Monthly Rentals in Windsor and Maidenhead

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Top guest favourite
Flat
4.98 out of 5 average rating, 100 reviews

Windsor, private annex. Great tourist spot.

SimonRating, 5 stars5 days ago
We thoroughly enjoyed our stay at Linda's flat. Great location, within easy walking distance of Windsor and there are two nice pubs up the road. The flat had everything we needed and was spotlessly clean. Good parking space on the drive right next to the flat entrance. Linda is a fantastic and friendly host. We would not hesitate to recommend this property and will be back next time we are visiting Windsor
Guest favourite
Flat
4.85 out of 5 average rating, 128 reviews

2 Bedroom Flat, walking distance to town centre

SalenaRating, 5 stars2 months ago
Rachel was a fantastic host! Super responsive upon receiving any questions from us and helpful with recommending things to do. The location of the flat is spot on and walkable to Windsor Castle and the centre of town which had lots of shops and restaurants! The flat itself was so clean and felt like a home from home and had everything we needed for our stay. The kitchen was fully equipped and couldn’t really complain about anything regarding the flat at all. The beds were also very comfortable! We had a dedicated space for parking which was great! If I were to go back I would certainly book here again and would recommend the place to anyone that wants to visit Windsor!
Top guest favourite
Flat
4.95 out of 5 average rating, 341 reviews

Windsor Great * Snug * Private Annexe with Parking

LeslieRating, 5 stars1 day ago
Perfect, great snug , Everything we needed, loads of little extras, Rachel had thought of everything that you would need..very pristine, fantastic location, great communication, bonus of car parking..great location, we would highly recommend....
Top guest favourite
Cottage
4.96 out of 5 average rating, 769 reviews

The Old School House, Ascot, Berkshire

SandraRating, 5 stars3 days ago
We absolutely love this place. We have stayed before and love going back. It's the perfect place for a peaceful break. Sean and Caroline are so lovely to deal with and the Old School House is really cute. We love the history of the building. It is so interesting. We will most definitely go back. Thank you once again for an amazing break Sean and Caroline!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term holiday rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Travelling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.

Stay near Windsor and Maidenhead's top sights

Thorpe Park24 locals recommend
LEGOLAND® Windsor Resort390 locals recommend
Ascot Racecourse181 locals recommend
Thorpe Park Resort216 locals recommend
Lapland UK21 locals recommend
Windsor, a Wyevale Garden Centre181 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.