Monthly Rentals in Windsor and Maidenhead

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

Nearby monthly rentals

Superhost
Flat
4.87 out of 5 average rating, 15 reviews

New-Build Whole Apartment - Beautiful Park Views

MuirRating, 5 stars1 month ago
Callum was a brilliant host and the flat is exactly as described and I enjoyed my 4 week stay. Would highly recommend for like minded people.
Guest favourite
Flat
4.91 out of 5 average rating, 11 reviews

One bed modern flat with terrace

SergiuRating, 5 stars1 month ago
I couldn’t have asked for a better Airbnb experience! From the moment I arrived, everything was seamless—the check-in process was smooth, and the host was incredibly welcoming and responsive. The space itself was spotless, beautifully decorated, and equipped with everything I needed for a comfortable stay. What truly set this place apart was the attention to detail—small touches like a welcome basket, high-quality linens, and a well-stocked kitchen made it feel like a home away from home. The location was perfect, close to everything yet quiet enough for a peaceful night’s sleep. One of my favorite parts was the living room, where I enjoyed my morning matcha tea with a fantastic view. I would highly recommend this Airbnb to anyone looking for a relaxing, hassle-free stay. I’ll definitely be back!
Top guest favourite
Flat
4.95 out of 5 average rating, 339 reviews

Windsor Great * Snug * Private Annexe with Parking

AndyRating, 5 stars4 days ago
Rachel's place is a great place to stay, very clean and tidy, and listed accurately. Have stayed here a few times before, as the accommodation is a comfortable walk into town with many pubs and restaurants. With a car parking space, making it ideal.
Top guest favourite
Cottage
4.96 out of 5 average rating, 765 reviews

The Old School House, Ascot, Berkshire

ChristineRating, 5 stars1 week ago
Spent a lovely couple of days in the old school house holiday rental. Beautiful well-thought out decor. Responsive hosts, private setting. We enjoyed walking through Windsor Great Park from the holiday let to Windsor Castle.

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.