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Maidenhead

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300 AUD5,200 AUD
 

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Maidenhead Holiday Cottages

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  • Verification of owner name and address via valid credit card
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  • Flexible dates & rates
  • More options in smaller towns
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
Fieldview Barn, Maidenhead - JUST ADDED
Berkshire, Windsor and Maidenhead, Maidenhead Holiday Cottages
Fieldview Barn
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 9
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
386 AUD - 708 AUD
Week:
2,816 AUD - 4,505 AUD
Minimum rental - 2 nights
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Map unavailable
Berkshire, Windsor and Maidenhead, Maidenhead Holiday Cottages
Thieves Garden - Serviced, Self Catering Apartment
Slideshow
  • Condo/Apartment
  • 1 Bedroom, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Week:
547 AUD - 643 AUD
Minimum rental - 1 week
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The following rentals are within 15 kilometres of Maidenhead, Windsor and Maidenhead, Berkshire, England.

South East England, Buckinghamshire, Marlow Holiday Cottages
Beech Court - Serviced Self Catering Apartment
Slideshow
4.5 of 5 stars 3 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 3
  • 1 Bathroom
  • Owner
EMAIL OWNER
Special offer details »
Night:
128 AUD - 161 AUD
Week:
725 AUD - 926 AUD
Minimum rental - 3 nights
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The Studio Retreat, Henley-on-Thames, UK
England, Oxfordshire, Henley-on-Thames Holiday Cottages
The Studio Retreat
Slideshow
4 of 5 stars 3 reviews
  • Condo/Apartment
  • Studio, sleeps 2
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
136 AUD - 153 AUD
Week:
725 AUD - 796 AUD
Minimum rental - 3 nights
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This owner offers 2 rentals at this location
England, Oxfordshire, Henley-on-Thames Holiday Cottages
Weeping Willow House, Henley on Thames with canoes
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
177 AUD - 241 AUD
Week:
725 AUD - 2,414 AUD
Minimum rental - 3 nights
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River Terrace, Henley-on-Thames, UK
England, Oxfordshire, Henley-on-Thames Holiday Cottages
River Terrace
Slideshow
4 of 5 stars 2 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
145 AUD - 161 AUD
Week:
885 AUD - 1,287 AUD
Minimum rental - 3 nights
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South East England, Buckinghamshire, Marlow Holiday Cottages
Barons Court - Serviced Self Catering Apartment
Slideshow
4 of 5 stars 1 review
  • Condo/Apartment
  • 2 Bedrooms, sleeps 6
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
145 AUD - 177 AUD
Week:
725 AUD - 958 AUD
Minimum rental - 3 nights
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Weeping Willow House, Henley-on-Thames, UK
England, Oxfordshire, Henley-on-Thames Holiday Cottages
Weeping Willow House
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
177 AUD - 281 AUD
Week:
725 AUD - 2,414 AUD
Minimum rental - 3 nights
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Berkshire, Windsor and Maidenhead, Ascot Holiday Cottages
Windsor Forest Court
Slideshow
4.5 of 5 stars 5 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Week:
1,440 AUD - 1,601 AUD
Minimum rental - 1 week
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South East England, Berkshire, Bracknell Holiday Cottages
Palm Tree Cottage apartment
Slideshow
4.5 of 5 stars 9 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 3
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
96 AUD - 128 AUD
Week:
620 AUD - 788 AUD
Minimum rental - 3 nights
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Holiday let Henley-on-Thames, Henley-on-Thames, UK
England, Oxfordshire, Henley-on-Thames Holiday Cottages
Holiday let Henley-on-Thames
Slideshow
4 of 5 stars 3 reviews
  • Holiday Rental House
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
209 AUD - 289 AUD
Week:
1,464 AUD - 2,028 AUD
Minimum rental - 1 night
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Clock House, Warfield
South East England, Berkshire, Warfield Holiday Cottages
Clock House
Slideshow
4.5 of 5 stars 5 reviews
  • Condo/Apartment
  • 2 Bedrooms, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
402 AUD - 643 AUD
Week:
643 AUD - 966 AUD
Minimum rental - 3 nights
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The Studio at Westfield House, Henley-on-Thames, UK
England, Oxfordshire, Henley-on-Thames Holiday Cottages
The Studio at Westfield House
Slideshow
4.5 of 5 stars 12 reviews
  • Condo/Apartment
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Night:
136 AUD - 177 AUD
Week:
635 AUD - 989 AUD
Minimum rental - 3 nights
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Berkshire, Windsor and Maidenhead, Windsor Holiday Cottages
IDEAL FOR OLYMPICS WINDSOR Thatched, River Thames
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 5 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Special offer details »
Week:
4,023 AUD - 6,420 AUD
Minimum rental - 1 week
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Berkshire, Windsor and Maidenhead, Windsor Holiday Cottages
Hopscotch Cottage
Slideshow
4.5 of 5 stars 11 reviews
  • Holiday Rental House
  • 1 Bedroom, sleeps 4
  • 1 Bathroom
  • Owner
EMAIL OWNER
Week:
725 AUD
Minimum rental - 1 week
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Boat Geanna, Henley-on-Thames, UK
England, Oxfordshire, Henley-on-Thames Holiday Cottages
Boat Geanna
Slideshow
4 of 5 stars 1 review
  • Speciality Holiday Rental
  • 3 Bedrooms, sleeps 11
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
241 AUD - 482 AUD
Week:
1,689 AUD - 2,816 AUD
Minimum rental - 2 nights
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This owner offers 2 rentals at this location

Maidenhead Holiday Cottage Advice

Holiday cottages for 5 adults + 1 child, weekend stay
Posted by terminal2, 1 Jan 2010
... struggle to think up any holiday cottages for rent around Windsor, they seem a bit thin on the ground here unlike other areas in the UK like Cotswolds ,Cornwall , Devon, Lake District et al. For self catering you could check www.accomodation-windsor.co.uk but think they only have ... more
Self catering accommodation in Windsor, UK
Posted by Warrnambool_Annie, 5 Jan 2012
Am looking at a 2 bedroom apartment in Windsor, UK called 9 The Courtyard, "just off Windsor High Street", any reviews or comments. Anne. ... more
Posted by Cristina005, 4 Feb 2012
... courtyard.The woman is very nice and the apartment seems small but nice too. The apartment is next to the castle and next to a lot of pubs and restaurants.I am not English but I lived in Ascot long time ago and I know the area. Kind regards Cristina ... more
Posted by SloughWalker, 12 Mar 2012
... has in fact now stopped offering holiday accommodation on weekly lets. The Courtyard apartments are compact but their position just steps from the High Street can't be matched IMO. They have absolutely everything you could possibly want from a holiday apartment - central but very quiet in a courtyard setting ... more
A week in Windsor with a young family
Posted by brisbane_familyof5, 5 Jul 2011
... well. We stayed in an apartment rented through Accommodation Windsor (www.accommodation-windsor.co.uk) at Trevelyan Court. It was about a 15 minute walk into town - a bit far with a stroller & young kids (who won't walk far) but perfect when I wanted to pop into town to ... more
I guess it's a Travelodge?
Posted by LauraRW, 2 Jun 2011
... the Trooper. They have an apartment and a family room. In addition, on their site, they say "Legoland is a 10-minute drive from the property and guests can receive discounted tickets through the Windsor Trooper." You will pay for parking in Windsor nearly anywhere you go...that's just ... more
Car Parking in Windsor
Posted by brisbane_familyof5, 18 Jun 2011
... We will be renting an apartment in Trevelyan Court, which Googlemaps say is 20 minutes walk into Windsor Castle. Is it worth driving into Windsor to park to go on the train or to the Castle or would we be better off walking? We have 3 little kids (1,3 ... more
A week in Windsor??
Posted by brisbane_familyof5, 24 Apr 2011
... too boring. And it is still an hour to London. As far as what we like to see etc - we like castles, gardens...and space. It is the thought of a small apartment in London for a week that is a bit daunting for us. Thanks for your thoughts. Sue ... more
Posted by brisbane_familyof5, 25 Apr 2011
... we are staying in downtown Windsor it will be a bit "suburban" but I think being able to get a 3 bedroom apartment and have access to all those places will be a nice balance. Thanks again! Sue PS Any advice re: carparking at Slough station or Windsor Castle area ... more
Windsor trip from Heathrow
Posted by jourprof, 13 Apr 2010
... afternoon in July and our apartment in London won't be available till the following afternoon. I was thinking of going straight from the airport to Windsor, stay overnight, tour the castle and head back to London Sunday afternoon. Is this all doable without a car? What's a good ... more