Monthly Rentals in Upper Winchendon

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

Nearby monthly rentals

Top guest favourite
Tiny homes in Cuddington
4.99 out of 5 average rating, 74 reviews

Modern Self-Contained Detached Studio in Village

CarolineRating, 5 stars1 week ago
Absolutely loved staying here! The place was spotless, modern, and had everything we needed. The bed was super cosy under a charming sloped roof. Out the back, the view of fields with sheep gave it a peaceful, country feel. Set in a beautiful village, what more could a girl ask for? Thank you for making our stay so lovely!
Top guest favourite
Apartment in Haddenham
5 out of 5 average rating, 37 reviews

Modern Apartment in Haddenham!

JoRating, 5 starstoday
We booked David’s flat as it was only a five minute drive to Notley Abbey where we were attending a wedding over the weekend. It was clean, comfortable and well presented. Check in very easy with detailed instructions and communication with David excellent. Would highly recommended.
Guest favourite
Guesthouse in Cuddington
4.83 out of 5 average rating, 42 reviews

The Sculptors Cottage | Pass the Keys

NicolaRating, 5 stars4 days ago
Great storage space in the separate double bedroom. We needed the extra space. Kitchen stood out- had 2 fridges and a freezer, double oven dishwasher and well stocked. Plenty of space for 2 Sarah and Martin were very hospitable. Cuddington is a lovely village with a local pub, small shop and PO. There is a small village cinema showing carefully curated films. We loved the local circular walking routes.
Guest favourite
Cottage in Waddesdon
4.97 out of 5 average rating, 77 reviews

Coach House in rural setting.

JakubRating, 5 stars2 months ago
Erik is the perfect host, extremely helpful and was so responsive 10/10. The location of property is very remote and private. The stand out for me was how comfortable the bed was, it was amazing. If you are looking for a romantic, comfortable and clean place look no further.

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

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