An aerial view of a town with a river, green spaces, and historic buildings.

Maidenhead Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Maidenhead vacation homes

A modern living room with a sofa, armchair, and dining area.

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

Stunning Place near Windsor & Heathrow, 3BR House
Burnham
10.0 out of 10, Exceptional, (1 review)
"We had a great time here. Everything is clean and new, and there's plenty of room for a big group or family like ours. The location is great for access to London and Windsor."
United States
Xavier K.
The price is CA $302
CA $468 total
includes taxes & fees
Sep 21 - Sep 22
Stunning Place near Windsor & Heathrow, 3BR House
A white table with a vase of yellow tulips in a clear plastic container, positioned in front of a window with a view of a building and trees.

2. 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 CA $306
CA $414 total
includes taxes & fees
Sep 13 - Sep 14
West London (Westfield) sleeps up to 6 people - Newly Refurbished
A cozy bedroom with a large bed, a grey sofa, a patterned rug, a window with curtains, and a fireplace.

3. 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 CA $269
CA $435 total
includes taxes & fees
Oct 4 - Oct 5
Windsor Castle Amazing Cottage | 2-Min Walk | Central & Stylish
A modern kitchen with a central island, pendant lighting, and a dining area with a glass table.

4. 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 CA $292
CA $563 total
includes taxes & fees
Sep 13 - Sep 14
Fabulous Central Windsor Town House
An outdoor kitchen with a grill, a sink, and a dining area with a table and chairs.

5. A Warm Welcoming Cosy Bungalow, 10 mins to Windsor

A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
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 CA $448
CA $651 total
includes taxes & fees
Sep 13 - Sep 14
A Warm Welcoming Cosy Bungalow, 10 mins to Windsor
A modern living room with a sofa and armchair, a coffee table, and a kitchen area with cabinets and appliances.

6. 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.
The price is CA $342
CA $435 total
includes taxes & fees
Sep 20 - Sep 21
Windsor Gem: 1 Bed|1 Bath| Free Parking
A modern kitchen with a dining area, a water dispenser, and a view of the backyard.

7. 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
The price is CA $224
CA $401 total
includes taxes & fees
Sep 29 - Sep 30
Salt House with parking
A modern house with a patio, a garden with various plants, and a wooden deck.

8. 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 CA $356
CA $483 total
includes taxes & fees
Sep 13 - Sep 14
Maygrove Retreat - Sleeps 2 - Jacuzzi & Boat Hire
A modern living room with a white leather armchair, a fireplace with a vintage stove, and a wooden floor.

9. 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 CA $289
CA $467 total
includes taxes & fees
Sep 17 - Sep 18
Mills Cottage - Sleeps 4
A neatly made bed with white bedding, a grey headboard, and a bedside table with a lamp.

10. Tranquil Turquoise - 3 Bed House With Parking

Tranquil Turquoise - 3 Bed House With Parking
2.0 star property
Bracknell
The price is CA $419
CA $746 total
includes taxes & fees
Sep 11 - Sep 12
Tranquil Turquoise - 3 Bed House With Parking
A loft bedroom with a sloped ceiling, a wooden floor, a sofa, and a view of the outdoors.

11. The Loft – 1 bed space with gated parking

The Loft – 1 bed space with gated parking
Binfield Heath
The price is CA $203
CA $338 total
includes taxes & fees
Sep 13 - Sep 14
The Loft – 1 bed space with gated parking
A room with two beds, a large screen displaying a streaming service interface, and a window with a view of the outside.

12. Windsor Luxe Living – 3BR Near Windsor Castle

Windsor Luxe Living – 3BR Near Windsor Castle
Clewer East
The price is CA $370
CA $370 total
includes taxes & fees
Oct 4 - Oct 5
Windsor Luxe Living – 3BR Near Windsor Castle
A bedroom with a large bed, a dresser, a radiator, and a window with curtains.

13. 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 CA $358
CA $629 total
includes taxes & fees
Sep 13 - Sep 14
Hunts cottage - Pet friendly
A modern bedroom with a large bed, two bedside tables, and wall art.

14. 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 CA $459
CA $627 total
includes taxes & fees
Sep 11 - Sep 12
Nr Legoland/Ascot.Comfy House.Ample Parking.Upto 8
A cozy living room with a fireplace, a sofa, a coffee table, and a staircase.

15. Maple Cottage in Henley

Maple Cottage in Henley
Henley-On-Thames
The price is CA $271
CA $448 total
includes taxes & fees
Sep 20 - Sep 21
Maple Cottage in Henley
A modern kitchen with a skylight, a dining area with wooden chairs, and a view of a backyard.

16. 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
The price is CA $271
CA $448 total
includes taxes & fees
Sep 13 - Sep 14
Apple Blossom - Central Henley with free road parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Maidenhead Hotel Reviews

Holiday Inn Express London Heathrow T4 by IHG

Holiday Inn Express London Heathrow T4 by IHG

10/10 Excellent
"Convenient breakfast location and good location for storing luggage while eating there. No clutter. Know to insert the room card as you walk in to turn everything on."
Larry 1-night trip
Posted 3 hours ago
Holiday Inn Express London Heathrow T4 by IHG

Find out more about Maidenhead

Maidenhead Vacation Homes information

Number of reviews
32
Accommodation
1317 Vacation Homes
Lowest Price
CA $338
Highest Price
CA $746