Vacation Rentals in Windsor and Maidenhead

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Our top choices for Windsor and Maidenhead vacation rentals

Copper Castle & Petting Farm near Legoland

Copper Castle & Petting Farm near Legoland
4.0 star property
Windsor
10.0 out of 10, Exceptional, (1 review)
"The copper castle was an amazing place to stay, clean, comfortable, staff were amazing, children loved the animals and collecting egg's from the chickens in the morning. Owner's were very helpful and accommodating, will definitely be coming back for another stay."
United Kingdom
Susan
The price is ¥24,533
¥29,439 total
includes taxes & fees
Apr 30 - May 1
Copper Castle & Petting Farm near Legoland

Willow Court Farm

Willow Court Farm
4.0 star property
Windsor
10.0 out of 10, Exceptional, (204 reviews)
"We enjoyed our very short stay and would like to return for longer next time. The lodge had everything we needed and our children loved the bunk beds. We all enjoyed feeding the animals in the morning the next day. "
United Kingdom
Louise
The price is ¥37,957
¥45,548 total
includes taxes & fees
May 10 - May 11
Willow Court Farm

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.
Old Windsor
9.8 out of 10, Exceptional, (7 reviews)
"Excellent option for our needs. The cabin is well appointed, with all mod cons and helpful touches. Recommended."
United Kingdom
Dave
The price is ¥24,263
¥27,714 total
includes taxes & fees
Apr 28 - Apr 29
A Cosy cabin retreat - 5 mins away from Windsor and 10 mins from Legoland.

Spacious, light apartment sleeps up to four

Spacious, light apartment sleeps up to four
Cookham
9.8 out of 10, Exceptional, (18 reviews)
"Beautifully refurbished property with very helpful hosts."
United Kingdom
Alexandra C.
The price is ¥21,351
¥45,290 total
includes taxes & fees
Apr 28 - Apr 29
Spacious, light apartment sleeps up to four

Cosy Cabin Close to Heathrow Airport, Windsor Castle, Legoland, Thorpe Park

Cosy Cabin Close to Heathrow Airport, Windsor Castle, Legoland, Thorpe Park
Horton
10.0 out of 10, Exceptional, (1 review)
"What a beautiful gem this place is. Absolutely wonderful.So clean and well equipped ..... cosy too.Transport excellent. Bus at end of road straight into Heathrow and the London underground.Easy walk to train station to visit London or Windsor.15 minute drive to Legoland or Thorpe Park. Will definitely stay again with the kids! "
United Kingdom
Bruce S.
The price is ¥18,440
¥28,361 total
includes taxes & fees
May 11 - May 12
Cosy Cabin Close to Heathrow Airport, Windsor Castle, Legoland, Thorpe Park

2 Bed Apt| Parking| Central Windsor By Tempstay

2 Bed Apt| Parking| Central Windsor By Tempstay
Windsor City Centre
10.0 out of 10, Exceptional, (6 reviews)
"Great little apartment walkable to everything in Windsor - great space!"
Canada
Leslie C.
2 Bed Apt| Parking| Central Windsor By Tempstay

Windsor Home with Free Parking

Windsor Home with Free Parking
Clewer South
10.0 out of 10, Exceptional, (1 review)
"A perfect location for visiting Legoland and Windsor Castle. Easy to find, parking is literally right outside of the front door and the apartment is fitted with everything you could need.We will definitely recommend and will use again if we visit Legoland again in the future."
United Kingdom
Ian G.
The price is ¥26,959
¥36,233 total
includes taxes & fees
Apr 28 - Apr 29
Windsor Home with Free Parking

Spacious Apartment with Private Garden By Tempstay

Spacious Apartment with Private Garden By Tempstay
Windsor City Centre
8.0 out of 10, Very Good, (3 reviews)
"I traveled to Windsor with my husband and 17 year old daughter. This apartment has a good layout with two separate bedrooms and is within walking distance of train station, shops, restaurants and the castle. We had a great stay."
United States
Sherry N.
The price is ¥18,116
¥41,896 total
includes taxes & fees
Apr 28 - Apr 29
Spacious Apartment with Private Garden By Tempstay

Stay In Style With Castle Views By Tempstay

Stay In Style With Castle Views By Tempstay
Windsor City Centre
10.0 out of 10, Exceptional, (2 reviews)
"This place was perfect for us. It’s exactly as listed on the site, super cute and very comfortable plus there really is a view of the castle! We had a couple small things we needed help with and the host management company was very helpful and responsive. There’s a cut through to the long walk just up the street and you can be in the center of town in 10 min or less. Would stay again!"
United States
Amy R.
Stay In Style With Castle Views By Tempstay

Lovely cottage in the heart of the picturesque village of Cookham

Lovely cottage in the heart of the picturesque village of Cookham
Cookham
The price is ¥28,145
¥46,908 total
includes taxes & fees
Apr 28 - Apr 29
Lovely cottage in the heart of the picturesque village of Cookham

Stunning Central Windsor Town House

Stunning Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (3 reviews)
"The house was perfect! The standard of the accommodation was excellent and it was located close to restaurants and all local attractions."
United Kingdom
Lisa
Stunning Central Windsor Town House

Character Victorian apartment close to Windsor town with secure parking

Character Victorian apartment close to Windsor town with secure parking
Clewer East
10.0 out of 10, Exceptional, (1 review)
"A gorgeous opulent place to stay while in Windsor. We appreciated the extra touches like the fresh milk for tea!"
Canada
Isabel
The price is ¥38,432
¥45,549 total
includes taxes & fees
Apr 28 - Apr 29
Character Victorian apartment close to Windsor town with secure parking

Relaxing guest house with Jacuzzi & boat hire

Relaxing guest house with Jacuzzi & boat hire
Wraysbury
10.0 out of 10, Exceptional, (17 reviews)
"Cabin very clean and tidy lovely location very pleasant owner would definitely recommend to others and i would definitely stay again"
United Kingdom
Wayne M.
The price is ¥49,302
¥54,694 total
includes taxes & fees
Apr 29 - Apr 30
Relaxing guest house with Jacuzzi & boat hire

Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle

Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle
Windsor City Centre
The price is ¥26,204
¥43,889 total
includes taxes & fees
Apr 28 - Apr 29
Stylish 2-Bed Apartment in the Heart of Windsor – Walk to Windsor Castle

Hampden Apartments - the Diana

Hampden Apartments - the Diana
4.0 star property
Windsor City Centre
9.2 out of 10, Wonderful, (45 reviews)
"Wonderful property! "
Canada
Meghan
Hampden Apartments - the Diana

Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station
Eton
Elegant Windsor Flat -Short Walk to Windsor Castle, River Thames &Train Station

Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
3.0 star property
Wraysbury
10.0 out of 10, Exceptional, (1 review)
The price is ¥41,153
¥55,854 total
includes taxes & fees
Apr 28 - Apr 29
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

Heartwarming Windsor Cottage with Free Parking

Heartwarming Windsor Cottage with Free Parking
Clewer East
The price is ¥26,721
¥45,053 total
includes taxes & fees
Apr 30 - May 1
Heartwarming Windsor Cottage with Free Parking

Self Contained Studio Near Windsor Attractions!

Self Contained Studio Near Windsor Attractions!
Clewer East
The price is ¥18,246
¥18,246 total
includes taxes & fees
Apr 28 - Apr 29
Self Contained Studio Near Windsor Attractions!

Stylish Stay- Windsor Castle- Parking- By Tempstay

Stylish Stay- Windsor Castle- Parking- By Tempstay
Windsor City Centre
8.6 out of 10, Excellent, (8 reviews)
"Great place to stay right in the middle of the town! "
United States
Shanel S.
Stylish Stay- Windsor Castle- Parking- By Tempstay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Vacation Apartments in Windsor and Maidenhead

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