Monthly Rentals in South Windsor

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

Nearby monthly rentals

Superhost
Holiday home in Freemans Reach
4.96 out of 5 average rating, 52 reviews

5 High View 3 bedroom, self contained, 6 available

EricaRating, 5 stars6 days ago
Michelle’s accommodation was as advertised, neat and tidy with cosy beds and everything we needed. It was close to everything and suited our needs. I would definitely recommend.
Guest favourite
Cottage in Riverstone
4.94 out of 5 average rating, 36 reviews

The Bakery

JeanetteRating, 5 stars4 days ago
More Beautiful than I ever expected. Photos do not do the Bakery Justice. An absolutely stunning Guest House. No detail forgotten. Tam provided us with fresh, milk, bread and butter, a beautiful surprise. A cosy place to stay in the winter with a cosy fire and a bath tub to soak in. Perfect for a couple. Lovely kitchen with all cooking bits and bobs. A stunning wrap veranda leading to a garden, a bird Avery and a Hammock …. I cannot rate the Bakery high enough.
Top Guest favourite
Home in Windsor
4.95 out of 5 average rating, 19 reviews

1840s Heritage house in Windsor

NatalieRating, 5 stars2 weeks ago
A beautiful location , lovely surroundings & the home & garden amazing. We really enjoyed our stay in a very clean & well appointed home. Racheal also offered a later checkout time which meant we didn’t have to rush to leave. Plus the beds were super comfortable! Thank you for making our stay so pleasant & comfortable. We will be back!
Top Guest favourite
Guesthouse in Windsor
4.92 out of 5 average rating, 498 reviews

1830's converted barn with sauna

KatRating, 5 stars1 week ago
We absolutely loved our long weekend at the barn in Windsor! It's such a quaint little town, and the barn was the perfect hideaway for relaxing and reading. We especially enjoyed the ready-to-use sauna and spa. The beds were comfy - though those steep stairs were quite the workout! We thoroughly enjoyed our stay and would happily come back.

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 Wi-Fi and dedicated working spaces.

Looking for serviced apartments?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
*Some exclusions may apply in certain geographies and for some properties.