Windsor and Maidenhead Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Windsor and Maidenhead, England, United Kingdom

From ZA R5,457 per night
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10.0 (4 Reviews)
1 Bedroom 2 Guests
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10.0 (12 Reviews)
3 Bedrooms 7 Guests
From ZA R11,040 per night
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10.0 (3 Reviews)
1 Bedroom 2 Guests
10.0 (27 Reviews)
3 Bedrooms 6 Guests
From ZA R8,469 per night
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10.0 (2 Reviews)
1 Bedroom 2 Guests
10.0 (22 Reviews)
1 Bedroom 2 Guests
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10.0 (7 Reviews)
2 Bedrooms 4 Guests
10.0 (17 Reviews)
1 Bedroom 2 Guests
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10.0 (4 Reviews)
1 Bedroom 2 Guests
10.0 (17 Reviews)
1 Bedroom 3 Guests
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10.0 (3 Reviews)
4 Bedrooms 10 Guests
From ZA R8,833 per night
10.0 (14 Reviews)
4 Bedrooms 8 Guests
10.0 (3 Reviews)
4 Bedrooms 8 Guests
10.0 (3 Reviews)
3 Bedrooms 5 Guests
From ZA R8,654 per night
10.0 (11 Reviews)
4 Bedrooms 8 Guests
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
From ZA R2,236 per night
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10.0 (2 Reviews)
1 Bedroom 2 Guests
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
From ZA R22,813 per night
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10.0 (1 Review)
5 Bedrooms 10 Guests
10.0 (7 Reviews)
4 Bedrooms 10 Guests
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10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (7 Reviews)
2 Bedrooms 6 Guests
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10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (6 Reviews)
5 Bedrooms 11 Guests
From ZA R2,356 per night
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10.0 (1 Review)
4 Bedrooms 8 Guests
10.0 (5 Reviews)
4 Bedrooms 9 Guests
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10.0 (1 Review)
3 Bedrooms 5 Guests
From ZA R6,486 per night
10.0 (5 Reviews)
3 Bedrooms 6 Guests
|
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (5 Reviews)
2 Bedrooms 4 Guests
From ZA R2,704 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (5 Reviews)
2 Bedrooms 6 Guests
From ZA R3,360 per night
10.0 (5 Reviews)
1 Bedroom 4 Guests
10.0 (5 Reviews)
2 Bedrooms 6 Guests
From ZA R11,126 per night
10.0 (4 Reviews)
3 Bedrooms 6 Guests
10.0 (4 Reviews)
3 Bedrooms 6 Guests
From ZA R6,466 per night
|
9.9 (22 Reviews)
1 Bedroom 2 Guests
From ZA R6,802 per night
|
10.0 (2 Reviews)
1 Bedroom 4 Guests
From ZA R6,489 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
|
9.8 (99 Reviews)
2 Bedrooms 4 Guests
From ZA R4,126 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
3 Bedrooms 6 Guests
From ZA R4,074 per night
|
9.8 (89 Reviews)
1 Bedroom 2 Guests
From ZA R6,211 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
|
9.8 (20 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
From ZA R7,652 per night
|
9.8 (19 Reviews)
5 Bedrooms 10 Guests
From ZA R5,522 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
10.0 (1 Review)
4 Bedrooms 7 Guests
9.8 (11 Reviews)
3 Bedrooms 6 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
9.8 (7 Reviews)
2 Bedrooms 4 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
From ZA R2,165 per night
|
9.8 (6 Reviews)
11 Bedrooms 22 Guests
10.0 (1 Review)
2 Bedrooms 5 Guests
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9.8 (5 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 3 Guests
From ZA R4,138 per night
|
9.8 (5 Reviews)
1 Bedroom 2 Guests

About Windsor and Maidenhead Vacation Rentals

With more than 1022 Windsor and Maidenhead vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Windsor and Maidenhead.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Windsor and Maidenhead, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Windsor and Maidenhead. Places to stay near Windsor and Maidenhead are 644.91 ft² on average, with prices averaging ZA R6,106 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Windsor and Maidenhead with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Windsor and Maidenhead?

What are the top vacation rentals in Windsor and Maidenhead?

How many Rentbyowner vacation rentals are available in Windsor and Maidenhead?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1022 in the Windsor and Maidenhead area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Windsor and Maidenhead.