Monthly Rentals in Windsor and Maidenhead

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

Nearby monthly rentals

Guest favorite
Apartment in Windsor and Maidenhead
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 favorite
Apartment in Windsor and Maidenhead
4.95 out of 5 average rating, 342 reviews

Windsor Great * Snug * Private Annexe with Parking

LeslieRating, 5 stars5 days 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 favorite
Cottage in Windsor and Maidenhead
4.96 out of 5 average rating, 770 reviews

The Old School House, Ascot, Berkshire

LauraRating, 5 stars2 days ago
We had a wonderful, relaxing stay at this beautiful cottage. Sean and Caroline were the ultimate hosts, making us feel right at home from the beginning to the very end of our stay. We highly recommend this beautiful place to stay in a quiet country setting!
Guest favorite
Home in Windsor and Maidenhead
4.9 out of 5 average rating, 94 reviews

Modern with parking near Windsor Castle & Legoland

LizzyRating, 5 stars2 weeks ago
great self-contained apartment with everything we needed for our stay and excellent communication with Arman. thank you

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 vacation 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

Traveling 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 Park12 locals recommend
LEGOLAND® Windsor Resort174 locals recommend
Ascot Racecourse81 locals recommend
Thorpe Park Resort50 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.