and croquet lawn.

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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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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Homely flat with castle view and parking, holiday rental in Windsor and Maidenhead
Homely flat with castle view and parking, holiday rental in Windsor and Maidenhead
Homely flat with castle view and parking, holiday rental in Windsor and Maidenhead

Homely flat with castle view and parking

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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ROYAL WINDSOR, RIVERSIDE, WI-FI, 4 BEDROOM FAMILY HOME,3 BATH, SLEEPS UPTO 7, holiday rental in Windsor and Maidenhead
ROYAL WINDSOR, RIVERSIDE, WI-FI, 4 BEDROOM FAMILY HOME,3 BATH, SLEEPS UPTO 7, holiday rental in Windsor and Maidenhead
ROYAL WINDSOR, RIVERSIDE, WI-FI, 4 BEDROOM FAMILY HOME,3 BATH, SLEEPS UPTO 7, holiday rental in Windsor and Maidenhead

ROYAL WINDSOR, RIVERSIDE, WI-FI, 4 BEDROOM FAMILY HOME,3 BATH, SLEEPS UPTO 7

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Stunning Eton Apartment, holiday rental in Windsor and Maidenhead
Stunning Eton Apartment, holiday rental in Windsor and Maidenhead
Stunning Eton Apartment, holiday rental in Windsor and Maidenhead

Stunning Eton Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stylish house in Central Windsor, in quiet setting., holiday rental in Windsor and Maidenhead
Stylish house in Central Windsor, in quiet setting., holiday rental in Windsor and Maidenhead
Stylish house in Central Windsor, in quiet setting., holiday rental in Windsor and Maidenhead

Stylish house in Central Windsor, in quiet setting.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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STABLE HOUSE (HOUSE), holiday rental in Windsor and Maidenhead
STABLE HOUSE (HOUSE), holiday rental in Windsor and Maidenhead
STABLE HOUSE (HOUSE), holiday rental in Windsor and Maidenhead

STABLE HOUSE (HOUSE)

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Unique Five Bedroom Creek House on the Thames, holiday rental in Windsor and Maidenhead
Unique Five Bedroom Creek House on the Thames, holiday rental in Windsor and Maidenhead
Unique Five Bedroom Creek House on the Thames, holiday rental in Windsor and Maidenhead

Unique Five Bedroom Creek House on the Thames

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
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Spacious, light apartment sleeps up to four, holiday rental in Windsor and Maidenhead
Spacious, light apartment sleeps up to four, holiday rental in Windsor and Maidenhead
Spacious, light apartment sleeps up to four, holiday rental in Windsor and Maidenhead

Spacious, light apartment sleeps up to four

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Studio, Datchet, Windsor, holiday rental in Windsor and Maidenhead
The Studio, Datchet, Windsor, holiday rental in Windsor and Maidenhead
The Studio, Datchet, Windsor, holiday rental in Windsor and Maidenhead

The Studio, Datchet, Windsor

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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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
More info
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Stunning Penthouse Apartment, holiday rental in Windsor and Maidenhead
Stunning Penthouse Apartment, holiday rental in Windsor and Maidenhead
Stunning Penthouse Apartment, holiday rental in Windsor and Maidenhead

Stunning Penthouse Apartment

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Windsor Central Victorian Town House sleeps 6, holiday rental in Windsor and Maidenhead
Windsor Central Victorian Town House sleeps 6, holiday rental in Windsor and Maidenhead
Windsor Central Victorian Town House sleeps 6, holiday rental in Windsor and Maidenhead

Windsor Central Victorian Town House sleeps 6

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly., holiday rental in Windsor and Maidenhead
Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly., holiday rental in Windsor and Maidenhead
Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly., holiday rental in Windsor and Maidenhead

Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Hampden Apartments - The Henry, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Henry, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Henry, holiday rental in Windsor and Maidenhead

Hampden Apartments - The Henry

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hampden Apartments - The Diana, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Diana, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Diana, holiday rental in Windsor and Maidenhead

Hampden Apartments - The Diana

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Hampden Apartments - The Charles, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Charles, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Charles, holiday rental in Windsor and Maidenhead

Hampden Apartments - The Charles

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Gardner's Cottage Sister property, holiday rental in Windsor and Maidenhead
Gardner's Cottage Sister property, holiday rental in Windsor and Maidenhead
Gardner's Cottage Sister property, holiday rental in Windsor and Maidenhead

Gardner's Cottage Sister property

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Walking Distance to Windsor Castle and 2.6 Miles to Legoland, holiday rental in Windsor and Maidenhead
Walking Distance to Windsor Castle and 2.6 Miles to Legoland, holiday rental in Windsor and Maidenhead
Walking Distance to Windsor Castle and 2.6 Miles to Legoland, holiday rental in Windsor and Maidenhead

Walking Distance to Windsor Castle and 2.6 Miles to Legoland

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Fabulous house on the river Thames riverside, near Windsor and London, holiday rental in Windsor and Maidenhead
Fabulous house on the river Thames riverside, near Windsor and London, holiday rental in Windsor and Maidenhead
Fabulous house on the river Thames riverside, near Windsor and London, holiday rental in Windsor and Maidenhead

Fabulous house on the river Thames riverside, near Windsor and London

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Immaculate Central Windsor Town House, holiday rental in Windsor and Maidenhead
Immaculate Central Windsor Town House, holiday rental in Windsor and Maidenhead
Immaculate Central Windsor Town House, holiday rental in Windsor and Maidenhead

Immaculate Central Windsor Town House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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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The Loft Windsor is the perfect choice for business and leisure stays, holiday rental in Windsor and Maidenhead
The Loft Windsor is the perfect choice for business and leisure stays, holiday rental in Windsor and Maidenhead
The Loft Windsor is the perfect choice for business and leisure stays, holiday rental in Windsor and Maidenhead

The Loft Windsor is the perfect choice for business and leisure stays

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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MAIDENHEAD HOUSE corporate accommodation,  sleeps 4, near Windsor A4 M4, holiday rental in Windsor and Maidenhead
MAIDENHEAD HOUSE corporate accommodation,  sleeps 4, near Windsor A4 M4, holiday rental in Windsor and Maidenhead
MAIDENHEAD HOUSE corporate accommodation,  sleeps 4, near Windsor A4 M4, holiday rental in Windsor and Maidenhead

MAIDENHEAD HOUSE corporate accommodation, sleeps 4, near Windsor A4 M4

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
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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Luxury Country Estate with Concierge and Staff. Close to London, Windsor, Ascot, holiday rental in Windsor and Maidenhead
Luxury Country Estate with Concierge and Staff. Close to London, Windsor, Ascot, holiday rental in Windsor and Maidenhead
Luxury Country Estate with Concierge and Staff. Close to London, Windsor, Ascot, holiday rental in Windsor and Maidenhead

Luxury Country Estate with Concierge and Staff. Close to London, Windsor, Ascot

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury Central Eton Cottage, 5 minute walk from Windsor Castle. FREE PARKING, holiday rental in Windsor and Maidenhead
Luxury Central Eton Cottage, 5 minute walk from Windsor Castle. FREE PARKING, holiday rental in Windsor and Maidenhead
Luxury Central Eton Cottage, 5 minute walk from Windsor Castle. FREE PARKING, holiday rental in Windsor and Maidenhead

Luxury Central Eton Cottage, 5 minute walk from Windsor Castle. FREE PARKING

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hampden Apartments - The Archie, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Archie, holiday rental in Windsor and Maidenhead
Hampden Apartments - The Archie, holiday rental in Windsor and Maidenhead

Hampden Apartments - The Archie

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Hampden Apartments - The George, holiday rental in Windsor and Maidenhead
Hampden Apartments - The George, holiday rental in Windsor and Maidenhead
Hampden Apartments - The George, holiday rental in Windsor and Maidenhead

Hampden Apartments - The George

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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42 Trevelyan Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead
42 Trevelyan Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead
42 Trevelyan Court by Accommodation Windsor, holiday rental in Windsor and Maidenhead

42 Trevelyan Court by Accommodation Windsor

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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
More info
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Boutique  luxury apartment, Windsor, London , Heathrow, holiday rental in Windsor and Maidenhead
Boutique  luxury apartment, Windsor, London , Heathrow, holiday rental in Windsor and Maidenhead
Boutique  luxury apartment, Windsor, London , Heathrow, holiday rental in Windsor and Maidenhead

Boutique luxury apartment, Windsor, London , Heathrow

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Clarence House - Windsor, holiday rental in Windsor and Maidenhead
Clarence House - Windsor, holiday rental in Windsor and Maidenhead
Clarence House - Windsor, holiday rental in Windsor and Maidenhead

Clarence House - Windsor

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Welcome to our Boutique Private & Secluded Garden Studio., holiday rental in Windsor and Maidenhead
Welcome to our Boutique Private & Secluded Garden Studio., holiday rental in Windsor and Maidenhead
Welcome to our Boutique Private & Secluded Garden Studio., holiday rental in Windsor and Maidenhead

Welcome to our Boutique Private & Secluded Garden Studio.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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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