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Holiday Homes in Maidenhead

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Our top choices for Maidenhead holiday homes

1. Near Town Centre, Big Patio, Free Parking Sleeps 8

Near Town Centre, Big Patio, Free Parking Sleeps 8
Berkshire
Near Town Centre, Big Patio, Free Parking Sleeps 8

2. Stunning Place near Windsor & Heathrow, 3BR House

Stunning Place near Windsor & Heathrow, 3BR House
Burnham
10.0 out of 10, Exceptional, (2 reviews)
"Sleeps 6 comfortably. Nice for a family!"
United States
Grady R.
The price is €295
includes taxes & fees
15 Sept - 16 Sept
Stunning Place near Windsor & Heathrow, 3BR House

3. Heartwarming Windsor Cottage with Free Parking

Heartwarming Windsor Cottage with Free Parking
Clewer East
10.0 out of 10, Exceptional, (1 review)
"Beautiful place to stay."
United States
Anonymous traveller
Heartwarming Windsor Cottage with Free Parking

4. West London (Westfield) sleeps up to 6 people - Newly Refurbished

West London (Westfield) sleeps up to 6 people - Newly Refurbished
Hammersmith and Fulham
8.8 out of 10, Excellent, (8 reviews)
"Best possible access to the Tube, the mall, and plenty of food (both restaurants and groceries). Made our visit to London super easy and enjoyable."
United States
Dave & Tami R.
The price is €274
includes taxes & fees
20 Sept - 21 Sept
West London (Westfield) sleeps up to 6 people - Newly Refurbished

5. Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
Windsor City Centre
9.4 out of 10, Exceptional, (3 reviews)
"Great house. Perfect location. A wonderful stay."
United States
David T.
The price is €279
includes taxes & fees
1 Oct - 2 Oct
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish

6. A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.

A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.
Farnham Royal
9.6 out of 10, Exceptional, (10 reviews)
"Thanks Joti for a pleasant stay. Property was clean and Host was very accommodating showing us round. Use of the BBQ was a great plus!"
United Kingdom
M. I.
The price is €419
includes taxes & fees
13 Sept - 14 Sept
A Private Warm Welcoming Cosy Bungalow, 10 mins to Windsor or Beaconsfield Town.

7. Fabulous Central Windsor Town House

Fabulous Central Windsor Town House
3.0 star property
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"House is exactly as in the pictures. Lovely, spacious and clean. Kids loved the bunk bed. "
United Kingdom
Abdullah
The price is €353
includes taxes & fees
13 Sept - 14 Sept
Fabulous Central Windsor Town House

8. Windsor Gem: 1 Bed|1 Bath| Free Parking

Windsor Gem: 1 Bed|1 Bath| Free Parking
Windsor City Centre
10.0 out of 10, Exceptional, (1 review)
"Great looking apartment. "
United States
Michelle P.
Windsor Gem: 1 Bed|1 Bath| Free Parking

9. Salt House with parking

Salt House with parking
Henley-On-Thames
10.0 out of 10, Exceptional, (1 review)
"Perfect in every way! The house was spotless and had everything we needed. It's situated approx 7 mins away from town in one direction, so you can leave the car on the drive, (a major plus) and 10 mins walk away from the woods in the other: ideal for an early morning, or any time dog walk! There's a hose in the garden for dirty boots and dogs and the back gate locks for security. Heating was easy to adjust and the fire worked beautifully. The TV was easy to operate and the Wifi was fab!...
United Kingdom
Lisa
Salt House with parking

10. Mills Cottage - Sleeps 4

Mills Cottage - Sleeps 4
Henley-On-Thames
8.0 out of 10, Very good, (1 review)
"Nice location but the road is very busy "
United Kingdom
ricky j.
The price is €291
includes taxes & fees
26 Sept - 27 Sept
Mills Cottage - Sleeps 4

11. Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
Slough
10.0 out of 10, Exceptional, (1 review)
"Could not fault this place we have stayed in some expensive hotels and this beat those hands down. Amazing value. "
United Kingdom
david b.
The price is €365
includes taxes & fees
13 Sept - 14 Sept
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8

12. 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 €301
includes taxes & fees
25 Sept - 26 Sept
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire

13. Windsor Luxe Living – 3BR Near Windsor Castle

Windsor Luxe Living – 3BR Near Windsor Castle
Clewer East
The price is €230
includes taxes & fees
4 Oct - 5 Oct
Windsor Luxe Living – 3BR Near Windsor Castle

14. The Loft – 1 bed space with gated parking

The Loft – 1 bed space with gated parking
Binfield Heath
The price is €233
includes taxes & fees
26 Sept - 27 Sept
The Loft – 1 bed space with gated parking

15. Apple Blossom - Central Henley with free road parking

Apple Blossom - Central Henley with free road parking
Henley-On-Thames
10.0 out of 10, Exceptional, (1 review)
"Very well presented house with everything you need for a great stay. Close to the town yet quiet. "
United Kingdom
Colin
Apple Blossom - Central Henley with free road parking

16. Hunts cottage - Pet friendly

Hunts cottage - Pet friendly
Harpsden
9.6 out of 10, Exceptional, (4 reviews)
"Good host communication and a very pleasant accommodation. "
United Kingdom
L G.
The price is €393
includes taxes & fees
15 Sept - 16 Sept
Hunts cottage - Pet friendly

17. Chalk House - Pet friendly

Chalk House - Pet friendly
Henley-On-Thames
The price is €280
includes taxes & fees
15 Sept - 16 Sept
Chalk House - Pet friendly

18. Tranquil Turquoise - 3 Bed House With Parking

Tranquil Turquoise - 3 Bed House With Parking
2.0 star property
Bracknell
The price is €468
includes taxes & fees
13 Sept - 14 Sept
Tranquil Turquoise - 3 Bed House With Parking

19. The Neptune - Pet friendly

The Neptune - Pet friendly
Henley-On-Thames
10.0 out of 10, Exceptional, (1 review)
The price is €280
includes taxes & fees
20 Sept - 21 Sept
The Neptune - Pet friendly

20. Maple Cottage in Henley

Maple Cottage in Henley
Henley-On-Thames
The price is €280
includes taxes & fees
24 Sept - 25 Sept
Maple Cottage in Henley
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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Top Maidenhead Hotel Reviews

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Maidenhead Holiday Homes information

Number of reviews
34
Accommodation
1361 Holiday Homes
Lowest Price
€230
Highest Price
€468