
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 home
4.99 out of 5 average rating, 73 reviewsModern 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

Flat
5 out of 5 average rating, 36 reviewsModern Apartment in Haddenham!
Dewi SintaRating, 5 stars3 days ago
Fantastic appartement in a very quiet neighbourhood. Coop conveniently located downstairs. It was nice to be able to sit on the balcony. Close to Oxford. David was very friendly and easy to communicate with. Highly recommend.
Guest favourite

Guest house
4.83 out of 5 average rating, 42 reviewsThe Sculptors Cottage | Pass the Keys
NicolaRating, 5 stars3 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
4.97 out of 5 average rating, 77 reviewsCoach 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.
The comforts of home and great monthly rates
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.*
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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.
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*Some exclusions may apply in certain geographies and for some properties.