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Windsor and Maidenhead Vacation Rentals

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

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle, vacation rental in Windsor and Maidenhead
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle, vacation rental in Windsor and Maidenhead
Gorgeous Country Cottage, beside Windsor Great Park & overlooking Windsor Castle, vacation rental in Windsor and Maidenhead

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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PIXIE PLACE, Royal Windsor, Riverside Family Home, FREE WiFi & Parking, Legoland, vacation rental in Windsor and Maidenhead
PIXIE PLACE, Royal Windsor, Riverside Family Home, FREE WiFi & Parking, Legoland, vacation rental in Windsor and Maidenhead
PIXIE PLACE, Royal Windsor, Riverside Family Home, FREE WiFi & Parking, Legoland, vacation rental in Windsor and Maidenhead

PIXIE PLACE, Royal Windsor, Riverside Family Home, FREE WiFi & Parking, Legoland

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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WATERSIDE,SPACIOUS&BRIGHT, ROYAL WINDSOR, WEST LONDON /LEGOLAND, WI-FI/PARKING, vacation rental in Windsor and Maidenhead
WATERSIDE,SPACIOUS&BRIGHT, ROYAL WINDSOR, WEST LONDON /LEGOLAND, WI-FI/PARKING, vacation rental in Windsor and Maidenhead
WATERSIDE,SPACIOUS&BRIGHT, ROYAL WINDSOR, WEST LONDON /LEGOLAND, WI-FI/PARKING, vacation rental in Windsor and Maidenhead

WATERSIDE,SPACIOUS&BRIGHT, ROYAL WINDSOR, WEST LONDON /LEGOLAND, WI-FI/PARKING

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Open! Luxurious Eton / Windsor Thames Riverside getaway, vacation rental in Windsor and Maidenhead
Open! Luxurious Eton / Windsor Thames Riverside getaway, vacation rental in Windsor and Maidenhead
Open! Luxurious Eton / Windsor Thames Riverside getaway, vacation rental in Windsor and Maidenhead

Open! Luxurious Eton / Windsor Thames Riverside getaway

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle, vacation rental in Windsor and Maidenhead
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle, vacation rental in Windsor and Maidenhead
Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle, vacation rental in Windsor and Maidenhead

Gorgeous Country Cottage beside Windsor Great Park & overlooking Windsor Castle

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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THE OLD SCHOOL HOUSE, ASCOT, BERKSHIRE

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lovely Flat With Parking In The Centre Of Royal Windsor, vacation rental in Windsor and Maidenhead
Lovely Flat With Parking In The Centre Of Royal Windsor, vacation rental in Windsor and Maidenhead
Lovely Flat With Parking In The Centre Of Royal Windsor, vacation 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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Luxury Townhouse next to Windsor Castle, vacation rental in Windsor and Maidenhead
Luxury Townhouse next to Windsor Castle, vacation rental in Windsor and Maidenhead
Luxury Townhouse next to Windsor Castle, vacation rental in Windsor and Maidenhead

Luxury Townhouse next to Windsor Castle

Rental Home
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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2 double bedroom modern house with secure parking, vacation rental in Windsor and Maidenhead
2 double bedroom modern house with secure parking, vacation rental in Windsor and Maidenhead
2 double bedroom modern house with secure parking, vacation rental in Windsor and Maidenhead

2 double bedroom modern house with secure parking

Rental Home
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, vacation rental in Windsor and Maidenhead
A magical and romantic getaway near Windsor Castle and beside Windsor Great Park, vacation rental in Windsor and Maidenhead
A magical and romantic getaway near Windsor Castle and beside Windsor Great Park, vacation 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, vacation rental in Windsor and Maidenhead
The Clockhouse - Romantic Getaway Cottage Windsor, vacation rental in Windsor and Maidenhead
The Clockhouse - Romantic Getaway Cottage Windsor, vacation 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, vacation rental in Windsor and Maidenhead
Unique open plan house in central Windsor pet friendly + parking, vacation rental in Windsor and Maidenhead
Unique open plan house in central Windsor pet friendly + parking, vacation rental in Windsor and Maidenhead

Unique open plan house in central Windsor pet friendly + parking

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Old Wharf Cottage - Riverside Living with Private Pool, vacation rental in Windsor and Maidenhead
The Old Wharf Cottage - Riverside Living with Private Pool, vacation rental in Windsor and Maidenhead
The Old Wharf Cottage - Riverside Living with Private Pool, vacation rental in Windsor and Maidenhead

The Old Wharf Cottage - Riverside Living with Private Pool

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Luxury flat with secure parking, rose garden and croquet lawn., vacation rental in Windsor and Maidenhead
Luxury flat with secure parking, rose garden and croquet lawn., vacation rental in Windsor and Maidenhead
Luxury flat with secure parking, rose garden and croquet lawn., vacation 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
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Homely flat with castle view and parking, vacation rental in Windsor and Maidenhead
Homely flat with castle view and parking, vacation rental in Windsor and Maidenhead
Homely flat with castle view and parking, vacation rental in Windsor and Maidenhead

Homely flat with castle view and parking

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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King Edward IV Luxury Apartment , vacation rental in Windsor and Maidenhead
King Edward IV Luxury Apartment , vacation rental in Windsor and Maidenhead
King Edward IV Luxury Apartment , vacation rental in Windsor and Maidenhead

King Edward IV Luxury Apartment

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

Stylish house in Central Windsor, in quiet setting.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ROYAL WINDSOR, RIVERSIDE, WI-FI, 4 BEDROOM FAMILY HOME,3 BATH, SLEEPS UPTO 7, vacation rental in Windsor and Maidenhead
ROYAL WINDSOR, RIVERSIDE, WI-FI, 4 BEDROOM FAMILY HOME,3 BATH, SLEEPS UPTO 7, vacation rental in Windsor and Maidenhead
ROYAL WINDSOR, RIVERSIDE, WI-FI, 4 BEDROOM FAMILY HOME,3 BATH, SLEEPS UPTO 7, vacation rental in Windsor and Maidenhead

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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Stunning Eton Apartment, vacation rental in Windsor and Maidenhead
Stunning Eton Apartment, vacation rental in Windsor and Maidenhead
Stunning Eton Apartment, vacation rental in Windsor and Maidenhead

Stunning Eton Apartment

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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RIVERSIDE, WEST LONDON, ROYAL WINDSOR,4/5 BEDROOM, LEGOLAND, FREE WIFI & PARKING, vacation rental in Windsor and Maidenhead
RIVERSIDE, WEST LONDON, ROYAL WINDSOR,4/5 BEDROOM, LEGOLAND, FREE WIFI & PARKING, vacation rental in Windsor and Maidenhead
RIVERSIDE, WEST LONDON, ROYAL WINDSOR,4/5 BEDROOM, LEGOLAND, FREE WIFI & PARKING, vacation rental in Windsor and Maidenhead

RIVERSIDE, WEST LONDON, ROYAL WINDSOR,4/5 BEDROOM, LEGOLAND, FREE WIFI & PARKING

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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STABLE HOUSE (HOUSE), vacation rental in Windsor and Maidenhead
STABLE HOUSE (HOUSE), vacation rental in Windsor and Maidenhead
STABLE HOUSE (HOUSE), vacation rental in Windsor and Maidenhead

STABLE HOUSE (HOUSE)

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spacious, light apartment sleeps up to four, vacation rental in Windsor and Maidenhead
Spacious, light apartment sleeps up to four, vacation rental in Windsor and Maidenhead
Spacious, light apartment sleeps up to four, vacation rental in Windsor and Maidenhead

Spacious, light apartment sleeps up to four

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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AMAZING LOCATION!! STAY RIGHT IN THE TOWN CENTRE - JUST STEPS FROM ALL AMENITIES, vacation rental in Windsor and Maidenhead
AMAZING LOCATION!! STAY RIGHT IN THE TOWN CENTRE - JUST STEPS FROM ALL AMENITIES, vacation rental in Windsor and Maidenhead
AMAZING LOCATION!! STAY RIGHT IN THE TOWN CENTRE - JUST STEPS FROM ALL AMENITIES, vacation 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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STABLE HOUSE ETON WINDSOR, vacation rental in Windsor and Maidenhead
STABLE HOUSE ETON WINDSOR, vacation rental in Windsor and Maidenhead
STABLE HOUSE ETON WINDSOR, vacation rental in Windsor and Maidenhead

STABLE HOUSE ETON WINDSOR

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Studio, Datchet, Windsor, vacation rental in Windsor and Maidenhead
The Studio, Datchet, Windsor, vacation rental in Windsor and Maidenhead
The Studio, Datchet, Windsor, vacation rental in Windsor and Maidenhead

The Studio, Datchet, Windsor

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly., vacation rental in Windsor and Maidenhead
Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly., vacation rental in Windsor and Maidenhead
Riverside Bungalow near legoland, Windsor, Hot Tub & Sauna. Pet Friendly., vacation rental in Windsor and Maidenhead

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

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Gardner's Cottage Sister property, vacation rental in Windsor and Maidenhead
Gardner's Cottage Sister property, vacation rental in Windsor and Maidenhead
Gardner's Cottage Sister property, vacation rental in Windsor and Maidenhead

Gardner's Cottage Sister property

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Hampden Apartments - The Diana, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Diana, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Diana, vacation rental in Windsor and Maidenhead

Hampden Apartments - The Diana

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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RIVERSIDE, WESTLONDON, ROYAL WINDSOR,FAMILY HOME SLEEPS 7, Free WIFI+PARKING, vacation rental in Windsor and Maidenhead
RIVERSIDE, WESTLONDON, ROYAL WINDSOR,FAMILY HOME SLEEPS 7, Free WIFI+PARKING, vacation rental in Windsor and Maidenhead
RIVERSIDE, WESTLONDON, ROYAL WINDSOR,FAMILY HOME SLEEPS 7, Free WIFI+PARKING, vacation rental in Windsor and Maidenhead

RIVERSIDE, WESTLONDON, ROYAL WINDSOR,FAMILY HOME SLEEPS 7, Free WIFI+PARKING

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Walking Distance to Windsor Castle and 2.6 Miles to Legoland, vacation rental in Windsor and Maidenhead
Walking Distance to Windsor Castle and 2.6 Miles to Legoland, vacation rental in Windsor and Maidenhead
Walking Distance to Windsor Castle and 2.6 Miles to Legoland, vacation 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
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Luxury Apartment on Eton High Street, vacation rental in Windsor and Maidenhead
Luxury Apartment on Eton High Street, vacation rental in Windsor and Maidenhead
Luxury Apartment on Eton High Street, vacation rental in Windsor and Maidenhead

Luxury Apartment on Eton High Street

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The Loft Windsor is the perfect choice for business and leisure stays, vacation rental in Windsor and Maidenhead
The Loft Windsor is the perfect choice for business and leisure stays, vacation rental in Windsor and Maidenhead
The Loft Windsor is the perfect choice for business and leisure stays, vacation 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
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MAIDENHEAD HOUSE corporate accommodation,  sleeps 4, near Windsor A4 M4, vacation rental in Windsor and Maidenhead
MAIDENHEAD HOUSE corporate accommodation,  sleeps 4, near Windsor A4 M4, vacation rental in Windsor and Maidenhead
MAIDENHEAD HOUSE corporate accommodation,  sleeps 4, near Windsor A4 M4, vacation rental in Windsor and Maidenhead

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Country Estate with Concierge and Staff. Close to London, Windsor, Ascot, vacation rental in Windsor and Maidenhead
Luxury Country Estate with Concierge and Staff. Close to London, Windsor, Ascot, vacation rental in Windsor and Maidenhead
Luxury Country Estate with Concierge and Staff. Close to London, Windsor, Ascot, vacation rental in Windsor and Maidenhead

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

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Fabulous house on the river Thames riverside, near Windsor and London, vacation rental in Windsor and Maidenhead
Fabulous house on the river Thames riverside, near Windsor and London, vacation rental in Windsor and Maidenhead
Fabulous house on the river Thames riverside, near Windsor and London, vacation rental in Windsor and Maidenhead

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Luxury Central Eton Cottage, 5 minute walk from Windsor Castle. FREE PARKING, vacation rental in Windsor and Maidenhead
Luxury Central Eton Cottage, 5 minute walk from Windsor Castle. FREE PARKING, vacation rental in Windsor and Maidenhead
Luxury Central Eton Cottage, 5 minute walk from Windsor Castle. FREE PARKING, vacation rental in Windsor and Maidenhead

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

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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1 The Courtyard Apartments, High Street Windsor, vacation rental in Windsor and Maidenhead
1 The Courtyard Apartments, High Street Windsor, vacation rental in Windsor and Maidenhead
1 The Courtyard Apartments, High Street Windsor, vacation rental in Windsor and Maidenhead

1 The Courtyard Apartments, High Street Windsor

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Period Cottage in the center of Windsor, vacation rental in Windsor and Maidenhead
Period Cottage in the center of Windsor, vacation rental in Windsor and Maidenhead
Period Cottage in the center of Windsor, vacation rental in Windsor and Maidenhead

Period Cottage in the center of Windsor

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Hampden Apartments - The Charles, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Charles, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Charles, vacation rental in Windsor and Maidenhead

Hampden Apartments - The Charles

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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42 Trevelyan Court by Accommodation Windsor, vacation rental in Windsor and Maidenhead
42 Trevelyan Court by Accommodation Windsor, vacation rental in Windsor and Maidenhead
42 Trevelyan Court by Accommodation Windsor, vacation rental in Windsor and Maidenhead

42 Trevelyan Court by Accommodation Windsor

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hampden Apartments - The Henry, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Henry, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Henry, vacation rental in Windsor and Maidenhead

Hampden Apartments - The Henry

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hampden Apartments - The Archie, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Archie, vacation rental in Windsor and Maidenhead
Hampden Apartments - The Archie, vacation rental in Windsor and Maidenhead

Hampden Apartments - The Archie

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Boutique  luxury apartment, Windsor, London , Heathrow, vacation rental in Windsor and Maidenhead
Boutique  luxury apartment, Windsor, London , Heathrow, vacation rental in Windsor and Maidenhead
Boutique  luxury apartment, Windsor, London , Heathrow, vacation rental in Windsor and Maidenhead

Boutique luxury apartment, Windsor, London , Heathrow

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Thieves Garden - Serviced, Self Catering Apartment, vacation rental in Windsor and Maidenhead
Thieves Garden - Serviced, Self Catering Apartment, vacation rental in Windsor and Maidenhead
Thieves Garden - Serviced, Self Catering Apartment, vacation 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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Hampden Apartments - The George, vacation rental in Windsor and Maidenhead
Hampden Apartments - The George, vacation rental in Windsor and Maidenhead
Hampden Apartments - The George, vacation rental in Windsor and Maidenhead

Hampden Apartments - The George

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Clarence House - Windsor, vacation rental in Windsor and Maidenhead
Clarence House - Windsor, vacation rental in Windsor and Maidenhead
Clarence House - Windsor, vacation rental in Windsor and Maidenhead

Clarence House - Windsor

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Windsor Town Centre Sleeps 6, vacation rental in Windsor and Maidenhead
Windsor Town Centre Sleeps 6, vacation rental in Windsor and Maidenhead
Windsor Town Centre Sleeps 6, vacation rental in Windsor and Maidenhead

Windsor Town Centre Sleeps 6

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Welcome to our Boutique Private & Secluded Garden Studio., vacation rental in Windsor and Maidenhead
Welcome to our Boutique Private & Secluded Garden Studio., vacation rental in Windsor and Maidenhead
Welcome to our Boutique Private & Secluded Garden Studio., vacation rental in Windsor and Maidenhead

Welcome to our Boutique Private & Secluded Garden Studio.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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