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 favorite
Apartment in Windsor and Maidenhead
4.95 out of 5 average rating, 341 reviews

Windsor Great * Snug * Private Annexe with Parking

LeslieRating, 5 stars2 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, 769 reviews

The Old School House, Ascot, Berkshire

SandraRating, 5 stars4 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!
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
Guest suite in Warfield
4.82 out of 5 average rating, 11 reviews

Fabulous countryside private annex, near Ascot

KayRating, 5 stars4 weeks ago
A lovely home from home while working near by - the kitchen has everything I needed to cook simple dinners and the garden and huge bath were great to help me unwind on the evening. Also really enjoyed the company of the two lovely friendly dogs and Emma was really kind and helpful - including the loan of a bike to cycle to work one of the days - to make the most of the peaceful location and quiet back roads. As a regular visit to the area I look forward to staying again .

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 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.
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