Where will you be on 19 May 2018?

In Windsor Castle, attending the wedding of Prince Harry and Meghan Markle?

Or maybe in Wembley watching the FA Cup final?

Windsor and Maidenhead pet-friendly rentals

We found 426 pet-friendly rentals — enter your dates for availability

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December 2025

January 2026

Explore Windsor and Maidenhead pet-friendly rentals

Premier Host

Victorian Cottage, Close 2 All Sights, Parking 🏰

Sleeps 4 · 2 bedrooms · 1 bathroom

Top rated pet-friendly rentals - Windsor and Maidenhead

A beautiful, well-maintained lawn (12 x 7 Metres) in an established garden with a path leading from the back of the house down to separate office and TV room.

Great family house in convenient location

House is large and comfortable with everything that you need. It’s in a good location walking distance to town centre and station. It was clean and with new amenities

graham m.

Stayed July 2025

Home away from home

Fantastic experience- perfect for longer stays for when you want a little more space and privacy than hotels provide. Katy was a superb host.

Rachel H.

Stayed June 2023

The perfect place for a week in Berkshire

Wonderful stay in Helen's property - everything was clean and perfectly presented in the well-equipped house.

Chris L.

Stayed Apr 2022

Find spaces that suit your style

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Pet-friendly Rentals in Windsor and Maidenhead

Holiday Rental options in Windsor and Maidenhead

Rental Ideas

Cottage rentals in Windsor and Maidenhead

Explore Windsor and Maidenhead pet-friendly rentals

Victorian Cottage, Close 2 All Sights, Parking 🏰

KITE VIEW COTTAGE, pet friendly, with a garden in Holmer Green

Cozy Family Home | Pet-Friendly, Parking, Netflix

Charming Dual-Property Retreat in Windsor

Maidenhead - Stunning, Spacious - Three Bedrooms (Two Bath) Apartment

Binfield: Spacious Spectacular Four Bedroom House